Origins
| Origin | Distance | Duration | Airlines |
|---|---|---|---|
| Albuquerque (ABQ) | 1,805 km | 160 min | Southwest Airlines |
| Aguascalientes (AGU) | 2,611 km | 227 min | Volaris |
| Albany (ALB) | 1,152 km | 130 min | Southwest Airlines |
| Atlanta (ATL) | 949 km | 116 min | Delta Air Lines, Frontier Airlines, Southwest Airlines |
| Austin (AUS) | 1,563 km | 150 min | Southwest Airlines |
| Asheville (AVL) | 837 km | 104 min | Allegiant Air |
| Hartford (BDL) | 1,248 km | 145 min | Southwest Airlines |
| Birmingham (BHM) | 917 km | 110 min | Southwest Airlines |
| Leon/Guanajuato (BJX) | 2,642 km | 230 min | Volaris |
| Nashville (BNA) | 634 km | 95 min | Southwest Airlines |
| Boise (BOI) | 2,331 km | 200 min | Southwest Airlines |
| Boston (BOS) | 1,382 km | 160 min | Southwest Airlines |
| Buffalo (BUF) | 752 km | 100 min | Southwest Airlines |
| Burbank (BUR) | 2,800 km | 235 min | Southwest Airlines |
| Baltimore (BWI) | 981 km | 125 min | Southwest Airlines |
| Bozeman (BZN) | 1,929 km | 175 min | Southwest Airlines |
| Charleston (CHS) | 1,199 km | 130 min | Southwest Airlines |
| Cleveland (CLE) | 493 km | 75 min | Southwest Airlines |
| Charlotte (CLT) | 939 km | 120 min | Southwest Airlines |
| Columbus (CMH) | 454 km | 75 min | Southwest Airlines |
| Colorado Springs (COS) | 1,476 km | 140 min | Southwest Airlines |
| Cancun (CUN) | 2,301 km | 220 min | Frontier Airlines, Southwest Airlines |
| Cincinnati (CVG) | 400 km | 70 min | Southwest Airlines |
| Dallas (DAL) | 1,277 km | 130 min | Southwest Airlines |
| Washington (DCA) | 965 km | 120 min | Southwest Airlines |
| Denver (DEN) | 1,442 km | 140 min | Southwest Airlines |
| Dallas (DFW) | 1,283 km | 140 min | Frontier Airlines |
| Durango (DGO) | 2,500 km | 215 min | Volaris |
| Des Moines (DSM) | 492 km | 80 min | Southwest Airlines |
| Detroit (DTW) | 366 km | 78 min | Delta Air Lines, Southwest Airlines |
| Panama City (ECP) | 1,280 km | 135 min | Southwest Airlines |
| El Paso (ELP) | 1,993 km | 175 min | Southwest Airlines |
| New York (EWR) | 1,142 km | 150 min | Frontier Airlines |
| Fort Lauderdale (FLL) | 1,877 km | 185 min | Southwest Airlines |
| Guadalajara (GDL) | 2,776 km | 235 min | Volaris |
| Spokane (GEG) | 2,432 km | 210 min | Southwest Airlines |
| Grand Rapids (GRR) | 219 km | 65 min | Southwest Airlines |
| Houston (HOU) | 1,508 km | 145 min | Southwest Airlines |
| Houston (IAH) | 1,477 km | 152 min | Frontier Airlines |
| Wichita (ICT) | 948 km | 110 min | Southwest Airlines |
| Indianapolis (IND) | 260 km | 60 min | Southwest Airlines |
| Jacksonville (JAX) | 1,366 km | 145 min | Southwest Airlines |
| Las Vegas (LAS) | 2,447 km | 215 min | Southwest Airlines |
| Los Angeles (LAX) | 2,818 km | 235 min | Southwest Airlines |
| New York (LGA) | 1,166 km | 145 min | Southwest Airlines |
| Long Beach (LGB) | 2,802 km | 230 min | Southwest Airlines |
| Montego Bay (MBJ) | 2,745 km | 250 min | Southwest Airlines |
| Kansas City (MCI) | 652 km | 85 min | Southwest Airlines |
| Orlando (MCO) | 1,592 km | 170 min | Frontier Airlines, Southwest Airlines |
| Memphis (MEM) | 773 km | 95 min | Southwest Airlines |
| Manchester (MHT) | 1,346 km | 145 min | Southwest Airlines |
| Miami (MIA) | 1,901 km | 190 min | Southwest Airlines |
| Milwaukee (MKE) | 129 km | 50 min | Southwest Airlines |
| Morelia (MLM) | 2,737 km | 229 min | Volaris |
| Minneapolis (MSP) | 561 km | 90 min | Delta Air Lines, Southwest Airlines |
| New Orleans (MSY) | 1,329 km | 140 min | Southwest Airlines |
| Myrtle Beach (MYR) | 1,187 km | 125 min | Southwest Airlines |
| Oakland (OAK) | 2,968 km | 245 min | Southwest Airlines |
| Oklahoma City (OKC) | 1,112 km | 110 min | Southwest Airlines |
| Omaha (OMA) | 682 km | 85 min | Southwest Airlines |
| Ontario (ONT) | 2,745 km | 225 min | Southwest Airlines |
| Norfolk (ORF) | 1,131 km | 125 min | Southwest Airlines |
| Portland (PDX) | 2,818 km | 235 min | Southwest Airlines |
| Punta Gorda (PGD) | 1,731 km | 168 min | Allegiant Air |
| Philadelphia (PHL) | 1,074 km | 130 min | Southwest Airlines |
| Phoenix (PHX) | 2,323 km | 195 min | Frontier Airlines, Southwest Airlines |
| Pittsburgh (PIT) | 644 km | 85 min | Southwest Airlines |
| Pensacola (PNS) | 1,256 km | 135 min | Southwest Airlines |
| Punta Cana (PUJ) | 3,163 km | 285 min | Southwest Airlines |
| Providence (PVD) | 1,353 km | 150 min | Southwest Airlines |
| Provo (PVU) | 2,018 km | 191 min | Allegiant Air |
| Portland (PWM) | 1,439 km | 155 min | Southwest Airlines |
| Raleigh/Durham (RDU) | 1,016 km | 120 min | Southwest Airlines |
| Richmond (RIC) | 1,011 km | 120 min | Southwest Airlines |
| Reno (RNO) | 2,705 km | 220 min | Southwest Airlines |
| Rochester (ROC) | 841 km | 105 min | Southwest Airlines |
| Fort Myers (RSW) | 1,779 km | 170 min | Southwest Airlines |
| San Diego (SAN) | 2,782 km | 240 min | Southwest Airlines |
| San Antonio (SAT) | 1,669 km | 155 min | Southwest Airlines |
| Savannah (SAV) | 1,217 km | 135 min | Southwest Airlines |
| Louisville (SDF) | 436 km | 75 min | Southwest Airlines |
| Seattle (SEA) | 2,789 km | 235 min | Southwest Airlines |
| San Francisco (SFO) | 2,986 km | 250 min | Southwest Airlines |
| San Jose (SJC) | 2,957 km | 245 min | Southwest Airlines |
| San Juan (SJU) | 3,309 km | 290 min | Southwest Airlines |
| Salt Lake City (SLC) | 2,026 km | 180 min | Southwest Airlines |
| San Luis Potosi (SLP) | 2,492 km | 217 min | Volaris |
| Sacramento (SMF) | 2,882 km | 235 min | Southwest Airlines |
| Sarasota (SRQ) | 1,666 km | 163 min | Southwest Airlines |
| Saint Louis (STL) | 405 km | 65 min | Southwest Airlines |
| Tampa (TPA) | 1,603 km | 160 min | Southwest Airlines |
| Tulsa (TUL) | 939 km | 105 min | Southwest Airlines |
| Tucson (TUS) | 2,317 km | 195 min | Southwest Airlines |
| Knoxville (TYS) | 739 km | 95 min | Allegiant Air |
| Fort Walton Beach (VPS) | 1,257 km | 138 min | Allegiant Air |
| Toronto (YTZ) | 713 km | 110 min | Porter Airlines |
| Zacatecas (ZCL) | 2,514 km | 225 min | Volaris |
Inbound network coverage
Chicago (MDW) receives direct flights from 96 airports per the FlightConnections route map. 96 origins cross-verified by our route database.
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
What is the longest flight to MDW?
San Juan at 3,309 km.
How many airports have direct flights to Chicago (MDW)?
Per the FlightConnections route map, 96 airports send direct flights to MDW.