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171 places from Chicago with a recent return price. Prices we can stand behind come first, then the cheapest.
From $195 round trip
39.4% below the middle price here: the cheapest return fare on each of 37 departure dates is usually $268 to $345.
This trip has 1 stop.
The map isn't ready yet. Everything is in the list.
| City | From | Dates | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| New York NYC | $195 | 3 Feb 2027 – 9 Feb 2027 · 6 nights | MDW → LGA | out 1 stop, back 1 stop | found yesterday | See prices for these dates |
| Denver DEN | $167 | 10 Feb 2027 – 17 Feb 2027 · 7 nights | ORD → DEN | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| Orlando ORL | $217 | 10 Feb 2027 – 14 Feb 2027 · 4 nights | MDW → MCO | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| Tampa TPA | $222 | 22 Feb 2027 – 28 Feb 2027 · 6 nights | ORD → TPA | out 1 stop, back nonstop | found 3 days ago | See prices for these dates |
| Fort Lauderdale FLL | $231 | 20 Feb 2027 – 28 Feb 2027 · 8 nights | ORD → FLL | out nonstop, back 1 stop | found 2 days ago | See prices for these dates |
| Mexico City MEX | $296 | 17 Feb 2027 – 24 Feb 2027 · 7 nights | ORD → MEX | out nonstop, back 1 stop |
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
| found 3 days ago |
| See prices for these dates |
| San Jose del Cabo SJD | $410 | 13 Feb 2027 – 13 Mar 2027 · 28 nights | ORD → SJD | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| Honolulu HNL | $593 | 1 Feb 2027 – 6 Feb 2027 · 5 nights | ORD → HNL | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| Dublin DUB | $649 | 9 Feb 2027 – 14 Feb 2027 · 5 nights | ORD → DUB | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| London LON | $687 | 11 Feb 2027 – 23 Feb 2027 · 12 nights | ORD → LHR | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| Tirana TIA | $729 | 28 Feb 2027 – 14 Mar 2027 · 14 nights | ORD → TIA | out 3 stops, back 2 stops | found 2 days ago | See prices for these dates |
| Dubai DXB | $731 | 28 Feb 2027 – 7 Mar 2027 · 7 nights | ORD → DXB | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| Chisinau RMO | $735 | 12 Feb 2027 – 16 Feb 2027 · 4 nights | ORD → RMO | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| Manila MNL | $820 | 15 Feb 2027 – 1 Mar 2027 · 14 nights | ORD → MNL | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| Istanbul IST | $867 | 1 Feb 2027 – 7 Feb 2027 · 6 nights | ORD → SAW | out 2 stops, back 1 stop | found 3 days ago | See prices for these dates |
| Beijing BJS | $1,005 | 9 Feb 2027 – 26 Feb 2027 · 17 nights | ORD → PEK | out 1 stop, back 1 stop | found 3 days ago | See prices for these dates |
| Miami MIA | $213 | 5 Feb 2027 – 19 Feb 2027 · 14 nights | ORD → MIA | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| Belgrade BEG | $613 | 16 Feb 2027 – 23 Feb 2027 · 7 nights | ORD → BEG | out 2 stops, back 2 stops | found 4 days ago | See prices for these dates |
| Berlin BER | $615 | 1 Feb 2027 – 10 Feb 2027 · 9 nights | ORD → BER | out 2 stops, back 1 stop | found 6 days ago | See prices for these dates |
| Paris PAR | $638 | 13 Feb 2027 – 20 Feb 2027 · 7 nights | ORD → CDG | out 2 stops, back 1 stop | found 4 days ago | See prices for these dates |
| Prague PRG | $648 | 3 Feb 2027 – 12 Feb 2027 · 9 nights | ORD → PRG | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| Cairo CAI | $689 | 10 Feb 2027 – 19 Feb 2027 · 9 nights | ORD → CAI | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| Baku BAK | $877 | 11 Feb 2027 – 2 Mar 2027 · 19 nights | ORD → GYD | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| Puerto Plata POP | $877 | 12 Feb 2027 – 16 Feb 2027 · 4 nights | ORD → POP | out 1 stop, back 2 stops | found 4 days ago | See prices for these dates |
| Ho Chi Minh City SGN | $881 | 1 Feb 2027 – 7 Mar 2027 · 34 nights | ORD → SGN | out 1 stop, back 2 stops | found 4 days ago | See prices for these dates |
| Munich MUC | $936 | 1 Feb 2027 – 10 Feb 2027 · 9 nights | MDW → MUC | out 2 stops, back 2 stops | found 6 days ago | See prices for these dates |
| Tokyo TYO | $1,009 | 11 Feb 2027 – 17 Feb 2027 · 6 nights | ORD → NRT | out 2 stops, back 1 stop | found 6 days ago | See prices for these dates |
| Dar Es Salaam DAR | $1,049 | 4 Feb 2027 – 18 Mar 2027 · 42 nights | ORD → DAR | out 1 stop, back 1 stop | found 6 days ago | See prices for these dates |
| Moscow MOW | $1,144 | 1 Feb 2027 – 4 Feb 2027 · 3 nights | ORD → VKO | out 3 stops, back 2 stops | found 4 days ago | See prices for these dates |
| Bishkek BSZ | $1,172 | 4 Feb 2027 – 28 Feb 2027 · 24 nights | ORD → BSZ | out 2 stops, back 2 stops | found 4 days ago | See prices for these dates |
| Buenos Aires BUE | $1,217 | 1 Feb 2027 – 4 Mar 2027 · 31 nights | MDW → EZE | out 2 stops, back 2 stops | found 6 days ago | See prices for these dates |
| Doha DOH | $2,961 | 17 Feb 2027 – 25 Feb 2027 · 8 nights | MDW → DOH | out 2 stops, back 2 stops | found 4 days ago | See prices for these dates |