Maggie Daley Park Tennis Courts

Free pickleball in Chicago, IL doesn't get more scenic than Maggie Daley Park Tennis Courts, where lighted, dedicated courts stay open daily from 7:00 AM to 9:00 PM. The facility holds a 4.6 rating across 45 reviews, with visitors consistently praising the well-maintained, crack-free surfaces and the striking downtown skyline views—especially during evening play. Located at 425 East Randolph Street, the courts are public and free to access, with restrooms on site. Players note that courts rotate every hour on the hour during busy periods, so arriving just before the top of the hour and signaling your spot early is the best approach to securing court time.