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

SAT Airport Page →
1,037 mi airlines 28/wk
On-time Some delays Frequent delays
Flight Schedule 9 flights Verified 48m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight
  Flight Airline AC Dep Arr Dur OTP Sched  
WN4168
WN Southwest
7M8
9:05 AM
MDT TA
11:40 AM
CDT
2h 35m
M T W T F S S
Prices
WN1590
WN Southwest
7M8
9:30 AM
MDT TA
12:00 PM
CDT
2h 30m
M T W T F S S
Prices
WN2743
WN Southwest
7M8
2:35 PM
MDT TA
5:10 PM
CDT
2h 35m
M T W T F S S
Prices
WN2170
WN Southwest
7S7
2:40 PM
MDT TA
5:15 PM
CDT
2h 35m
M T W T F S S
Prices
WN457
WN Southwest
738
3:25 PM
MDT TA
5:55 PM
CDT
2h 30m
M T W T F S S
Prices
WN2168
WN Southwest
73H
10:05 AM
CDT
12:55 PM
MDT
2h 50m
M T W T F S S
Prices
WN2471
WN Southwest
737
11:00 AM
CDT
2:00 PM
MDT
3h
M T W T F S S
Prices
WN2350
WN Southwest
7S7
9:00 PM
CDT
11:50 PM
MDT
2h 50m
M T W T F S S
Prices
WN3998
WN Southwest
7M8
9:53 PM
CDT
12:43 AM+1
MDT
3h 50m
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

1-STOP
2-STOP Loading...
San Antonio to Chicago
1 carrier, 28 flights/week nonstop.
1 Airlines 28 Flights/wk 1,037 mi 2h 30m nonstop +1h ahead 69 1-stop hubs

SAT–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,037 miles in approximately 2h 30m. Beyond nonstop, 69 hubs offer 1-stop connections.

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 28 738, 7M8, 7S7 2h30-2h35 80%
Aircraft on this route
738 Boeing 737-800 – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
Alliance coverage
Unaffiliated: WN (28 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, SAT to MDW direction.
Mon
4
flights
Tue
4
flights
Wed
4
flights
Thu
4
flights
Fri
4
flights
Sat
4
flights
Sun
4
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
5
Nonstop flights
28
Outbound / wk
28
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for SAT to MDW.
1-STOP
One-Stop Connections
69
Hubs
~2h
Fastest
~29h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,075
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
80%
Generally reliable. Most flights run on time.
Departing
80%
Arriving
82%
Return
MDW → SAT
72%
Moderate delays possible. Allow buffer time.
Departing
72%
Arriving
84%
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
Distance from SAT 67 mi
Nonstop airlines 1 2
Weekly flights 28 55
Flight time 2h 30m 1h 4m
Departure OTP 80%
Airports within 200 miles of SAT with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Chicago is 1 hour ahead of San Antonio.
SAT: MDT · MDW: CDT

When it's 6:00 PM in San Antonio, it's 7:00 PM in Chicago.
Distance & Flight Time
1,037 mi / 1,668 km
Nonstop flight time is approximately 2h 30m to 2h 35m.

SAT–MDW Quick Facts

Key statistics for the San Antonio to Chicago route.
Route details
Distance1,037 mi / 1,668 km
Flight time2h 30m to 2h 35m
Time difference+1 hour
Airlines (nonstop)1
Weekly flights28 out / 28 return
1-stop connections69 hubs
Origin: SAT
IATA / ICAOSAT / KSAT
TimezoneAmerica/Denver
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 approximately 2h 30m to 2h 35m. The route covers 1,037 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 28 nonstop flights per week from SAT to MDW. The return direction has about 28 weekly flights.
Yes, 1-stop connections are available through FTW, UOX, UGN, MEM, TYS, ADS, APA, AUS, SAF, EGE, MTJ, ASE, SDF, YYZ, SCF, APF, JAC, RIL, PBI, TUS, PIE, BZN, GPT, HPN, PHL, SAV, PLS, IAD, BCT, RNO, BUR, SJC, STS, CUN, IAH, SEA, CLT, MIA, STL, DCA, HOU, DAL, MSP, BWI, BNA, DFW, MCI, MLM, OKC, DEN, ATL, MCO, SAN, PHX, LAX, MSY, LAS, TPA, DTW, ORD, BOS, SLC, FLL, TUL, SGR, EWR, ECP, SFO and GDL. These options provide additional schedule flexibility.
Chicago is 1 hour ahead of San Antonio.
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. 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. With 28 weekly departures, this is a heavily served route.

SAT to MDW Flight Duration and Schedule

Nonstop flight time from SAT to MDW ranges from 2 hours 30 minutes to 2 hours 35 minutes. The route covers a distance of 1,037 miles (1,668 km). There are approximately 28 weekly flights outbound and 28 return, totaling 56 flights per week in both directions.

Connecting Options and Alternatives

69 one-stop connections are available, with the fastest taking approximately 2 hours via FTW. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Austin (AUS).