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

SAT Airport Page →
1,037 mi airlines charter/private 14/wk
On-time Some delays Frequent delays
Flight Schedule 10 flights Verified 16m ago
Also flown by charter / private operators.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
WN3583
WN Southwest
B38M
6:25 AM
CDT TA
9:00 AM
CDT
2h 35m
52%
M T W T F S S
Prices
WN3584
WN Southwest
73H
3:20 PM
CDT TA
5:55 PM
CDT
2h 35m
52%
M T W T F S S
Prices
WN3361
WN Southwest
73H
3:25 PM
CDT TA
6:00 PM
CDT
2h 35m
52%
M T W T F S S
Prices
WN1279
WN Southwest
737
10:10 AM
CDT
12:50 PM
CDT
2h 40m
49%
M T W T F S S
Prices
WN571
WN Southwest
73H
10:15 AM
CDT
12:55 PM
CDT
2h 40m
49%
M T W T F S S
Prices
WN1437
WN Southwest
7S7
10:25 AM
CDT
1:05 PM
CDT
2h 40m
49%
M T W T F S S
Prices
WN2570
WN Southwest
737
10:35 AM
CDT
1:15 PM
CDT
2h 40m
49%
M T W T F S S
Prices
WN224
WN Southwest
73H
10:55 AM
CDT
1:35 PM
CDT
2h 40m
49%
M T W T F S S
Prices
WN1358
WN Southwest
7S7
3:35 PM
CDT
6:15 PM
CDT
2h 40m
49%
M T W T F S S
Prices
WN3229
WN Southwest
73H
9:00 PM
CDT
11:40 PM
CDT
2h 40m
49%
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
DAL Dallas 4h 10m EJAJTLWN JTLWN Dallas (DAL) to Chicago flights
HOU Houston 4h 30m LXJWN WN Houston (HOU) to Chicago flights
MCI Kansas City 4h 30m WN WN Kansas City (MCI) to Chicago flights
DFW Dallas-Fort Worth 4h 37m AAASAY F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
BNA Nashville 4h 40m WN LXJWN Nashville (BNA) to Chicago flights
IAH Houston 4h 48m ACCMEK UA Houston (IAH) to Chicago flights
MSY New Orleans 4h 53m EJAWN WN New Orleans (MSY) to Chicago flights
STL St Louis 5h WN WN St Louis (STL) to Chicago flights
MSP Minneapolis 5h 12m AFDLKE AFDLWN Minneapolis (MSP) to Chicago flights
ATL Atlanta 5h 14m AFAMDL AFAMDL Atlanta (ATL) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
San Antonio to Chicago
3 carriers, 14 flights/week nonstop.
3 Airlines 1,037 mi 2h 35m nonstop

SAT–MDW is served by 3 airlines with nonstop service. Southwest Airlines and Delta Air Lines lead the route. The flight covers 1,037 miles in approximately 2h 35m. Beyond nonstop, 1-stop connecting options are also available.

Airline Landscape

All carriers operating nonstop SAT–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 14 73H, B38M 2h35 100%
TWY TWY 1 100%
DL Delta Air Lines 0 100% SkyTeam
Aircraft on this route
73H Boeing 737-800 (Winglets) – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: TWY + WN (15 flights/wk, 100%)
SkyTeam: DL (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, SAT to MDW direction.
Mon
2
flights
Tue
2
flights
Wed
2
flights
Thu
2
flights
Fri
2
flights
Sat
2
flights
Sun
2
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
3
Nonstop flights
14
Outbound / wk
18
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for SAT to MDW.
1-STOP
One-Stop Connections
44
Hubs
~4h
Fastest
~25h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,297
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
SAT → MDW
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
100%
Return
MDW → SAT
40%
Frequent delays expected. Consider flexible booking.
Departing
40%
Arriving
38%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. SAT delays → MDW delays →

Other ways to reach Chicago from San Antonio

Nearby airports with service to Chicago Midway International Airport.
Metric SAT→MDW AUS→MDW CLL→MDW
Distance from SAT 67 mi 146 mi
Nonstop airlines 3 7 1
Weekly flights 14 29
Flight time 2h 35m 2h 4m 1h 50m
Departure OTP 100%
Airports within 200 miles of SAT with service to Chicago Midway International Airport.

Travel Essentials

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

When it's 6:00 PM in San Antonio, it's 6:00 PM in Chicago.
Distance & Flight Time
1,037 mi / 1,668 km
Nonstop flight time is approximately 2h 35m gate to gate.

SAT–MDW Quick Facts

Key statistics for the San Antonio to Chicago route.
Route details
Distance1,037 mi / 1,668 km
Flight time2h 35m
Time difference0 hours
Airlines (nonstop)3
Weekly flights14 out / 18 return
1-stop connectionsAvailable
Origin: SAT
IATA / ICAOSAT / KSAT
TimezoneAmerica/Chicago
Passengers/yr10.9M
Elevation809 ft / 247 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about SAT to MDW flights.
Nonstop flights from San Antonio International Airport to Chicago Midway International Airport take about 2h 35m gate to gate. The route covers 1,037 miles.
3 airlines operate flights from SAT to MDW: Southwest Airlines, Delta Air Lines, and others.
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 Dallas Love Field, William P. Hobby and Kansas City.
Yes, return flights from MDW to SAT are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include AUS and CLL. 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 SAT to MDW

San Antonio International Airport (SAT) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines and Delta Air Lines. With 14 weekly departures, this is a well served route.

SAT to MDW Flight Duration and Schedule

Nonstop flight time from SAT to MDW is about 2 hours 35 minutes gate to gate. The route covers a distance of 1,037 miles (1,668 km). There are approximately 14 weekly flights outbound and 18 return, totaling 32 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Dallas Love Field, William P. Hobby and Kansas City. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Austin (AUS) and College Station (CLL).