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Outdoor adventure · Chicago

Outdoor adventures near Chicago

Getting out of Chicago for the weekend — hikes, trails, paddling and the day trips locals do when the city gets loud.

Curated by localsFrequently added to plans
We couldn't find many outdoor adventure matches in Chicago — even after broadening the search. Here are the closest picks we trust.

Top spots in Chicago

  • Chicago Riverwalk

    Outdoors

    Loop

    Walk or kayak past the city's famous architecture on river level.

  • Millennium Park

    Outdoors

    Loop

    Anish Kapoor's Bean (Cloud Gate), free concerts at Pritzker Pavilion.

Frequently asked

  • Standouts right now: Millennium Park, Chicago Riverwalk. The shortlist is curated by people who live in Chicago and refreshed regularly so it reflects what's actually open and worth your time.

More Chicago weekend ideas

Outdoor adventure in other cities