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Experience the best of Chicago

A curated collection of the city’s top-rated tours, iconic attractions, and unmissable things to do.
Loved by over 55 million guests worldwide

Top experiences in Chicago

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We curate the best ways to experience

We research and organise all unique experiences - from tickets to tours to special combos - so you get all the choices without the clutter.

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Must do things in Chicago

1Big Bus Chicago Hop-on Hop-off Tours

Experience Chicago like never before with a Big Bus tour. Marvel at architectural wonders like the Willis Tower, explore cultural gems at Millennium Park and soak in stunning skyline views from Navy Pier. Get a combo ticket to the 360 Chicago Observatory and make the best of your stay in the city.

2360 Chicago

Discover Chicago's skyline in all its glory at 360 Observation Deck! Marvel at iconic landmarks, like Willis Tower and Lake Michigan, and witness the city's architectural wonders and breathtaking sunset views.

3Chicago River Architecture Cruise Tickets

The Chicago Architecture Foundation Center River Cruise follows the Chicago River through the Loop and along the lake, with licensed architect guides pointing out the city's landmark skyscrapers and design history. Find 90-minute standard cruise tickets, sunset session options, and evening cruise formats here.

4Willis Tower Skydeck Tickets

Embark on an exhilarating adventure as you stand on the Skydeck's breathtaking glass ledge, suspended 1,353 feet above the vibrant city of Chicago. Ensure your spot by securing tickets that grant you exclusive access to this awe-inspiring experience.

What our guests say

Evans O

United States
Family
2 weeks ago
On time! Learnt a lot on the architecture. Seen unexpected views and the one's I've always wanted to. Very informative lady tour guide. Recommending Wendella to friends back home already.

90-min Chicago River Architecture Cruise by Wendella

Stephanie V

United States
Couple
2 weeks ago

+7 more

We went on The Architecture Cruise around sunset and it was perfection. Your guide was entertaining and informative. She had great energy and kept the passengers engaged. I highly recommend this tour. It really highlights the beauty of Chicago and its history.

75-Minute Chicago River Architecture Cruise by Shoreline

Giorgi M

Couple
2 weeks ago
Fantastic way to experience Chicago’s architecture from a completely different perspective. Our guide was knowledgeable, engaging and entertaining, and the 90 minutes passed incredibly quickly. A must-do in Chicago, especially for anyone interested in architecture and the history of the city.

Official Chicago Architecture Cruise by First Lady

Ruhi J

Canada
Couple
2 weeks ago
The 45-minute Lake Michigan sunset cruise was amazing!! The views of the Chicago skyline at sunset were beautiful, and the whole cruise was very relaxing and enjoyable. Shoreline organized everything really well, and the staff were friendly and welcoming. Definitely a great way to experience Chicago from the water!

45-Min Lake Michigan Tour by Shoreline

Audra A

United States
Group
2 weeks ago
Well worth it! We actually went twice: once at nite (10pm) & during the day (4pm). Easy to adjust our reservation which was necessary due to airline delays out of New Haven, CT. Digital tix were easy. Very organized/timely arrival & greeting in lobby, elevator up to observation floor. I'm a large scale event planner so have extremely high expectations when it comes to logistics, registration, processes. I have to say, 360 has it down. No complaints from this pretty tough customer. The view is fantastic, a must see. Especially coming from always being in NYC or Boston. That flat Midwest expanse reminds me of Los Angeles at Griffith Park, it's magical. Drinks were decent, too. I wasnt expecting much,cso was pleasantly surprised. We didn't do tilt, just b/c husband doesn't like heights ^ I've done plenty of that type of thing in my time. Although, if I go back, I prob would do it. I have no b fear of heights, etc. Bottom line, you have to do 360 if you're in Chi-town. Thought it was great!

360 Chicago Observation Deck Skip-the-Line Tickets

Raul R

Mexico
Group
2 weeks ago
Excellent service from the staff, punctuality, and a great way to see the city from the highest point in Chicago

Skydeck Chicago Tickets

Howard W

United States
Couple
3 weeks ago
I loved it. 10 out of 10! The staff very professional. The DJ was ok and the food was delicious. We had a window seat which made our experience incredible. The View was amazing. Highly recommend.

Odyssey Lake Michigan Dinner Cruise

Avishay G

United States
Group
3 weeks ago
The cruise was phenomenal. The sites themselves were well chosen for a shorter tour (I did one of the full length ones before) and the guide was knowledgeable, passionate and amusing. Not to mention that it was incredibly affordable. Even my skeptical friend who I dragged along for the experience had a blast. . I highly recommend this tour!

45-min Chicago River Architecture Cruise by Wendella

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