CHICAGO · ILLINOIS
The best of Chicago.
The 10 best 2-hour experiences 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.
2-hour small-group Segway tour of Chicago from $65. Learn fast, glide past Millennium Park, Buckingham Fountain, Museum Campus, and the lakefront.
Most Popular“We turned up at location and time and Tour guide did not show up. No communication. Tour did not happen”
A 2-hour Chicago Segway tour with helmet and training, gliding past Buckingham Fountain, Soldier Field, museum campus, and the lakefront.
“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 private Chicago walking tour customized to your interests, covering Millennium Park icons and public art, with free admissions.
“Dave was very friendly, knowledgeable and easy going. He took us to sites we had walked by many times without knowing the history. Our 18 year old was fascinated by the tour as well.”
Paddle Chicago River downtown on a 2-hour kayak tour with a safety-first lesson, single or tandem options, and skyline views.
“It was so much fun”
2-hour Chicago Pier fireworks Segway tour: get trained, glide with a small group, and see Buckingham Fountain and Navy Pier.
“Tour guide was awesome!”
Walk Chicago’s Loop and Millennium Park with a small-group guide. See the Chicago Theatre, The Bean, Tiffany Windows, and more in 2 hours.
“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.”
Walk Chicago’s Chinatown in 2 hours with a guide: Chinatown Square zodiacs, Pui-Tak Center, Chinese-American Museum, Nine Dragon Wall, Ping Tom Park.
“Very superficial walk through the town. Not much info about the lives of the people or how it was started.”
A private 2-hour Chicago Soul House tour blending neighborhood drive-bys of famous homes with personal stories about Black Chicago culture.
“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!”
A 2-hour Chicago lakefront e-bike loop with expert storytelling, major landmarks, and easy riding from Millennium Park to Northerly Island.
“Mike was very knowledgeable and entertaining. First time on e-bike was so much fun! Thanks Mike for a great experience!”
A 2-hour small-group Chicago walk with a local guide, popcorn storytelling, and professional photos from Navy Pier to the Water Tower.
“My wife and I got to the pier around 12:20 looked around for about 10 minutes went to meet area never saw our guide nor did we get a msg stating late or no go… went to AMRI Juice bar thing we missed them stayed there until 1:30-1:45pm no cRead more”
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.
