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WN 199 Oakland to Chicago Flight Status

Southwest Airlines Flight WN199 from Oakland International Airport OAK to Chicago Midway International Airport MDW is not scheduled for today June 4th, 2026.
The last time the flight was scheduled was on January 3rd, 2026.
Check the table below for WN199's most recent flight history:

WN 199 Flight Status & Schedule

Date Departure Arrival Status
Jan 03 05:33 11:04
Landed
Track >
Dec 27 05:20 10:42
Landed
Track >
Dec 20 05:33 11:11
Landed
Track >
Nov 29 05:24 11:12
En-Route
Track >
Nov 22 05:33 11:26
Landed
Track >

Southwest Airlines WN 199 Oakland to Chicago Flight Information

Southwest Airlines Flight WN199 connects Oakland, United States to Chicago, United States, taking off from Oakland International Airport OAK and landing at Chicago Midway International Airport MDW.

How long is the WN199 flight from Oakland to Chicago?

The average flight time from Oakland to Chicago is 3 hours and 38 minutes. The flight distance is 2961 km / 1840 miles and the average flight speed is 816 km/h / 507 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN199 Oakland to Chicago?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN199 is 5/5 stars. This metric is calculated using data from the past 10 flights.

Which terminal is the flight WN199 arriving at?

Flight WN199 arrives at Chicago Midway International Airport (MDW) Terminal A.

When was the latest WN199 flight?

The latest flight took off on Saturday, January 3rd, 2026 with the flight status being Landed on 11:04.

How else can the flight WN199 be referenced as?

This Southwest Airlines flight can also be referenced as SWA199, WN0199, WN 199, SWA 199.

How often is flight WN199 delayed?

On average, 20% of all WN199 flights are delayed. The average delay is 11 minutes.

Can I get compensation for my delayed or cancelled WN199 flight or baggage issues?

If your WN199 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 WN199 Flight Tracker above for more details.

WN199 and Oakland OAK to Chicago MDW Flights

Other flights departing from Oakland OAK: WN3216, WN1692, WN3993, WN1290

Other flights arriving at Chicago MDW: WN1777, WN4346, WN4452, WN3443

All flights connecting Oakland OAK to Chicago MDW.

WN199 Southwest Airlines Flight: Oakland to Chicago Route Map

Flight Delay Compensation up to 600€/$: Claim for delay, cancellation, or baggage issues >
Flight-schedule data supplied by Aviation Edge Real-time Flight Schedules API.