Outdoors things to do in Chicago

We rank 178 outdoor things to do in Chicago, United States. The highest scoring is Chicago Favorites Ultimate Food and Walking Tour with an Outty Ranking of 92 out of 100, and prices across the category start at $10 per person. Fresh air, water, trails and skyline views.

Ranked experiences
178
In the 90+ Club
2
Available today
60
From
$10

Outdoors in Chicago compared

Top 10 outdoor things to do in Chicago by Outty Ranking, price, duration and traveler rating
ExperienceOutty RankingFromDurationRating
Chicago Favorites Ultimate Food and Walking Tour92$853h4.9/5 (2,373)
Chicago River 90-Minute Architecture Boat Tour90$331.5h4.8/5 (1,962)
Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults90$894.5h4.9/5 (773)
Chicago's Chinatown Food and Walking Tour88$803h4.9/5 (840)
Chicago Architecture River Cruise87$391h4.8/5 (17,162)
Historical and Architectural Chicago Fireboat River & Lake Cruise87$332h4.9/5 (505)
2-Hour Chicago Lakefront & Museum Campus Segway Tour86$622h5/5 (394)
Chicago City Tour with Architecture River Cruise Option85$502h4.8/5 (742)
Chicago's Ultimate City Bike Tour of Top Downtown Attractions85$593h4.9/5 (279)
Bike Tour of Chicago's Lakefront Neighborhoods85$593h4.9/5 (267)

Every outdoors experience we rank in Chicago

Outdoors in Chicago: common questions

What are the best outdoors things to do in Chicago?
Chicago Favorites Ultimate Food and Walking Tour is the highest ranked, with an Outty Ranking of 92 out of 100 from 2,373 traveler reviews. Chicago River 90-Minute Architecture Boat Tour, Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults, Chicago's Chinatown Food and Walking Tour follow close behind. We rank 178 outdoors experiences in Chicago in total.
How much do outdoors activities in Chicago cost?
Expect around $85 per person on average. The cheapest we rank is Chicago Loop Self-Guided Audio Tour: Architecture & History Walk from $10, and prices climb for small-group departures, skip-the-line access and evening slots.
Can I book outdoors activities in Chicago for today?
Yes. 60 of the 60 top-ranked outdoors experiences we track in Chicago currently show same-day availability. Same-day slots are limited, so book in the morning where you can.
How does Outty rank outdoors experiences in Chicago?
Every experience gets an Outty Ranking from 0 to 100 built from traveler sentiment, review depth, recent booking momentum, value against comparable outdoors options in Chicago, operator standing and cancellation flexibility. Anything scoring 90 or above joins the Outty 90+ Club.
When is the best time to visit Chicago?
May to October. Winter cruises stop running when the river ices.

Browse things to do in Chicago by type

Last Minute 502Culture & History 372Nightlife 154Food & Drink 87Most Popular 80Family Friendly 69Most Highly Reviewed 22

Top attractions in Chicago

Millennium Park tickets 81Navy Pier tickets 57Grant Park tickets 53The Magnificent Mile tickets 48Chicago River tickets 46Art Institute of Chicago tickets 45

Chicago guides

Best things to do in ChicagoMillennium Park vs Navy PierGrant Park vs Millennium ParkMillennium Park vs The Magnificent MileChicago River vs Millennium ParkGrant Park vs Navy PierNavy Pier vs The Magnificent Mile

Nearby destinations

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