Chicago Things To Do 2025 & 2026

Stunning views of the metropolis await at the 360 CHICAGO observation deck, previously known as the John Hancock Observatory. Whizz up North America’s fastest lifts which rise to the 94th floor in 40 seconds. Standing proud at...

Discover Chicago in the most fun and flexible way possible with the Big Bus Chicago Hop-On Hop-Off Sightseeing Tour! Skip the hassle of planning and let the open-top bus whisk you away on a journey through the city's most iconic...

Join the exciting Stand Up Paddleboard (SUP) experience at the North Shore Yacht Club in Highland Park. Whether you're a beginner or looking to refine your skills, the expert instructors will provide personalised guidance to boo...

Experience an unforgettable evening in Chicago with our luxurious sunset dinner cruise on Lake Michigan. Enjoy breathtaking views of iconic landmarks like Navy Pier, the Willis Tower, Buckingham Fountain, and Soldier Field as the ci...

Ideal for families and groups, the Spirit of Chicago lunch cruise offers a delightful way to relax and savour a fantastic meal while enjoying stunning views of the city. As you cruise along Lake Michigan, you'll have the opportu...

Maximise your Chicago adventure with the Chicago CityPASS®! Enjoy discounted access to five of the city's premier attractions with this convenient mobile ticket. With the CityPASS®, you gain free entry to iconic sights l...

Immerse yourself in the electrifying atmosphere of Major League Baseball at Wrigley Field, located in the heart of Chicago. As the iconic home of the Chicago Cubs, this legendary stadium promises an unforgettable experience for spor...

Experience the ultimate blend of history and culinary delights with the Chicago Gangster and Food Walking Tour! This unique adventure takes you back to the Prohibition era while indulging in the Windy City's most iconic foods. W...

The Chicago Go City Explorer Pass presents an enticing opportunity to delve into the diverse and dynamic city of Chicago while keeping your budget in check. Offering unparalleled flexibility, this pass empowers you to curate your ow...

The Chicago Hop-On Hop-Off Bus Tour offers a convenient and flexible way to discover the Windy City’s iconic landmarks and hidden gems. Climb aboard an open-top double-decker bus and enjoy panoramic views of Chicago’s sk...

Discover the vibrant essence of Chicago with our engaging small-group walking tour of the Loop neighbourhood, the dynamic core of the Windy City. This immersive experience takes you through the bustling heart of downtown, where you&...

The Chicago Mob and Crime Bus Tour is an exciting and immersive experience that delves into the fascinating criminal history of the Windy City. You’ll explore Chicago’s most storied crime-related areas in a luxury, ...