Flights from Chicago Midway to San Antonio

Our cheapest offers for flights from Chicago Midway to San Antonio

Here you can compare cheap flights from Chicago Midway (MDW) to San Antonio (SAT) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to San Antonio. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Chicago Midway
San Antonio
Outbound
09/04/25
1 Stopover (DEN)
F92209, F92098
27h 02min
Return
09/28/25
1 Stopover (DEN)
F92097, F92210
26h 12min
Frontier Airlines
$254
Best option
Chicago Midway
San Antonio
Outbound
07/02/25
direct
WN3911
02h 50min
Return
07/25/25
1 Stopover (MCO)
F91654, F93853
10h 06min
Southwest Airlines ?
$304
Chicago Midway
San Antonio
Outbound
10/18/25
1 Stopover (MCO)
F93854, F91653
28h 04min
Return
11/17/25
1 Stopover (DEN)
F92355, F92210
07h 44min
Frontier Airlines
$264
Chicago Midway
San Antonio
Outbound
09/04/25
1 Stopover (DEN)
F92209, F92098
27h 02min
Return
09/28/25
1 Stopover (DEN)
F92097, F92210
26h 12min
Frontier Airlines
$265
Chicago Midway
San Antonio
Outbound
10/18/25
1 Stopover (MCO)
F93854, F91653
28h 04min
Return
11/17/25
1 Stopover (DEN)
F92355, F92210
07h 44min
Frontier Airlines
$274
Chicago Midway
San Antonio
Outbound
09/04/25
1 Stopover (ATL)
F92144, F94809
21h 17min
Return
09/28/25
2 Stopovers (MEX, GDL)
Y40751, Y40164, Y41840
30h 40min
Frontier Airlines ?
$640
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago Midway to San Antonio

Favorite airline: e.g. Delta, Frontier Airlines
101 % of bookings on this flight route are made with Delta, Frontier Airlines and Volaris.
Delta
42 %
Frontier Airlines
42 %
Volaris
17 %
Favourite connection: via Minneapolis
67 % of booked tickets on this route are for flights with a transfer in Minneapolis.
Route
bookings
1 stopover Minneapolis - St. Paul International Airport, MN
05h 14min, from $383
67 %
1 stopover Dallas-Fort Worth International Airport, T
06h 08min, from $425
33 %

Important flight information

Flight information: Chicago Midway - San Antonio

Roundtrip from $253.34
Flight duration min. 02:55 / max. 10:25
Return flight duration min. 02:35/ max. 07:45
Distance 1670 km
Flights per week 38
Departure airport Airport Chicago Midway International Airport, IL (MDW)
Arrival airport Airport San Antonio International Airport, TX (SAT)
Destination country Flights to United States
Alternative routes to United States
Alternative flights to San Antonio
Flight destinations with a similar price
Flight destinations with a similar price