Trip ideas from Chicago

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 17 places with recent prices from Chicago

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

City	From	Dates	Airports	Stops	Found
Milwaukee MKE	$138	2 Jun 2027	ORD → MKE	nonstop	found 4 days ago	Open this trip
Philadelphia PHL	$157	9 Jun 2027	ORD → PHL	nonstop	found 5 days ago	Open this trip
New York NYC	$178	20 Jun 2027	ORD → EWR	nonstop	found today	Open this trip
Indianapolis IND	$202	27 Jun 2027	ORD → IND	nonstop	found 6 days ago	Open this trip
Oakland OAK	$222	9 Jun 2027	MDW → OAK	nonstop	found yesterday	Open this trip
Rome ROM	$426	25 Jun 2027	ORD → FCO	1 stop	found today	Open this trip
Alicante ALC	$495	28 Jun 2027	ORD → ALC	1 stop	found 6 days ago	Open this trip
Porto Alegre POA	$503	13 Jun 2027

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