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Uncover the best deals on Chicago to San Antonio flights by comparing fares from hundreds of airlines and agencies.
Good to Know: Cheapest and Fastest MDW - SAT Flights
Useful information for finding best airline tickets from Chicago Midway International to San Antonio International on your next trip.
Cheapest Round Trip Flight
$288
Southwest Airlines
• nonstop
• 4h 15m
Nov 11 – Nov 17
The cheapest round trip flight from Chicago to San Antonio (MDW-SAT-MDW) is currently $288
Cheapest Direct Flight
$186
Southwest Airlines
• nonstop
• 4h 15m
Nov 12
The cheapest nonstop flight from Chicago to San Antonio (MDW-SAT) is currently $186
Fastest Flight
4h 15m
The fastest nonstop flight from Chicago to San Antonio (MDW-SAT) takes 4h 15m
Top Airlines Flying from Chicago to San Antonio
Latest Flight Deals from Chicago (MDW) to San Antonio (SAT)
Compare and book low fare round-trip air tickets from Chicago to San Antonio. Ideal for travelers with confirmed return itineraries.
Nov 11 - Nov 17, Economy
Chicago → San Antonio
4h 15m
10:00 AM - 12:55 PM • nonstop
Chicago → San Antonio
8h 30m
5:50 AM - 11:00 AM • 1 stop
Southwest Airlines
Nov 11 - Nov 17, Economy
Chicago → San Antonio
8h 50m
3:10 PM - 8:40 PM • 1 stop
Chicago → San Antonio
3h 55m
2:40 PM - 5:15 PM • nonstop
Southwest Airlines
Nov 11 - Nov 17, Economy
Chicago → San Antonio
10h
6:05 AM - 12:05 PM • 1 stop
Chicago → San Antonio
3h 55m
2:40 PM - 5:15 PM • nonstop
Southwest Airlines
Nov 11 - Nov 17, Economy
Chicago → San Antonio
10h 35m
3:10 PM - 9:45 PM • 1 stop
Chicago → San Antonio
3h 50m
9:50 AM - 12:20 PM • nonstop
Southwest Airlines
Nov 11 - Nov 17, Economy
Chicago → San Antonio
9h 15m
5:15 PM - 11:10 PM • 1 stop
Chicago → San Antonio
3h 55m
2:40 PM - 5:15 PM • nonstop
Southwest Airlines
Looking for the fastest way to San Antonio? These direct flight options from MDW to SAT offer both convenience and value—no layovers, just straight to your destination.
Nov 12 - Nov 14, Economy
Chicago → San Antonio
4h 15m
9:30 PM - 12:25 AM • nonstop
Chicago → San Antonio
3h 55m
7:00 AM - 9:35 AM • nonstop
Southwest Airlines
Nov 11 - Nov 17, Economy
Chicago → San Antonio
4h 15m
8:50 PM - 11:45 PM • nonstop
Chicago → San Antonio
3h 50m
9:50 AM - 12:20 PM • nonstop
Southwest Airlines
Nov 11 - Nov 17, Economy
Chicago → San Antonio
4h 15m
10:00 AM - 12:55 PM • nonstop
Chicago → San Antonio
3h 55m
2:40 PM - 5:15 PM • nonstop
Southwest Airlines
FAQs on Chicago to San Antonio Flights
What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to SAT?
The most popular airline flying from Chicago to San Antonio are
Can I fly from MDW to SAT non-stop?
Yes, you can fly MDW to SAT non-stop on
Which airlines fly nonstop between Chicago and San Antonio?
The non-stop flights between Chicago and San Antonio are .
What’s the earliest departure time from MDW to SAT Airport?
The earliest flight leaves MDW at 6:00 am and lands in SAT - San Antonio International
What are the airports in San Antonio?
SAT
Can I make changes to my Chicago to San Antonio flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to SAT?
Read the fare rules of the Chicago to San Antonio air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and San Antonio?
operate flights between Chicago and San Antonio
How long does a flight from Chicago to San Antonio take?
It takes approximately 3 hour to fly non-stop from MDW to SAT, which is 1035.99 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to San Antonio (SAT) ?
In the past couple of days, the cheapest tickets to SAT from MDW were found on WN : USD 288
Do I need a passport to fly between MDW and SAT?
No
What’s the latest departure time from MDW to SAT ?
The last flight leaves MDW at 9:30 pm
Hotels in San Antonio (SAT)
5 hotels near San Antonio International — compare rates from top booking sites.
5-star hotel
Omni La Mansion del Rio
📍 112 College St, San Antonio, California 78205
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5-star hotel
Omni San Antonio Hotel at the Colonnade
📍 9821 Colonnade Blvd, San Antonio, California 78230
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5-star hotel
The St. Anthony, A Luxury Collection Hotel, San Antonio
📍 300 E Travis St, San Antonio, Texas 78205
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4-star hotel
Eilan Hotel & Spa, Autograph Collection
📍 18603 La Cantera Terrace, San Antonio, Texas 78256
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4-star hotel
Hilton Palacio Del Rio
📍 200 S Alamo St, San Antonio, Texas 78205
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Hotel Deals in San Antonio (TX)
Wyndham Hotels & Resorts
La Quinta Inn By Wyndham IH-10 West San Antonio TX
7.4/10
★★★☆☆
Hotel
112.0 rooms
✓ Free WiFi
✓ Breakfast
📍 5922 IH-10 WEST, San Antonio (TX), Texas
La Quinta Inn By Wyndham IH-10 West San Antonio TX provides flawless service and all the necessary facilities for visitors.Stay connected with your associates, as complimentary Wi-Fi is available dur…
Check-in 03:00 PM · Check-out 11:00AM
$38/night
View Deal
OYO Rooms
Motel 6 San Antonio, TX – I-35 North Corridor
6.0/10
★★☆☆☆
Hotel
65.0 rooms
✓ Free WiFi
📍 11591 Interstate 35, San Antonio (TX), Texas
Motel 6 San Antonio, TX – I-35 North Corridor provides flawless service and all the necessary facilities for visitors.Stay connected with your associates, as complimentary Wi-Fi is available during y…
Check-in 03:00 PM · Check-out 11:00 AM
$39/night
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No chain
Home Suites Culebra
8.0/10
Hotel
✓ Free WiFi
📍 7134 NW Loop 410, San Antonio (TX)
Check-in 03:00 PM · Check-out 11:00 AM
$44/night
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Red Roof Inn
Red Roof Inn San Antonio - Airport
7.8/10
★★☆☆☆
Hotel
135.0 rooms
✓ Free WiFi
📍 333 Wolfe Road, San Antonio (TX), Texas
Experience an abundance of unparalleled facilities and features at Red Roof Inn San Antonio - Airport. Maintain seamless communication using the complimentary Wi-Fi at hotel. For visitors traveling b…
Check-in 03:00 PM · Check-out 11:00 AM
$49/night
View Deal
Wyndham Hotels & Resorts
La Quinta Inn by Wyndham San Antonio I-35 N at Toepperwein
6.9/10
★★☆☆☆
Hotel
137.0 rooms
✓ Free WiFi
✓ Breakfast
📍 12822 I 35 North., San Antonio (TX), Texas
Experience an abundance of unparalleled facilities and features at La Quinta Inn by Wyndham San Antonio I-35 N at Toepperwein.Maintain seamless communication using the complimentary Wi-Fi at hotel.Fo…
Check-in 03:00 PM · Check-out 11:00AM
$52/night
View Deal
Wyndham Hotels & Resorts
Days Inn by Wyndham Suites San Antonio North/Stone Oak
7.6/10
★★★☆☆
Hotel
60.0 rooms
✓ Free WiFi
✓ Breakfast
📍 1505 BEXAR CROSSING, San Antonio (TX), Texas
Experience an abundance of unparalleled facilities and features at Days Inn by Wyndham Suites San Antonio North/Stone Oak.Share your photos and respond to emails at your convenience, thanks to the fr…
Check-in 03:00 PM · Check-out 11:00 AM
$52/night
View Deal
Wyndham Hotels & Resorts
Ramada by Wyndham San Antonio Near SeaWorld/Lackland AFB
8.8/10
★★★☆☆
Hotel
72.0 rooms
✓ Free WiFi
✓ Breakfast
📍 7043 Culebra Rd, San Antonio (TX), Texas
Great care is taken to ensure guests experience comfort through top-notch services and amenities. Remain linked during your visit by utilizing the complimentary internet access available.The hotel of…
Check-in 03:00 PM · Check-out 11:00 AM
$52/night
View Deal
Choice Hotels
Comfort Suites San Antonio Airport North
8.0/10
★★★☆☆
Hotel
65.0 rooms
✓ Free WiFi
✓ Breakfast
📍 14202 San Pedro Avenue, San Antonio (TX), Texas
Great care is taken to ensure guests experience comfort through top-notch services and amenities. Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit.Whe…
Check-in 02:00 PM · Check-out 11:00 AM
$59/night
View Deal
Red Roof Inn
HomeTowne Studios San Antonio E – Frost Bank Center
7.8/10
★★★☆☆
Hotel
120.0 rooms
✓ Free WiFi
📍 4403 I-10 East, San Antonio (TX), Texas
Great care is taken to ensure guests experience comfort through top-notch services and amenities.Remain linked during your visit by utilizing the complimentary internet access available.The hotel off…
Check-in 03:00pm · Check-out 11:00am
$59/night
View Deal
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Chicago (MDW) to San Antonio (SAT): Airport Information
| Origin Airport | Chicago Midway International , Chicago, US |
| Destination Airport | San Antonio International , San Antonio, US |
| Distance | 1036 miles |
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