Paragliding Chicago Paragliding Chicago, 30 Minute Flight. Strap in for a paraglide ride with an experienced instructor and soar just outside Chicago. A paraglider is a foot-launched, aerofoil canopy designed to be compact and flown with little else besides air movement and gravity. Here’s your chance to take flight with a veteran tandem master. Various launch points Launch site decided by wind direction on the day Approximately 20-30 minutes of flight time Experienced USHPA certified instructor Take to the skies above Chicago with this tandem paragliding experience.Book your Paragliding Chicago adventure today.