$90+ Cheap flights from Midway (MDW) to San Antonio (SAT)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SAT
Apr 9 — Apr 161
Round-trip
1 adult, Economy
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Cheapest flights from Midway to San AntonioExplore the most affordable flight options available from Midway to San Antonio. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
Explore the most affordable flight options available from Midway to San Antonio. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:00 am
MDW
- SAT
2 stops27h 27m
Multiple Airlines
Mon 4/66:00 pm
SAT
- MDW
1 stop28h 19m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$283
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:15 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Mon 4/136:45 pm
SAT
- MDW
1 stop5h 10m
Southwest
Deal found 3/8![Southwest logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:01 am
MDW
- SAT
1 stop7h 26m
Multiple Airlines
Tue 4/1410:22 am
SAT
- MDW
2 stops11h 52m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
MDW
- SAT
2 stops32h 15m
Multiple Airlines
Wed 5/62:12 pm
SAT
- MDW
1 stop17h 52m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:00 am
MDW
- SAT
1 stop11h 05m
Frontier
Mon 4/66:00 pm
SAT
- MDW
1 stop28h 19m
Frontier
Deal found 3/6![Frontier logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- SAT
1 stop18h 28m
Multiple Airlines
Mon 4/278:39 pm
SAT
- MDW
2 stops25h 35m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/219:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Sat 4/2511:50 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 3/9![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Tue 4/145:40 pm
SAT
- MDW
1 stop4h 05m
Southwest
Deal found 3/9![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:35 pm
MDW
- SAT
Nonstop2h 55m
Southwest
Thu 4/162:40 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 3/9![Southwest logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:01 am
MDW
- SAT
1 stop7h 26m
Multiple Airlines
Mon 4/66:00 pm
SAT
- MDW
1 stop26h 07m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$309
Best flights from Midway to San AntonioDiscover carefully curated flight deals from Midway to San Antonio that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
Discover carefully curated flight deals from Midway to San Antonio that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Tue 4/145:40 pm
SAT
- MDW
1 stop4h 05m
Southwest
Deal found 3/9![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
MDW
- SAT
1 stop6h 59m
Delta
Sat 4/256:39 am
SAT
- MDW
1 stop6h 53m
Delta
Deal found 3/6![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:35 pm
MDW
- SAT
Nonstop2h 55m
Southwest
Mon 4/65:25 pm
SAT
- MDW
1 stop6h 40m
Southwest
Deal found 3/6![Southwest logo]()
$321
This Southwest deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2110:10 am
MDW
- SAT
2 stops6h 05m
Southwest
Sat 4/255:05 am
SAT
- MDW
2 stops8h 40m
Southwest
Deal found 3/6![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:21 pm
MDW
- SAT
1 stop7h 25m
Delta
Mon 4/275:10 am
SAT
- MDW
1 stop7h 33m
Delta
Deal found 3/8![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/109:40 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Fri 4/172:40 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 3/9![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:00 am
MDW
- SAT
2 stops5h 45m
Southwest
Thu 5/145:45 pm
SAT
- MDW
1 stop4h 10m
Southwest
Deal found 3/5![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:25 pm
MDW
- SAT
2 stops6h 05m
Southwest
Mon 5/186:45 pm
SAT
- MDW
1 stop5h 10m
Southwest
Deal found 3/7![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/179:40 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Sun 4/199:30 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 3/6![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:25 am
MDW
- SAT
1 stop4h 55m
Southwest
Sun 4/55:15 am
SAT
- MDW
1 stop7h 05m
Southwest
Deal found 3/8![Southwest logo]()
$424
Last-minute flights from Midway to San AntonioDiscover last-minute flight deals from Midway to San Antonio. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to San Antonio. Data last updated March 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:00 am
MDW
- SAT
2 stops27h 27m
Multiple Airlines
Mon 4/66:00 pm
SAT
- MDW
1 stop28h 19m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$283
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:35 pm
MDW
- SAT
Nonstop2h 55m
Southwest
Thu 4/162:40 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 3/9![Southwest logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:01 am
MDW
- SAT
1 stop7h 26m
Multiple Airlines
Mon 4/66:00 pm
SAT
- MDW
1 stop26h 07m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:00 am
MDW
- SAT
1 stop11h 05m
Frontier
Mon 4/66:00 pm
SAT
- MDW
1 stop28h 19m
Frontier
Deal found 3/6![Frontier logo]()
$292
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Tue 4/145:40 pm
SAT
- MDW
1 stop4h 05m
Southwest
Deal found 3/9![Southwest logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:01 am
MDW
- SAT
1 stop7h 26m
Multiple Airlines
Tue 4/1410:22 am
SAT
- MDW
2 stops11h 52m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:40 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Tue 4/145:40 pm
SAT
- MDW
1 stop4h 05m
Southwest
Deal found 3/8![Southwest logo]()
$310
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:15 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Mon 4/136:45 pm
SAT
- MDW
1 stop5h 10m
Southwest
Deal found 3/8![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/219:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Sat 4/2511:50 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 3/9![Southwest logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- SAT
1 stop18h 28m
Multiple Airlines
Mon 4/278:39 pm
SAT
- MDW
2 stops25h 35m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$296
One-way flights from Midway to San AntonioSearch for one-way flight options from Midway to San Antonio. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
Search for one-way flight options from Midway to San Antonio. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This Priceline deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:14 am
MDW
- SAT
1 stop8h 21m
Frontier
Deal found 3/9![Frontier logo]()
$90
This Booking.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:14 am
MDW
- SAT
1 stop24h 10m
Frontier
Deal found 3/6![Frontier logo]()
$96
This Priceline deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:14 am
MDW
- SAT
1 stop8h 45m
Frontier
Deal found 3/10![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:15 am
MDW
- SAT
2 stops32h 54m
Frontier
Deal found 3/5![Frontier logo]()
$101
This CheapOair deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:14 am
MDW
- SAT
1 stop24h 10m
Frontier
Deal found 3/6![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:15 pm
MDW
- SAT
2 stops25h 38m
Frontier
Deal found 3/8![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:20 pm
MDW
- SAT
2 stops23h 59m
Frontier
Deal found 3/10![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:11 pm
MDW
- SAT
2 stops21h 58m
Frontier
Deal found 3/6![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:00 am
MDW
- SAT
1 stop11h 05m
Frontier
Deal found 3/6![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:20 pm
MDW
- SAT
2 stops23h 59m
Frontier
Deal found 3/5![Frontier logo]()
$113
This CheapOair deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/309:51 pm
MDW
- SAT
1 stop15h 32m
Frontier
Deal found 3/9![Frontier logo]()
$115
Find flight deals from Midway to San Antonio
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to San Antonio (SAT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $283 (Kiwi.com) |
One-way from | $90 (Priceline) |
Popular in | November |
Cheapest in | October |
Average price | $422 |
Good round-trip deal | $368 or less |
Good one-way deal | $316 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to San Antonio that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 10, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to San Antonio that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Tue 4/7
9:00 pm-11:50 pm
Nonstop2h 50m
San Antonio
Tue 4/14
5:40 pm-9:45 pm
1 stop4h 05m
$303
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Sat 4/18
6:00 am-12:59 pm
1 stop6h 59m
San Antonio
Sat 4/25
6:39 am-1:32 pm
1 stop6h 53m
$317
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Tue 3/31
8:35 pm-11:30 pm
Nonstop2h 55m
San Antonio
Mon 4/6
5:25 pm-12:05 am
1 stop6h 40m
$321
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Tue 4/21
10:10 am-4:15 pm
2 stops6h 05m
San Antonio
Sat 4/25
5:05 am-1:45 pm
2 stops8h 40m
$327
Quickest round-trip
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 4/10
9:40 pm-12:30 am
Nonstop2h 50m
San Antonio
Fri 4/17
2:40 pm-5:15 pm
Nonstop2h 35m
$331
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 4/24
5:21 pm-12:46 am
1 stop7h 25m
San Antonio
Mon 4/27
5:10 am-12:43 pm
1 stop7h 33m
$369
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Thu 5/14
10:00 am-3:45 pm
2 stops5h 45m
San Antonio
Thu 5/14
5:45 pm-9:55 pm
1 stop4h 10m
$372
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 5/15
5:25 pm-11:30 pm
2 stops6h 05m
San Antonio
Mon 5/18
6:45 pm-11:55 pm
1 stop5h 10m
$374
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 4/17
9:40 pm-12:30 am
Nonstop2h 50m
San Antonio
Sun 4/19
9:30 am-12:05 pm
Nonstop2h 35m
$417
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Wed 4/1
6:25 am-11:20 am
1 stop4h 55m
San Antonio
Sun 4/5
5:15 am-12:20 pm
1 stop7h 05m
$424
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Midway to San Antonio
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to San Antonio in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-San Antonio flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-San Antonio flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-San Antonio flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-San Antonio flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-San Antonio flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to San Antonio
Have a flexible travel schedule? Discover the best time to fly to San Antonio from Midway with our price prediction graph.
MDW-SAT
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to San Antonio
What is the cheapest month to book a flight from Chicago Midway Airport to San Antonio?
Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to San Antonio (average of $131). Flying from Chicago Midway Airport to San Antonio in May is currently the most expensive (average of $232). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to SAT?
Find hourly flight availability from Midway to San Antonio. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 10, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 18% on flights from Chicago Midway Airport to San Antonio by exploring options for tickets in the evening.
The best insider tips for Chicago Midway Airport to San Antonio flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to San Antonio trip
Our travel experts
Reviews of airlines servicing San Antonio
Get insights into the airlines that provide service to San Antonio. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Antonio. Reviews last updated March 10, 2026.
Read reviews from past customers who have flown Southwest and Frontier from Chicago Midway Airport to San Antonio. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to San Antonio. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Antonio?
Book flights to San Antonio if you plan to visit one of these locationsNew Braunfels
Kerrville
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Midway and San Antonio flights
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Top 2 airlines flying from Midway to San Antonio
Discover the top 2 airlines that operate flights from Midway to San Antonio. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$212 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$256 | Average$405 | FlexibilityNo cancel fee | On-time63% |