CHICAGO · ILLINOIS
The best of Chicago.
The 8 best shows & entertainment tours in Chicago, with honest prices, run times and who you book through. Which ones are worth your time downtown, and what each one actually gets you.
Flyover Chicago uses motion seats, a 65-foot wraparound screen, and wind and mist effects for a 30-minute aerial show.
Most Popular“An amazing experience! What a great way to see Chicago! I am blown away and so happy I did this. I will come back and do it again as it was such an amazing experience!”
Escape Game Chicago in River North. Pick from 5 themed 60-minute missions, solve puzzles with a guide, and play in daylight.
“This was a spur of the moment activity for us. Have never done it before and was a little worried about claustrophobia. Absolutely not. Very fun, great way to interact with your group. The employees were so friendly! Highly recommend”
Laugh through Shakespeare in Chicago’s Loop with an adults-only show where actors perform after shots, plus cocktails for purchase.
“This was a great trip to Chicago, but Drunken Shakespeare was the absolute best! Highly suggest if you like to drink and laugh. Their cocktails were the best I’ve had in the city.”
BYOB close-up magic at Trickery Chicago: a witty one-hour show with Aaron in an intimate room for $41. Adult innuendo included.
“This was a great show ! He did very well keeping interaction with his audience and quite a comedian we absolutely loved it !!! Would definitely recommend this show !! Thank you !!”
See Chicago Theatre’s marquee, murals, and stage—then meet a Rockettes dancer on a guided 1-hour tour from $26.
“We had such a blast on our tour! Our tour guide was absolutely incredible. I really wish I could recall her name because she was truly one of a kind, making the whole experience so captivating and enjoyable.”
Verse Immersive in Chicago: a 30-min interactive holographic AR show with see-through glasses, timed entry, $39.99, great on rainy days.
“Went for my daughter’s 15th birthday. Our whole for a reason for coming to Chicago and her equipment was faulty. They gave her a new set halfway through her equipment was faulty again so she never got to finish because everyone else was done. Very disappointed but nice staff.”
Step into a 1929 speakeasy in Chicago for dinner plus a 90-minute twenties show with comedy and possible audience laughs.
“It was very unique! The staff was amazing and stayed in character the entire time. Heads up! It starts when doors open. This was our first speakeasy experience and we thought there would be a 15/30 minute seating window (as with other comedy shows). That wasn’t the case (apologies to the staff❤️). The food was…”
A phone-based Chinatown outdoor escape game with 12 stops, free admission at each site, and a self-paced route from $7.18.
“The directions at times were unclear. I feel like a more detailed map would have helped me to not get turned around a couple times. But the people in Chinatown extremely nice. So that helped balance the frustration at times.”
From the river and the skyline to the gangster trails, the lakefront and the deep-dish counters, every way to spend a day in the city.
