Flights from Oakland Airport OAK to Chicago Airport MDW

For a full summary of all the airliners that fly from Oakland International Airport to Midway, please see the table below.

Flights Chart

Airliner	Mo	Tu	We	Th	Fr	Sa	Su	First Flight	Last Flight	Flights
Southwest Airlines	2	3	2	2	2	2	1	00:30	23:55	VIEW FLIGHTS

Southwest Airlines offer the highest number of flights for this route with departures times between 00:30 and 23:55.

You can find the latest flight availability and prices from Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You can also book direct and get their latest discounts.

Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Flights Time In WeekDays

Day	Flight Times	Flights
Monday	11:25 Airline Flight  No Southwest Airlines WN2901 18:25 Airline Flight  No Southwest Airlines WN594	VIEW FLIGHTS
Tuesday	00:30 Airline Flight  No Southwest Airlines WN594 06:00 Airline Flight  No Southwest Airlines WN2901 23:55 Airline Flight  No Southwest Airlines WN3332	VIEW FLIGHTS
Wednesday	12:10 Airline Flight  No Southwest Airlines WN2901 17:50 Airline Flight  No Southwest Airlines WN3332	VIEW FLIGHTS
Thursday	05:15 Airline Flight  No Southwest Airlines WN2901 18:25 Airline Flight  No Southwest Airlines WN594	VIEW FLIGHTS
Friday	00:30 Airline Flight  No Southwest Airlines WN594 11:25 Airline Flight  No Southwest Airlines WN2901	VIEW FLIGHTS
Saturday	00:30 Airline Flight  No Southwest Airlines WN594 14:15 Airline Flight  No Southwest Airlines WN2901	VIEW FLIGHTS
Sunday	06:05 Airline Flight  No Southwest Airlines WN2901	VIEW FLIGHTS

If you are flexible on the airport you depart from, then there are other airports that offer direct flights to Midway. You can see full details of these below.

Alternative Direct Routes

Route	Stops	Distance	Flying Time
Monterey to Chicago Midway	0		4 Hours 18 Minutes
San Francisco to Chicago Midway	0		4 Hours 19 Minutes
Mineta San Jose to Chicago Midway	0		4 Hours 17 Minutes
Sacramento to Chicago Midway	0		4 Hours 11 Minutes

Please remember to leave plenty of time to get though customers when you are departing form the airports. Flights regulations are getting very strict these days so getting through customs can take in excess of 1 hour in some cases.