| Date | From | To | Departure | Arrival | Status | |
|---|---|---|---|---|---|---|
| Mar 01 | MDW | SJC | 08:33 | 10:55 |
Landed
|
Track > |
| Feb 28 | MDW | SJC | 08:24 | 10:54 |
Landed
|
Track > |
| Feb 27 | MDW | SJC | 08:23 | 10:51 |
Landed
|
Track > |
| Feb 26 | MDW | SJC | 08:15 | 10:37 |
Landed
|
Track > |
| Feb 22 | MDW | SJC | 08:00 | 10:50 |
Cancelled
|
Track > |
| Claim > | ||||||
| Feb 21 | MDW | SJC | 08:22 | 10:47 |
Landed
|
Track > |
| Feb 20 | MDW | SJC | 08:46 | 10:59 |
Landed
|
Track > |
| Feb 16 | MDW | SJC | 08:54 | 11:30 |
Landed Late
|
Track > |
| Feb 14 | MDW | SJC | 08:17 | 10:39 |
Landed
|
Track > |
| Feb 13 | MDW | SJC | 08:17 | 10:37 |
Landed
|
Track > |
Southwest Airlines Flight WN4444 connects Chicago, United States to San Jose, United States, taking off from Chicago Midway International Airport MDW and landing at San Jose International Airport SJC.
How long is the WN4444 flight from Chicago to San Jose?
The average flight time from Chicago to San Jose is 4 hours and 24 minutes. The flight distance is 2950 km / 1833 miles and the average flight speed is 670 km/h / 416 mph.
What is the On-Time Performance (OTP) of Southwest Airlines Flight WN4444 Chicago to San Jose?
The Airportia On-Time Performance Rating for Southwest Airlines Flight WN4444 is 4.9/5 stars. This metric is calculated using data from the past 10 flights.
Which terminal is the flight WN4444 arriving at?
Flight WN4444 arrives at San Jose International Airport (SJC) Terminal B.
When was the latest WN4444 flight?
The latest flight took off on Sunday, March 1st, 2026 with the flight status being Landed on 10:55.
How else can the flight WN4444 be referenced as?
This Southwest Airlines flight can also be referenced as SWA4444, WN 4444, SWA 4444.
How often is flight WN4444 delayed?
On average, 50% of all WN4444 flights are delayed. The average delay is 15 minutes.
Can I get compensation for my delayed or cancelled WN4444 flight or baggage issues?
If your WN4444 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 WN4444 Flight Tracker above for more details.
Other flights departing from Chicago MDW: WN2672, WN2727, WN4734, WN4680
Other flights arriving at San Jose SJC: WN1313, WN785, WN1875, WN626
All flights connecting Chicago MDW to San Jose SJC.