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 18 places with recent prices from Chicago

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

City	From	Dates	Airports	Stops	Found
Jeddah JED	$834	18 Mar 2027 – 4 Apr 2027 · 17 nights	ORD → JED	out 1 stop, back 1 stop	found yesterday	See prices for these dates
Helsinki HEL	$886	19 Mar 2027 – 27 Mar 2027 · 8 nights	ORD → HEL	out 2 stops, back 2 stops	found today	See prices for these dates
Baghdad BGW	$952	16 Mar 2027 – 12 Apr 2027 · 27 nights	ORD → BGW	out 1 stop, back 1 stop	found today	See prices for these dates
Moscow MOW	$1,477	19 Mar 2027 – 27 Mar 2027 · 8 nights	ORD → VKO	out 1 stop, back 1 stop	found yesterday	See prices for these dates
New York NYC	$322	9 Mar 2027 – 11 Mar 2027 · 2 nights	ORD → EWR	out nonstop, back nonstop	found 2 days ago	See prices for these dates
Miami MIA	$430	15 Mar 2027 – 18 Mar 2027 · 3 nights	MDW → MIA	out 1 stop, back 1 stop	found 2 days ago	See prices for these dates
Reynosa REX	$483

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