WN290 Flight Status Southwest Airlines: Orlando to Chicago (SWA290)

Southwest Airlines operates WN 290 from Orlando to Chicago, a 1,595 km (991 mi) trip. Its timetable allows 2 h 45 min; in practice it usually takes about 2 h 20 min, so it often makes up time. It is not flying today; the last flight, on 30 September 2026, landed on time.

Are you looking for the November 3rd, 2026 WN 290 Austin to Baltimore flight? Go to our WN290 Austin to Baltimore Flight Status page >

WN 290 Orlando to Chicago Flight Status

Not scheduled today (November 3rd, 2026). Latest flight: September 30th, 2026 ; recent history is in the table below.

WN 290 Flight Status & Schedule Southwest Airlines Orlando to Chicago

Date From To Departure Arrival Status Details
Sep 30 MCO MDW 10:43 12:05 Landed Track >
Sep 29 MCO MDW 10:40 11:57 Landed Track >
Sep 26 MCO MDW 09:48 11:13 Landed Track >
Sep 23 MCO MDW 10:40 12:05 Landed Track >
Sep 22 MCO MDW 11:02 12:19 Landed Track >
Sep 19 MCO MDW 09:10 11:00 Cancelled Track >
Sep 16 MCO MDW 10:33 11:54 Landed Track >
Sep 15 MCO MDW 10:43 12:03 Landed Track >
Sep 12 MCO MDW 09:31 10:43 Landed Track >
Sep 09 MCO MDW 10:51 12:04 Landed Track >

< All Orlando MCO Departures All Chicago MDW Arrivals >

About WN 290

Route
Orlando International Airport MCO to Chicago Midway International Airport MDW
Distance
1,595 km (991 mi)
Typical flight time
2 h 20 min
On time
9 of the last 10
Usually departs from
Terminal A

WN 290 FAQ

How long is the WN290 flight?
The timetable allows 2 h 45 min. Orlando to Chicago is 1,595 km (991 mi).
How often is WN290 late?
None of the last 10 flights arrived 15 or more minutes late and 1 was cancelled.
Which terminal does WN290 use?
It usually leaves from Terminal A at Orlando International Airport (MCO). Check the flight card above for today's terminal and gate.
What other flight numbers does WN290 have?
Also listed as SWA290 (Southwest Airlines' ICAO code) and WN 290.

WN290 and Orlando MCO to Chicago MDW Flights

Other flights departing from Orlando MCO: WN2568, WN3480

Other flights arriving at Chicago MDW: WN256, WN1332, WN4781

All flights connecting Orlando MCO to Chicago MDW.