The average train between Chicago Midway Airport (MDW) and Wintrust Arena takes 32 min and the fastest train takes 28 min. The train runs at least 6 times per hour from Chicago Midway Airport (MDW) to Wintrust Arena. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run every 10 minutes between Chicago Midway Airport (MDW) and Wintrust Arena. The earliest departure is at 4:45 AM at night, and the last departure from Chicago Midway Airport (MDW) is at 12:39 PM which arrives into Wintrust Arena at 1:11 PM. All services require a transfer at Roosevelt and take an average of 32 min. The schedules shown below are for the next available departures.

40 min • 1 change

30 min • 1 change

30 min • 1 change

30 min • 1 change
Want to know about travelling from Chicago Midway Airport (MDW) to Wintrust Arena? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Chicago Midway Airport (MDW) to Wintrust Arena. However, there are services departing from Chicago Midway Airport (MDW) station and arriving at Wintrust Arena station via Roosevelt. The journey, including transfers, takes approximately 32 min.
Chicago Midway Airport (MDW) to Wintrust Arena train services, operated by Chicago Transit (CTA), depart from Midway station.
Chicago Midway Airport (MDW) to Wintrust Arena train services, operated by Chicago Transit (CTA), arrive at Roosevelt station.
The distance between Chicago Midway Airport (MDW) and Wintrust Arena is 12.4 km. The road distance is 18 km.
Chicago Transit (CTA) operates a subway from Midway to Roosevelt every 10 minutes. Tickets cost $2–5 and the journey takes 21 min.