Trip ideas from Chicago (MDW)

120 places from Chicago with a recent one-way price. Prices we can stand behind come first, then the cheapest.

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Show all 94 places with recent prices from Chicago (MDW)

The cheapest recent price for each place — per traveler in Economy.

City	From	Dates	Airports	Stops	Found
Minneapolis MSP	$58	22 Dec	MDW → MSP	nonstop	found yesterday	Open this trip
Atlanta ATL	$65	8 Dec	MDW → ATL	nonstop	found 6 days ago	Open this trip
Houston HOU	$89	14 Dec	MDW → IAH	1 stop	found yesterday	Open this trip
Denver DEN	$95	16 Dec	MDW → DEN	1 stop	found 2 days ago	Open this trip
Fort Lauderdale FLL	$95	14 Dec	MDW → FLL	1 stop	found 9 hours ago	Open this trip
Washington WAS	$105	12 Dec	MDW → IAD	1 stop	found yesterday	Open this trip
Baltimore BWI	$106	10 Feb 2027	MDW → BWI	1 stop	found 5 days ago	Open this trip

Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work