We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers: Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Filter to see tours in the language(s) you’re looking for.
Popular Attractions
More
Specials
Duration
Sort by:
Default
Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
Lowest Price
Tours, activities and experiences bookable on Tripadvisor, ranked according to the prices offered by our partners.
Name
Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“The night tour was great and James was an amazing tour guide who did all these extras to make the ride fun, like light strings and a bubble gun! Perfect views during the day and at night!”
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
“Our tour guide was Dylan and he was excellent, very informative tour and his jokes gave the tour a relaxed and enjoyable feel- would recommend this tour if you’re visiting the city!”
Combine a Chicago history lesson with supernatural tales for an ideal activity for adults and kids. Go back in time on the Gangsters and Ghosts tour to hear about Chicago in the roaring 1920’s when speakeasies...read more
“Walking pace between food stops was just right, food choices were scrumptious, and history narratives, views of the river, architecture, and choice of stops superb!”
Combine tastes of Chicago's most famous foods with stops at local must-see landmarks on a single tour. Instead of spending the day chasing down these foods and highlights on your own, save valuable vacation time by...read more
“very informative cruising up and down the Chicago river...and then the highlight....passing through the lock out on to Lake Michigan.Very fun! Followed by a wonderful time out and back viewing the city skyline!”
If your feet need a break from the city streets, a short sightseeing cruise is the perfect way to see the best of Chicago without breaking a sweat. Offered regularly throughout the day, it’s easy to fit this tour...read more
“The tour was very informative and the stops for photos was great Our driver Rick was very friendly and funny The boat tour was also very informative and the crew was great I would definitely recommend this tour to...”
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a minibus. Cover more ground than on foot, and hit lots of highlights over the tour. See Museum Campus, the Rookery,...read more
“In addition to visiting several iconic Chicago restaurants and sites and enjoying their delicious specialties, Gabe took us to several sites important to Chicago’s history and architecture.”
Stroll around the Loop with a guide, discovering Chicago's lively food scene, on this small-group walking tour. Learn about the city's history and culinary heritage from your guide as you stop at favorite local...read more
“We loved the sites that we saw from Grant Park, The Stock Exchange, the view of the skyline, Duncan's Toy Chest, the World's largest Starbucks, Lincoln Park, the Chicago River and the Playboy Mansion.”
R2V0JTIwdG8lMjBrbm93JTIwdGhlJTIwV2luZHklMjBDaXR5JTIwdGhlJTIwZWFzeSUyMGFuZCUyMGNvbWZvcnRhYmxlJTIwd2F5JTIwb24lMjBhJTIwc21hbGwtZ3JvdXAlMjBtaW5pYnVzJTIwdG91ci4lMjBJbnN0ZWFkJTIwb2YuLi4=read more
Q2hpY2FnbyVFMiU4MCU5OXMlMjBtb2IlMjBoaXN0b3J5JTIwaGFzJTIwbG9uZyUyMGJlZW4lMjBpbW1vcnRhbGl6ZWQlMjBpbiUyMHBvcHVsYXIlMjBtZWRpYS4lMjBFbWJhcmslMjBvbiUyMHRoaXMlMjBDaGljYWdvJTIwR2FuZ3N0ZXIlMjBUb3VyJTIwdG8lMjBsZWFybiUyMHRoZSUyMHRydWUlMjBzdG9yeS4lMjBXaXRoJTIwYW4lMjBleHBlcnQlMjBoaXN0b3JpYW4lMjBhcyUyMHlvdXIlMjBndWlkZSUyQyUyMHlvdSVFMiU4MCU5OWxsJTIwdmlzaXQlMjBub3RvcmlvdXMlMjBoYW5nb3V0cyUyMG9mJTIwSm9obi4uLg==read more
R2V0JTIwYW4lMjBpbnNpZGVyJUUyJTgwJTk5cyUyMGxvb2slMjBhdCUyMHRoZSUyMFdpbmR5JTIwQ2l0eSVFMiU4MCU5OXMlMjBtb3N0JTIwaWNvbmljJTIwbW9udW1lbnRzJTIwZHVyaW5nJTIwdGhpcyUyMDMtaG91ciUyMHByaXZhdGUlMjB0b3VyLiUyMFRyYXZlbCUyMHRocm91Z2glMjBDaGljYWdvJTIwYWJvYXJkJTIwYSUyMHByaXZhdGUlMjB2ZWhpY2xlJTIwYXMlMjB5b3UlMjBkaXNjb3ZlciUyMHNvbWUlMjBvZiUyMHRoZSUyMGNpdHklRTIlODAlOTlzJTIwdG9wJTIwbmVpZ2hib3Job29kcyUyQyUyMGluY2x1ZGluZyUyMHRoZS4uLg==read more
“Paul, our fearless and fun loving guide, led us on our amazing 3 hour tour by showing us the highlights of Chicago and sharing the historical events telling the incomparable story of a one of a kind place.”
Get close to Chicago's most important monuments and parks on a top-rated bike tour that travels entirely on the city’s abundant bike paths, so there's no need to worry about traffic. Pedal through Grant Park, along...read more
“This was my first ride on a helicopter, and it was such amazing experience and there are few reasons for that first one is Pilot Wayne was exceptional, professional and so much fun he made it look so easy to contr...”
VGFrZSUyMGluJTIwc3dlZXBpbmclMjB2aWV3cyUyMG9mJTIwQ2hpY2FnbyUyMGZyb20lMjB0aGUlMjBhaXIlMjBkdXJpbmclMjBhJTIwc2NlbmljJTIwaGVsaWNvcHRlciUyMGZsaWdodCUyMHRoYXQlMjBvZmZlcnMlMjBhJTIwcHJlbWllciUyMGV4cGVyaWVuY2UlMjBvZiUyMHRoZSUyMFdpbmR5JTIwQ2l0eS4lMjBUaGlzJTIwcHJpdmF0ZSUyMDQ1LW1pbnV0ZSUyMGZsaWdodCUyMHByb3ZpZGVzJTIwYW4lMjBhZXJpYWwlMjBsb29rJTIwYXQlMjBsYW5kbWFya3MlMjBzdWNoJTIwYXMuLi4=read more
“Lenny our tour guide was patient and helpful in getting us familiar with the segway and was very energetic, nice and informative throughout the 2+ hours of the tour!”
Expand your horizons in Chicago by gliding along the city’s scenic Lakefront Trail on a fun and smooth-moving Segway. Instead of a long, tiring walk or being confined to a tour bus, enjoy fresh air and flexibility...read more
“Had a wonderful time, our guide was very knowledgeable and a bunch of fun.”
U3Ryb2xsJTIwdGhyb3VnaCUyMENoaWNhZ28ncyUyMHdpbnRlciUyMHN0cmVldHMlMkMlMjBsaXQlMjB1cCUyMGZvciUyMHRoZSUyMGhvbGlkYXlzJTJDJTIwb24lMjB0aGlzJTIwZ291cm1ldCUyMHdhbGtpbmclMjB0b3VyLiUyMExlYXJuJTIwYWJvdXQlMjBDaGljYWdvJ3MlMjBjZWxlYnJhdGVkJTIwaG9saWRheSUyMHRyYWRpdGlvbnMlMjBsaWtlJTIwdGhlJTIwRXVyb3BlYW4taW5zcGlyZWQlMjBDaHJpc3RraW5kbG1hcmtldCUyQyUyMHRoZSUyMGJlYXV0aWZ1bCUyMGRlY29yLi4uread more
U3BlbmQlMjBhbiUyMGV2ZW5pbmclMjBpbiUyMENoaWNhZ28lMjBvbiUyMGElMjBTZWd3YXklMjB0b3VyJTIwYWxvbmclMjB0aGUlMjBsYWtlZnJvbnQlMjBhbmQlMjB0aHJvdWdoJTIwdGhlJTIwY2l0eSdzJTIwcG9wdWxhciUyMHBhcmtzLiUyMFlvdSdsbCUyMGVuam95JTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTIwYXMlMjB5b3UlMjBnbGlkZSUyMGZyb20lMjBNaWxsZW5uaXVtJTIwUGFyayUyMHBhc3QlMjBsYW5kbWFya3MlMjBzdWNoJTIwYXMlMjBTaGVkZC4uLg==read more
RXZlciUyMHNpbmNlJTIwQ2hpY2FnbyUyMGJlY2FtZSUyMHRoZSUyMGJpcnRocGxhY2UlMjBvZiUyMHRoZSUyMG1vZGVybiUyMHNreXNjcmFwZXIlMkMlMjB0aGUlMjBjaXR5JTIwaGFzJTIwYmVlbiUyMHJlbm93bmVkJTIwZm9yJTIwaXRzJTIwYXJjaGl0ZWN0dXJhbCUyMGNyZWF0aXZpdHklMjBhbmQlMjBpbmdlbnVpdHkuJTIwTGVkJTIwYnklMjBhbiUyMGV4cGVydCUyMGd1aWRlJTJDJTIwZXhwbG9yZSUyMHNvbWUlMjBvZiUyMHRoZSUyMGNpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMGJ1aWxkaW5ncy4uLg==read more
“Finishing the tour right by Navy Pier around 2:00 pm fueled and ready to play, the boys cooled off in a nearby water park, before ending our first day enjoying the Navy Pier and a Riverwalk stroll back to the hotel.”
U2VlJTIwQ2hpY2FnbyUyMGxpZ2h0JTIwdXAlMjB3aXRoJTIwYSUyMDQtaG91ciUyMGJpY3ljbGUlMjB0b3VyJTIwb2YlMjB0aGUlMjBXaW5keSUyMENpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMHNpZ2h0cyUyMGFuZCUyMG5laWdoYm9yaG9vZHMuJTIwRm9sbG93JTIweW91ciUyMGd1aWRlJTIwYWxvbmclMjBhJTIwbGVpc3VyZWx5JTIwcm91dGUlMkMlMjB3YXRjaCUyMHRoZSUyMEJ1Y2tpbmdoYW0lMjBGb3VudGFpbiUyMGxpZ2h0JTIwc2hvdyUyMGFuZCUyMHRha2UlMjBpbiUyMGRheXRpbWUlMjBvci4uLg==read more
“Both of the walking tours I have done with Chica-Go walk about were amazing tours lead by a knowledgeable guide!”
RXhwbG9yZSUyMENoaWNhZ28lMjB5b3VyJTIwd2F5JTIwYW5kJTIwb24lMjB5b3VyJTIwb3duJTIwc2NoZWR1bGUlMjBvbiUyMGElMjBwcml2YXRlJTIwd2Fsa2luZyUyMHRvdXIlMjB0aGF0J3MlMjBjb21wbGV0ZWx5JTIwY3VzdG9taXplZCUyMGJhc2VkJTIwb24lMjB5b3VyJTIwaW50ZXJlc3RzLiUyMFdoZXRoZXIlMjB5b3UlMjB3YW50JTIwdG8lMjBsZWFybiUyMFdpbmR5JTIwQ2l0eSUyMGhpc3RvcnklMjBvciUyMGZvY3VzJTIwb24lMjBhcmNoaXRlY3R1cmUlMkMlMjBzdHJlZXQlMjBhcnQlMkMlMjBvci4uLg==read more
Flytographer Private Vacation Photo ShootConnect with a local hand-picked professional photographer in Chicago and capture your most memorable moments during this private photo shoot. Get insider tips on the best...read more
“Easy for beginners, saw lots of iconic Chicago sites, and learned some interesting historical tidbits.”
U29hayUyMHVwJTIwdGhlJTIwV2luZHklMjBDaXR5JUUyJTgwJTk5cyUyMGZlc3RpdmUlMjBob2xpZGF5JTIwZmVlbCUyMGFuZCUyMGV4cGxvcmUlMjBsb2NhbCUyMGxhbmRtYXJrcyUyMHdpdGglMjBlYXNlJTIwb24lMjB0aGlzJTIwU2Vnd2F5JTIwdG91ciUyMGluJTIwQ2hpY2Fnby4lMjBIb3AlMjBvbnRvJTIweW91ciUyMFNlZ3dheSUyMGFuZCUyMHNwaW4lMjB0aHJvdWdoJTIwQ2hpY2FnbyVFMiU4MCU5OXMlMjBNaWxsZW5uaXVtJTIwUGFyayUyMHRvJTIwdGhlJTIwTG9vcC4lMjBXaXRoJTIweW91ciUyMGd1aWRlJTJDLi4uread more
“Sarah will teach you how to ride in minutes, and then off you go on an architectural tour of the city along with the sights of Grant Park, the Riverwalk, and the Chicago Shoreline.”
RW5qb3klMjBhbiUyMGludHJvZHVjdGlvbiUyMHRvJTIwQ2hpY2FnbyVFMiU4MCU5OXMlMjBoaWdobGlnaHRzJTIwYW5kJTIwaGlzdG9yeSVFMiU4MCU5NG9uJTIwd2hlZWxzLiUyMFRoaXMlMjBzbWFsbC1ncm91cCUyMFNlZ3dheSUyMHRvdXIlMjBvZmZlcnMlMjBhJTIwbmV3JTJDJTIwYW5kJTIwemlwcHklMkMlMjB3YXklMjB0byUyMGV4cGxvcmUuJTIwTWVldCUyMHlvdXIlMjBndWlkZSUyMG5lYXIlMjBNaWxsZW5uaXVtJTIwUGFyayUyQyUyMGFuZCUyMGJlZ2luJTIwd2l0aCUyMGElMjBwZXJzb25hbGl6ZWQlMjB0cmFpbmluZy4uLg==read more
U2VlJTIwQ2hpY2FnbyUyMHRoZSUyMHdheSUyMHlvdSUyMHdhbnQlMjB0byUyMHNlZSUyMGl0LiUyMFRoaXMlMjBwcml2YXRlJTIwdG91ciUyMGlzJTIwZnVsbHklMjBjdXN0b21pemFibGUlMjB0byUyMHlvdXIlMjBzcGVjaWZpY2F0aW9ucy4lMjBXaGV0aGVyJTIweW91JTIwYXJlJTIwaW50ZXJlc3RlZCUyMGluJTIwdGhlJTIwYXJjaGl0ZWN0dXJlJTIwYW5kJTIwaGlzdG9yeSUyQyUyMHRoZSUyMGFydCUyQyUyMHRoZSUyMGNvb2wlMjBuZWlnaGJvcmhvb2RzJTJDJTIwb3IlMjBwZWFjZWZ1bCUyMHBhcmtzLi4uread more
RG9jdW1lbnQlMjB5b3VyJTIwdHJhdmVscyUyMHdpdGglMjBwcm9mZXNzaW9uYWwlMkMlMjBjYW5kaWQlMkMlMjBwaG90b3MlMjBmcm9tJTIweW91ciUyMHRyaXAlMjB0byUyMENoaWNhZ28uJTIwQ2hvb3NlJTIwZnJvbSUyMGElMjBvbmUlMjBvciUyMHR3by1ob3VyJTIwc2Vzc2lvbiUyMGluJTIwYSUyMHZhcmlldHklMjBvZiUyMGxvY2F0aW9ucyUyQyUyMFdoZXRoZXIlMjBpdCVFMiU4MCU5OXMlMjBhJTIwcm9tYW50aWMlMjBnZXRhd2F5JTJDJTIwYSUyMGZhbWlseSUyMHZhY2F0aW9uJTJDJTIwb3IlMjBzcGVjaWFsLi4uread more
“This tour far exceeded our expectations!! Julia was so awesome, she made the trip so interesting and fun! Highly recommend this tour for a great afternoon learning about and experiencing the city!!”
Chicago offers amazing historical and culinary adventures, and this bike and food tour allows you to experience both while leaving the navigation to a guide. Hop on a provided bike and pedal around 13 miles (21...read more
“Our tour guide Dave was incredibly knowledgeable about the history of the city and was able to fill our tour with fun facts about the buildings and neighborhoods we explored.”
Welcome to Chicago! Here in the Windy City, we've got outstanding architecture, inspiring public art, a fabulous downtown district, and so much more. Come along with a local guide to check out some of the Must See...read more
“Our guide was friendly and informative and we were able to eat some amazing food along the way.”
SXQlMjBpc24lRTIlODAlOTl0JTIwYSUyMHRyaXAlMjB0byUyMENoaWNhZ28lMjB3aXRob3V0JTIwdGFzdGluZyUyMGRlZXAtZGlzaCUyMHBpenphJUUyJTgwJTk0YW5kJTIwdGhpcyUyMHByaXZhdGUlMjB0b3VyJTIwZm9yJTIwZm9vZCUyMGxvdmVycyUyMHdpbGwlMjBpbnRyb2R1Y2UlMjB5b3UlMjB0byUyMHRydWUlMjBDaGljYWdvLXN0eWxlJTIwcGl6emElMkMlMjBwbHVzJTIwb3RoZXIlMjBXaW5keSUyMENpdHklMjBzcGVjaWFsdGllcy4lMjBNZWV0JTIweW91ciUyMGd1aWRlJTIwZG93bnRvd24lMkMlMjBhbmQlMjBiZS4uLg==read more
“You can tell he loves his city and strives to make the adventure tour something where you can learn about Chicago but also have a fun time.”
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour...read more
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour...read more
Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour.• Take in Chicago’s concrete giants and hear fascinating stories about quirky...read more
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along. We are an Austin, TX-based...read more
“Our guide was super fun, friendly and knowledgeable.”
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then...read more