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736 reviews
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
Taking safety measures
2 hours
Best Seller
from $26.10
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5,197 reviews
Get views of Chicago’s most famous buildings, as well as insider info from an expert guide, on this...read more
Taking safety measures
1–2 hours
Best Seller
from $44.69
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1,493 reviews
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
Taking safety measures
2 hours
Best Seller
from $27.00
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176 reviews
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
Taking safety measures
3 hours
from $64.99
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175 reviews
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
Taking safety measures
40 minutes
Best Seller
from $27.25
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381 reviews
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
Taking safety measures
2 hours
from $39.95
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248 reviews
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
Taking safety measures
3 hours
from $103.36
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28 reviews
Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic...read more
Taking safety measures
2 hours
from $39.00
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2 reviews
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Taking safety measures
3 hours
from $330.00
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12 reviews
R2V0JTIwYW4lMjBpbnNpZGVyJUUyJTgwJTk5cyUyMGxvb2slMjBhdCUyMHRoZSUyMFdpbmR5JTIwQ2l0eSVFMiU4MCU5OXMlMjBtb3N0JTIwaWNvbmljJTIwbW9udW1lbnRzJTIwZHVyaW5nJTIwdGhpcyUyMDMtaG91ciUyMHByaXZhdGUlMjB0b3VyLiUyMFRyYXZlbCUyMHRocm91Z2glMjBDaGljYWdvJTIwYWJvYXJkJTIwYSUyMHByaXZhdGUlMjB2ZWhpY2xlJTIwYXMlMjB5b3UlMjBkaXNjb3ZlciUyMHNvbWUlMjBvZiUyMHRoZSUyMGNpdHklRTIlODAlOTlzJTIwdG9wJTIwbmVpZ2hib3Job29kcyUyQyUyMGluY2x1ZGluZyUyMHRoZS4uLg==read more
Taking safety measures
3 hours
from $190.00
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42 reviews
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
Taking safety measures
3 hours
from $49.99
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38 reviews
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
2–3 hours
from $75.00
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13 reviews
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Taking safety measures
3 hours
from $69.99
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16 reviews
RXhwbG9yZSUyMHRoZSUyMGFydCUyMGFuZCUyMGFyY2hpdGVjdHVyYWwlMjBoaWdobGlnaHRzJTIwb2YlMjBDaGljYWdvJTIwb24lMjBhJTIwU2Vnd2F5JTIwZHVyaW5nJTIwdGhpcyUyMGd1aWRlZCUyMHRvdXIuJTIwVGhpcyUyMGZhbWlseS1mcmllbmRseSUyMHRvdXIlMjB0YWtlcyUyMHZpc2l0b3JzJTIwYnklMjB0aGUlMjBvdXRkb29yJTIwc2N1bHB0dXJlcyUyQyUyMGxhbmRtYXJrJTIwYnVpbGRpbmdzJTJDJTIwYW5kJTIwaWNvbmljJTIwc2t5bGluZSUyMG9mJTIwdGhlJTIwY2l0eS4uLi4=read more
2 hours
from $75.10
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7 reviews
U3BlbmQlMjBhbiUyMGV2ZW5pbmclMjBpbiUyMENoaWNhZ28lMjBvbiUyMGElMjBTZWd3YXklMjB0b3VyJTIwYWxvbmclMjB0aGUlMjBsYWtlZnJvbnQlMjBhbmQlMjB0aHJvdWdoJTIwdGhlJTIwY2l0eSdzJTIwcG9wdWxhciUyMHBhcmtzLiUyMFlvdSdsbCUyMGVuam95JTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTIwYXMlMjB5b3UlMjBnbGlkZSUyMGZyb20lMjBNaWxsZW5uaXVtJTIwUGFyayUyMHBhc3QlMjBsYW5kbWFya3MlMjBzdWNoJTIwYXMlMjBTaGVkZC4uLg==read more
2–3 hours
from $75.00
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4 reviews
RXZlciUyMHNpbmNlJTIwQ2hpY2FnbyUyMGJlY2FtZSUyMHRoZSUyMGJpcnRocGxhY2UlMjBvZiUyMHRoZSUyMG1vZGVybiUyMHNreXNjcmFwZXIlMkMlMjB0aGUlMjBjaXR5JTIwaGFzJTIwYmVlbiUyMHJlbm93bmVkJTIwZm9yJTIwaXRzJTIwYXJjaGl0ZWN0dXJhbCUyMGNyZWF0aXZpdHklMjBhbmQlMjBpbmdlbnVpdHkuJTIwTGVkJTIwYnklMjBhbiUyMGV4cGVydCUyMGd1aWRlJTJDJTIwZXhwbG9yZSUyMHNvbWUlMjBvZiUyMHRoZSUyMGNpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMGJ1aWxkaW5ncy4uLg==read more
Taking safety measures
3 hours
from $660.00
Book Now
38 reviews
U2VlJTIwQ2hpY2FnbyUyMGxpZ2h0JTIwdXAlMjB3aXRoJTIwYSUyMDQtaG91ciUyMGJpY3ljbGUlMjB0b3VyJTIwb2YlMjB0aGUlMjBXaW5keSUyMENpdHklRTIlODAlOTlzJTIwbW9zdCUyMGljb25pYyUyMHNpZ2h0cyUyMGFuZCUyMG5laWdoYm9yaG9vZHMuJTIwRm9sbG93JTIweW91ciUyMGd1aWRlJTIwYWxvbmclMjBhJTIwbGVpc3VyZWx5JTIwcm91dGUlMkMlMjB3YXRjaCUyMHRoZSUyMEJ1Y2tpbmdoYW0lMjBGb3VudGFpbiUyMGxpZ2h0JTIwc2hvdyUyMGFuZCUyMHRha2UlMjBpbiUyMGRheXRpbWUlMjBvci4uLg==read more
Taking safety measures
4 hours
from $74.99
Book Now
14 reviews
Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English,...read more
Taking safety measures
2 hours
from $200.00
Book Now
1 review
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
Taking safety measures
1 hour
from $299.00
Book Now
9 reviews
U29hayUyMHVwJTIwdGhlJTIwV2luZHklMjBDaXR5JUUyJTgwJTk5cyUyMGZlc3RpdmUlMjBob2xpZGF5JTIwZmVlbCUyMGFuZCUyMGV4cGxvcmUlMjBsb2NhbCUyMGxhbmRtYXJrcyUyMHdpdGglMjBlYXNlJTIwb24lMjB0aGlzJTIwU2Vnd2F5JTIwdG91ciUyMGluJTIwQ2hpY2Fnby4lMjBIb3AlMjBvbnRvJTIweW91ciUyMFNlZ3dheSUyMGFuZCUyMHNwaW4lMjB0aHJvdWdoJTIwQ2hpY2FnbyVFMiU4MCU5OXMlMjBNaWxsZW5uaXVtJTIwUGFyayUyMHRvJTIwdGhlJTIwTG9vcC4lMjBXaXRoJTIweW91ciUyMGd1aWRlJTJDLi4uread more
2 hours
from $75.10
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29 reviews
This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you...read more
2 hours
from $75.58
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4 reviews
Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a Segway at night! Venture through the dark with your local guide, and see alleys, hotels and sites of some of the...read more
2 hours
from $75.58
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1 review
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Taking safety measures
3 hours
from $330.00
Book Now
RG9jdW1lbnQlMjB5b3VyJTIwdHJhdmVscyUyMHdpdGglMjBwcm9mZXNzaW9uYWwlMkMlMjBjYW5kaWQlMkMlMjBwaG90b3MlMjBmcm9tJTIweW91ciUyMHRyaXAlMjB0byUyMENoaWNhZ28uJTIwQ2hvb3NlJTIwZnJvbSUyMGElMjBvbmUlMjBvciUyMHR3by1ob3VyJTIwc2Vzc2lvbiUyMGluJTIwYSUyMHZhcmlldHklMjBvZiUyMGxvY2F0aW9ucyUyQyUyMFdoZXRoZXIlMjBpdCVFMiU4MCU5OXMlMjBhJTIwcm9tYW50aWMlMjBnZXRhd2F5JTJDJTIwYSUyMGZhbWlseSUyMHZhY2F0aW9uJTJDJTIwb3IlMjBzcGVjaWFsLi4uread more
1 hour
from $315.79
Book Now
Alley Kat Adventures is an Austin, TX-based event design company offering city scavenger hunts in 30 cities in the US and Mexico as well as custom events worldwide. Our specially hand-crafted, interactive quests are...read more
2 hours
Special Offer
from $18.00
$30.00
Book Now
1 review
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
Taking safety measures
4 hours
from $265.60
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Our Chicago Foodie Lovers Tour will take you to the most iconic and delicious spots in Chicago all in one day. If you are looking for a little bit of culture, great photos, and a ton of delicious food then this is...read more
Taking safety measures
4 hours
from $319.00
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Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on...read more
Taking safety measures
4 hours
Likely To Sell Out
from $425.00
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If you're looking for an exciting and stress-free day exploring the wonders of Chicago, then this is the tour for you. We can’t wait to show you around!The morning will start with a private pickup from your hotel by...read more
Taking safety measures
from $798.94
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