| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Sep 26 | JAX | MDW | 07:43 | 08:44 |
Landed
|
Track > |
| Sep 19 | JAX | MDW | 07:30 | 08:50 |
Cancelled
|
Track > |
| Claim > | ||||||
| Sep 12 | JAX | MDW | 07:36 | 08:34 |
Landed
|
Track > |
| Sep 05 | JAX | MDW | 07:34 | 08:38 |
Landed
|
Track > |
| Aug 29 | JAX | MDW | 07:37 | 08:33 |
Landed
|
Track > |
| Aug 22 | JAX | MDW | 07:38 | 08:41 |
Landed
|
Track > |
| Aug 15 | JAX | MDW | 08:04 | 09:08 |
Landed Late
|
Track > |
| Aug 08 | JAX | MDW | 07:37 | 08:31 |
Landed
|
Track > |
Southwest Airlines Flight WN2099 connects Jacksonville, United States to Chicago, United States, taking off from Jacksonville International Airport JAX and landing at Chicago Midway International Airport MDW.
How long is the WN2099 flight from Jacksonville to Chicago?
The average flight time from Jacksonville to Chicago is 2 hours. The flight distance is 1368 km / 850 miles and the average flight speed is 672 km/h / 418 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN2099 Jacksonville to Chicago?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN2099 is 5/5 stars. This metric is calculated using data from the past 10 flights.
When was the latest WN2099 flight?
The latest flight took off on Saturday, September 26th, 2026 with the flight status being Landed on 08:44.
How else can the flight WN2099 be referenced as?
This Southwest Airlines flight can also be referenced as SWA2099, WN 2099, SWA 2099.
How often is flight WN2099 delayed?
On average, 12% of all WN2099 flights are delayed. The average delay is 18 minutes.
Can I get compensation for my delayed or cancelled WN2099 flight or baggage issues?
If your WN2099 flight was cancelled, delayed, or if you experienced baggage issues such as delayed, damaged, or lost bags, you may be entitled to compensation. Compensation amounts and eligibility depend on various regulations, including EC 261/2004, UK261, CA Montreal Convention, US GoodWill, BR-ANAC, SA-GACA and TK-SHY.
See our WN2099 Flight Tracker above for more details.
Other flights departing from Jacksonville JAX: AA1819, DL5632, WN4105, 9E4951
Other flights arriving at Chicago MDW: WN4895, WN2412, WN4878, WN3667
All flights connecting Jacksonville JAX to Chicago MDW.