Flight Oakland(OAK) to Midway(MDW)
CHANGE DIRECTION
| Oakland International Airport | Chicago Midway International Airport |
|---|---|
| OAK : Oakland , United States | MDW : Chicago , United States |
| UTC-7(DST) | UTC-5(DST) |
Oakland to Midway Flight Schedule(September 2025)
Flight from Oakland(OAK) to Midway(MDW) is operated by 1 airline : Southwest Airlines (WN). You can check flight schedules, flight duration, and aircraft types.
Change Direction(MDW to OAK)Oakland (OAK) to Chicago/Midway (MDW) Flight Schedule
LastUpdate : 2025/09/01 06:04
Flight Schedule on September 2025 , Direct flight departure from Oakland with all airlines , flight number, flight duration, aircraft type.
September 2025
- Southwest Airlines [ Show / Hide ]
| Flight Number / Airline | Departure Time | Arrival Time | Flight Duration | Operating Days | Aircraft Type | Airfare / Tickets |
|---|---|---|---|---|---|---|
|
WN3123
Southwest Airlines |
05:15 | 11:20 | 4h5m |
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
| 11:00 | 17:05 | 4h5m |
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
|
737-8-MAX | ||
| 09:05 | 15:10 | 4h5m |
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
|
737-8-MAX | ||
| 05:50 | 11:55 | 4h5m |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
737-8-MAX | ||
| 05:15 | 11:20 | 4h5m |
M------ (Sep 29)
|
737-800 (WL) | ||
|
WN1546
Southwest Airlines |
06:15 | 14:15 | 6h0m 1 Transfer |
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
|
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES | |
|
WN654
Southwest Airlines |
09:55 | 17:45 | 5h50m 1 Transfer |
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
|
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES | |
|
WN3855
Southwest Airlines |
10:25 | 19:40 | 7h15m 2 Transfers |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES | |
|
WN222
Southwest Airlines |
10:30 | 19:20 | 6h50m 1 Transfer |
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
|
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES | |
|
WN2853
Southwest Airlines |
13:10 | 19:10 | 4h0m |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
Flight schedules as of September 01, 2025, 06:04 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.
FAQ : Oakland to Chicago/Midway
- How many airlines fly from Oakland to Chicago ?
- As of September 2025, 1 airline operate direct flights from Oakland (OAK) to Chicago/Midway (MDW) : Southwest Airlines.
- How far is it from Oakland to Chicago?
- The distance between Oakland (OAK) to Chicago/Midway (MDW) is approximately 1,840 miles(2,960km) by air.
- What is the time difference between Oakland to Chicago?
- The time difference between Oakland International Airport(Oakland) and Chicago Midway International Airport(Chicago) is +2 hours. Chicago is 2 hours ahead of Oakland.Oakland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.