Southwest Airlines flights from Chicago (MDW)

Southwest Airlines non-stop routes from Chicago airport (MDW).

Southwest Airlines operates 81 non-stop routes from Chicago (MDW), serving 5 countries with an average sector length of 1,526 km. This is part of Southwest Airlines's 1961-route global network.

Non-stop destinations from Chicago on Southwest Airlines

Destination IATA Country Distance Duration Route
San Juan SJU Puerto Rico 3,309 km 4h 50m Route ↗
Punta Cana PUJ Dominican Republic 3,163 km 4h 25m Route ↗
San Francisco SFO USA 2,986 km 4h 35m Route ↗
Oakland OAK USA 2,968 km 4h 33m Route ↗
San Jose SJC USA 2,957 km 4h 30m Route ↗
Sacramento SMF USA 2,882 km 4h 25m Route ↗
Los Angeles LAX USA 2,818 km 4h 20m Route ↗
Portland PDX USA 2,818 km 4h 20m Route ↗
Long Beach LGB USA 2,802 km 4h 20m Route ↗
Burbank BUR USA 2,800 km 4h 20m Route ↗
Seattle SEA USA 2,789 km 4h 30m Route ↗
San Diego SAN USA 2,782 km 4h 15m Route ↗
Montego Bay MBJ Jamaica 2,745 km 3h 50m Route ↗
Ontario ONT USA 2,745 km 4h 10m Route ↗
Reno RNO USA 2,705 km 4h 5m Route ↗
Las Vegas LAS USA 2,447 km 3h 55m Route ↗
Spokane GEG USA 2,432 km 3h 45m Route ↗
Boise BOI USA 2,331 km 3h 35m Route ↗
Phoenix PHX USA 2,323 km 3h 40m Route ↗
Tucson TUS USA 2,317 km 3h 45m Route ↗
Cancun CUN Mexico 2,301 km 3h 35m Route ↗
Salt Lake City SLC USA 2,026 km 3h 25m Route ↗
El Paso ELP USA 1,993 km 3h 0m Route ↗
Bozeman BZN USA 1,929 km 3h 10m Route ↗
Miami MIA USA 1,901 km 3h 0m Route ↗
Fort Lauderdale FLL USA 1,877 km 2h 55m Route ↗
Albuquerque ABQ USA 1,805 km 3h 0m Route ↗
Fort Myers RSW USA 1,779 km 2h 45m Route ↗
San Antonio SAT USA 1,669 km 2h 43m Route ↗
Sarasota SRQ USA 1,666 km 2h 35m Route ↗
Tampa TPA USA 1,603 km 2h 35m Route ↗
Orlando MCO USA 1,592 km 2h 35m Route ↗
Austin AUS USA 1,563 km 2h 35m Route ↗
Houston HOU USA 1,508 km 2h 35m Route ↗
Colorado Springs COS USA 1,476 km 2h 33m Route ↗
Denver DEN USA 1,442 km 2h 40m Route ↗
Portland PWM USA 1,439 km 2h 15m Route ↗
Boston BOS USA 1,382 km 2h 20m Route ↗
Jacksonville JAX USA 1,366 km 2h 15m Route ↗
Providence PVD USA 1,353 km 2h 15m Route ↗
Manchester MHT USA 1,346 km 2h 10m Route ↗
New Orleans MSY USA 1,329 km 2h 15m Route ↗
Panama City ECP USA 1,280 km 2h 10m Route ↗
Dallas DAL USA 1,277 km 2h 15m Route ↗
Pensacola PNS USA 1,256 km 2h 15m Route ↗
Hartford BDL USA 1,248 km 2h 5m Route ↗
Savannah SAV USA 1,217 km 2h 5m Route ↗
Charleston CHS USA 1,199 km 2h 5m Route ↗
Myrtle Beach MYR USA 1,187 km 2h 0m Route ↗
New York LGA USA 1,166 km 2h 5m Route ↗
Albany ALB USA 1,152 km 1h 55m Route ↗
Norfolk ORF USA 1,131 km 2h 5m Route ↗
Oklahoma City OKC USA 1,112 km 2h 5m Route ↗
Philadelphia PHL USA 1,074 km 2h 0m Route ↗
Raleigh/Durham RDU USA 1,016 km 1h 50m Route ↗
Richmond RIC USA 1,011 km 1h 55m Route ↗
Baltimore BWI USA 981 km 1h 50m Route ↗
Washington DCA USA 965 km 1h 50m Route ↗
Atlanta ATL USA 949 km 1h 57m Route ↗
Wichita ICT USA 948 km 1h 55m Route ↗
Charlotte CLT USA 939 km 1h 55m Route ↗
Tulsa TUL USA 939 km 1h 50m Route ↗
Birmingham BHM USA 917 km 1h 40m Route ↗
Rochester ROC USA 841 km 1h 35m Route ↗
Memphis MEM USA 773 km 1h 40m Route ↗
Buffalo BUF USA 752 km 1h 30m Route ↗
Omaha OMA USA 682 km 1h 30m Route ↗
Kansas City MCI USA 652 km 1h 30m Route ↗
Pittsburgh PIT USA 644 km 1h 25m Route ↗
Nashville BNA USA 634 km 1h 30m Route ↗
Minneapolis MSP USA 561 km 1h 39m Route ↗
Cleveland CLE USA 493 km 1h 15m Route ↗
Des Moines DSM USA 492 km 1h 20m Route ↗
Columbus CMH USA 454 km 1h 15m Route ↗
Louisville SDF USA 436 km 1h 15m Route ↗
Saint Louis STL USA 405 km 1h 15m Route ↗
Cincinnati CVG USA 400 km 1h 10m Route ↗
Detroit DTW USA 366 km 1h 10m Route ↗
Indianapolis IND USA 260 km 1h 0m Route ↗
Grand Rapids GRR USA 219 km 0h 55m Route ↗
Milwaukee MKE USA 129 km 0h 45m Route ↗

Destinations by country

  • USA — 77 destinations (SFO, OAK, SJC, SMF, LAX, PDX and 71 more)
  • Puerto Rico — 1 destination (SJU)
  • Dominican Republic — 1 destination (PUJ)
  • Jamaica — 1 destination (MBJ)
  • Mexico — 1 destination (CUN)

Southwest Airlines from other airports

Aircraft assignments

We are currently expanding per-airline aircraft data for every route. Until that ships, you can browse by aircraft type at /by-aircraft.

Frequently asked questions

How many destinations does Southwest Airlines serve from Chicago (MDW)?

Southwest Airlines flies to 81 non-stop destinations from Chicago (MDW), spanning 5 countries.

What is the longest route Southwest Airlines flies from Chicago?

The longest non-stop route is MDW → SJU (San Juan) at 3,309 km.

Which countries does Southwest Airlines fly to from Chicago?

Top destination countries: USA (77), Puerto Rico (1), Dominican Republic (1), Jamaica (1), Mexico (1).

Does Southwest Airlines operate from other airports?

Yes — Southwest Airlines also operates from Denver (DEN), Nashville (BNA), Baltimore (BWI), Dallas (DAL), Las Vegas (LAS). Total network: 1961 routes across the carrier's footprint.

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