Southwest Airlines flights from Chicago (MDW) to Oakland (OAK)
Find comprehensive Southwest Airlines flight information, schedules, and booking details for direct flights from Chicago (MDW), US to Oakland (OAK), US. Southwest Airlines operates 1-2 flights daily flights on this route.• Flight Duration: 4h 30m - 4h 55m (average flight time)• Distance: 1850 miles (2977 km) (air miles between airports)• Daily Flights: 1-2 flights (scheduled departures per day)
Chicago (MDW)
US
Oakland (OAK)
US
FLIGHT TIME
4h 30m - 4h 55m
FLIGHT DISTANCE
1850 miles (2977 km)
4h 45m - 4h 45m
07:50
07:50
1850 miles (2977 km)
September
1 (Show)
7
Southwest Airlines Flight Schedule from Chicago (MDW) to Oakland (OAK)
| Flight | Airline | Departure | Arrival | Aircraft |
|---|---|---|---|---|
WN2376 |  Southwest Airlines | 07:50 | 10:35:00 | Boeing 737MAX 8 Passenger |
Southwest Airlines Monthly Flight Calendar
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Route Insights
Pricing patterns: September typically offers lower prices due to reduced demand outside peak travel seasons.
Best departure times: Peak departure times are 7:00, offering more flight options and potentially better connections.
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Southwest Airlines Terminal Information
Departure Terminal at Chicago (MDW):
• Terminal : Southwest Airlines operates from this terminal
Arrival Terminal at Oakland (OAK):
• Terminal : Southwest Airlines operates from this terminal
Frequently Asked Questions about Southwest Airlines Flights
How many Southwest Airlines flights operate from Chicago (MDW) to Oakland (OAK)?
Southwest Airlines operates 1 flight from Chicago (MDW) to Oakland (OAK).
What city does Oakland (OAK) airport serve?
Oakland (OAK) airport serves Oakland, US.
How long is the Southwest Airlines flight from Chicago (MDW) to Oakland (OAK)?
The flight duration is approximately 4h 30m - 4h 55m.
What is the distance from Chicago (MDW) to Oakland (OAK)?
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 Chicago (MDW) to Oakland (OAK)?
September is typically the cheapest month to fly Southwest Airlines on this route.
What is the average price for a Southwest Airlines flight from Chicago (MDW) to Oakland (OAK)?
The average price for a round-trip Southwest Airlines flight on this route is approximately $514. 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 Chicago (MDW) to Oakland (OAK).
Southwest Airlines Contact Information and Customer Services
Southwest Airlines Address
2702 Love Field Dr
Dallas, TX 75235, US
Customer Service Phone
800-435-9792Official Website
southwest.com/