FlyDirectFrom / Airports / United States
Direct flights from Chicago MDW
Chicago Midway International Airport (MDW), United States. 76 nonstop destinations in 5 countries.
14 of 76 routes observed operating between 2026-09-16 and 2026-10-16 (AeroDataBox); the rest come from the OpenFlights archive (~2014), known defunct carriers removed. Estimated durations, not a timetable.
“Fares” opens a fare search for that nonstop on Kiwi.com. Some links may earn us a commission at no extra cost to you.
| Destination | Airlines | Distance | Time | Status |
|---|---|---|---|---|
| Detroit DTWDetroit Metropolitan Wayne County Airport, United StatesFares | Southwest Airlines | 367 km | 0:56 | Archive |
| St. Louis STLSt Louis Lambert International Airport, United StatesFares | Southwest Airlines | 404 km | 0:59 | Archive |
| Louisville SDFLouisville International Standiford Field, United StatesFares | Southwest Airlines | 437 km | 1:01 | Archive |
| Columbus CMHJohn Glenn Columbus International Airport, United StatesFares | Southwest Airlines | 454 km | 1:02 | Archive |
| Cleveland CLECleveland Hopkins International Airport, United StatesFares | Southwest Airlines | 492 km | 1:05 | Archive |
| Des Moines DSMDes Moines International Airport, United StatesFares | Southwest Airlines | 492 km | 1:05 | Archive |
| Minneapolis MSPMinneapolis-St Paul International/Wold-Chamberlain Airport, United StatesFares | Southwest Airlines, Sun Country Airlines | 560 km | 1:10 | Archive |
| Nashville BNANashville International Airport, United StatesFares | Southwest Airlines | 636 km | 1:15 | Archive |
| Pittsburgh PITPittsburgh International Airport, United StatesFares | Southwest Airlines | 646 km | 1:16 | Archive |
| Kansas City MCIKansas City International Airport, United StatesFares | Southwest Airlines | 650 km | 1:16 | Archive |
| Omaha OMAEppley Airfield, United StatesFares | Southwest Airlines | 679 km | 1:18 | Archive |
| Toronto YTZBilly Bishop Toronto City Centre Airport, CanadaFares | Porter Airlines | 712 km | 1:20 | Archive |
| Branson BKGBranson Airport, United StatesFares | Southwest Airlines | 749 km | 1:23 | Archive |
| Buffalo BUFBuffalo Niagara International Airport, United StatesFares | Southwest Airlines | 752 km | 1:23 | Archive |
| Memphis MEMMemphis International Airport, United StatesFares | Southwest Airlines | 774 km | 1:25 | Archive |
| Rochester ROCGreater Rochester International Airport, United StatesFares | Southwest Airlines | 840 km | 1:29 | Archive |
| Little Rock LITBill & Hillary Clinton National Airport/Adams Field, United StatesFares | Southwest Airlines | 876 km | 1:32 | Archive |
| Greenville GSPGreenville Spartanburg International Airport, United StatesFares | Southwest Airlines | 905 km | 1:34 | Archive |
| Birmingham BHMBirmingham-Shuttlesworth International Airport, United StatesFares | Southwest Airlines | 919 km | 1:35 | Archive |
| Washington IADWashington Dulles International Airport, United StatesFares | Flexjet, NetJets AviationDaily | 927 km | 1:35 | Verified |
| Tulsa TULTulsa International Airport, United StatesFares | Southwest Airlines | 938 km | 1:36 | Archive |
| Charlotte CLTCharlotte Douglas International Airport, United StatesFares | Southwest Airlines | 940 km | 1:36 | Archive |
| Wichita ICTWichita Eisenhower National Airport, United StatesFares | Southwest Airlines | 946 km | 1:37 | Archive |
| Atlanta ATLHartsfield Jackson Atlanta International Airport, United StatesFares | Delta Air Lines, Southwest Airlines | 952 km | 1:37 | Archive |
| Washington DCARonald Reagan Washington National Airport, United StatesFares | Southwest AirlinesDaily | 964 km | 1:38 | Verified |
| Baltimore BWIBaltimore/Washington International Thurgood Marshall Airport, United StatesFares | ARINC, Flexjet, NetJets Aviation, Southwest AirlinesDaily | 981 km | 1:39 | Verified |
| Raleigh-durham RDURaleigh Durham International Airport, United StatesFares | Southwest Airlines | 1,016 km | 1:42 | Archive |
| Wilmington ILGNew Castle Airport, United StatesFares | Frontier Airlines | 1,049 km | 1:44 | Archive |
| Jackson JANJackson-Medgar Wiley Evers International Airport, United StatesFares | Southwest Airlines | 1,073 km | 1:46 | Archive |
| Philadelphia PHLPhiladelphia International Airport, United StatesFares | ARINC, Executive Jet Management, Southwest AirlinesDaily | 1,073 km | 1:46 | Verified |
| Trenton TTNTrenton Mercer Airport, United StatesFares | Frontier Airlines | 1,097 km | 1:47 | Archive |
| Oklahoma City OKCWill Rogers World Airport, United StatesFares | Southwest Airlines | 1,111 km | 1:48 | Archive |
| Norfolk ORFNorfolk International Airport, United StatesFares | Southwest Airlines | 1,131 km | 1:50 | Archive |
| Newark EWRNewark Liberty International Airport, United StatesFares | Southwest Airlines | 1,141 km | 1:51 | Archive |
| Albany ALBAlbany International Airport, United StatesFares | Southwest Airlines | 1,152 km | 1:51 | Archive |
| New York LGALa Guardia Airport, United StatesFares | Southwest Airlines | 1,164 km | 1:52 | Archive |
| Charleston CHSCharleston Air Force Base-International Airport, United StatesFares | Southwest Airlines | 1,199 km | 1:55 | Archive |
| Windsor Locks BDLBradley International Airport, United StatesFares | Southwest Airlines | 1,246 km | 1:58 | Archive |
| New Orleans MSYLouis Armstrong New Orleans International Airport, United StatesFares | Southwest Airlines | 1,330 km | 2:04 | Archive |
| Manchester NH MHTManchester-Boston Regional Airport, United StatesFares | Southwest AirlinesDaily | 1,345 km | 2:05 | Verified |
| Providence PVDTheodore Francis Green State Airport, United StatesFares | NetJets Aviation, Southwest AirlinesDaily | 1,353 km | 2:06 | Verified |
| Jacksonville JAXJacksonville International Airport, United StatesFares | Southwest Airlines | 1,368 km | 2:07 | Archive |
| Boston BOSGeneral Edward Lawrence Logan International Airport, United StatesFares | Flexjet, NetJets Aviation, Southwest AirlinesDaily | 1,382 km | 2:08 | Verified |
| Denver DENDenver International Airport, United StatesFares | Frontier Airlines, Southwest Airlines | 1,437 km | 2:11 | Archive |
| Houston HOUWilliam P Hobby Airport, United StatesFares | Southwest Airlines | 1,510 km | 2:17 | Archive |
| Austin AUSAustin Bergstrom International Airport, United StatesFares | Southwest Airlines | 1,565 km | 2:20 | Archive |
| Orlando MCOOrlando International Airport, United StatesFares | Southwest Airlines | 1,595 km | 2:23 | Archive |
| Tampa TPATampa International Airport, United StatesFares | Southwest Airlines | 1,607 km | 2:23 | Archive |
| San Antonio SATSan Antonio International Airport, United StatesFares | Southwest Airlines | 1,668 km | 2:28 | Archive |
| Fort Myers RSWSouthwest Florida International Airport, United StatesFares | Southwest Airlines | 1,782 km | 2:36 | Archive |
| Albuquerque ABQAlbuquerque International Sunport, United StatesFares | Southwest Airlines | 1,801 km | 2:37 | Archive |
| Fort Lauderdale FLLFort Lauderdale Hollywood International Airport, United StatesFares | Southwest Airlines | 1,881 km | 2:43 | Archive |
| Salt Lake City SLCSalt Lake City International Airport, United StatesFares | Southwest Airlines | 2,020 km | 2:53 | Archive |
| Cancun CUNCancún International Airport, MexicoFares | Southwest Airlines | 2,309 km | 3:13 | Archive |
| Tucson TUSTucson International Airport, United StatesFares | Southwest Airlines | 2,314 km | 3:13 | Archive |
| Phoenix PHXPhoenix Sky Harbor International Airport, United StatesFares | Southwest Airlines | 2,320 km | 3:14 | Archive |
| Las Vegas LASMcCarran International Airport, United StatesFares | Southwest Airlines | 2,442 km | 3:22 | Archive |
| Zacatecas ZCLGeneral Leobardo C. Ruiz International Airport, MexicoFares | Volaris | 2,517 km | 3:28 | Archive |
| Del Bajio BJXDel Bajío International Airport, MexicoFares | Volaris | 2,646 km | 3:37 | Archive |
| Reno RNOReno Tahoe International Airport, United StatesFares | Southwest Airlines | 2,698 km | 3:40 | Archive |
| Ontario ONTOntario International Airport, United StatesFares | Southwest Airlines | 2,740 km | 3:43 | Archive |
| Morelia MLMGeneral Francisco J. Mujica International Airport, MexicoFares | Volaris | 2,741 km | 3:43 | Archive |
| Montego Bay MBJSangster International Airport, JamaicaFares | Southwest Airlines | 2,752 km | 3:44 | Archive |
| San Diego SANSan Diego International Airport, United StatesFares | Southwest Airlines | 2,776 km | 3:46 | Archive |
| Guadalajara GDLDon Miguel Hidalgo Y Costilla International Airport, MexicoFares | Volaris | 2,780 km | 3:46 | Archive |
| Santa Ana SNAJohn Wayne Airport-Orange County Airport, United StatesFares | Flexjet, NetJets Aviation | 2,781 km | 3:46 | Verified |
| Seattle SEASeattle Tacoma International Airport, United StatesFares | Southwest Airlines | 2,782 km | 3:46 | Archive |
| Burbank BURBob Hope Airport, United StatesFares | Baker Aviation, NetJets Aviation, Southwest AirlinesDaily | 2,795 km | 3:47 | Verified |
| Long Beach LGBLong Beach /Daugherty Field/ Airport, United StatesFares | Southwest AirlinesDaily | 2,797 km | 3:47 | Verified |
| Portland PDXPortland International Airport, United StatesFares | Southwest Airlines | 2,811 km | 3:48 | Archive |
| Los Angeles LAXLos Angeles International Airport, United StatesFares | Executive Jet Management, Flexjet, Southwest AirlinesDaily | 2,812 km | 3:48 | Verified |
| Sacramento SMFSacramento International Airport, United StatesFares | Southwest Airlines | 2,874 km | 3:53 | Archive |
| San Jose SJCNorman Y. Mineta San Jose International Airport, United StatesFares | NetJets Aviation, Southwest AirlinesDaily | 2,950 km | 3:58 | Verified |
| Oakland OAKMetropolitan Oakland International Airport, United StatesFares | PXT, Southwest AirlinesDaily | 2,961 km | 3:59 | Verified |
| San Francisco SFOSan Francisco International Airport, United StatesFares | ARINC, NetJets Aviation, Southwest AirlinesDaily | 2,977 km | 4:00 | Verified |
| Punta Cana PUJPunta Cana International Airport, Dominican RepublicFares | Southwest Airlines | 3,168 km | 4:14 | Archive |
At a glance
- Nonstop destinations
- 76
- Countries served
- 5
- Airlines
- 12
- Longest route
- Punta Cana (PUJ), 3,168 km
- Shortest route
- Detroit (DTW), 367 km
- Verified current
- 14 of 76
Airlines flying nonstop from Chicago
Southwest Airlines (67), NetJets Aviation (8), Flexjet (5), Volaris (4), ARINC (3), Frontier Airlines (3), Executive Jet Management (2), Baker Aviation (1), Delta Air Lines (1), Porter Airlines (1), PXT (1), Sun Country Airlines (1). The number is how many of the destinations above each airline flies.
Nearby departure airports
Other origins within 400 km of MDW, nearest first.
About these routes
Rows marked Verified were seen operating in the 30 days to 2026-10-16. Rows marked Archive come from the OpenFlights route archive (around 2014); we remove the airlines we know have folded, but a route can still have changed since, so treat those rows as a starting point and confirm with the airline before booking. How the data is built.