When Dulles service was originally announced and inaugurated back in 2006, WN flew MDW-IAD 7x per day. Service diminished over time and then shifted entirely over to DCA upon WN’s entry over there. Used to fly the MDW-IAD route quite a bit and miss it. It beat going to the only DC alternative at the time, BWI.
https://www.swamedia.com/releases/re...st-Destination