Get views of Chicago’s most famous buildings, as well as insider info from an expert guide, on this architecture-focused cruise. See all the most important buildings on one tour, a hard-to-accomplish task on foot....read more
Taking safety measures 1–2 hours
Best Seller
from $46.87
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2–3 hours
from $180.18
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 $28.34
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 $87.00
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a...read more
Taking safety measures 2 hours
LIKELY TO SELL OUT*
from $43.95
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Taking safety measures 2 hours
LIKELY TO SELL OUT*
from $43.95
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3 hours
from $158.98
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1–2 hours
By: Bike and Roll
Special Offer
from $63.75
$75.00
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Taking safety measures 2 hours
LIKELY TO SELL OUT*
from $427.28
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Taking safety measures 2 hours
LIKELY TO SELL OUT*
from $427.28
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Taking safety measures 1–2 hours
By: Wendella
Best Seller
from $40.00
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Taking safety measures 1–2 hours
By: Tall Ship Windy
LIKELY TO SELL OUT*
from $79.00
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Taking safety measures 2 hours
By: Tall Ship Windy
from $59.00
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1–2 hours
By: Tall Ship Windy
from $39.00
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Taking safety measures 2 hours
LIKELY TO SELL OUT*
from $433.82
Our flagship vessel boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdoor and indoor viewing areas. Our upscale "Admirals Lounge" features top-shelf alcohol,...read more
Taking safety measures 1–2 hours
from $30.00
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier,...read more
2 hours
from $75.00
Our flagship vessel boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdoor and indoor viewing areas. Our upscale "Admirals Lounge" features top-shelf alcohol,...read more
Taking safety measures 1–2 hours
from $50.00
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Taking safety measures 2 hours
LIKELY TO SELL OUT*
from $483.96
Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view....read more
Taking safety measures 2 hours
By: Echo Limousine
from $400.00
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Taking safety measures 20 minutes
from $8.00
Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s...read more
2 hours
LIKELY TO SELL OUT*
from $474.15
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Frequently Asked Questions about Chicago Skyline Tours and Tickets
- If you're short on time, these are the best half-day Chicago Skyline tickets and tours:
- Chicago Architecture River Cruise (From $46.87)
- Chicago Premier Dinner Cruise on Lake Michigan (From $180.18)
- Lake Michigan Sightseeing Cruise (From $28.34)
- Chicago Loop Secret Food Tour with Private Tour Option (From $87.00)
- Chicago Small-Group City Tour with Optional Architecture River Cruise (From $43.95)
