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WN 585 Oakland to Chicago Flight Status

Southwest Airlines Flight WN585 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 August 4th, 2025.
Check the table below for WN585's most recent flight history:

WN 585 Flight Status & Schedule

Date Departure Arrival Status
Aug 04 06:14 11:45
Landed
Track >
Aug 03 07:18 12:53
Landed Late
Track >
Aug 02 06:28 12:00
Landed
Track >
Aug 01 06:11 11:44
Landed
Track >
Jul 31 06:19 11:52
Landed
Track >

Southwest Airlines WN 585 Oakland to Chicago Flight Information

Southwest Airlines Flight WN585 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 WN585 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 815 km/h / 506 mph.

What is the On-Time Performance (OTP) of Southwest Airlines Flight WN585 Oakland to Chicago?

The Airportia On-Time Performance Rating for Southwest Airlines Flight WN585 is 5/5 stars. This metric is calculated using data from the past 10 flights.

When was the latest WN585 flight?

The latest flight took off on Monday, August 4th, 2025 with the flight status being Landed on 11:45.

How else can the flight WN585 be referenced as?

This Southwest Airlines flight can also be referenced as SWA585, WN0585, WN 585, SWA 585.

How often is flight WN585 delayed?

On average, 10% of all WN585 flights are delayed. The average delay is 23 minutes.

Can I get compensation for my delayed or cancelled WN585 flight or baggage issues?

If your WN585 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 WN585 Flight Tracker above for more details.

WN585 and Oakland OAK to Chicago MDW Flights

Other flights departing from Oakland OAK: WN4064, WN3625, NK1443, WN2567

Other flights arriving at Chicago MDW: WN3831, WN591, WN3547, WN3163

All flights connecting Oakland OAK to Chicago MDW.

WN585 Southwest Airlines Flight: Oakland to Chicago Route Map

WN585 Southwest Airlines Flight Map: Oakland to Chicago
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.