Flights Oakland to Chicago OAK to MDW

Oakland to Chicago Flights

There are 20 flights from Oakland (OAK) to Chicago (MDW) airport operated by 3 airlines.

Flight	Airline	Last Seen	Departure	Arrival
WN3552	Southwest Airlines	Jun 03	23:55	06:00	See More >
WN2744	Southwest Airlines	Today	05:10	11:15	See More >
WN3551	Southwest Airlines	Jun 03	05:50	11:55	See More >
S9907	Flybig	May 27	14:30	20:32	See More >
1L940	Navitaire Open Skies	May 05	15:30	22:47	See More >
WN4069	Southwest Airlines	Apr 2026	23:55	05:55	See More >
WN1150	Southwest Airlines	Apr 2026	05:45	11:45	See More >
WN4248	Southwest Airlines	Mar 2026	11:10	17:15	See More >
WN2363	Southwest Airlines	Jan 2026	05:25	11:30	See More >
WN3808	Southwest Airlines	Jan 2026	05:25	11:30	See More >
WN199	Southwest Airlines	Jan 2026	05:10	11:15	See More >
WN174	Southwest Airlines	Jan 2026	13:30	19:30	See More >
WN2989	Southwest Airlines	Nov 2025	09:05	15:15	See More >
WN1218	Southwest Airlines	Oct 2025	05:50	11:55	See More >
WN3350	Southwest Airlines	Oct 2025	13:10	19:15	See More >
WN3123	Southwest Airlines	Oct 2025	11:00	17:05	See More >
WN2853	Southwest Airlines	Sep 2025	13:10	19:10	See More >
WN585	Southwest Airlines	Aug 2025	05:55	12:05	See More >
WN3105	Southwest Airlines	Aug 2025	15:10	21:10	See More >
WN189	Southwest Airlines	2025	05:50	12:00	See More >