Chicago · 2-HOUR EXPERIENCES
9 reviewed
These are the 9 best 2-hour experiences in Chicago right now. Each one comes with its price, its length, and the kind of traveler it suits, so start at number one and work down.
A fun, small-group 2-hour Segway tour of downtown Chicago. Learn the stories behind top sights like Millennium Park and the lakefront.
“The route was scenic, with a balanced mix of flat and sloped segments, which is great for beginners like us. Mike is a terrific guide, sharing with us lots of interesting histories and highlights of Chicago.”
Glide Chicago’s lakefront and museum campus on a 2-hour Segway tour with training, helmet, and live guide stories.
“Kevin was amazing! He was an excellent tour guy gave us so many incredible facts about the city. We enjoyed our tour and we do it again. Highly recommend!”
A 2-hour customized private walking tour of downtown Chicago, built around your interests with flexible stops and friendly local guides.
“First time in Chicago and our excellent tour guide Dave managed to make us discover most of the downtown sightseeing and some hidden gems while explaining the stories and history being them. Very informative and very pleasant experience!”
Paddle the Chicago River downtown for 2 hours with a paddling and safety lesson. Single or tandem kayaks and skyline views.
“The person checking us in and giving us our kayaks gave the worst advice on where to kayak. Also, there were so many dead fish and birds floating and a lot of trash. My husband who ended up finishing it and going the opposite way, said it was much better and cleaner.”
Two-hour Navy Pier fireworks and Buckingham Fountain light show on a guided Segway tour with training, rose gardens, and skyline views.
“Increíble experiencia! El tour muy divertido. Las vistas muy lindas. Nuestro guía Sean espectacular! Valió la pena muchísimo!”
A 2-hour walk through Chicago’s Loop and Millennium Park—Chicago Theatre, Cloud Gate, and the Tiffany Windows. Small groups.
“I enjoyed the tour. He talked to me about the history of Chicago, and recommended many places. Would go on a tour again in the future.”
A 2-hour Chicago Chinatown history walk with zodiac statues, a museum stop, Nine Dragon Wall, and river views at Ping Tom Park.
“Very superficial walk through the town. Not much info about the lives of the people or how it was started.”
A 2-hour private Chicago soul tour with a guide-led story stop, air-conditioned pickup, and views of famous homes tied to Black Chicago.
“Mr. Johnson gave us a phenomenal tour and truly took care of u throughout the duration of the tour. Will take additional tours with him next visit to the CHI!”
Pedal Chicago’s lakefront on an e-bike for $72.15: Buckingham Fountain, Museum Campus, Soldier Field, Northerly Island in 2 hours
“Fantastic way to see Chicago! The e-bikes made the ride effortless, and Clark’s energy and local insights made the tour both fun and memorable. A perfect mix of sightseeing and adventure!”
