5 Days in Chicago Illinois Itinerary

Begin your day with breakfast at Dove's Luncheonette, known for its Southern-inspired dishes. Then head to Skydeck Chicago at Willis Tower (Sears Tower) for breathtaking views from one of the tallest buildings in the Western Hemisphere.

For lunch, try some classic Chicago-style hot dogs at Portillo's Hot Dogs. Afterward, visit Field Museum, where you can explore fascinating exhibits on natural history and science.

Enjoy dinner at Girl & The Goat, a popular restaurant known for its innovative dishes. End your evening with a visit to the historic Chicago Theatre for a show or concert.

Start your day with breakfast at Xoco, which offers delicious Mexican street food-inspired breakfast options. Then head to the impressive Adler Planetarium for an immersive experience in astronomy and space science.

For lunch, savor some Italian beef sandwiches at Al's Beef. Afterward, explore the beautiful architecture of the city by visiting the iconic Rookery Building.

Dine at Au Cheval, famous for its burgers and upscale diner fare. Conclude your evening with live music at the renowned venue, House of Blues.

Have breakfast at Smoque BBQ before heading out to explore nature. Visit the serene surroundings of Lincoln Park & Zoo, where you can see various animals and enjoy beautiful gardens.

Lunch will be delightful at Big Star, known for its tacos and vibrant atmosphere. Spend your afternoon exploring interactive exhibits at the fascinating museumMuseum of Science and Industry.

Dinner will be an unforgettable experience at Michelin-starred restaurantAlinea. End your night with stunning views from 360-degree observation deck360 Chicago Observation Deck (Formerly John Hancock Observatory).

Begin your last day with breakfast pastries from Italian marketEataly Chicago - La Pizza & La Pasta Restaurant . Head over to Navy Pier afterwardNavy Pier, where you can ride on Ferris wheel or simply take in lakefront views.

Enjoy lunch overlooking Lake Michigan while dining on seafood specialtiesShaw’s Crab House . In afternoon ,take leisurely bike ride through different neighborhoods around city by joining custom bike tour{ A-Chicago Bike Adventures Custom Neighborhood Bike Rides[630412] } .

Conclude trip by dining atop skyscraper Signature Room located 95th floor John Hancock Center offering panoramic vistas cityscape along exquisite meal.{ R-The Signature Room 95th }