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117 places from Chicago with a recent one-way price. Prices we can stand behind come first, then the cheapest.
From $38 one way
55.6% below the middle price here: the cheapest one-way fare on each of 29 departure dates is usually $55 to $102.
This price is for these exact dates; other dates may cost more.
From $66 one way
53.8% below the middle price here: the cheapest one-way fare on each of 8 departure dates is usually $117 to $177.
This price is for these exact dates; other dates may cost more.
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| City | From | Dates | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| Nashville BNA | $28 | 8 Nov | RFD → BNA | nonstop | found 5 days ago | Open this trip |
| Fort Lauderdale FLL | $38 | 8 Nov | RFD → FLL | nonstop | found 15 hours ago | Open this trip |
| St Louis STL | $56 | 7 Nov | MDW → STL | nonstop | found 6 days ago | Open this trip |
| Philadelphia PHL | $61 | 5 Nov | ORD → PHL | nonstop | found 4 days ago | Open this trip |
| Atlanta ATL | $62 | 13 Nov | ORD → ATL | nonstop | found 6 days ago | Open this trip |
| Las Vegas LAS | $66 | 15 Nov | RFD → LAS | nonstop | found 2 days ago | Open this trip |
| Dallas DFW | $73 | 17 Nov | ORD → DFW | nonstop |
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 today |
| Open this trip |
| Boston BOS | $88 | 4 Nov | ORD → BOS | nonstop | found 5 days ago | Open this trip |
| Washington WAS | $94 | 16 Nov | MDW → IAD | 1 stop | found yesterday | Open this trip |
| Baltimore BWI | $97 | 25 Nov | ORD → BWI | nonstop | found 3 days ago | Open this trip |
| Los Angeles LAX | $97 | 16 Nov | MDW → LAX | nonstop | found 6 days ago | Open this trip |
| Tampa TPA | $99 | 5 Nov | RFD → TPA | 1 stop | found 2 days ago | Open this trip |
| New York NYC | $102 | 11 Nov | MDW → LGA | nonstop | found yesterday | Open this trip |
| Orlando ORL | $102 | 7 Nov | ORD → MCO | 1 stop | found yesterday | Open this trip |
| New Orleans MSY | $104 | 18 Nov | MDW → MSY | 1 stop | found 4 days ago | Open this trip |
| Cincinnati CVG | $105 | 4 Nov | ORD → CVG | 1 stop | found 5 days ago | Open this trip |
| Ontario ONT | $107 | 4 Nov | ORD → ONT | 1 stop | found 6 days ago | Open this trip |
| Miami MIA | $109 | 18 Nov | MDW → MIA | 1 stop | found 6 days ago | Open this trip |
| Denver DEN | $111 | 19 Nov | MDW → DEN | nonstop | found today | Open this trip |
| Milwaukee MKE | $112 | 4 Nov | ORD → MKE | nonstop | found 4 days ago | Open this trip |
| Phoenix PHX | $113 | 11 Nov | RFD → AZA | nonstop | found yesterday | Open this trip |
| Raleigh RDU | $122 | 3 Nov | ORD → RDU | 1 stop | found 2 days ago | Open this trip |
| Austin AUS | $128 | 2 Nov | ORD → AUS | stops unknown | found 6 days ago | Open this trip |
| Toronto YTO | $135 | 11 Nov | ORD → YTZ | nonstop | found 5 days ago | Open this trip |
| San Francisco SFO | $136 | 14 Nov | ORD → SFO | 1 stop | found 6 days ago | Open this trip |
| Jacksonville JAX | $139 | 30 Nov | MDW → JAX | 1 stop | found 6 days ago | Open this trip |
| Seattle SEA | $142 | 13 Nov | MDW → SEA | stops unknown | found 2 days ago | Open this trip |
| Albany ALB | $146 | 21 Nov | ORD → ALB | nonstop | found 6 days ago | Open this trip |
| Sint Maarten SXM | $161 | 27 Nov | ORD → SXM | 1 stop | found 2 days ago | Open this trip |
| Greenville GSP | $169 | 4 Nov | RFD → GSP | 1 stop | found 3 days ago | Open this trip |
| Guadalajara GDL | $173 | 26 Nov | MDW → GDL | 2 stops | found 2 days ago | Open this trip |
| Mexico City MEX | $207 | 22 Nov | MDW → MEX | 1 stop | found 3 days ago | Open this trip |
| Cartagena CTG | $211 | 26 Nov | ORD → CTG | 2 stops | found 3 days ago | Open this trip |
| Manchester MHT | $211 | 16 Nov | MDW → MHT | stops unknown | found 3 days ago | Open this trip |
| Sacramento SAC | $256 | 29 Nov | ORD → SMF | 1 stop | found yesterday | Open this trip |
| Vancouver YVR | $372 | 21 Nov | RFD → YVR | 2 stops | found 6 days ago | Open this trip |
| Istanbul IST | $377 | 8 Nov | ORD → SAW | 2 stops | found 4 days ago | Open this trip |
| San Diego SAN | $379 | 3 Nov | RFD → SAN | 3 stops | found 6 days ago | Open this trip |
| Paris PAR | $385 | 14 Nov | ORD → CDG | stops unknown | found 3 days ago | Open this trip |
| Bishkek BSZ | $463 | 27 Nov | ORD → BSZ | 3 stops | found 6 days ago | Open this trip |
| Cairo CAI | $501 | 26 Nov | ORD → CAI | 2 stops | found 3 days ago | Open this trip |
| Minsk MSQ | $615 | 10 Nov | ORD → MSQ | stops unknown | found 6 days ago | Open this trip |