Outdoor and adventure activities in Chicago

Free cancellation
Flyover in Chicago
30 min4.7(766)Navy Pier
from$28
Free cancellation
Lake Michigan 30 Minute Speedboat Ride
30 min4.1(360)Grant Park
from$39
Free cancellation
Chicago Seadog River & Lake Architectural Tour
1 hr, 15 min4.5(312)Grant Park
from$42
Free cancellation
Private 45-Minute Chicago Skyline Helicopter Tour
45 min4.8(134)Millennium Park
from$849
Free cancellation
Chicago Shoreline Adventure Boat Tour
1 hr, 30 min5.0(40)Millennium Park
from$90
Free cancellation
Chicago-Rosemont Indoor Skydiving with Two Flights
1 hr, 15 min4.4(35)
from$126
Likely to sell outFree cancellation
Chicago Helicopter Tour: City to Shoreline
20–25 min4.4(32)Millennium Park
from$350
Free cancellation
Chicago Skyline Snap Tour Helicopter Flight Over Chicago
7–10 min3.9(28)Field Museum
from$150
Free cancellation
Chicago Helicopter Tour: Loop Tour
12–15 min4.3(21)Millennium Park
from$210
Free cancellation
Golden Hour Motorized Paddleboard Tours w/ Mobile DJ
1 hr5.0(2)
from$105
Likely to sell out
Chicago Bulls Basketball Game at United Center
2 hr3.0(1)
from$90

All outdoor and adventure in Chicago