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 US$50.36
VGFrZSUyMGElMjBnb3VybWV0JTIwZGlubmVyJTIwY3J1aXNlJTIwb24lMjBhJTIwaGlnaC1lbmQlMjBsdXh1cnklMjB5YWNodCUyMHdpdGglMjB0aGUlMjBzdHVubmluZyUyMHNreWxpbmUlMjBvZiUyMENoaWNhZ28lMjBzZXJ2aW5nJTIwYXMlMjB5b3VyJTIwYmFja2Ryb3AuJTIwQ2xpbWIlMjBhYm9hcmQlMjB5b3VyJTIwcmVjZW50bHklMjByZW5vdmF0ZWQlMjB2ZXNzZWwlMkMlMjBmZWF0dXJpbmclMjBhJTIwc3VtcHR1b3VzbHktYXBwb2ludGVkJTIwcm9vZnRvcCUyMGxvdW5nZS4uLg==read more
2–3 hours
from US$188.48
If your feet need a break from the city streets, a short skyline 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 into...read more
Taking safety measures 40 minutes
from US$34.93
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$87.87
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 US$46.95
R2V0JTIwdG8lMjBrbm93JTIwdGhlJTIwV2luZHklMjBDaXR5JTIwdGhlJTIwZWFzeSUyMGFuZCUyMGNvbWZvcnRhYmxlJTIwd2F5JTIwb24lMjBhJTIwc21hbGwtZ3JvdXAlMjBtaW5pYnVzJTIwdG91ci4lMjBJbnN0ZWFkJTIwb2YlMjBsb25nJTIwd2Fsa3MlMjBhbmQlMjBuYXZpZ2F0aW5nJTIwcHVibGljJTIwdHJhbnNpdCUyQyUyMHNlZSUyMG1ham9yJTIwbGFuZG1hcmtzJTIwbGlrZSUyME11c2V1bSUyMENhbXB1cyUyQyUyMEJ1Y2tpbmdoYW0lMjBGb3VudGFpbiUyQyUyMHRoZS4uLg==read more
Taking safety measures 2 hours
from US$46.95
RW5qb3klMjBhJTIwbWVtb3JhYmxlJTJDJTIwb25lLW9mLWEta2luZCUyMG5pZ2h0JTIwb3V0JTIwb24lMjBMYWtlJTIwTWljaGlnYW4lMjBhYm9hcmQlMjB0aGlzJTIwY29tYmluYXRpb24lMjBkaW5uZXIlMkMlMjBkYW5jaW5nJTJDJTIwYW5kJTIwc2lnaHRzZWVpbmclMjBjcnVpc2UuJTIwTWFrZSUyMHlvdXIlMjBvd24lMjB3YXklMjB0byUyME5hdnklMjBQaWVyJTJDJTIwYW5kJTIwc2V0JTIwb2ZmJTIwYXMlMjB0aGUlMjBldmVuaW5nJTIwYmVnaW5zLiUyMFlvdSUyMGNhbiUyMGFkbWlyZSUyMHZpZXdzJTIwb2YuLi4=read more
3 hours
from US$181.64
U3BlbmQlMjBhbiUyMGV2ZW5pbmclMjBpbiUyMENoaWNhZ28lMjBvbiUyMGElMjBTZWd3YXklMjB0b3VyJTIwYWxvbmclMjB0aGUlMjBsYWtlZnJvbnQlMjBhbmQlMjB0aHJvdWdoJTIwdGhlJTIwY2l0eSdzJTIwcG9wdWxhciUyMHBhcmtzLiUyMFlvdSdsbCUyMGVuam95JTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTIwYXMlMjB5b3UlMjBnbGlkZSUyMGZyb20lMjBNaWxsZW5uaXVtJTIwUGFyayUyMHBhc3QlMjBsYW5kbWFya3MlMjBzdWNoJTIwYXMlMjBTaGVkZC4uLg==read more
1–2 hours
By: Bike and Roll
from US$75.00
U29hayUyMHVwJTIwdGhlJTIwdmlld3MlMjBvZiUyMExha2UlMjBNaWNoaWdhbiUyMGFuZCUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTIwd2l0aCUyMGElMjAyLWhvdXIlMjBzYWlsaW5nJTIwdG91ci4lMjBUaGlzJTIwcHJpdmF0ZSUyMGNoYXJ0ZXIlMjBpcyUyMGNvbXBsZXRlbHklMjBjdXN0b21pemFibGUlMkMlMjBnaXZpbmclMjB5b3UlMjB0aGUlMjBjaGFuY2UlMjB0byUyMGNob29zZSUyMHlvdXIlMjBtdXNpYyUyQyUyMHJvdXRlJTJDJTIwYW5kJTIwdXAlMjB0byUyMDUlMjBhZGRpdGlvbmFsLi4uread more
Taking safety measures 2 hours
from US$483.96
SWYlMjB5b3UlRTIlODAlOTl2ZSUyMGV2ZXIlMjBkcmVhbWVkJTIwb2YlMjBzYWlsaW5nJTIwYXdheSUyMG9uJTIweW91ciUyMG93biUyMHByaXZhdGUlMjBzYWlsYm9hdCUyQyUyMHRoaXMlMjBpcyUyMHRoZSUyMHBlcmZlY3QlMjBleGN1cnNpb24uLi4=read more
Taking safety measures 2 hours
LIKELY TO SELL OUT*
from US$483.96
RHJpbmslMjBpbiUyMGElMjBvbmUtb2YtYS1raW5kJTIwcGVyc3BlY3RpdmUlMjBvbiUyMHRoZSUyMFdpbmR5JTIwQ2l0eSUyMHdoZW4lMjB5b3UlMjBnbyUyMGZvciUyMGFuJTIwZXZlbmluZyUyMGNydWlzZSUyQyUyMHBlcmZlY3RseS4uLg==read more
Taking safety measures 1–2 hours
By: Wendella
Best Seller
from US$42.00
VHJlYXQlMjB5b3Vyc2VsZiUyMHRvJTIwYW4lMjB1bmZvcmdldHRhYmxlJTIwQ2hpY2FnbyUyMGV4cGVyaWVuY2UlMjB3aXRoJTIwdGhpcyUyMHByaXZhdGUlMjBzYWlsYm9hdCUyMGNydWlzZSUyMHVuZGVyJTIwdGhlJTIwTmF2eSUyMFBpZXIlMjBmaXJld29ya3MuJTIwT3ZlciUyMHRoZSUyMGNvdXJzZSUyMG9mJTIwdHdvJTIwaG91cnMlMkMlMjB5b3UlRTIlODAlOTlsbCUyMHNhaWwlMjBhbG9uZyUyMENoaWNhZ28lRTIlODAlOTlzJTIwYmVhdXRpZnVsJTIwbGFrZWZyb250JTIwd2l0aCUyMGElMjB2aWV3JTIwb2YlMjB0aGUuLi4=read more
Taking safety measures 2 hours
from US$542.82
Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of...read more
2 hours
from US$433.82
VHJhdmVsJTIwdGhyb3VnaCUyMHRoZSUyMFdpbmR5JTIwQ2l0eSUyMGluJTIwc3R5bGUlRTIlODAlOTRhbmQlMjBwbGFuJTIweW91ciUyMG93biUyMGRheSUyMG91dCUyMG9yJTIwc2lnaHRzZWVpbmclMjBpdGluZXJhcnklRTIlODAlOTR3aXRoJTIwdGhpcyUyMHByaXZhdGUlMkMlMjBmdWxseSUyMGN1c3RvbWl6YWJsZSUyMHN0cmV0Y2glMjBsaW1vJTIwY2hhcnRlci4lMjBNZWV0JTIweW91ciUyMGRyaXZlciUyMGF0JTIwYSUyMHN0YXJ0aW5nJTIwdGltZSUyMGFuZCUyMHBsYWNlJTIwdGhhdCUyMHdvcmslMjBiZXN0JTIwZm9yLi4uread more
Taking safety measures 2 hours
By: Echo Limousine
from US$400.00
R2V0JTIwYSUyMGNoYW5jZSUyMHRvJTIwZXhwZXJpZW5jZSUyMHRoZSUyMFdpbmR5JTIwQ2l0eSUyMGZyb20lMjBtdWx0aXBsZSUyMHZhbnRhZ2UlMjBwb2ludHMlMjBkdXJpbmclMjB0aGlzJTIwdHdvLWhvdXIlMkMlMjBzbWFsbC1ncm91cCUyMGJvYXQlMjB0b3VyJTIwaW4lMjBDaGljYWdvLiUyMEhvcCUyMGFib2FyZCUyMGElMjBzZWN1cmUlMjBhbmQlMjByZWxpYWJsZSUyMFVTJTIwTmF2eS1idWlsdCUyMFJpZ2lkJTIwSW5mbGF0YWJsZSUyMEJvYXQlMjAoUklCKSUyMGZvciUyMGElMjB1bmlxdWUuLi4=read more
2 hours
from US$75.00
R2V0JTIwdmlld3MlMjBvZiUyMENoaWNhZ28ncyUyMGZhbW91cyUyMGFyY2hpdGVjdHVyZSUyMGZyb20lMjB0aGUlMjBkZWNrJTIwb2YlMjBhJTIwYm9hdCUyMGR1cmluZyUyMHRoaXMlMjBzYWlsaW5nLi4uread more
1–2 hours
By: Tall Ship Windy
LIKELY TO SELL OUT*
from US$39.00
V2F0Y2glMjBOYXZ5JTIwUGllcidzJTIwZmlyZXdvcmtzJTIwZGlzcGxheSUyMGZyb20lMjB0aGUlMjBkZWNrJTIwb2YlMjBhJTIwc2FpbGJvYXQuJTIwRHVyaW5nJTIwdGhpcyUyMDc1LW1pbnV0ZSUyMGNydWlzZSUyMG9uJTIwTGFrZSUyME1pY2hpZ2FuJTJDJTIwZ2V0JTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBjaXR5JTIwc2t5bGluZSUyMGxpdCUyMHVwJTIwYXQlMjBuaWdodCUyMGFuZCUyMHRoZSUyMGNvbG9yZnVsJTIwZmlyZXdvcmtzJTIwZXhwbG9kaW5nJTIwb3ZlciUyMHRoZS4uLg==read more
Taking safety measures 1–2 hours
By: Tall Ship Windy
from US$89.00
U2FpbCUyMGFib2FyZCUyMG9uZSUyMG9mJTIwdGhlJTIwb25seSUyMGZvdXItbWFzdCUyMFNjaG9vbmVycyUyMHN0aWxsJTIwaW4lMjBvcGVyYXRpb24lQzIlQTBkdXJpbmclMjB0aGlzJTIwaG91ci1sb25nJTIwc3Vuc2V0JTIwZXhjdXJzaW9uJTIwYWxvbmclMjBDaGljYWdvJUUyJTgwJTk5cyUyMHN0dW5uaW5nJTIwTGFrZSUyME1pY2hpZ2FuLiUyMEJ1dCUyMGRvbiVFMiU4MCU5OXQlMjB3b3JyeSUyQyUyMG9ubHklMjB0aGUlMjBib2F0JTIwaXMlMjBwZXJpb2Qtc3BlY2lmaWMlRTIlODAlOTR5b3UlRTIlODAlOTlsbCUyMGVuam95JTIwcGxlbnR5Li4uread more
Taking safety measures 1–2 hours
By: Tall Ship Windy
from US$59.00
TGVhdmUlMjBiZWhpbmQlMjB0aGUlMjBzdHVmZnklMkMlMjBzbG93LW1vdmluZyUyMHRvdXIlMjBncm91cHMlMjBhbmQlMjBleHBsb3JlJTIwQ2hpY2FnbyVFMiU4MCU5OXMlMjBNaWxsZW5uaXVtJTIwUGFyayUyMG9uJTIweW91ciUyMG93biVFMiU4MCU5NGJ1dCUyMHdpdGglMjBhJTIwZ3VpZGUlMjBpbiUyMHlvdXIlMjBwb2NrZXQuJTIwVXNpbmclMjBqdXN0JTIweW91ciUyMHNtYXJ0cGhvbmUlMkMlMjBwYXVzaW5nJTIwYXMlMjB5b3UlMjBsaWtlJTJDJTIweW91JUUyJTgwJTk5bGwlMjBsZWFybiUyMGFsbCUyMGFib3V0JTIwJUUyJTgwJTlDVGhlJTIwQmVhbiUyQyVFMiU4MCU5RC4uLg==read more
Taking safety measures 20 minutes
from US$8.00
Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle...read more
Taking safety measures 1 hour
from US$14.99
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 US$35.00
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 US$40.00
RXhwZXJpZW5jZSUyMExha2UlMjBNaWNoaWdhbiUyMGZyb20lMjBhJTIwcGVyc3BlY3RpdmUlMjByYXJlJTIwdG8lMjB2aXNpdG9ycyUyMGFuZCUyMGxvY2FscyUyMGFsaWtlJTIwb24lMjBhJTIwcGlyYXRlJUUyJTgwJTkzdGhlbWVkJTIwc2FpbGJvYXQlMjB0b3VyLiUyMEFzJTIweW91JTIwY3J1aXNlJTIwcGFzdCUyMHN3ZWVwaW5nJTIwdmlld3MlMjBvZiUyMHRoZSUyMENoaWNhZ28lMjBza3lsaW5lJTJDJTIweW91JTIwd2lsbCUyMGJlJTIwYWJsZSUyMHRvJTIwcmVsYXglMjBvbiUyMGRlY2slMjB3aGlsZSUyMG9yLi4uread more
Taking safety measures 2 hours
By: Tall Ship Windy
from US$89.00
Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most prominent neighborhoods of the city and immerse yourself...read more
Taking safety measures 3 hours
from US$145.00
On June 16 and 17, 2023 ten national teams will race cutting-edge, foiling F50 catamarans – capable of speeds in excess of 100 kph – along the shores of Lake Michigan in front of the Chicago skyline.Mark you...read more
Taking safety measures 3–4 hours
By: Tall Ship Windy
from US$180.00
U2VlJTIwQ2hpY2FnbyUyMHRoZSUyMHdheSUyMGl0JTIwd2FzJTIwbWVhbnQlMjB0byUyMGJlJTIwdmlld2VkJTJDJTIwZnJvbSUyMHRoZSUyMHdhdGVyJTIwb24lMjBhJTIwcHJpdmF0ZSUyMEl0YWxpYW4lMjB5YWNodC4lMjBJbnN0ZWFkJTIwb2YlMjBiZWluZyUyMHBhY2tlZCUyMGluJTIwd2l0aCUyMHN0cmFuZ2VycyUyQyUyMHlvdSdsbCUyMGhhdmUlMjB0aGUlMjBlbnRpcmUlMjA0Ni1mb290JTIwKDE0LW1ldGVyKSUyMHZlc3NlbCUyMHRvJTIweW91cnNlbGYlMkMlMjBpbmNsdWRpbmclMjB0d28lMjBzdGF0ZS4uLg==read more
Taking safety measures 3 hours
from US$400.00
WW91JTIwd2lsbCUyMGJlJTIwdHJlYXRlZCUyMHRvJTIwYSUyMG1vcm5pbmclMjBvZiUyMHJlbGF4YXRpb24lMjBhbmQlMjBmdW4lMjBvbiUyMExha2UlMjBNaWNoaWdhbiUyMG9uJTIwdGhpcyUyMHNhaWxib2F0JTIwY2hhcnRlci4lMjBZb3UlMjBhcmUlMjBpbiUyMGNoYXJnZSUyMG9mJTIwdGhlJTIwaXRpbmVyYXJ5JTJDJTIwZ3Vlc3QlMjBsaXN0JTJDJTIwZXZlbiUyMG11c2ljJTIwY2hvaWNlcyElMjBUaGVyZSUyMGlzJTIwYSUyMGZyaWRnZSUyMGFuZCUyMGljZSUyMGFib2FyZCUyMGlmJTIweW91JTIwd291bGQuLi4=read more
Taking safety measures 2 hours
from US$433.82
Trusted Reviews and Ratings
Free 24-hour Cancellation
Low-price Guarantee
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 US$50.36)
- Chicago Premier Dinner Cruise on Lake Michigan (From US$180.18)
- Lake Michigan Skyline Cruise in Chicago (From US$34.93)
- Chicago Food Tasting Tour with Secret Food Tours (From US$87.87)
- Chicago Small-Group City Tour with Optional Architecture River Cruise (From US$46.95)
