Southwest Airlines (WN) flights from Midway, Chicago (MDW).

Select a destination.

Dominican Republic

Punta Cana (PUJ) Direct

Available flights:

Jamaica

Montego Bay (MBJ) Direct

Available flights:

Mexico

Cancun (CUN) Direct

Available flights:
San Jose del Cabo (SJD) Direct

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Puerto Rico

Luis Munoz Marin, San Juan (SJU) Direct

United States

Albany (ALB) Direct
Albuquerque (ABQ) Direct
Atlanta (ATL) Direct
Austin (AUS) Direct
Baltimore (BWI) Direct
Birmingham (BHM) Direct
Boise (BOI) Direct

Available flights:
Bozeman (BZN) Direct

Available flights:
Buffalo (BUF) Direct
Burbank (BUR) Direct
Charleston (CHS) Direct
Charlotte (CLT) Direct
Cincinnati (CVG) Direct
Cleveland (CLE) Direct
Colorado Springs (COS) Direct
Corpus Christi (CRP) Direct

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Denver (DEN) Direct

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Des Moines (DSM) Direct

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Destin/Fort Walton Beach (VPS) Direct

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Detroit (DTW) Direct
Dulles, Washington (IAD) Direct

Available flights:
Edward L. Logan, Boston (BOS) Direct
El Paso (ELP) Direct
Eugene (EUG) Direct

Available flights:
Fort Lauderdale (FLL) Direct
Fort Myers (RSW) Direct
Fresno (FAT) Direct

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George Bush, Houston (IAH) Direct
Grand Rapids (GRR) Direct
Greenville/Spartanburg (GSP) Direct

Available flights:
Harlingen (HRL) Direct

Available flights:
HARRY REID INTL AIRPORT, Las Vegas (LAS) Direct
Hartford (BDL) Direct
Hayden (HDN) Direct

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Indianapolis (IND) Direct

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Islip (ISP) Direct

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Jackson (JAN) Direct

Available flights:
Jacksonville (JAX) Direct
John Glenn, Columbus (CMH) Direct
Kansas City (MCI) Direct
LaGuardia, New York (LGA) Direct
Little Rock (LIT) Direct

Available flights:
Long Beach (LGB) Direct
Los Angeles (LAX) Direct
Louisville (SDF) Direct
Love Field, Dallas (DAL) Direct
Lubbock (LBB) Direct

Available flights:
Manchester (MHT) Direct
Memphis (MEM) Direct
Miami (MIA) Direct
Midland (MAF) Direct

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Milwaukee (MKE) Direct

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Minneapolis/Saint Paul (MSP) Direct
Myrtle Beach (MYR) Direct
Nashville (BNA) Direct
New Orleans (MSY) Direct
Norfolk (ORF) Direct
Oakland (OAK) Direct
Oklahoma City (OKC) Direct
Omaha (OMA) Direct
Ontario, Los Angeles (ONT) Direct
Orlando (MCO) Direct
Palm Springs (PSP) Direct

Available flights:
Panama City (ECP) Direct
Pensacola (PNS) Direct
Philadelphia (PHL) Direct
Pittsburgh (PIT) Direct
Portland (PWM) Direct
Portland (PDX) Direct
Providence (PVD) Direct
Raleigh/Durham (RDU) Direct
Reno (RNO) Direct
Richmond (RIC) Direct
Rochester (ROC) Direct
Ronald Reagan, Washington (DCA) Direct
Sacramento (SMF) Direct
Saint Louis (STL) Direct
Salt Lake City (SLC) Direct
San Antonio (SAT) Direct
San Diego (SAN) Direct
San Francisco (SFO) Direct
San Jose (SJC) Direct
Santa Ana (SNA) Direct
Santa Barbara (SBA) Direct

Available flights:
Sarasota/Bradenton (SRQ) Direct
Savannah (SAV) Direct
Seattle-Tacoma (SEA) Direct
Sky Harbor, Phoenix (PHX) Direct
Spokane (GEG) Direct

Available flights:
Syracuse (SYR) Direct

Available flights:
Tampa (TPA) Direct
Tucson (TUS) Direct
Tulsa (TUL) Direct
West Palm Beach (PBI) Direct

Available flights:
William P. Hobby, Houston (HOU) Direct