Triposia
AirportsFlightsAirlinesBlog

Southwest Airlines Flights from Chicago (MDW)

Southwest Airlines operates 69 direct destinations from Chicago (MDW). Popular routes include Phoenix (PHX), Dallas (DAL), Denver (DEN), and 2 more. Flights operate daily with 1,337+ weekly departures.

Most frequent routes:

Phoenix (PHX) (63/week)
Dallas (DAL) (56/week)
Denver (DEN) (56/week)
Orlando (MCO) (49/week)
Houston (HOU) (42/week)

69

Destinations

1,337

Weekly Flights

Southwest

Airline

1

International

How Many Destinations Does Southwest Airlines Serve from Chicago (MDW)?

Southwest Airlines serves 69 direct destinations from Chicago (MDW), operating 1,337 weekly departures. This includes 1 international route and 68 domestic routes.

Route Intelligence Dashboard

Overall Connectivity Score

95

Excellent
Route Diversity

69

Direct Routes

Southwest Airlines serves 69 destinations from MDW

Weekly Frequency

1,337

Weekly Flights

Trend: Growing

Top 5 Most Frequent Routes - Details
RouteWeekly FlightsDurationDistanceReliability
MDWPhoenix (PHX) (PHX)
63/week
3h 35m - 4h 10m1,449 km
Very Stable
MDWDallas (DAL) (DAL)
56/week
2h 15m - 2h 40m798 km
Very Stable
MDWDenver (DEN) (DEN)
56/week
2h 30m - 2h 55m898 km
Very Stable
MDWOrlando (MCO) (MCO)
49/week
2h 30m - 2h 51m996 km
Very Stable
MDWHouston (HOU) (HOU)
42/week
2h 30m - 3h 00m943 km
Very Stable

Direct Southwest Airlines Destinations from MDW

Chicago (MDW)Phoenix (PHX)
63 weekly
3h 35m - 4h 10m
1449 km
Domestic
Duration

3h 35m - 4h 10m

Distance

1449 km (900 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Very Popular
Very Stable
Chicago (MDW)Dallas (DAL)
56 weekly
2h 15m - 2h 40m
798 km
Domestic
Duration

2h 15m - 2h 40m

Distance

798 km (496 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Very Popular
Very Stable
Chicago (MDW)Denver (DEN)
56 weekly
2h 30m - 2h 55m
898 km
Domestic
Duration

2h 30m - 2h 55m

Distance

898 km (558 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Very Popular
Very Stable
Chicago (MDW)Orlando (MCO)
49 weekly
2h 30m - 2h 51m
996 km
Domestic
Duration

2h 30m - 2h 51m

Distance

996 km (619 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Very Popular
Very Stable
Chicago (MDW)Houston (HOU)
42 weekly
2h 30m - 3h 00m
943 km
Domestic
Duration

2h 30m - 3h 00m

Distance

943 km (586 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Very Popular
Very Stable
Chicago (MDW)Las Vegas (LAS)
42 weekly
3h 50m - 4h 15m
1525 km
Domestic
Duration

3h 50m - 4h 15m

Distance

1525 km (948 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Very Popular
Very Stable
Chicago (MDW)Linthicum Heights (BWI)
42 weekly
1h 45m - 2h 00m
Domestic
Duration

1h 45m - 2h 00m

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Very Popular
Very Stable
Chicago (MDW)New York (LGA)
42 weekly
2h 00m - 2h 15m
727 km
Domestic
Duration

2h 00m - 2h 15m

Distance

727 km (452 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Very Popular
Very Stable
Chicago (MDW)Arlington (DCA)
35 weekly
1h 45m - 2h 00m
Domestic
Duration

1h 45m - 2h 00m

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Very Popular
Very Stable
Chicago (MDW)Atlanta (ATL)
35 weekly
1h 50m - 2h 19m
594 km
Domestic
Duration

1h 50m - 2h 19m

Distance

594 km (369 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Very Popular
Very Stable
Chicago (MDW)Los Angeles (LAX)
35 weekly
4h 15m - 4h 45m
1756 km
Domestic
Duration

4h 15m - 4h 45m

Distance

1756 km (1091 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Very Popular
Very Stable
Chicago (MDW)Nashville (BNA)
35 weekly
1h 25m - 1h 40m
397 km
Domestic
Duration

1h 25m - 1h 40m

Distance

397 km (247 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Very Popular
Very Stable
Chicago (MDW)Saint Louis (STL)
35 weekly
1h 10m - 1h 25m
252 km
Domestic
Duration

1h 10m - 1h 25m

Distance

252 km (157 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Very Popular
Very Stable
Chicago (MDW)Tampa (TPA)
35 weekly
2h 30m - 2h 45m
1004 km
Domestic
Duration

2h 30m - 2h 45m

Distance

1004 km (624 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Very Popular
Very Stable
Chicago (MDW)Austin (AUS)
28 weekly
2h 30m - 3h 00m
977 km
Domestic
Duration

2h 30m - 3h 00m

Distance

977 km (607 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Popular
Moderate
Chicago (MDW)Boston (BOS)
28 weekly
2h 10m - 2h 20m
863 km
Domestic
Duration

2h 10m - 2h 20m

Distance

863 km (536 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Popular
Moderate
Chicago (MDW)Columbus (CMH)
28 weekly
1h 10m - 1h 25m
Domestic
Duration

1h 10m - 1h 25m

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Popular
Moderate
Duration

1h 25m - 1h 54m

Distance

350 km (217 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Popular
Moderate
Chicago (MDW)Kansas City (MCI)
28 weekly
1h 25m - 1h 40m
406 km
Domestic
Duration

1h 25m - 1h 40m

Distance

406 km (252 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Popular
Moderate
Chicago (MDW)Omaha (OMA)
28 weekly
1h 25m - 1h 40m
Domestic
Duration

1h 25m - 1h 40m

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Popular
Moderate
Chicago (MDW)Philadelphia (PHL)
28 weekly
1h 50m - 2h 06m
670 km
Domestic
Duration

1h 50m - 2h 06m

Distance

670 km (416 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Popular
Moderate
Chicago (MDW)Cleveland (CLE)
21 weekly
1h 10m - 1h 25m
307 km
Domestic
Duration

1h 10m - 1h 25m

Distance

307 km (191 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Popular
Moderate
Chicago (MDW)Detroit (DTW)
21 weekly
1h 05m - 1h 20m
229 km
Domestic
Duration

1h 05m - 1h 20m

Distance

229 km (142 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Popular
Moderate
Chicago (MDW)Fort Lauderdale (FLL)
21 weekly
2h 55m - 3h 10m
1175 km
Domestic
Duration

2h 55m - 3h 10m

Distance

1175 km (730 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Popular
Moderate
Chicago (MDW)Fort Myers (RSW)
21 weekly
2h 40m - 3h 00m
1113 km
Domestic
Duration

2h 40m - 3h 00m

Distance

1113 km (692 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Popular
Moderate
Chicago (MDW)Kenner (MSY)
21 weekly
2h 15m - 2h 30m
831 km
Domestic
Duration

2h 15m - 2h 30m

Distance

831 km (516 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Popular
Moderate
Chicago (MDW)Morrisville (RDU)
21 weekly
1h 45m - 2h 00m
Domestic
Duration

1h 45m - 2h 00m

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Popular
Moderate
Chicago (MDW)Pittsburgh (PIT)
21 weekly
1h 20m - 1h 30m
Domestic
Duration

1h 20m - 1h 30m

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Popular
Moderate
Chicago (MDW)San Bernardino (SAN)
21 weekly
4h 05m - 4h 40m
1734 km
Domestic
Duration

4h 05m - 4h 40m

Distance

1734 km (1077 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Moderate
Moderate
Chicago (MDW)Birmingham (BHM)
14 weekly
1h 40m - 1h 45m
573 km
Domestic
Duration

1h 40m - 1h 45m

Distance

573 km (356 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Moderate
Moderate
Chicago (MDW)Buffalo (BUF)
14 weekly
1h 25m - 1h 35m
469 km
Domestic
Duration

1h 25m - 1h 35m

Distance

469 km (291 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Moderate
Moderate
Chicago (MDW)Charlotte (CLT)
14 weekly
1h 50m - 2h 10m
587 km
Domestic
Duration

1h 50m - 2h 10m

Distance

587 km (365 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Moderate
Moderate
Chicago (MDW)Colonie (ALB)
14 weekly
1h 50m - 2h 00m
719 km
Domestic
Duration

1h 50m - 2h 00m

Distance

719 km (447 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Moderate
Moderate
Chicago (MDW)Grand Rapids (GRR)
14 weekly
0h 50m - 1h 00m
137 km
Domestic
Duration

0h 50m - 1h 00m

Distance

137 km (85 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Moderate
Moderate
Chicago (MDW)Indianapolis (IND)
14 weekly
1h 00m - 1h 10m
162 km
Domestic
Duration

1h 00m - 1h 10m

Distance

162 km (101 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Moderate
Moderate
Chicago (MDW)Louisville (SDF)
14 weekly
1h 10m - 1h 25m
272 km
Domestic
Duration

1h 10m - 1h 25m

Distance

272 km (169 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Moderate
Moderate
Chicago (MDW)Memphis (MEM)
14 weekly
1h 35m - 1h 50m
483 km
Domestic
Duration

1h 35m - 1h 50m

Distance

483 km (300 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Moderate
Moderate
Chicago (MDW)Norfolk (ORF)
14 weekly
1h 55m - 2h 15m
706 km
Domestic
Duration

1h 55m - 2h 15m

Distance

706 km (439 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Moderate
Moderate
Chicago (MDW)Providence (PVD)
14 weekly
2h 05m - 2h 15m
844 km
Domestic
Duration

2h 05m - 2h 15m

Distance

844 km (524 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Moderate
Moderate
Chicago (MDW)Salt Lake City (SLC)
14 weekly
3h 20m - 3h 45m
1262 km
Domestic
Duration

3h 20m - 3h 45m

Distance

1262 km (784 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Moderate
Moderate
Chicago (MDW)San Antonio (SAT)
14 weekly
2h 40m - 3h 05m
1042 km
Domestic
Duration

2h 40m - 3h 05m

Distance

1042 km (647 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Moderate
Moderate
Chicago (MDW)Windsor Locks (BDL)
14 weekly
1h 55m - 2h 10m
778 km
Domestic
Duration

1h 55m - 2h 10m

Distance

778 km (483 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Moderate
Moderate
Chicago (MDW)Albuquerque (ABQ)
7 weekly
2h 55m - 3h 15m
1125 km
Domestic
Duration

2h 55m - 3h 15m

Distance

1125 km (699 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Less Popular
Seasonal
Chicago (MDW)Burbank (BUR)
7 weekly
4h 15m - 4h 45m
1746 km
Domestic
Duration

4h 15m - 4h 45m

Distance

1746 km (1085 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Less Popular
Seasonal
Chicago (MDW)Cancún (CUN)
7 weekly
3h 30m - 3h 45m
1442 km
International
Duration

3h 30m - 3h 45m

Distance

1442 km (896 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Colorado Springs (COS)
7 weekly
2h 30m - 2h 40m
920 km
Domestic
Duration

2h 30m - 2h 40m

Distance

920 km (572 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Less Popular
Seasonal
Chicago (MDW)El Paso (ELP)
7 weekly
3h 00m - 3h 25m
1243 km
Domestic
Duration

3h 00m - 3h 25m

Distance

1243 km (772 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Erlanger (CVG)
7 weekly
1h 05m - 1h 15m
250 km
Domestic
Duration

1h 05m - 1h 15m

Distance

250 km (155 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Less Popular
Seasonal
Chicago (MDW)Jacksonville (JAX)
7 weekly
2h 15m - 2h 25m
Domestic
Duration

2h 15m - 2h 25m

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Long Beach (LGB)
7 weekly
4h 10m - 4h 30m
1747 km
Domestic
Duration

4h 10m - 4h 30m

Distance

1747 km (1086 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Manchester (MHT)
7 weekly
2h 05m - 2h 10m
840 km
Domestic
Duration

2h 05m - 2h 10m

Distance

840 km (522 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Miami (MIA)
7 weekly
2h 55m - 3h 28m
1190 km
Domestic
Duration

2h 55m - 3h 28m

Distance

1190 km (739 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Less Popular
Seasonal
Chicago (MDW)Myrtle Beach (MYR)
7 weekly
1h 55m - 2h 10m
742 km
Domestic
Duration

1h 55m - 2h 10m

Distance

742 km (461 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)North Charleston (CHS)
7 weekly
2h 00m - 2h 20m
749 km
Domestic
Duration

2h 00m - 2h 20m

Distance

749 km (465 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Oakland (OAK)
7 weekly
4h 30m - 4h 55m
1850 km
Domestic
Duration

4h 30m - 4h 55m

Distance

1850 km (1150 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Oklahoma City (OKC)
7 weekly
2h 00m - 2h 20m
694 km
Domestic
Duration

2h 00m - 2h 20m

Distance

694 km (431 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Less Popular
Seasonal
Chicago (MDW)Ontario (ONT)
7 weekly
4h 05m - 4h 30m
Domestic
Duration

4h 05m - 4h 30m

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Less Popular
Seasonal
Chicago (MDW)Palm Springs (PSP)
7 weekly
4h 10m - 4h 20m
Domestic
Duration

4h 10m - 4h 20m

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Less Popular
Seasonal
Chicago (MDW)Portland (PDX)
7 weekly
4h 15m - 4h 40m
1756 km
Domestic
Duration

4h 15m - 4h 40m

Distance

1756 km (1091 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Richmond (RIC)
7 weekly
1h 50m - 1h 55m
631 km
Domestic
Duration

1h 50m - 1h 55m

Distance

631 km (392 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Rochester (ROC)
7 weekly
1h 30m - 1h 40m
524 km
Domestic
Duration

1h 30m - 1h 40m

Distance

524 km (326 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Sacramento (SMF)
7 weekly
4h 20m - 4h 45m
1796 km
Domestic
Duration

4h 20m - 4h 45m

Distance

1796 km (1116 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)San Francisco (SFO)
7 weekly
4h 30m - 5h 00m
1860 km
Domestic
Duration

4h 30m - 5h 00m

Distance

1860 km (1156 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)San Jose (SJC)
7 weekly
4h 25m - 4h 55m
1843 km
Domestic
Duration

4h 25m - 4h 55m

Distance

1843 km (1145 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Sarasota (SRQ)
7 weekly
2h 35m - 2h 50m
Domestic
Duration

2h 35m - 2h 50m

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Less Popular
Seasonal
Chicago (MDW)Savannah (SAV)
7 weekly
2h 00m - 2h 15m
762 km
Domestic
Duration

2h 00m - 2h 15m

Distance

762 km (473 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)SeaTac (SEA)
7 weekly
4h 30m - 4h 45m
1738 km
Domestic
Duration

4h 30m - 4h 45m

Distance

1738 km (1080 miles)

Aircraft Type

Boeing 737MAX 8 Passenger

Popularity
Less Popular
Seasonal
Chicago (MDW)Tucson (TUS)
7 weekly
3h 40m - 4h 00m
1445 km
Domestic
Duration

3h 40m - 4h 00m

Distance

1445 km (898 miles)

Aircraft Type

Boeing 737-800 (winglets) Passenger/BBJ2

Popularity
Less Popular
Seasonal
Chicago (MDW)Tulsa (TUL)
7 weekly
1h 45m - 2h 00m
585 km
Domestic
Duration

1h 45m - 2h 00m

Distance

585 km (364 miles)

Aircraft Type

Boeing 737-700 (winglets) Passenger/BBJ1

Popularity
Less Popular
Seasonal

All Southwest Airlines Routes from MDW

DestinationWeekly FlightsDurationDistanceAircraftStatus

Phoenix (PHX)

63

3h 35m - 4h 10m

1449 km

Boeing 737MAX 8 Passenger
Domestic
Very Stable

Dallas (DAL)

56

2h 15m - 2h 40m

798 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Very Stable

Denver (DEN)

56

2h 30m - 2h 55m

898 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Very Stable

Orlando (MCO)

49

2h 30m - 2h 51m

996 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Very Stable

Houston (HOU)

42

2h 30m - 3h 00m

943 km

Boeing 737MAX 8 Passenger
Domestic
Very Stable

Las Vegas (LAS)

42

3h 50m - 4h 15m

1525 km

Boeing 737MAX 8 Passenger
Domestic
Very Stable

Linthicum Heights (BWI)

42

1h 45m - 2h 00m

-

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Very Stable

New York (LGA)

42

2h 00m - 2h 15m

727 km

Boeing 737MAX 8 Passenger
Domestic
Very Stable

Arlington (DCA)

35

1h 45m - 2h 00m

-

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Very Stable

Atlanta (ATL)

35

1h 50m - 2h 19m

594 km

Boeing 737MAX 8 Passenger
Domestic
Very Stable

Los Angeles (LAX)

35

4h 15m - 4h 45m

1756 km

Boeing 737MAX 8 Passenger
Domestic
Very Stable

Nashville (BNA)

35

1h 25m - 1h 40m

397 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Very Stable

Saint Louis (STL)

35

1h 10m - 1h 25m

252 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Very Stable

Tampa (TPA)

35

2h 30m - 2h 45m

1004 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Very Stable

Austin (AUS)

28

2h 30m - 3h 00m

977 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Boston (BOS)

28

2h 10m - 2h 20m

863 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Columbus (CMH)

28

1h 10m - 1h 25m

-

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Fort Snelling Unorganized Territory (MSP)

28

1h 25m - 1h 54m

350 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Kansas City (MCI)

28

1h 25m - 1h 40m

406 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Omaha (OMA)

28

1h 25m - 1h 40m

-

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Philadelphia (PHL)

28

1h 50m - 2h 06m

670 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Cleveland (CLE)

21

1h 10m - 1h 25m

307 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Detroit (DTW)

21

1h 05m - 1h 20m

229 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Fort Lauderdale (FLL)

21

2h 55m - 3h 10m

1175 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Fort Myers (RSW)

21

2h 40m - 3h 00m

1113 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Kenner (MSY)

21

2h 15m - 2h 30m

831 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Morrisville (RDU)

21

1h 45m - 2h 00m

-

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Pittsburgh (PIT)

21

1h 20m - 1h 30m

-

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

San Bernardino (SAN)

21

4h 05m - 4h 40m

1734 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Birmingham (BHM)

14

1h 40m - 1h 45m

573 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Buffalo (BUF)

14

1h 25m - 1h 35m

469 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Charlotte (CLT)

14

1h 50m - 2h 10m

587 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Colonie (ALB)

14

1h 50m - 2h 00m

719 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Grand Rapids (GRR)

14

0h 50m - 1h 00m

137 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Indianapolis (IND)

14

1h 00m - 1h 10m

162 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Louisville (SDF)

14

1h 10m - 1h 25m

272 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Memphis (MEM)

14

1h 35m - 1h 50m

483 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Moderate

Norfolk (ORF)

14

1h 55m - 2h 15m

706 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Providence (PVD)

14

2h 05m - 2h 15m

844 km

Boeing 737MAX 8 Passenger
Domestic
Moderate

Salt Lake City (SLC)

14

3h 20m - 3h 45m

1262 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

San Antonio (SAT)

14

2h 40m - 3h 05m

1042 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Windsor Locks (BDL)

14

1h 55m - 2h 10m

778 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Moderate

Albuquerque (ABQ)

7

2h 55m - 3h 15m

1125 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Seasonal

Burbank (BUR)

7

4h 15m - 4h 45m

1746 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Seasonal

Cancún (CUN)

7

3h 30m - 3h 45m

1442 km

Boeing 737MAX 8 Passenger
International
Seasonal

Colorado Springs (COS)

7

2h 30m - 2h 40m

920 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Seasonal

El Paso (ELP)

7

3h 00m - 3h 25m

1243 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Erlanger (CVG)

7

1h 05m - 1h 15m

250 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Seasonal

Jacksonville (JAX)

7

2h 15m - 2h 25m

-

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Long Beach (LGB)

7

4h 10m - 4h 30m

1747 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Manchester (MHT)

7

2h 05m - 2h 10m

840 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Miami (MIA)

7

2h 55m - 3h 28m

1190 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Seasonal

Myrtle Beach (MYR)

7

1h 55m - 2h 10m

742 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

North Charleston (CHS)

7

2h 00m - 2h 20m

749 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Oakland (OAK)

7

4h 30m - 4h 55m

1850 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Oklahoma City (OKC)

7

2h 00m - 2h 20m

694 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Seasonal

Ontario (ONT)

7

4h 05m - 4h 30m

-

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Seasonal

Palm Springs (PSP)

7

4h 10m - 4h 20m

-

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Seasonal

Portland (PDX)

7

4h 15m - 4h 40m

1756 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Richmond (RIC)

7

1h 50m - 1h 55m

631 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Rochester (ROC)

7

1h 30m - 1h 40m

524 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Sacramento (SMF)

7

4h 20m - 4h 45m

1796 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

San Francisco (SFO)

7

4h 30m - 5h 00m

1860 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

San Jose (SJC)

7

4h 25m - 4h 55m

1843 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Sarasota (SRQ)

7

2h 35m - 2h 50m

-

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Seasonal

Savannah (SAV)

7

2h 00m - 2h 15m

762 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

SeaTac (SEA)

7

4h 30m - 4h 45m

1738 km

Boeing 737MAX 8 Passenger
Domestic
Seasonal

Tucson (TUS)

7

3h 40m - 4h 00m

1445 km

Boeing 737-800 (winglets) Passenger/BBJ2
Domestic
Seasonal

Tulsa (TUL)

7

1h 45m - 2h 00m

585 km

Boeing 737-700 (winglets) Passenger/BBJ1
Domestic
Seasonal

Domestic vs International Routes

68

Domestic Routes

1

International Routes

Aircraft Types Used

Southwest Airlines uses the following aircraft types on routes from Chicago (MDW):

Boeing 737MAX 8 Passenger
Boeing 737-700 (winglets) Passenger/BBJ1
Boeing 737-800 (winglets) Passenger/BBJ2
191

Departures

Southwest Airlines flights from Chicago (MDW)
197

Arrivals

Southwest Airlines flights to Chicago (MDW)
69

Destinations

Served from here
69

Origins

Cities with flights to

Most Popular Routes

Chicago (MDW)Albuquerque (ABQ)
Domestic

Albuquerque (ABQ)

1 flight1 flight

Southwest Airlines Flight Schedule - Departures from Chicago (MDW)

Loading calendar...

Southwest Airlines Flight Schedule - Arrivals to Chicago (MDW)

Loading calendar...

Southwest Airlines Terminal Information at Chicago (MDW)

All Southwest Airlines flights operate from Terminal 1 at Chicago (MDW) airport.

Terminal Phone: 800-435-9792

Southwest Airlines Departures from Chicago (MDW)

FlightAirlineDestinationDepartureArrivalAircraft

WN3443

Southwest Airlines

Southwest Airlines

Albuquerque (ABQ)

11:05

13:10:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN139

Southwest Airlines

Southwest Airlines

Colonie (ALB)

10:00

13:00:00

Boeing 737MAX 8 Passenger

WN2765

Southwest Airlines

Southwest Airlines

Colonie (ALB)

19:45

22:35:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN862

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

06:30

09:25:00

Boeing 737MAX 8 Passenger

WN939

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

08:40

11:35:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN1586

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

14:50

17:45:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN2050

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

17:50

20:45:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN3672

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

20:15

23:05:00

Boeing 737MAX 8 Passenger

WN3442

Southwest Airlines

Southwest Airlines

Austin (AUS)

07:55

10:45:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN1753

Southwest Airlines

Southwest Airlines

Austin (AUS)

11:35

14:20:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN2465

Southwest Airlines

Southwest Airlines

Austin (AUS)

17:35

20:25:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN1756

Southwest Airlines

Southwest Airlines

Austin (AUS)

22:15

01:00:00

Boeing 737MAX 8 Passenger

WN275

Southwest Airlines

Southwest Airlines

Windsor Locks (BDL)

09:50

12:55:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN1704

Southwest Airlines

Southwest Airlines

Windsor Locks (BDL)

19:55

22:55:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN894

Southwest Airlines

Southwest Airlines

Birmingham (BHM)

07:50

09:35:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN2715

Southwest Airlines

Southwest Airlines

Birmingham (BHM)

22:20

00:05:00

Boeing 737MAX 8 Passenger

WN1044

Southwest Airlines

Southwest Airlines

Nashville (BNA)

05:25

06:55:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN127

Southwest Airlines

Southwest Airlines

Nashville (BNA)

09:40

11:15:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN4130

Southwest Airlines

Southwest Airlines

Nashville (BNA)

11:45

13:15:00

Boeing 737MAX 8 Passenger

WN3635

Southwest Airlines

Southwest Airlines

Nashville (BNA)

15:35

17:05:00

Boeing 737-800 (winglets) Passenger/BBJ2

Showing 20 of 191 flights. Use tabs below to view all flights.

Southwest Airlines Arrivals to Chicago (MDW)

FlightAirlineOriginDepartureArrivalAircraft

WN204

Southwest Airlines

Southwest Airlines

Albuquerque (ABQ)

10:35

14:20:00

Boeing 737MAX 8 Passenger

WN268

Southwest Airlines

Southwest Airlines

Colonie (ALB)

05:10

06:30:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN1723

Southwest Airlines

Southwest Airlines

Colonie (ALB)

20:15

21:30:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN634

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

07:00

07:55:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN3162

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

09:00

10:00:00

Boeing 737MAX 8 Passenger

WN429

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

16:30

17:25:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN3070

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

18:25

19:20:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN2218

Southwest Airlines

Southwest Airlines

Atlanta (ATL)

22:50

23:50:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN4890

Southwest Airlines

Southwest Airlines

Austin (AUS)

21:50

00:15:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN671

Southwest Airlines

Southwest Airlines

Austin (AUS)

06:05

08:40:00

Boeing 737MAX 8 Passenger

WN1484

Southwest Airlines

Southwest Airlines

Austin (AUS)

13:25

15:55:00

Boeing 737MAX 8 Passenger

WN676

Southwest Airlines

Southwest Airlines

Austin (AUS)

16:25

18:55:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN869

Southwest Airlines

Southwest Airlines

Windsor Locks (BDL)

05:00

06:30:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN2621

Southwest Airlines

Southwest Airlines

Windsor Locks (BDL)

20:00

21:30:00

Boeing 737MAX 8 Passenger

WN3541

Southwest Airlines

Southwest Airlines

Birmingham (BHM)

06:50

08:45:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN924

Southwest Airlines

Southwest Airlines

Birmingham (BHM)

17:00

18:55:00

Boeing 737-700 (winglets) Passenger/BBJ1

WN1197

Southwest Airlines

Southwest Airlines

Nashville (BNA)

22:50

00:25:00

Boeing 737-800 (winglets) Passenger/BBJ2

WN883

Southwest Airlines

Southwest Airlines

Nashville (BNA)

06:45

08:25:00

Boeing 737MAX 8 Passenger

WN1190

Southwest Airlines

Southwest Airlines

Nashville (BNA)

08:30

10:10:00

Boeing 737MAX 8 Passenger

WN1191

Southwest Airlines

Southwest Airlines

Nashville (BNA)

13:40

15:20:00

Boeing 737MAX 8 Passenger

Showing 20 of 197 flights. Use tabs below to view all flights.

Cities with Southwest Airlines flights to Chicago (69 of 69)

Filters

Route Type
All
Domestic
International
Stops
All
Direct
1 Stop
2 Stops
Albuquerque (ABQ)
Domestic

Albuquerque (ABQ)

1 flight

Related Pages & Resources

All Airlines at Chicago (MDW)
View all airlines and routes from Chicago (MDW)
More Southwest Airlines Airport Pages
Southwest Airlines from Southwest Airlines (98 routes)Southwest Airlines from Volaris (98 routes)Southwest Airlines from Delta Air Lines (98 routes)Southwest Airlines from Frontier Airlines (98 routes)Southwest Airlines from Allegiant Air (98 routes)
Country Hub
US Flight Hubs

Frequently Asked Questions

How many Southwest Airlines flights depart from Chicago (MDW) daily?

Southwest Airlines operates 191 departures from Chicago (MDW) daily.

How many Southwest Airlines flights arrive at Chicago (MDW) daily?

Southwest Airlines operates 197 arrivals at Chicago (MDW) daily.

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

Southwest Airlines serves 69 destinations from Chicago (MDW): Albuquerque (ABQ), Arlington (DCA), Atlanta (ATL), Austin (AUS), Birmingham (BHM), and 64 more.

Does Southwest Airlines offer international flights from Chicago (MDW)?

Yes, Southwest Airlines offers international flights from Chicago (MDW) to 1 international destination. Southwest Airlines operates 68 domestic and 1 international route from Chicago (MDW).

How many origins does Southwest Airlines receive flights from to Chicago (MDW)?

Southwest Airlines receives flights from 69 origins to Chicago (MDW): Fort Lauderdale (FLL), Portland (PDX), Providence (PVD), Boston (BOS), Tulsa (TUL), and 64 more.

What aircraft types does Southwest Airlines use at Chicago (MDW)?

Southwest Airlines uses Boeing 737-800 (winglets) Passenger/BBJ2, Boeing 737MAX 8 Passenger, Boeing 737-700 (winglets) Passenger/BBJ1 at Chicago (MDW).

What is the Southwest Airlines terminal phone number at Chicago (MDW)?

The Southwest Airlines terminal phone number at Chicago (MDW) is 800-435-9792 (Terminal 1).

Loading questions...

Southwest Airlines Contact Information and Customer Services

Southwest Airlines Address

2702 Love Field Dr
Dallas, TX 75235, US

Customer Service Phone

800-435-9792

Official Website

southwest.com/

Follow Southwest Airlines on Social Media

Instagram

Twitter

YouTube

TripAdvisor

Wikipedia

Call now — expert help, no hold
+1-(877) 684-5230