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120 places from Chicago with a recent one-way price. Prices we can stand behind come first, then the cheapest.
From $85 one way
46.1% below the middle price here: the cheapest one-way fare on each of 28 departure dates is usually $106 to $187.
This trip has 1 stop.
The map isn't ready yet. Everything is in the list.
| City | From | Dates | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| Fort Lauderdale FLL | $58 | 4 Jan 2027 | ORD → FLL | nonstop | found 4 days ago | Open this trip |
| St Louis STL | $60 | 9 Jan 2027 | MDW → STL | nonstop | found 2 days ago | Open this trip |
| Miami MIA | $85 | 16 Jan 2027 | ORD → MIA | 1 stop | found 6 days ago | Open this trip |
| Denver DEN | $86 | 6 Jan 2027 | ORD → DEN | nonstop | found 5 days ago | Open this trip |
| Minneapolis MSP | $88 | 14 Jan 2027 | MDW → MSP | nonstop | found 5 days ago | Open this trip |
| Dallas DFW | $107 | 18 Jan 2027 | MDW → DFW | 1 stop | found yesterday | Open this trip |
| San Juan SJU |
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
| $120 | 13 Jan 2027 | ORD → SJU | 1 stop | found 6 days ago | Open this trip |
| Orlando ORL | $122 | 2 Jan 2027 | MDW → MCO | nonstop | found yesterday | Open this trip |
| Ontario ONT | $125 | 25 Jan 2027 | ORD → ONT | 1 stop | found 3 days ago | Open this trip |
| Raleigh RDU | $125 | 1 Jan 2027 | ORD → RDU | 1 stop | found today | Open this trip |
| Los Angeles LAX | $134 | 25 Jan 2027 | RFD → LAX | 1 stop | found 3 days ago | Open this trip |
| Oklahoma City OKC | $136 | 30 Jan 2027 | ORD → OKC | 1 stop | found 4 days ago | Open this trip |
| Nashville BNA | $144 | 10 Jan 2027 | ORD → BNA | 1 stop | found 2 days ago | Open this trip |
| San Diego SAN | $145 | 15 Jan 2027 | ORD → SAN | 1 stop | found 4 days ago | Open this trip |
| Leon/Guanajuato BJX | $151 | 3 Jan 2027 | ORD → BJX | 1 stop | found today | Open this trip |
| Mexico City MEX | $152 | 1 Jan 2027 | ORD → NLU | 1 stop | found 22 hours ago | Open this trip |
| Kansas City MKC | $159 | 11 Jan 2027 | ORD → MCI | 1 stop | found 3 days ago | Open this trip |
| Springfield SGF | $220 | 7 Jan 2027 | RFD → SGF | 1 stop | found 6 days ago | Open this trip |
| San Jose SJO | $237 | 5 Jan 2027 | ORD → SJO | 1 stop | found 3 days ago | Open this trip |
| San Salvador SAL | $270 | 29 Jan 2027 | ORD → SAL | 1 stop | found 4 days ago | Open this trip |
| Houston HOU | $271 | 9 Jan 2027 | RFD → IAH | 3 stops | found 3 days ago | Open this trip |
| Liberia LIR | $271 | 20 Jan 2027 | ORD → LIR | 1 stop | found today | Open this trip |
| Paris PAR | $292 | 8 Jan 2027 | ORD → CDG | 1 stop | found 6 days ago | Open this trip |
| Istanbul IST | $343 | 17 Jan 2027 | ORD → SAW | 2 stops | found 3 days ago | Open this trip |
| Yerevan EVN | $371 | 19 Jan 2027 | ORD → EVN | 3 stops | found today | Open this trip |
| Rome ROM | $372 | 11 Jan 2027 | ORD → FCO | 2 stops | found 4 days ago | Open this trip |
| Belgrade BEG | $377 | 30 Jan 2027 | ORD → BEG | 2 stops | found 6 days ago | Open this trip |
| Cairo CAI | $405 | 6 Jan 2027 | ORD → CAI | stops unknown | found yesterday | Open this trip |
| Warsaw WAW | $423 | 14 Jan 2027 | ORD → WMI | stops unknown | found yesterday | Open this trip |
| Tbilisi TBS | $436 | 5 Jan 2027 | ORD → TBS | 1 stop | found 3 days ago | Open this trip |
| Yangon RGN | $445 | 28 Jan 2027 | ORD → RGN | 2 stops | found 6 days ago | Open this trip |
| Baku BAK | $448 | 10 Jan 2027 | ORD → GYD | 3 stops | found 5 days ago | Open this trip |
| Vitoria VIX | $448 | 26 Jan 2027 | ORD → VIX | 2 stops | found 3 days ago | Open this trip |
| Manila MNL | $467 | 18 Jan 2027 | ORD → MNL | 1 stop | found 6 days ago | Open this trip |
| Lisbon LIS | $479 | 13 Jan 2027 | RFD → LIS | 3 stops | found 2 days ago | Open this trip |
| Almaty ALA | $491 | 25 Jan 2027 | ORD → ALA | 3 stops | found 6 days ago | Open this trip |
| Milan MIL | $493 | 1 Jan 2027 | ORD → BGY | 1 stop | found 3 days ago | Open this trip |
| Dubai DXB | $501 | 19 Jan 2027 | ORD → DXB | 2 stops | found 5 days ago | Open this trip |
| Cebu City CEB | $519 | 18 Jan 2027 | MDW → CEB | 2 stops | found 5 days ago | Open this trip |
| Astana NQZ | $524 | 22 Jan 2027 | ORD → NQZ | 3 stops | found 6 days ago | Open this trip |
| Moscow MOW | $570 | 29 Jan 2027 | ORD → VKO | 3 stops | found 6 days ago | Open this trip |
| Tashkent TAS | $628 | 28 Jan 2027 | ORD → TAS | 3 stops | found 3 days ago | Open this trip |
| Denpasar (Bali) DPS | $640 | 12 Jan 2027 | MDW → DPS | 3 stops | found 6 days ago | Open this trip |
| Samarkand SKD | $1,123 | 1 Jan 2027 | RFD → SKD | 3 stops | found yesterday | Open this trip |