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2 days in Chicago: must-see sights and city highlights
2 days
5 stops
2 days
Ready for a whirlwind Chicago getaway? This two-day plan packs in the city’s most-loved experiences, from sky-high views to river cruises and lakeside fun. With the All Inclusive pass, you’ll breeze through top attractions, save big, and enjoy the freedom to explore at your own pace.
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Take in the views at 360 CHICAGO
Kick off your Chicago adventure with a trip up to 360 CHICAGO. From the 94th floor, you’ll get sweeping views of the skyline and Lake Michigan—perfect for those must-have photos. Feeling bold? Try TILT for a unique perspective. Afterward, wander the Magnificent Mile for shopping, people-watching, and tasty bites at local cafés.Booking required360 CHICAGO
4.1 (72)1-2 hours$38.00Included with the All-Inclusive PassLocated in the 875 N. Michigan building, 360 CHICAGO is one for those with a head for heights. Check out the exhibition celebrating Chicago’s history on the ground floor before hopping into the fastest elevator in the city and zipping up to the 94th floor in under a minute. Enjoy great views with 360 CHICAGO tickets!When you arrive at 360 CHICAGO, you’ll get to enjoy views of Chicago’s skyline through the all-glass panoramic windows in the 17,000-square-foot 360 CHICAGO Observation Deck. Look out to a sparkling Lake Michigan, Navy Pier, Soldier Field, and the Magnificent Mile.On a clear day, you can even see Michigan, Illinois, Wisconsin, and Indiana. Interactive kiosks are available around the floor that allow a 360-degree zoom-in view of the city and are available in five languages.Snap plenty of selfies with the amazing view and then check out the Sky Tour exhibit: multilingual interactive kiosks are available around the floor, offering a 360-degree zoom-in view of the city.For an even more breathtaking view, visit at twilight when the lights of the Windy City are just beginning to twinkle.Your admission ticket also gives you access to CloudBar at 360 Chicago. This stylish, 18-seat bar boasts a locally-inspired menu and gives you the chance to enjoy a drink or snack with views sweeping across the city. Take your pick from a selection of Chicago microbrewery beers, hot plates, popcorn, chocolates, and more.With All-Inclusive PassDiscounted admission for TILT
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Explore Shedd Aquarium’s underwater world
Start your day surrounded by sea life at Shedd Aquarium. Wander through colorful coral reefs, watch dolphins and penguins, and discover creatures from every corner of the globe. The lakeside setting is a bonus—step outside for fresh air and city views before heading to your next stop.Shedd Aquarium
4.0 (27)Up to 3 hours$52.29Included with the All-Inclusive PassGo on a wild underwater adventure at Shedd Aquarium. This attraction is ideal for all the family and perfect for fans of sharks, stingrays, and everything in between.You’ll see incredible creatures from freshwater, marine, terrestrial, and even aerial environments at the Shedd’s award-winning exhibits. Get nose-to-nose with sharks in the wild reef, dolphins and beluga whales in the oceanarium, and much more.The Shedd Aquarium in Chicago also does its bit for conservation and research, focusing primarily on animals and habitats in the Great Lakes and the Caribbean. Learn more about the important work they do at their range of talks and animal presentations. There’s also the chance to get your hands wet at the Stingray Touch exhibition which runs between May and September. - 2
Hop-On Hop-Off Big Bus Chicago: 1-Day Discover Tour
See Chicago your way with the Big Bus tour. Hop on and off at famous neighborhoods like the Loop and River North, or stay aboard for a full city loop with live commentary. It’s a fun, flexible way to get your bearings and spot must-see landmarks.Hop-On Hop-Off Big Bus Chicago: 1-Day Discover Tour
4.2 (55)Up to 2 hours$62.51Included with the All-Inclusive PassYou can be your own guide, picking and choosing which top sights are right for you and getting on and off as you please. See Chicago's famed skyscrapers, the Magnificent Mile, Shedd Aquarium, Field Museum, Millennium Park, and many more with the Hop On Hop Off Chicago!Along your journey on the Hop-On Hop-Off Big Bus Chicago, you'll learn all about the city's famous architecture, landmarks, and history through the entertaining audio narration.Head up to the top deck for a bird's-eye view of the city and to capture some social media-worthy snaps. Just remember to wrap up warm, they don't call it the Windy City for nothing.Big Bus Chicago stops:Chicago Riverwalk: 98 E. Wacker Drive (across the bridge from Trump Tower)Skydeck Chicago & Willis Tower: 319 W. Jackson Blvd (opposite Willis Tower/Skydeck entrance)Millennium Park & The Art Institute of Chicago: 200 S. Michigan Ave (in front of Potbelly's)Hilton Chicago & Grant ParkAdler Planetarium 500 E. Solidarity Drive (bus loading zone near entrance)Museum Campus (by the Shedd and Field Museum)Sheraton Grand Chicago: 441 N. Columbus Drive (across the street from NBC Towers)Navy Pier: 600 E. Grand Ave (Big Bus tent @ north end of park)Water Tower & The Magnificent Mile: 163 E. Pearson St (near the corner of Michigan Ave)360 Chicago: 150 E. Chestnut St (near the corner with Chestnut St)614 N. Clark Street (in front of the Rock'n'Roll McDonald's)With All-Inclusive PassLimited time only – enjoy a FREE upgrade to a 2-day Hop-On Hop-Off Big Bus ticket until April 30th! - 3
Shoreline Architecture River Cruise
Glide along the Chicago River and discover the stories behind the city’s legendary skyline. The Shoreline Architecture River Cruise is a relaxing way to learn about Chicago’s history and snap some of your best photos—all from the water.Shoreline Architecture River Cruise
4.8 (95)1-2 hours$52.00Included with the All-Inclusive PassThis Chicago cruise will take you through the history of the city, revealing hidden architectural gems and the city's renowned landmarks. Enjoy the pleasure of shoreline sightseeing on this architecture river cruise. You'll sail down all three branches of the Chicago River, giving you an insight into how architecture and landmarks have changed over the years.Along the way, you'll learn all about the history of Chicago, from the Great Fire of 1871 to the thriving metropolis it is today. Marvel at the architectural works of Bertrand Goldberg, Jeanne Gang, and Mies van der Rohe, and make the most of the photo opportunities at Wolf Point. - 4
Navy Pier Ferris Wheel and Rides
Wrap up your day with a spin on the Navy Pier Ferris Wheel. Take in panoramic views of the city and lake, then soak up the lively atmosphere with shops, food stalls, and street performers. It’s a classic Chicago experience and a great way to end your adventure.Navy Pier Ferris Wheel and Rides
4.2 (48)Up to an hour$62.14Included with the All-Inclusive PassEnjoy the Navy Pier with your Centennial Wheel tickets and take in the commanding views of the city and Lake Michigan at 200 feet. You’ll get a 360-degree view, and as each gondola is enclosed, you can ride all year round, no matter the weather. Plus, you can pick from three other rides, including the Carousel, the Drop Tower, the Light Tower, the Pier Park Mini-Golf, the Tea Cups, and the Wave Singer. (These additional rides typically only operate between May and October, weather dependent.)The Navy Pier in Chicago is considered the number one tourist and leisure destination in the Midwest, and it's the longest public pier in the world. Attracting 8.6 million visitors each year, Navy Pier is a 50-acre, lakeside wonderland that lets visitors enjoy the splendors of Lake Michigan.Once you’ve taken a spin on the Navy Pier wheel, you can explore the other rides along the pier, check out the museums, or hit the shops and restaurants. Grab a famous Chicago hot dog or pick up a souvenir as a memento.
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