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Wine Tours in Chicago
Real wine tours in Chicago — live ratings, prices, and booking links.
Real wine tours in Chicago

Chicago's Chinatown Food and Walking Tour
★ 4.9(747 reviews)· 3 hrs
From €71

Chicago City Minibus Tour
★ 4.9(618 reviews)· 2 hrs
From €44

Chicago Favorites Ultimate Food and Walking Tour
★ 4.9(2,188 reviews)· 3 hrs
From €76

Chicago City Tour with Architecture River Cruise Option
★ 4.8(730 reviews)· 4 hrs
From €44

Chicago Lake and River Architecture Tour
★ 4.7(2,373 reviews)· 1h 30m
From €40

Chicago Crime and Mob Bus Tour
★ 4.6(3,437 reviews)· 2 hrs
From €44

Chicago By Night River and Lake Cruise
★ 4.5(386 reviews)· 1h 30m
From €45

360 CHICAGO Observation Deck Admission
★ 3.9(1,280 reviews)· 4 hrs
From €27
Real listings from Viator, including live ratings and prices — clicking through takes you to book directly.
What to check before you book
- Check whether tastings and transport are included in the price, or just the entry.
- Confirm the number of tastings included and whether food is paired in.
- Ask about designated-driver or transport options if the tour includes multiple stops.
Best time for wine tours in Chicago
Real weather data, based on the last 3 years — useful for outdoor plans, less relevant for indoor experiences.
January
0° / -7°C
~77mm rain
April
16° / 5°C
~87mm rain
July
29° / 19°C
~176mm rain
October
18° / 10°C
~75mm rain
Good to know
Chicago is in United States. The local currency is the United States dollar ($).
Other things to do in Chicago
Flights to Chicago
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FAQs — Wine Tours in Chicago
Based on real current ratings, "Chicago's Chinatown Food and Walking Tour" is the highest-rated option we found (4.9 stars) — see the listings above.