Loading trip ideas…
Trip ideas from Chicago
185 places from Chicago with a recent return price. Prices we can stand behind come first, then the cheapest.
Fly from somewhere else
Type a city or airport to see trip ideas.
Narrow it down
Deals worth a look
Mexico City
From $297 round trip
25.8% below the middle price here: the cheapest return fare on each of 12 departure dates is usually $368 to $577.
This price is for these exact dates; other dates may cost more.
Istanbul
From $745 round trip
17.3% below the middle price here: the cheapest return fare on each of 22 departure dates is usually $786 to $1,013.
This price is for these exact dates; other dates may cost more.
Map
The map isn't ready yet. Everything is in the list.
Show all 28 places with recent prices from Chicago
| City | From | Dates | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| Mexico City MEX | $297 | 27 Feb 2027 – 1 Mar 2027 · 2 nights | ORD → MEX | out nonstop, back nonstop | found yesterday | See prices for these dates |
| Warsaw WAW | $676 | 26 Feb 2027 – 2 Mar 2027 · 4 nights | ORD → WAW | out 1 stop, back 1 stop | found yesterday | See prices for these dates |
| Istanbul IST | $745 | 12 Feb 2027 – 21 Feb 2027 · 9 nights | ORD → IST | out nonstop, back nonstop | found 20 hours ago | See prices for these dates |
| Kailua-Kona KOA | $809 | 12 Feb 2027 – 19 Feb 2027 · 7 nights | ORD → KOA | out 1 stop, back 1 stop | found yesterday | See prices for these dates |
| Phuket HKT | $903 | 18 Feb 2027 – 1 Mar 2027 · 11 nights | ORD → HKT | out 1 stop, back 1 stop | found today | See prices for these dates |
| City of Angeles CRK | $980 | 12 Feb 2027 – 26 Feb 2027 · 14 nights | ORD → CRK | out 1 stop, back 1 stop | found yesterday |
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