Southwest Airlines flights from Oakland (OAK) to Chicago (MDW)
Find comprehensive Southwest Airlines flight information, schedules, and booking details for direct flights from Oakland (OAK), US to Chicago (MDW), US. Southwest Airlines operates 1-2 flights daily flights on this route.• Flight Duration: 4h 00m - 4h 05m (average flight time)• Distance: 1850 miles (2977 km) (air miles between airports)• Daily Flights: 1-2 flights (scheduled departures per day)
Oakland (OAK)
US
Chicago (MDW)
US
FLIGHT TIME
4h 00m - 4h 05m
FLIGHT DISTANCE
1850 miles (2977 km)
4h 5m - 4h 5m
05:25
05:25
1850 miles (2977 km)
November
1 (Show)
7
Southwest Airlines Flight Schedule from Oakland (OAK) to Chicago (MDW)
| Flight | Airline | Departure | Arrival | Aircraft |
|---|---|---|---|---|
WN3808 |  Southwest Airlines | 05:25 | 11:30:00 | Boeing 737MAX 8 Passenger |
Southwest Airlines Monthly Flight Calendar
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Route Insights
Pricing patterns: November typically offers lower prices due to reduced demand outside peak travel seasons.
Best departure times: Peak departure times are 5:00, offering more flight options and potentially better connections.
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Southwest Airlines Terminal Information
Departure Terminal at Oakland (OAK):
• Terminal : Southwest Airlines operates from this terminal
Arrival Terminal at Chicago (MDW):
• Terminal : Southwest Airlines operates from this terminal
Frequently Asked Questions about Southwest Airlines Flights
How many Southwest Airlines flights operate from Oakland (OAK) to Chicago (MDW)?
Southwest Airlines operates 1 flight from Oakland (OAK) to Chicago (MDW).
What city does Chicago (MDW) airport serve?
Chicago (MDW) airport serves Chicago, US.
How long is the Southwest Airlines flight from Oakland (OAK) to Chicago (MDW)?
The flight duration is approximately 4h 00m - 4h 05m.
What is the distance from Oakland (OAK) to Chicago (MDW)?
The distance is 1850 miles (2977 km).
What aircraft does Southwest Airlines use on this route?
Southwest Airlines uses Boeing 737MAX 8 Passenger on this route.
What is the cheapest month to fly Southwest Airlines from Oakland (OAK) to Chicago (MDW)?
November is typically the cheapest month to fly Southwest Airlines on this route.
What is the average price for a Southwest Airlines flight from Oakland (OAK) to Chicago (MDW)?
The average price for a round-trip Southwest Airlines flight on this route is approximately $574. Prices can vary based on booking time and demand.
How many Southwest Airlines flights operate per week on this route?
Southwest Airlines operates approximately 7 flights per week from Oakland (OAK) to Chicago (MDW).