Top picks for Chicago Day tours

Discover 125 Day tours in Chicago on Trip.com, updated January 11, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From RUB 778.91 per person, with an average total of RUB 5,550.85. Choose the option that suits your plan.

With 9.003k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.345k reviews and a 4.7 rating.

Now on Trip.com: "Chicago Walk: Prohibition, Architecture & Hidden Gems", a 2-hour adventure in Chicago!

The next available day tour departs on January 12, 2026. Book now to secure your spot!

Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

January is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago River 90-Minute Architecture Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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125 results for Chicago Day tours

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Reviews/Trip Moments

Reviews: Chicago Walk: Prohibition, Architecture & Hidden Gems
Guest User2025-08-14
I had the absolute pleasure of touring Chicago with Dash, and it was nothing short of phenomenal. Dash didn’t just recite facts—he brought the city’s architectural heritage and hidden treasures to life with a depth of knowledge and a genuine passion that made every moment memorable. His storytelling was rich, engaging, and personal, making me feel like I was experiencing Chicago through the eyes of someone who truly loves it. This wasn’t just a tour; it was an immersive journey through history, art, and culture. If you want to see the real beauty and soul of Chicago, Dash is the guide you need!
Reviews: Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
Guest User2025-11-22
The best way to discover the city through various attractions at a discounted price!
Reviews: City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Guest User2025-12-28
Wonderful! A great date night/ family celebration experience; although I was the only single diner, I was made to feel welcomed & included. The entire crew seemed happy & wanted to make sure everything was perfect . Mimmo, the chef, obviously cooks with love- the food was delicious & plated with care. I’m vegetarian & was delighted with my choices ( not to mention the tasty cocktails.) The view from the river was enchanting. My favorite Chicago memory!
Reviews: Chicago River 90-Minute Architecture Tour
Guest User2025-12-17
It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.
Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile
Guest User2024-10-07
Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!
Reviews: Chicago Crime and Mob Bus Tour
Guest User2025-12-06
Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.
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