Flying in
Airports near Wintrust Arena
The closest airport to Wintrust Arena is Chicago Midway International Airport (MDW), 8.2 miles away in a straight line. Chicago O'Hare International Airport (ORD) is 17 miles.
Airports compared
Straight-line distance from Wintrust Arena. The drive is always longer, and the roads near a venue are busiest at event times.
| Airport | Type | From the venue | Metro search | First airport for |
|---|---|---|---|---|
| MDW Chicago Midway International Airport | Large airport | 8.2 mi (13.2 km) | CHI | 108 venues we list |
| ORD Chicago O'Hare International Airport | Large airport | 17 mi (27.3 km) | CHI | 61 venues we list |
Next events at Wintrust Arena
- From about $4.00View Tickets
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- From about $276.00View Tickets
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Search flights for (the day before to the day after):
- Nov 9: DePaul Blue Demons vs. Alabama A&M Bulldogs
- Nov 11: DePaul Blue Demons Women's Basketball vs. North…
- Nov 13: Cash Money & No Limit Tour: Master P, Birdman, …
- Nov 14: Ali Siddiq
- Nov 17: DePaul Blue Demons vs. Maryland Eastern Shore H…
- Nov 18: DePaul Blue Demons Women's Basketball vs. Bradl…
- Nov 21: DePaul Blue Demons Women's Basketball vs. IU In…
- Nov 29: DePaul Blue Demons Women's Basketball vs. Buckn…
When events at Wintrust Arena happen
- 11 of 35 upcoming events (as of Nov 8, 2026) are on Saturdays; 18 fall on a Friday, Saturday or Sunday.
- 12 of 35 with a set start time begin at 7 pm or later, local time.
Home teams
- Chicago Sky (WNBA) play here; see every WNBA arena’s nearest airport.
- Of the 13 WNBA arenas we list, Wintrust Arena is the 7th closest to its first airport (8.2 mi; league median 8.2 mi).
Teams visiting Wintrust Arena
Teams that play here on upcoming dates we sell tickets for, and whose own home is another venue.
- Northern Illinois Huskies, next here Wed, Nov 11
- Uconn Huskies Womens Basketball, next here Sun, Jan 3
- UConn Huskies Basketball, next here Wed, Feb 10
- Georgetown Hoyas Basketball, next here Tue, Feb 16
Where to stay
Frequently asked questions
Can I book flights and Wintrust Arena tickets together?
No. Event tickets and flights are separate bookings with separate confirmations, so neither changes automatically if the other does.
What time do events at Wintrust Arena usually start?
12 of the 35 upcoming events with a set start time begin at 7 pm or later, local time.
How far is ORD from Wintrust Arena?
Chicago O'Hare International Airport (ORD) is 17 miles (27.3 km) from Wintrust Arena in a straight line, against 8.2 miles for MDW.
Which airport should I fly into for a Chicago Sky game?
MDW is the nearest airport we list, 8.2 miles away; ORD is 17 miles. Fares differ by date, so compare both when you search.
How does Wintrust Arena compare with other WNBA arenas?
Of the 13 WNBA arenas we list, Wintrust Arena is the 7th closest to its first airport (8.2 miles; the league median is 8.2 miles).
What is the closest airport to Wintrust Arena?
The closest airport to Wintrust Arena is Chicago Midway International Airport (MDW), 8.2 miles away in a straight line.
