Flights Boston to Chicago BOS to MDW

Boston to Chicago Flights

There are 64 flights from Boston (BOS) to Chicago (MDW) airport operated by 2 airlines. Below you can see the 30 most recent flights from BOS to MDW:

Flight	Airline	Last Seen	Departure	Arrival
WN744	Southwest Airlines	Sep 16	07:30	09:05	See More >
WN1645	Southwest Airlines	Sep 16	10:05	11:35	See More >
WN746	Southwest Airlines	Sep 16	15:20	16:55	See More >
WN672	Southwest Airlines	Sep 16	19:15	20:55	See More >
WN3183	Southwest Airlines	Sep 14	20:20	22:00	See More >
WN2421	Southwest Airlines	Sep 14	12:40	14:10	See More >
WN1585	Southwest Airlines	Sep 13	09:25	11:00	See More >
WN4657	Southwest Airlines	Sep 13	13:55	15:25	See More >
WN3738	Southwest Airlines	Sep 13	17:35	19:15	See More >
WN4010	Southwest Airlines	Sep 13	19:00	20:40	See More >
WN175	Southwest Airlines	Sep 12	08:40	10:15	See More >
WN4298	Southwest Airlines	Sep 12	13:00	14:35	See More >
WN3480	Southwest Airlines	Sep 12	15:25	17:00	See More >
WN864	Southwest Airlines	Sep 06	15:00	16:35	See More >
WN2662	Southwest Airlines	Aug 30	21:05	22:40	See More >
WN585	Southwest Airlines	Aug 2026	22:05	23:50	See More >
WN3239	Southwest Airlines	Aug 2026	05:25	07:00	See More >
WN745	Southwest Airlines	Aug 2026	07:30	09:10	See More >
WN4106	Southwest Airlines	Aug 2026	16:45	18:35	See More >
WN3911	Southwest Airlines	Aug 2026	18:45	20:35	See More >
WN2777	Southwest Airlines	Aug 2026	16:45	18:35	See More >
WN3287	Southwest Airlines	Aug 2026	19:05	20:55	See More >
WN3054	Southwest Airlines	Jul 2026	05:35	07:10	See More >
WN320	Southwest Airlines	Jul 2026	13:25	15:05	See More >
WN961	Southwest Airlines	Jun 2026	07:20	09:05	See More >
WN776	Southwest Airlines	Jun 2026	10:45	12:25	See More >
WN898	Southwest Airlines	Jun 2026	14:25	16:05	See More >
WN3665	Southwest Airlines	Jun 2026	18:20	20:10	See More >
WN3285	Southwest Airlines	May 2026	06:10	07:55	See More >
WN4618	Southwest Airlines	May 2026	18:50	20:40	See More >