Flights Denver to Chicago DEN to MDW

Flights from Denver (DEN) to Chicago (MDW): 4 airlines operate 110 flight numbers on this route, about 15 flights a week, distance 1437 km / 893 miles. The next departure is WN1092 (Southwest Airlines) on Sat, Nov 14 at 06:35 MST (13:35 GMT).

Airlines and flight numbers count operating flights from a year ago to a year ahead; code-share numbers are not counted. On time means landed less than 15 minutes late.

DEN Denver Denver International Airport MDW Chicago Chicago Midway International Airport
Route map DEN to MDW Great-circle route from Denver International Airport, United States to Chicago Midway International Airport, United States, 1437 km. Map data: Natural Earth. UNITED STATES DEN MDW Map data: Natural Earth

Denver to Chicago Flights

The 30 most recent of 110 flight numbers from DEN to MDW, with the date each last flew. Local times: DEN MST, MDW CST.

Flight Airline Last seen Departure Arrival
WN1092 Southwest Airlines Nov 14, 2026 06:35 09:55
WN776 Southwest Airlines Nov 13, 2026 18:45 22:00
WN1699 Southwest Airlines Nov 13, 2026 14:45 18:00
WN1698 Southwest Airlines Nov 13, 2026 12:00 15:15
WN1697 Southwest Airlines Nov 13, 2026 08:40 12:00
WN459 Southwest Airlines Nov 11, 2026 07:05 10:30
WN4254 Southwest Airlines Nov 9, 2026 16:30 19:45
WN509 Southwest Airlines Nov 7, 2026 17:30 20:55
AC7023 Air Canada Nov 1, 2026 12:30 15:30
WN1091 Southwest Airlines Oct 31, 2026 15:20 18:40
WN1090 Southwest Airlines Oct 31, 2026 10:50 14:10
WN1089 Southwest Airlines Oct 31, 2026 09:30 12:50
WN1683 Southwest Airlines Oct 30, 2026 20:55 00:20
WN2775 Southwest Airlines Oct 30, 2026 18:55 22:15
WN2565 Southwest Airlines Oct 30, 2026 17:55 21:15
WN1676 Southwest Airlines Oct 30, 2026 14:35 17:55
WN1675 Southwest Airlines Oct 30, 2026 10:30 13:50
WN1674 Southwest Airlines Oct 30, 2026 07:50 11:10
WN1673 Southwest Airlines Oct 30, 2026 05:50 09:10
WN1338 Southwest Airlines Oct 28, 2026 19:50 23:15
WN427 Southwest Airlines Oct 28, 2026 10:45 14:05
WN455 Southwest Airlines Oct 28, 2026 07:00 10:20
WN3047 Southwest Airlines Oct 25, 2026 20:30 23:50
WN3073 Southwest Airlines Oct 25, 2026 15:55 19:15
WN4425 Southwest Airlines Oct 25, 2026 06:25 09:45
WN1347 Southwest Airlines Oct 24, 2026 11:00 14:20
WN1656 Southwest Airlines Oct 16, 2026 12:53 16:05
AC7020 Air Canada Oct 15, 2026 12:00 15:25
WN1563 Southwest Airlines Sep 30, 2026 19:25 22:55
WN1110 Southwest Airlines Sep 30, 2026 16:30 19:50

Upcoming flights

Local times at the departure airport.
Flight From To Scheduled Time Departure Status Details
WN1092 Denver DEN Chicago MDW 06:35 06:53 Delayed Track >

Recent flights

Local times at the departure airport.
Flight From To Date Scheduled Time Departure Status Details
WN776 Denver DEN Chicago MDW Nov 13 18:45 23:17 Unknown Track >
WN1699 Denver DEN Chicago MDW Nov 13 14:45 17:38 En-Route Track >
WN1698 Denver DEN Chicago MDW Nov 13 12:00 12:25 Landed Track >
WN1697 Denver DEN Chicago MDW Nov 13 08:40 08:53 Landed Track >
WN776 Denver DEN Chicago MDW Nov 12 18:45 19:07 Landed Track >
WN1699 Denver DEN Chicago MDW Nov 12 14:45 15:00 Landed Track >
WN1698 Denver DEN Chicago MDW Nov 12 12:00 12:11 Landed Track >
WN1697 Denver DEN Chicago MDW Nov 12 08:40 08:54 Landed Track >
WN776 Denver DEN Chicago MDW Nov 11 18:05 18:58 Landed Late Track >
WN1698 Denver DEN Chicago MDW Nov 11 14:05 14:41 Landed Track >
WN1697 Denver DEN Chicago MDW Nov 11 08:55 09:07 Landed Track >
WN459 Denver DEN Chicago MDW Nov 11 07:05 07:26 Landed Track >
WN776 Denver DEN Chicago MDW Nov 10 18:05 19:53 Delayed Track >
WN1698 Denver DEN Chicago MDW Nov 10 14:05 14:16 Landed Track >
WN1697 Denver DEN Chicago MDW Nov 10 08:55 09:06 Landed Track >

Airlines flying DEN to MDW

DEN to MDW FAQ

How long is the flight from Denver to Chicago?
About 1 h 55 min: that is the median flight time of the last 12 flights that landed; the timetable allows 2 h 20 min.
Which airlines fly from Denver to Chicago?
Southwest Airlines, Frontier Airlines, Volaris and Air Canada have flights from Denver (DEN) to Chicago (MDW) between a year ago and a year ahead. An airline listed may not fly the route every day.
How many flights a week go from Denver to Chicago?
About 15 flights a week, counted over the two weeks before and after today. Only operating flights are counted, not code-share numbers.
Are flights from Denver to Chicago on time?
11 of the last 12 flights that landed arrived less than 15 minutes after their scheduled time.
How far is Denver from Chicago?
1437 km (893 miles) in a straight line between Denver International Airport and Chicago Midway International Airport.

Chicago (MDW) to Denver (DEN) flights >