Trip ideas from Chicago

185 places from Chicago with a recent return price. Prices we can stand behind come first, then the cheapest.

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Show all 45 places with recent prices from Chicago

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

City	From	Dates	Airports	Stops	Found
Phoenix PHX	$261	12 Jan 2027 – 14 Jan 2027 · 2 nights	ORD → PHX	out 1 stop, back nonstop	found yesterday	See prices for these dates
Pittsburgh PIT	$376	2 Jan 2027 – 6 Jan 2027 · 4 nights	MDW → PIT	out nonstop, back nonstop	found today	See prices for these dates
Honolulu HNL	$602	18 Jan 2027 – 31 Jan 2027 · 13 nights	ORD → HNL	out nonstop, back nonstop	found yesterday	See prices for these dates
Vilnius VNO	$677	10 Jan 2027 – 21 Jan 2027 · 11 nights	ORD → VNO	out 2 stops, back 1 stop	found yesterday	See prices for these dates
Morelia MLM	$758	3 Jan 2027 – 4 Jan 2027 · 1 night	ORD → MLM	out 1 stop, back 3 stops	found yesterday	See prices for these dates
Cairo CAI	$806	1 Jan 2027 – 17 Jan 2027 · 16 nights	ORD → CAI	out 1 stop, back 2 stops	found yesterday	See prices for these dates
Jeddah

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