Last Updated on December 10, 2024<\/p>\n
Dubbed the Windy City, Chicago is a whirlwind of iconic architecture, deep-dish pizza, and lakeside charm. Here\u2019s my recommended 3-day Chicago itinerary.<\/em><\/p>\n Chicago is a city of culture and music, known for its storied influence in pop culture giving us icons like Frank Sinatra and Kanye West. It\u2019s a metropolis with big city buzz but offers a slightly slower pace compared to other big US cities like New York. Chicago is a place where the wind isn\u2019t the only thing that\u2019ll take your breath away.<\/p>\n Chicago is home to some of the tallest and most beautiful skyscrapers in the U.S. At the same time, you\u2019ll find urban beaches, legendary deep-dish pizza, and a warm Midwest vibe. If you\u2019ve got 72 hours and an appetite for both adventure and good food, Chicago is the place to be.<\/p>\n I have been to Chicago several times and have nothing but praise for this beautiful concrete jungle. To help you plan your weekend in Chicago, I\u2019ve included everything you need to know, from how to get around, to the best restaurants, hotels, and day trips to take.<\/p>\n Chicago is a haven for foodies, offering everything from iconic deep-dish pizza to Michelin-starred restaurants that cater to every palate. History buffs will find themselves captivated by the city\u2019s transformative journey, learning about the Great Chicago Fire of 1871 and its pivotal role in shaping modern architecture.<\/p>\n Art and culture enthusiasts will delight in world-class museums like the Art Institute. And sports fans can revel in the electric atmosphere of a football game at Soldier Field or cheer on the Chicago Bulls. You\u2019ll barely scrape the surface with 3 days in Chicago, but you can definitely pack in some of the city\u2019s highlights in a weekend.<\/p>\n After checking into one of the Sonesta Chicago hotels<\/a>, we began our adventure in the windy city. On the trip, we started our escapade from Michigan Avenue and I recommend you do the same. Often hailed as the heart of Chicago, Michigan Avenue is a vibrant street brimming with history, culture, and iconic architecture.<\/p>\n The famous street stretches north to south in the eastern part of Chicago. Its northern tip stretches to DuSable Lake Shore Drive by Lake Michigan in the Gold Coast Historic District while its southern point extends to Dolton\u2019s Sibley Boulevard. Here are some of the top things to do on Michigan Avenue;<\/p>\n Chicago\u2019s Magnificent Mile is the Midwest\u2019s answer to other famous shopping meccas like Rodeo Drive and 5th Avenue. For shopping addicts visiting Chicago, this is the place to be. The Magnificent Mile stretches from the Michigan Avenue Bridge to Oak Street Beach.<\/p>\n The 13-block street has the city\u2019s highest concentration of luxury boutiques and department stores. You\u2019ll also find art galleries, historical landmarks, and fine dining spots. The Mag Mile is a staple on every Chicago itinerary and is the perfect palate cleanser for your Chicago adventure. I recommend booking this Magnificent Mile Walking Tour<\/a> if you want to learn more about how the Magnificent Mile developed from a knowledgeable and certified guide.<\/p>\n Chicago\u2019s Wrigley Building is a gleaming masterpiece of architectural elegance and a testament to the city\u2019s rich history. Located just next to the Chicago River, this architectural masterpiece is adorned with six shades of terra cotta that brighten as they ascend its soaring facade. Chewing gum magnate William Wrigley Jr. chose this oddly shaped lot for his company\u2019s headquarters, setting off an architectural boom that ultimately defined the Magnificent Mile.<\/p>\n Completed in 1924, the Wrigley Building\u2019s two towers are connected by a third-floor bridge. The Wrigley company sold the building in 2012 and it officially became a Chicago landmark ever since. The iconic twin buildings are a great spot to relish the city\u2019s beautiful skyline.<\/p>\n The Wrigley Building<\/a> is open every day from 9 a.m. to 5 p.m. and charges no admission. You can visit the twin buildings on your own or as part of a guided tour. There isn\u2019t much to see here so you\u2019ll be in and out in a few minutes but the experience is absolutely worth it.<\/p>\n Soaring 1,000 feet above ground, the 360 CHICAGO Observation Deck offers an unforgettable perspective of the windy city. Located on the 94th floor of the John Hancock Center, this deck treats you to panoramic views of the Chicago skyline and Lake Michigan. The highlight of your visit will be the exhilarating TILT section which inclines you out and over the edge of the building.<\/p>\n You\u2019ll be treated to an adrenaline-pumping, bird\u2019s-eye view of the bustling streets below. After this heart-throbbing experience, you can unwind at the on-site bar with a cocktail. General admission<\/a> starts at $30 for adults and $20 for kids, with free entry for children under 3. <\/p>\n The Art Institute of Chicago is the second-largest art museum in the U.S. and a staple on every Chicago itinerary. It is a world-class treasure trove of global masterpieces with a collection of Impressionist and Post-Impressionist works.<\/p>\n As you wander through endless marble and glass corridors, you\u2019ll discover everything from Japanese prints and ancient Grecian urns to the iconic American Gothic<\/em> by Grant Wood. You\u2019ll also find unique works like Edward Hopper\u2019s Nighthawks<\/em>, and Georges Seurat\u2019s A Sunday Afternoon on the Island of La Grande Jatte<\/em>.<\/p>\n The Modern Wing dazzles with works by Picasso and Mir\u00f3. But it is smaller gems like the Thorne Miniature Rooms and the Ambiguous Standards Institute that offer unique and thought-provoking experiences. The museum charges between $19 and $25 for adults depending on the season. Kids under 14 enter for free. If you want to skip the line at the Art Institute and enjoy a 2.5-hour guided tour with the opportunity to ask a professional guide questions, consider booking this tour.<\/a><\/p>\n The Chicago River Minute Architecture Tour<\/a> is easily one of the most enlightening yet entertaining experiences I\u2019ve ever had. This 45-minute cruise along the stunning Chicago River offers a unique perspective of the city. You\u2019ll be guided by an expert who brings the architecture to life.<\/p>\n With a detailed explanation of each significant building and neighborhood lining the river, you\u2019ll gain insight into Chicago\u2019s history. You\u2019ll also peek into the minds of the architects who designed Chicago\u2019s iconic structures like the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower.<\/p>\n On the second day of your Chicago itinerary, you\u2019ll venture along the famous Lake Shore Drive. Also known as LSD, Lake Shore Drive is a breathtaking 15.83-mile expressway that hugs the shimmering shores of Lake Michigan. Stretching from Hollywood Avenue to Marquette and Jeffery Drives, it\u2019s a symphony of contrasts.<\/p>\n To the east lie sandy beaches and tranquil green spaces while the west boasts a skyline of soaring skyscrapers, luxurious apartments, and lush parklands. It connects 13 vibrant community areas like Edgewater and South Shore. There are several attractions worth seeing in this part of Chicago.<\/p>\n If you like being active, head to Chicago\u2019s Lakefront Trail. This 18-mile paved pathway hugs the breathtaking shoreline of Lake Michigan and stretches from Ardmore Street on the north side to 71st Street on the south.<\/p>\n This scenic route winds through vibrant neighborhoods and connects lush parks and sandy beaches. It was designated an official bike path in 1963 and you will likely see many bikers have a go at it in the mornings.<\/p>\n There are also several dining options where you can grab a quick breakfast. I recommend Caffe Olivia<\/a> at Ohio Street Beach. I loved the calm surroundings and their beautiful menu, particularly their fish tacos.<\/p>\n For sports fans, a trip to the famous Soldier Field should be on the cards. Soldier Field is more than just a stadium\u2014it\u2019s a living piece of history. Opened in 1924 and revamped in 2003, it has been home to the Chicago Bears since 1971 and also currently hosts Chicago Fire FC matches.<\/p>\n Whether you\u2019re a die-hard football fan or a soccer enthusiast, catching a game here is an unforgettable experience. The stadium<\/a> also occasionally hosts other events like music concerts. Ticket prices vary by event, with the average cost hovering around $100. However, Bears and Chicago Fire game tickets typically start at around $230.86.<\/p>\n Those visiting Chicago with kids should head over to Navy Pier. Summer is definitely the best time to visit the pier because it often hosts fireworks, live music, and cruises along Lake Michigan.<\/p>\n But the venue also has plenty to offer in other seasons of the year. Towering nearly 200 feet, the Centennial Wheel is a breathtaking highlight and a must-see on your trip here. It features climate-controlled gondolas for a ride that\u2019s both scenic and steeped in history, evoking the grandeur of the city\u2019s 1893 World\u2019s Fair.<\/p>\n Thrill-seekers shouldn\u2019t miss FlyOver Chicago<\/a>, a cutting-edge attraction that immerses riders in a sensory journey over Chicago\u2019s skyline and beyond. It is complete with motion seats, mists, and even scents. The venue charges no admission but most attractions within charge a small fee. For instance, adults pay around $35 for FlyOver Chicago while kids under 13 enter for free.<\/p>\n For history buffs, the Griffin Museum of Science and Industry is a must-see on your Chicago itinerary. The museum offers a captivating journey through science, technology, and history with over 35,000 artifacts and hundreds of interactive exhibits. While here, you can explore a WWII German U-Boat, venture into a coal mine, and even harness the power of a 40-foot tornado.<\/p>\n Housed in the last surviving building from the 1893 World\u2019s Columbian Exposition, this Beaux Arts masterpiece seamlessly blends history with innovation. Since its opening in 1933, the museum has become a hub for hands-on learning. It features live science demonstrations, 3D movie screenings, and special events that spark curiosity for all ages.<\/p>\n The museum charges no admission fee but you\u2019ll pay to take part in different activities within. For instance, the Coal Mine tour charges $12 for adults and $9 for kids aged 3-11 years. The German U-Boat charges adults $18 and $14 for kids aged 3-11 years. Get your ticket<\/a> to the Griffin Museum of Science and Industry and upgrade to access the 007 Science Special Exhibit.<\/p>\n For a measure of Chicago\u2019s urban beaches, head to Montrose Beach located on the banks of Lake Michigan near the Uptown neighborhood. The beach is a vibrant escape offering something for everyone. Whether you\u2019re lounging by the water, grabbing a bite from the food stalls, or diving into a beach volleyball match, this is the place to go.<\/p>\n For dog owners, the north end of the beach welcomes furry friends to their own sandy haven. Nature enthusiasts can explore the serene dune habitat to the south. It\u2019s home to rare panne ecosystems and migratory birds that make fall and spring a magical experience.<\/p>\n Montrose Beach<\/a> also has top-notch amenities like showers, restrooms, and ADA-accessible paths, making it the perfect Chicago beach to visit. However, it\u2019s worth noting that swimming here is only permitted in lifeguard-designated areas during beach season. The beach season typically runs from the Friday before Memorial Day through Labor Day and lifeguards work from 11 a.m. to 7 p.m.<\/p>\n End your weekend in Chicago with a bang at the Near West Side, one of Chicago\u2019s 77 vibrant community areas. It is a lively blend of residential charm and collegiate energy. It\u2019s located west of the Chicago River and borders the bustling Loop.<\/p>\n This neighborhood carries a rich cultural legacy, with Maxwell Street standing as a historic landmark. It\u2019s the cradle of Chicago Blues and the birthplace of the iconic Polish sausage sandwich. Today, the area\u2019s rich blend of different cultures and other landmarks makes it a must on every Chicago itinerary.<\/p>\n Also known as Cloud Gate<\/a>, the Bean is one of Chicago\u2019s most iconic landmarks. This monumental sculpture reflects Chicago\u2019s stunning skyline and the surrounding greenery, creating an ever-changing visual experience. It was unveiled in 2004 but it has quickly cemented its place as a symbol of the city\u2019s vibrant culture.<\/p>\n Perched near the McCormick Tribune Plaza, it transforms the space which hosts alfresco dining in the summer and a free skating rink in the winter. It is found along Michigan Avenue between Randolph and Monroe. It\u2019s impossible to miss this shimmering masterpiece while exploring the Loop.<\/p>\n If you love the famous NBC TV series Chicago Fire, then make sure to visit the new Engine Company 18 firehouse<\/a> while in the city. It\u2019s located on S. Blue Island Avenue and most exterior shots of the fictional Firehouse 51 were filmed here. Launched in 2008, Engine Company 18\u2019s new firehouse is a cutting-edge facility.<\/p>\n Spanning 16,000 square feet, this one-story masonry station boasts oversized doors, a circular driveway for quick and safe exits, and a state-of-the-art communication system. Inside, the space is equipped with firefighter and officer quarters, inclusive locker rooms, a workout facility, and even a watchtower.<\/p>\n The station is also a hit with little ones who love fire trucks, offering photo opportunities. It\u2019s also a chance to learn about the historic Great Chicago Fire of 1871. You will pay around $25 for admission to the state-of-the-art firehouse but the experience is absolutely worth it.<\/p>\n Located at 1800 W. Fulton St., Goose Island Beer Company is the oldest brewery in Illinois, having opened its doors in 1988. The brewery\u2019s roots trace back to a life-changing trip to Europe by founder John Hall. Hall had developed a deep appreciation for local beers but realized that Americans had limited options at the time.<\/p>\n Since then, Goose Island<\/a> has become one of the most successful craft breweries in the Midwest, known for producing popular and award-winning beers across the U.S. The Taproom is a must-visit, offering classic favorites, innovative test batches, and rare finds like the coveted Bourbon County Stout. The brewery hosts tours on Fridays, Saturdays, and Sundays, with a $15 admission fee that also includes tastings.<\/p>\n Wicker Park and Bucktown are two of Chicago\u2019s most vibrant and eclectic neighborhoods, where creativity and culture collide at every corner. The bustling Six Corners area, where North, Milwaukee, and Damen Avenues meet, is the heart of the action.<\/p>\n The area brims with vintage shops, record stores, noodle joints, art galleries, and cozy coffee houses. This neighborhood is also a foodie\u2019s paradise with spots like Dove\u2019s Luncheonette<\/a> serving up Tex-Mex brunch and Club Lucky<\/a> offering Italian classics in a lively setting.<\/p>\n The United Center is a massive indoor arena and home to the Chicago Bulls (NBA) and the Chicago Blackhawks (NHL). As the largest arena in the US, it\u2019s a must-see for sports fans visiting the city. Although there are typically no public tours, you can still enjoy your visit by snapping photos outside the arena or browsing the United Center Atrium shop.<\/p>\n To experience the action inside, you\u2019ll need to attend an event. Tickets typically start at around $73.30 for adults, depending on the event. Children under 36\u201d can join the fun without a ticket, provided they stay on an adult\u2019s lap. Here, you can get a ticket<\/a> to see the skills of the Chicago Bulls at the United Center.<\/p>\n Consider venturing to the nearby towns to enjoy more Midwest quirks if you have some extra days to spend in Chicago. Chicago is a great starting base for those eager to enjoy nature-based adventures and family-friendly getaways. Here are some recommendations for day trips from Chicago;<\/p>\n For a true taste of Illinois\u2019 nature, head southwest of Chicago to Will County and explore the 9,000-acre Midewin National Tallgrass Prairie<\/a>. Once home to the Joliet Army Ammunition Plant, the area is now a site for habitat for bison which roam its vast open space. Spotting the bison isn\u2019t necessarily guaranteed due to the park\u2019s size.<\/p>\n However, starting at the Iron Bridge Trailhead gives you the best chance, as it\u2019s located near the bison pasture. A three-mile round-trip hike will take you to an overlook equipped with viewing scopes and benches for a peaceful picnic break. The drive from Chicago takes about an hour south via I-55 S, making it an easy escape into nature.<\/p>\n Explore the spectacular beauty of Cave of the Mounds, a natural limestone cave nestled near Blue Mounds in Wisconsin. Once a limestone quarry, the cave is now open for guided or self-guided tours, where you can marvel at stunning geological formations like soda straws, flowstones, and helictites.<\/p>\n The cave\u2019s mineral deposits shimmer in shades of white, reddish brown, black, purple, and gray, creating a mesmerizing underground landscape. The cave maintains a cool 50-degree temperature year-round, so be sure to dress accordingly. The caves<\/a> are about three hours northwest of Chicago and you\u2019ll drive along the I-90 W to get there.<\/p>\n Even if you\u2019re not a car enthusiast, a visit to the Volo Auto Museum just might change your mind. Located about an hour north of Chicago in the suburb of Volo, Illinois, this quirky museum is one of the most intriguing exhibitions you\u2019ll ever encounter. It was established in 1960 by the Grams family and it offers a diverse collection of vehicles and artifacts.<\/p>\n With 33 exhibits, you\u2019ll find everything from vintage \u201950s-era Thunderbirds and vintage cars to glitzy cars owned by the rich and famous. While here, you\u2019ll find Britney Spears\u2019 2006 Mercedes-Benz and Elvis Presley\u2019s 1974 Cadillac. Fans of pop culture will enjoy seeing the Mystery Machine from Scooby-Doo and Paul Walker\u2019s Subaru from Fast & Furious 7. I recommend booking your admission ticket<\/a> to the Volo Auto Museum in advance.<\/p>\n For comic fans, there\u2019s a whole exhibit dedicated to various Batmobiles. Beyond cars, the museum also features planes, antique card games, animatronics, and music machines. For those looking to shop, the nearby Volo Antique Malls offer an array of home decor and unique finds.<\/p>\n Flying is definitely the most efficient means whether you are coming from another US city or another country altogether. Chicago has two major airports: O\u2019Hare International Airport and Midway International Airport. However, if you\u2019re coming from outside the US, you\u2019ll likely enter Chicago via O\u2019Hare.<\/p>\n It is located about 27 kilometers northwest of downtown and it handles both domestic and international flights. For those flying in from London<\/a>, expect to pay around $1071 for the cheapest flight. Flights from New York<\/a> start as low as $122. Although prices may vary depending on the season. Search for flights here.<\/a><\/strong><\/p>\n To get to Chicago by train, you\u2019ll likely arrive at Chicago Union Station. It\u2019s the city\u2019s main rail hub and is located at 225 S Canal Street. This bustling station serves both Amtrak and Metra. Amtrak offers direct routes from major cities across the U.S., including New York, Washington D.C., Los Angeles, and New Orleans.<\/p>\n Ticket prices start as low as $7\u2014though costs can vary depending on the route and booking time. Amtrak also frequently offers deals like buy one get one free tickets, early booking discounts, and special event promotions. So be sure to check for any deals before you book.<\/p>\n Driving in Chicago is one of the most stress-free experiences and car rentals are pretty much affordable. However, to drive in this city you need a valid US driver\u2019s license. Unfortunately, Illinois doesn\u2019t recognize the international driver\u2019s license.<\/p>\n However, if you coming from another US state, you can use your driver\u2019s license for up to 90 days. For car rentals, we always use Discover Cars<\/a>, as they consistently offer the best rates and customer service, with rentals typically starting from as low as $49 per day. Search for car rentals in Chicago here.<\/a><\/strong><\/p>\n Chicago\u2019s train system is known as simply \u201cL.\u201d With eight color-coded lines, the L connects you to most parts of the city, including direct routes from both O\u2019Hare and Midway airports to downtown. Trains run about every 10 minutes, with some lines operating 24 hours a day, so getting around is convenient at any time.<\/p>\n The standard fare is just $2.50, though trips to O\u2019Hare cost about $5. You can easily pay using a Ventra card or by using mobile wallet services like Apple Pay and Google Pay. Ventra cards are available at bus and train stations as well as drugstores.<\/p>\n Seeing Chicago by bus is another convenient, affordable, and straightforward option. The bus system covers areas not serviced by the L trains, with routes that typically follow major streets and stop every two blocks at posted street signs. A standard bus fare is around $2.25.<\/p>\n You can pay using a Ventra card or exact change. Buses run from early morning until 10 PM, with some routes offering extended hours or \u201cnight owl service\u201d until 2 AM or later. All buses feature kneeling features and ramps for wheelchairs and scooters. Some also have bike racks for cyclists.<\/p>\n To better plan your journey, check the CTA website<\/a> for schedules and take advantage of visitor passes for unlimited rides on both trains and buses. Bus stop signs provide text-based information to help you stay informed of your current location.<\/p>\n Scouring Chicago using metered taxis and rideshare services is just as convenient. Taxis are easy to find throughout downtown and surrounding neighborhoods, especially in the Loop and Northside. Fares start at $3.25, with an additional $2.25 per mile. Please note that extra charges may apply for trips to the airport or beyond the city limits.<\/p>\n Rideshare services like Uber and Lyft are often more affordable than taxis, with base fares ranging from $1.77 for Lyft to $8.07 for Lux Black. The per-mile rate varies from $0.81 for Lyft to $2.54 for Lux Black, and all rides include a $0.65 City and Accessibility Fee. Rides to airports, McCormick Place, and Navy Pier have a $5 surcharge. Uber generally tends to be a bit cheaper than Lyft, though it can fluctuate.<\/p>\n The best time to visit Chicago depends on your interests. For vibrant festivals, urban beaches, and a lively atmosphere, summer (June to August) is the best time to visit. These months often feature events like the Chicago Blues Festival, Taste of Chicago, Lollapalooza, and the Chicago Air and Water Show. However, it\u2019s worth noting that this is the high season and hotel prices tend to soar.<\/p>\n Shoulder seasons (April through May and September through October) offer a balance of cultural events. During this window, you can attend events such as the Chicago Marathon and the Jazz Festival. The town also typically has fewer crowds and milder weather.<\/p>\n Winter (December to March) is the most budget-friendly time. The window typically offers great deals on lodging. You\u2019ll also love the festive attractions like Christkindlmarket, ZooLights, and ice skating at Maggie Daley Park.<\/p>\n Chicago has so many fascinating neighborhoods with so much to offer every traveler. Foodies will find their paradise in the West Loop, where Michelin-starred restaurants and trendy bars dominate the scene. For nightlife and a mix of everything, River North is your go-to, offering easy access to the Magnificent Mile, art galleries, and buzzing cocktail spots.<\/p>\n If you\u2019re craving boutique shopping, live music, and a hip cultural vibe, Wicker Park and Bucktown are calling your name. All these neighborhoods offer an eclectic mix of eateries, concert venues, and transit options to get you everywhere you want to go. Here are some of my hotel recommendations in Chicago;<\/p>\n Located in the vibrant heart of downtown Chicago, this hotel perfectly blends luxury and convenience, putting you steps away from iconic attractions. This elegant hotel impresses with stunning views of the Chicago River or city skyline from its thoughtfully designed rooms. With meeting and event space, cutting-edge fitness facilities, and on-site dining, this hotel ensures your stay is relaxing. Check out the rates here<\/a>.<\/p>\n A stay at this hotel is the perfect blend of sophistication and convenience. Just minutes from iconic attractions like Michigan Avenue, Navy Pier, and Millennium Park, this prime location makes exploring Chicago effortless. Unwind in the heated indoor pool, soak in the skyline views from the rooftop sundeck, or make use of the hotel\u2019s 8,000 square feet of meeting spaces. Check out the rates here<\/a>.<\/p>\n Located less than two miles from Chicago O\u2019Hare International Airport (ORD), this hotel is a perfect blend of comfort and accessibility. With a complimentary airport shuttle, the hotel ensures stress-free arrivals and departures. Its prime location puts you near local highlights like Wrigley Field and The Magnificent Mile. Check out the rates here<\/a>.<\/p>\n When it comes to food, Chicago is a city that doesn\u2019t just deliver\u2014it dazzles. Whether you\u2019re feasting on deep-dish pizza or savoring a Chicago-style hot dog with its strict no-ketchup rule, Chicago\u2019s culinary scene is as diverse as its skyline. Here are my top restaurant recommendations in Chicago;<\/p>\n Dining at Barrio on Chicago\u2019s North Side is a feast for both the senses and the soul. This modern Mexican gem combines incredible food with an aesthetic that oozes vibrant energy, making it one of my absolute favorites. The dog-friendly patio is a big bonus, but the real star is the menu.<\/p>\n I recommend you try their Adobo Fried Rice\u2014a bold, flavorful dish that stole the show during our entire trip\u2014every bite was a revelation. Check out the reviews here<\/a>.<\/p>\n Located in Chicago\u2019s trendy Lincoln Park neighborhood, dining here is a feast for the senses. \u201cGorgeous\u201d doesn\u2019t quite capture the light-filled, breezy vibe of this Californian-inspired eatery. The menu is packed with mouthwatering options, making it nearly impossible to pick just one dish\u2014but whatever you choose, you\u2019re in for a treat.<\/p>\n I recommend you try their burrata, a creamy delight, or the tuna tartare, which is as fresh and vibrant as the restaurant itself. Check out the reviews here<\/a>.<\/p>\n Deep-dish pizza is synonymous with Chicago, and Milly\u2019s Pizza in the Pan is where locals go for a slice of perfection. What sets Milly\u2019s apart is its signature halo of caramelized mozzarella that crisps up around the edges, creating a deeply satisfying crunch with every bite. These pan pies are crafted in small batches and often sell out, so timing is key.<\/p>\n If you\u2019re lucky enough to snag one, the Que Suerte is a must-try. Its bold mix of pineapple, cherry tomatoes, jalape\u00f1os, and brown sugar bacon strikes the perfect balance between sweet, smoky, and spicy. Check out the reviews here<\/a>.<\/p>\n![\"Weekend](\"https:\/\/photos.smugmug.com\/photos\/i-sn7jvW9\/0\/NQXCmFm4jvnVHstfng43rXk2Dn7hkh2LTJHjSzkxp\/O\/i-sn7jvW9.png\"\/)
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\nWeekend in Chicago Itinerary <\/span><\/h2>\n
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\nChicago Itinerary Day 1: Michigan Avenue<\/span><\/h3>\n
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<\/figure>\nGo Shopping along the Magnificent Mile<\/span><\/h4>\n
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<\/figure>\nCheck Out the Wrigley Building<\/span><\/h4>\n
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<\/figure>\nSee the Skyline at 360 Chicago Observation Deck<\/span><\/h4>\n
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<\/figure>\nCheck Out the Art Institute of Chicago<\/span><\/h4>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-GWzkK44\/0\/KQMGNQWhnX6gvzJJvcW4dtXj6gvJkRwPsh4v2xVRz\/X4\/chicago-art-institute-06442944735-X4.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-GWzkK44\/0\/KQMGNQWhnX6gvzJJvcW4dtXj6gvJkRwPsh4v2xVRz\/X4\/chicago-art-institute-06442944735-X4.jpg\")
<\/figure>\nCruise along the Chicago River<\/span><\/h4>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-qfJvqhb\/0\/KVNwFSzcLCfTh7sW4ZMjthBb3k69ptmJ9NBXqqJRc\/X3\/solstice-hannan-6rr0lL2O1Rs-unsplash-X3.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-qfJvqhb\/0\/KVNwFSzcLCfTh7sW4ZMjthBb3k69ptmJ9NBXqqJRc\/X3\/solstice-hannan-6rr0lL2O1Rs-unsplash-X3.jpg\")
<\/figure>\n
\nChicago Itinerary Day 2: Lake Shore Drive<\/span><\/h3>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-CG5DDkr\/0\/MpSZQdrbT37gd9pPnNJb9N8ZTKzs9vwpTjqXDTFCh\/X4\/chicagos-gold-coast-369475665-X4.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-CG5DDkr\/0\/MpSZQdrbT37gd9pPnNJb9N8ZTKzs9vwpTjqXDTFCh\/X4\/chicagos-gold-coast-369475665-X4.jpg\")
<\/figure>\nEnjoy a Stroll along Lakefront Trail<\/span><\/h4>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-7g5BLps\/0\/KkWPjShx7xD3jpzfHXDZ7ZKKr2Qc7HnSNQ4mWrDMN\/X4\/aerial-view-of-chicago-illinois-969643689525-X4.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-7g5BLps\/0\/KkWPjShx7xD3jpzfHXDZ7ZKKr2Qc7HnSNQ4mWrDMN\/X4\/aerial-view-of-chicago-illinois-969643689525-X4.jpg\")
<\/figure>\nCheck Out Soldier Field<\/span><\/h4>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-VbcD5jM\/0\/KW8nM2vpsVjMFfVFr4JF8FZ7jS8cj3xnM27RtpkCr\/X3\/chicago-illinois-0628859935-X3.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-VbcD5jM\/0\/KW8nM2vpsVjMFfVFr4JF8FZ7jS8cj3xnM27RtpkCr\/X3\/chicago-illinois-0628859935-X3.jpg\")
<\/figure>\nVisit Navy Pier<\/span><\/h4>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-qR62gGs\/0\/L3nQkbzP2FXr6vjK8PCf3G6GpkSnrtBVJXx63XScL\/X3\/navy-pier-2776319_1920-X3.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-qR62gGs\/0\/L3nQkbzP2FXr6vjK8PCf3G6GpkSnrtBVJXx63XScL\/X3\/navy-pier-2776319_1920-X3.jpg\")
<\/figure>\nCheck Out the Griffin Museum of Science <\/span><\/h4>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-hhBN7bt\/0\/NGStBXPBm5Dfsphmv2V8SdsTtsHTWDfqGf9xz4Twz\/X3\/museum-of-science-and-industry-5119410_1920-X3.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-hhBN7bt\/0\/NGStBXPBm5Dfsphmv2V8SdsTtsHTWDfqGf9xz4Twz\/X3\/museum-of-science-and-industry-5119410_1920-X3.jpg\")
<\/figure>\nChill at Montrose Beach<\/span><\/h4>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-9kfcQRk\/0\/LzgJ4hHC4GtcbJvDLPkR6V9zcgKZ7bMXmPkFh68hF\/X3\/montrose-beach-on-a-sunny-day-in-chicago-810501417910-X3.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-9kfcQRk\/0\/LzgJ4hHC4GtcbJvDLPkR6V9zcgKZ7bMXmPkFh68hF\/X3\/montrose-beach-on-a-sunny-day-in-chicago-810501417910-X3.jpg\")
<\/figure>\n
\nChicago Itinerary Day 3: Near West Side<\/span><\/h3>\n
See the Bean (Cloud Gate)<\/span><\/h4>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-S67p9D3\/0\/M9NKPpX5NVvhwB8mr42zb3bLhqB86QTQgJHvHjC3X\/X4\/jansen-miller-J62lhsHJJOI-unsplash-X4.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-S67p9D3\/0\/M9NKPpX5NVvhwB8mr42zb3bLhqB86QTQgJHvHjC3X\/X4\/jansen-miller-J62lhsHJJOI-unsplash-X4.jpg\")
<\/figure>\nCheck Out Engine Company 18 Station<\/span><\/h4>\n
Drink Beer at Goose Island Beer Company<\/span><\/h4>\n
Stroll through Wicker Park and Bucktown<\/span><\/h4>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-zTvL9nt\/0\/MP2NrgQkk4K7465hfHSZ3b6RPnSgMWDT9xCXgmfTv\/X3\/chicago-church-and-cityscape-810240243910-X3.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-zTvL9nt\/0\/MP2NrgQkk4K7465hfHSZ3b6RPnSgMWDT9xCXgmfTv\/X3\/chicago-church-and-cityscape-810240243910-X3.jpg\")
<\/figure>\nHead to United Center for a Basketball Game<\/span><\/h4>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-knjtPJD\/0\/L7QQhM7PgXvgMm6q6Hx8TD8HVP3qRMr78j2QP8xxQ\/X4\/willian-justen-de-vasconcellos-YyWaYmeG8WE-unsplash-X4.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-knjtPJD\/0\/L7QQhM7PgXvgMm6q6Hx8TD8HVP3qRMr78j2QP8xxQ\/X4\/willian-justen-de-vasconcellos-YyWaYmeG8WE-unsplash-X4.jpg\")
<\/figure>\n
\nDay Trips from Chicago<\/span><\/h3>\n
Head to Midewin National Tallgrass Prairie <\/span><\/h4>\n
![\"3](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-4LfRMF9\/0\/KLjPqMSHgmrX2hkjhCnFVRXVS9F7MxRThcJhr53wP\/X4\/road-through-the-tallgrass-prairie-815662620710-X4.jpg\"\/)
![\"3](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-4LfRMF9\/0\/KLjPqMSHgmrX2hkjhCnFVRXVS9F7MxRThcJhr53wP\/X4\/road-through-the-tallgrass-prairie-815662620710-X4.jpg\")
<\/figure>\nCheck Out the Cave of the Mounds <\/span><\/h4>\n
![\"3](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-Vtfs3BJ\/0\/KK28xTmmC9HfPzRHHtJxcMpxqMtmswp7xDRNkcPFQ\/X3\/cave-of-the-mounds-2-madison-wisconsin-06650622735-X3.jpg\"\/)
![\"3](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-Vtfs3BJ\/0\/KK28xTmmC9HfPzRHHtJxcMpxqMtmswp7xDRNkcPFQ\/X3\/cave-of-the-mounds-2-madison-wisconsin-06650622735-X3.jpg\")
<\/figure>\nSee Iconic Hollywood Cars at Volo Auto Museum<\/span><\/h4>\n
\nChicago Weekend Itinerary Guide<\/span><\/h3>\n
How to Get to Chicago<\/span><\/h4>\n
By Air<\/h5>\n
![\"3](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-sN6pxqP\/0\/NPQ5TBG5Fc7kxSfzVHzHsGfqfF9K6dcqTHrLzMsPc\/X4\/chicago-ohare-airport-91176331520-X4.jpg\"\/)
![\"3](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-sN6pxqP\/0\/NPQ5TBG5Fc7kxSfzVHzHsGfqfF9K6dcqTHrLzMsPc\/X4\/chicago-ohare-airport-91176331520-X4.jpg\")
<\/figure>\nBy Train<\/h5>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-CrQW4LC\/0\/MtCPWqJNz5FDLwf42FsptsMpxQxQNxLt8MBxFgSpB\/X4\/pat-joseph-oKXF6lXhwtQ-unsplash-X4.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-CrQW4LC\/0\/MtCPWqJNz5FDLwf42FsptsMpxQxQNxLt8MBxFgSpB\/X4\/pat-joseph-oKXF6lXhwtQ-unsplash-X4.jpg\")
<\/figure>\n
\nHow to Get Around Chicago<\/span><\/h4>\n
By Car Rental<\/h5>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-9svMhBh\/0\/MqZsnf9Qmztm2gMtFzb85Dj97ptHMcvCGhTFmgMfJ\/X3\/chicago-5344027_1920-X3.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-9svMhBh\/0\/MqZsnf9Qmztm2gMtFzb85Dj97ptHMcvCGhTFmgMfJ\/X3\/chicago-5344027_1920-X3.jpg\")
<\/figure>\nBy Train<\/h5>\n
By Bus<\/h5>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-94BZVmQ\/0\/LxvZWkKKV3Lvw56ckdbmmvSVdZ3bq9694jQrfk5Rh\/X3\/traffic-in-downtown-chicago-36449123165-X3.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-94BZVmQ\/0\/LxvZWkKKV3Lvw56ckdbmmvSVdZ3bq9694jQrfk5Rh\/X3\/traffic-in-downtown-chicago-36449123165-X3.jpg\")
<\/figure>\nMetered Taxis and Rideshare Services<\/h5>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-KrVx75G\/0\/NWHZfNNXKRVmD9NfLnKTL9CcLP6Mhsgvzd4hpS4zV\/X4\/benjamin-r-uEc2S_PyogA-unsplash-X4.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-KrVx75G\/0\/NWHZfNNXKRVmD9NfLnKTL9CcLP6Mhsgvzd4hpS4zV\/X4\/benjamin-r-uEc2S_PyogA-unsplash-X4.jpg\")
<\/figure>\n
\nBest Time to Visit Chicago<\/span><\/h4>\n
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-BHgKVqt\/0\/LP5JqWFVBqHFzsJFjRSBP6MjGNmqHjKsczwLDsbjH\/X4\/ravi-patel-MvsP34pzsqg-unsplash-X4.jpg\"\/)
![\"Weekend](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-BHgKVqt\/0\/LP5JqWFVBqHFzsJFjRSBP6MjGNmqHjKsczwLDsbjH\/X4\/ravi-patel-MvsP34pzsqg-unsplash-X4.jpg\")
<\/figure>\n
\nWhere to Stay in Chicago<\/span><\/h4>\n
Budget: Sonesta ES Suites Chicago Downtown<\/h5>\n
Mid-range: The Royal Sonesta Chicago River North<\/h5>\n
Luxury: Sonesta Chicago O\u2019Hare Airport Rosemont<\/h5>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-QjHT22K\/0\/MbD4LMwKPkC9nLB5v82CSPZJCgSFHQvNqWVhRrdV5\/X4\/muzammil-soorma-ayV1mD3HGyg-unsplash-X4.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-QjHT22K\/0\/MbD4LMwKPkC9nLB5v82CSPZJCgSFHQvNqWVhRrdV5\/X4\/muzammil-soorma-ayV1mD3HGyg-unsplash-X4.jpg\")
<\/figure>\n
\nWhere to Eat in Chicago<\/span><\/h4>\n
Barrio<\/h5>\n
Summer House Santa Monica<\/h5>\n
Milly\u2019s Pizza in the Pan<\/h5>\n
Roanoke<\/h5>\n
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-RFWWp39\/0\/KJH3hWJjBPhpzq6NQmCLfvQzXwfxw7CtqCsK58Lqj\/X4\/luku-muffin-nkUQgg4AV68-unsplash-X4.jpg\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/North-America\/United-States\/Chicago\/Chicago-stock\/i-RFWWp39\/0\/KJH3hWJjBPhpzq6NQmCLfvQzXwfxw7CtqCsK58Lqj\/X4\/luku-muffin-nkUQgg4AV68-unsplash-X4.jpg\")
<\/figure>\n![\"Chicago](\"https:\/\/photos.smugmug.com\/photos\/i-dgLzgqW\/0\/M4xMfNKVmqGrTrChb9Rxk4PDfrCm8Jf3J9ggXnjx7\/O\/i-dgLzgqW.png\"\/)
![\"Chicago](\"https:\/\/photos.smugmug.com\/photos\/i-dgLzgqW\/0\/M4xMfNKVmqGrTrChb9Rxk4PDfrCm8Jf3J9ggXnjx7\/O\/i-dgLzgqW.png\")
<\/figure>\n<\/p><\/div>\n\n","protected":false},"excerpt":{"rendered":"