Chicago to San Antonio (MDW–SAT) — Airlines, Schedules & Connections

MDW Airport Page →
1,037 mi airlines charter/private 27/wk
On-time Some delays Frequent delays
Flight Schedule 23 flights Verified 21m ago
Also flown by charter / private operators: NetJets Aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
WN2075
Starts Oct 1 Seat map
WN Southwest
7M8 Seat map
9:45 AM
CDT
12:30 PM
CDT
2h 45m
50%
M T W T F S S
Prices
WN193
Starts Oct 4
WN Southwest
7S7
9:55 AM
CDT
12:40 PM
CDT
2h 45m
50%
M T W T F S S
Prices
WN559
WN Southwest
73H
10:10 AM
CDT
12:50 PM
CDT
2h 40m
50%
M T W T F S S
Prices
WN1145
Starts Oct 6
WN Southwest
7S7
10:10 AM
CDT
12:55 PM
CDT
2h 45m
50%
M T W T F S S
Prices
WN436
WN Southwest
737
10:20 AM
CDT
1:00 PM
CDT
2h 40m
50%
M T W T F S S
Prices
WN1496
Starts Oct 3
WN Southwest
73H
11:35 AM
CDT
2:20 PM
CDT
2h 45m
50%
M T W T F S S
Prices
WN1009
WN Southwest
737
12:13 PM
CDT
2:51 PM
CDT
2h 38m
50%
M T W T F S S
Prices
WN2819
Seat map
WN Southwest
7M8 Seat map
8:30 PM
CDT
11:15 PM
CDT
2h 45m
50%
M T W T F S S
Prices
WN267
Seat map
WN Southwest
738 Seat map
8:35 PM
CDT
11:20 PM
CDT
2h 45m
50%
M T W T F S S
Prices
WN3426
Starts Oct 6
WN Southwest
73H
8:45 PM
CDT
11:35 PM
CDT
2h 50m
50%
M T W T F S S
Prices
WN2982
Starts Oct 1
WN Southwest
7S7
9:20 PM
CDT Red-eye
12:05 AM+1
CDT
2h 45m
50%
M T W T F S S
Prices
WN586
Seat map
WN Southwest
7M8 Seat map
5:00 AM
CDT TA
7:35 AM
CDT
2h 35m
M T W T F S S
Prices
WN2456
Starts Oct 3 Seat map
WN Southwest
7M8 Seat map
5:00 AM
CDT TA
7:40 AM
CDT
2h 40m
M T W T F S S
Prices
WN3790
Seat map
WN Southwest
738 Seat map
7:00 AM
CDT TA
9:35 AM
CDT
2h 35m
M T W T F S S
Prices
WN2311
Starts Oct 6 Seat map
WN Southwest
7M8 Seat map
8:55 AM
CDT TA
11:35 AM
CDT
2h 40m
M T W T F S S
Prices
WN3724
Starts Oct 1 Seat map
WN Southwest
7M8 Seat map
9:20 AM
CDT TA
12:00 PM
CDT
2h 40m
M T W T F S S
Prices
WN3946
WN Southwest
B38M
9:25 AM
CDT TA
12:00 PM
CDT
2h 35m
M T W T F S S
Prices
WN3503
Seat map
WN Southwest
738 Seat map
11:10 AM
CDT TA
1:45 PM
CDT
2h 35m
M T W T F S S
Prices
WN245
WN Southwest
7S7
2:15 PM
CDT TA
4:50 PM
CDT
2h 35m
M T W T F S S
Prices
WN4109
Starts Oct 6 Seat map
WN Southwest
7M8 Seat map
2:25 PM
CDT TA
5:05 PM
CDT
2h 40m
M T W T F S S
Prices
WN3725
Starts Oct 1 Seat map
WN Southwest
7M8 Seat map
2:35 PM
CDT TA
5:15 PM
CDT
2h 40m
M T W T F S S
Prices
WN327
Starts Sep 16 Seat map
WN Southwest
7M8 Seat map
2:50 PM
CDT TA
5:25 PM
CDT
2h 35m
M T W T F S S
Prices
WN337
Seat map
WN Southwest
7M8 Seat map
2:50 PM
CDT TA
5:25 PM
CDT
2h 35m
M T W T F S S
Prices

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
STL St Louis 4h 5m WN WN St Louis (STL) to San Antonio flights
DAL Dallas 4h 5m EJAWN LXJWN Dallas (DAL) to San Antonio flights
MCI Kansas City 4h 15m WN WN Kansas City (MCI) to San Antonio flights
HOU Houston 4h 20m WN WN Houston (HOU) to San Antonio flights
DFW Dallas-Fort Worth 4h 27m F9Y4 AAASAY Dallas-Fort Worth (DFW) to San Antonio flights
ATL Atlanta 5h 1m AFAMDL AFAMDL Atlanta (ATL) to San Antonio flights
DTW Detroit 5h 7m AFDLKE AFAMDL Detroit (DTW) to San Antonio flights
BNA Nashville 5h 15m EJAWN WN Nashville (BNA) to San Antonio flights
MSY New Orleans 5h 20m WN WN New Orleans (MSY) to San Antonio flights
DEN Denver 5h 35m WN F9UAWN Denver (DEN) to San Antonio flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Chicago to San Antonio
1 carrier, 27 flights/week nonstop.
1 Airlines 1,037 mi 2h 45m nonstop

MDW–SAT is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,037 miles in approximately 2h 45m. Beyond nonstop, 1-stop connecting options are also available.

Airline Landscape

All carriers operating nonstop MDW–SAT service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 27 737, 738, 73H, 7M8, 7S7 2h38-2h50 85%
Aircraft on this route
737 Boeing 737-700 – WN
738 Boeing 737-800 – WN
73H Boeing 737-800 (Winglets) – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
Alliance coverage
Unaffiliated: WN (27 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MDW to SAT direction.
Mon
4
flights
Tue
4
flights
Wed
4
flights
Thu
4
flights
Fri
4
flights
Sat
3
flights
Sun
4
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
11
Nonstop flights
27
Outbound / wk
27
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to SAT.
1-STOP
One-Stop Connections
32
Hubs
~4h
Fastest
~24h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,052
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → SAT
85%
Generally reliable. Most flights run on time.
Departing
85%
Arriving
95%
Return
SAT → MDW
82%
Generally reliable. Most flights run on time.
Departing
82%
Arriving
84%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → SAT delays →

Other ways to reach San Antonio from Chicago

Nearby airports with service to San Antonio International Airport.
Metric MDW→SAT ORD→SAT MKE→SAT
Distance from MDW 15 mi 81 mi
Nonstop airlines 1 14 1
Weekly flights 27 138
Flight time 2h 45m 2h 40m 3h 25m
Departure OTP 85%
Airports within 200 miles of MDW with service to San Antonio International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
0h
San Antonio is 0 hours the same as Chicago.
MDW: CDT · SAT: CDT

When it's 6:00 PM in Chicago, it's 6:00 PM in San Antonio.
Distance & Flight Time
1,037 mi / 1,668 km
Nonstop flight time is approximately 2h 45m gate to gate.

MDW–SAT Quick Facts

Key statistics for the Chicago to San Antonio route.
Route details
Distance1,037 mi / 1,668 km
Flight time2h 45m
Time difference0 hours
Airlines (nonstop)1
Weekly flights27 out / 27 return
1-stop connectionsAvailable
Origin: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: SAT
IATA / ICAOSAT / KSAT
TimezoneAmerica/Chicago
Passengers/yr10.9M
Elevation809 ft / 247 m

Frequently Asked Questions

Common questions about MDW to SAT flights.
Nonstop flights from Chicago Midway International Airport to San Antonio International Airport take about 2h 45m gate to gate. The route covers 1,037 miles.
1 airline operates flights from MDW to SAT: Southwest Airlines.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include St. Louis Lambert, Dallas Love Field and Kansas City.
On a single ticket, yes. Your bags are checked through to SAT and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Yes, return flights from SAT to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD and MKE. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from MDW to SAT

Chicago Midway International Airport (MDW) and San Antonio International Airport (SAT) are connected by nonstop service from Southwest Airlines. With 27 weekly departures, this is a well served route.

MDW to SAT Flight Duration and Schedule

Nonstop flight time from MDW to SAT is about 2 hours 45 minutes gate to gate. The route covers a distance of 1,037 miles (1,668 km). There are approximately 27 weekly flights outbound and 27 return, totaling 54 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via St. Louis Lambert, Dallas Love Field and Kansas City. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).