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896 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 US$26.10
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1,285 reviews
Explore all three branches of the Chicago River on a journey through the heart of the city. This riverboat excursion introduces passengers to Chicago’s legendary architecture, narrated by a professionally trained...read more
Taking safety measures
1–2 hours
Best Seller
from US$40.00
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2,073 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 US$27.00
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279 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 US$69.99
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151 reviews
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Taking safety measures
5 hours
LIKELY TO SELL OUT*
from US$104.00
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6,827 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 US$38.15
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44 reviews
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Taking safety measures
2–3 hours
from US$51.50
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141 reviews
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Taking safety measures
45 minutes
Best Seller
from US$23.00
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554 reviews
To truly appreciate Chicago's famous skyline, admire it from the water on this top-rated Lake Michigan architecture cruise. While most sightseeing boats remain on the Chicago River, this one gives you a panoramic...read more
Taking safety measures
1–2 hours
Best Seller
from US$40.00
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258 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 US$84.53
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3 hours
from US$20.52
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4 reviews
Named for the cable car turnarounds and the prominent elevated railway that encircled the area at the end of the 19th century, the Loop is Chicago's commercial and cultural core. On today's epic scavenger hunt of...read more
2 hours
from US$13.08
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53 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 US$49.99
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27 reviews
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2 hours
from US$75.58
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46 reviews
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Taking safety measures
4 hours
from US$74.99
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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 US$299.00
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5 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
Taking safety measures
2 hours
from US$75.58
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1 review
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1 hour
from US$312.04
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43 reviews
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Taking safety measures
45 minutes
Best Seller
from US$23.00
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117 reviews
See the beauty of Chicago from a new vantage point by going on this scenic cruise along the Chicago River and Lake Michigan shoreline. It’s a great way to spot multiple top Chicago landmarks in a short space of...read more
1–2 hours
from US$39.00
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Chicago's Riverwalk is a bevy of impressive buildings, gardens, eateries, and beyond. Spend two...read more
Taking safety measures
2 hours
By: Walks
LIKELY TO SELL OUT*
from US$32.00
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1 review
Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax,...read more
Taking safety measures
1 hour
from US$6.00
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On this self guided audio tour, I’ll show you why Milan has more to offer than design fairs and fashion houses. We’ll start at the city’s cathedral, which is its most famous landmark, but from there I’ll help you...read more
1–2 hours
from US$5.99
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Take a grand tour of America the Beautiful with this ultimate bundle of 50 tours across the USA! Relive the intensity of the Battle of Gettysburg. Witness nature’s raw power and beauty at Yellowstone National Park....read more
Taking safety measures
Special Offer
from US$23.99
US$29.99
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1 review
We wrote the book(s) on Chicago ghosts! Now in our 18th year!Ursula Bielski, our founder, has published more than a dozen volumes on Chicago's haunted history over more than two decades. Chicago Hauntings is the...read more
1–2 hours
from US$24.54
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25 reviews
Discover Chicago of the Roaring '20s thru its Art Deco architecture! We all LOVE the elegance, glam, and glitz of the 1920s. This 2-hour walking tour explores the interiors and exteriors of gorgeous buildings from...read more
Taking safety measures
2 hours
from US$33.00
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If you’ve taken any tour in Chicago, you’ve likely heard some common urban myths masked in “truth” because the tour guide supposedly knows best. But most tours are basically regurgitated scripts that perpetuate...read more
Taking safety measures
2 hours
from US$33.00
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2 reviews
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 US$265.60
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1 review
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Taking safety measures
4 hours
from US$319.00
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Taking safety measures
from US$798.94
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