Viewed by 108 travelers

Chicago Adventure

  1. Day 1: Grant Park
    10 minutes (1.3 miles) from downtown

    Start the morning with a bang at Grant Park, a massive green space in the heart of Chicago that covers over 300 acres. Take an invigorating jog or bike ride around the track, or join a pick-up game of volleyball or soccer. The park is also home to a number of impressive sculptures and landmarks, including Buckingham Fountain and Cloud Gate, better known as "The Bean."

  2. Day 2: The 606 Trail
    15 minutes (3.6 miles) from Grant Park

    Get ready for an active afternoon at The 606 Trail, a 2.7-mile elevated park that was once an abandoned railway line. Take a leisurely stroll or bike ride along the trail, stopping to admire the stunning murals and green spaces along the way. You can also join a yoga or fitness class, or check out one of the food and drink vendors that line the path.

Time and Costs Estimates

  • Grant Park (2 hours, free)
  • The 606 Trail (2-3 hours, free)
  • Total Estimated Costs: $0

Useful tips

If you have more time, consider checking out other adventure activities in Chicago, such as kayaking along the Chicago River or taking a helicopter tour of the city. For those with less time, consider visiting the Navy Pier, which offers a variety of attractions and entertainment options for all ages.

When are you going?
Add your start date and we'll check in at two weeks out, one week out, and the day before — bookings, packing, and a day-one brief. Reply to any of them if plans change.
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