$121+ Cheap flights from Midway (MDW) to San Antonio (SAT)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SAT
Nov 20 — Nov 271
Round-trip
1 adult, Economy
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Find cheap flights from Midway to San Antonio with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to San Antonio
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Best
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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 October 21, 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 October 21, 2026.
This Southwest deal was found by Cheapflights users on 10/18. 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 11/1810:15 am -
2 stops7h 25m
Thu 12/109:50 am -
2 stops7h 20m
Deal found 10/18![Southwest logo]()
$305
This Southwest deal was found by Cheapflights users on 10/21. 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 11/129:30 pm -
Nonstop2h 55m
Mon 11/163:30 pm -
1 stop7h 15m
Deal found 10/21![Southwest logo]()
$324
This Mytrip deal was found by Cheapflights users on 10/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:42 pm -
2 stops24h 43m
Mon 11/165:13 pm -
2 stops24h 34m
Deal found 10/20![Frontier logo]()
$326
This Southwest deal was found by Cheapflights users on 10/20. 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 11/209:30 pm -
Nonstop2h 55m
Wed 11/256:25 am -
Nonstop2h 30m
Deal found 10/20![Southwest logo]()
$331
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:42 pm -
1 stop14h 29m
Mon 11/3012:06 pm -
1 stop7h 41m
Deal found 10/20![Frontier logo]()
$333
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 12/75:12 pm -
1 stop7h 23m
Sat 12/126:33 am -
1 stop5h 26m
Deal found 10/19![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 10/19. 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 11/146:00 am -
1 stop6h 39m
Thu 11/195:30 am -
1 stop4h 54m
Deal found 10/19![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 10/21. 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 11/147:55 am -
2 stops7h 20m
Wed 11/183:20 pm -
1 stop6h 15m
Deal found 10/21![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 10/18. 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 11/205:55 am -
1 stop5h 50m
Sat 12/512:05 pm -
Nonstop2h 35m
Deal found 10/18![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 10/19. 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 12/49:37 am -
1 stop6h 26m
Sat 12/125:05 pm -
1 stop5h 49m
Deal found 10/19![Delta logo]()
$350
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 October 21, 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 October 21, 2026.
This Delta deal was found by Cheapflights users on 10/20. 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 1/85:25 pm -
1 stop7h 03m
Tue 1/125:20 am -
1 stop7h 13m
Deal found 10/20![Delta logo]()
$350
This Southwest deal was found by Cheapflights users on 10/19. 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 11/265:40 am -
1 stop4h 20m
Fri 11/2711:25 am -
1 stop4h 35m
Deal found 10/19![Southwest logo]()
$351
This Southwest deal was found by Cheapflights users on 10/21. 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 11/188:50 pm -
Nonstop2h 55m
Wed 11/256:25 am -
Nonstop2h 30m
Deal found 10/21![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 10/21. 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 12/158:50 pm -
Nonstop2h 55m
Tue 1/59:50 am -
Nonstop2h 30m
Deal found 10/21![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 10/19. 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 1/1311:30 am -
Nonstop3h 00m
Sat 1/1612:05 pm -
Nonstop2h 30m
Deal found 10/19![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 10/20. 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 12/237:20 pm -
1 stop6h 05m
Mon 12/286:25 am -
Nonstop2h 30m
Deal found 10/20![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 10/16. 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.
Mon 11/236:30 pm -
1 stop5h 40m
Fri 11/278:25 pm -
1 stop4h 45m
Deal found 10/16![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 10/20. 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 11/1810:15 am -
2 stops7h 25m
Sun 11/225:55 am -
2 stops6h 05m
Deal found 10/20![Southwest logo]()
$423
This Southwest deal was found by Cheapflights users on 10/19. 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 11/257:20 pm -
1 stop6h 05m
Fri 11/2711:25 am -
1 stop4h 35m
Deal found 10/19![Southwest logo]()
$432
Last-minute flights from Midway to San AntonioDiscover last-minute flight deals from Midway to San Antonio. Data last updated October 21, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to San Antonio. Data last updated October 21, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/21. 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 11/129:30 pm -
Nonstop2h 55m
Mon 11/163:30 pm -
1 stop7h 15m
Deal found 10/21![Southwest logo]()
$324
This Mytrip deal was found by Cheapflights users on 10/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:42 pm -
2 stops24h 43m
Mon 11/165:13 pm -
2 stops24h 34m
Deal found 10/20![Frontier logo]()
$326
This Delta deal was found by Cheapflights users on 10/19. 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 11/146:00 am -
1 stop6h 39m
Thu 11/195:30 am -
1 stop4h 54m
Deal found 10/19![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 10/21. 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 11/147:55 am -
2 stops7h 20m
Wed 11/183:20 pm -
1 stop6h 15m
Deal found 10/21![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 10/18. 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 11/1810:15 am -
2 stops7h 25m
Thu 12/109:50 am -
2 stops7h 20m
Deal found 10/18![Southwest logo]()
$305
This Southwest deal was found by Cheapflights users on 10/20. 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 11/209:30 pm -
Nonstop2h 55m
Wed 11/256:25 am -
Nonstop2h 30m
Deal found 10/20![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 10/18. 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 11/205:55 am -
1 stop5h 50m
Sat 12/512:05 pm -
Nonstop2h 35m
Deal found 10/18![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 10/18. 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 11/205:55 am -
1 stop5h 50m
Mon 11/238:45 pm -
1 stop4h 25m
Deal found 10/18![Southwest logo]()
$351
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:42 pm -
1 stop14h 29m
Mon 11/3012:06 pm -
1 stop7h 41m
Deal found 10/20![Frontier logo]()
$333
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 October 21, 2026.
Search for one-way flight options from Midway to San Antonio. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:36 pm -
1 stop20h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Frontier logo]()
$121
This Southwest deal was found by Cheapflights users on 10/19. 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 11/129:30 pm -
Nonstop2h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 10/20. 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 12/18:50 pm -
Nonstop2h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$138
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/208:35 pm -
1 stop15h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$146
This Delta deal was found by Cheapflights users on 10/19. 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.
Thu 11/1211:27 am -
1 stop5h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Delta logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 12/710:40 am -
2 stops31h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Frontier logo]()
$148
This Southwest deal was found by Cheapflights users on 10/20. 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 1/18:50 pm -
Nonstop2h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 10/21. 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 11/216:55 pm -
2 stops6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$152
This Southwest deal was found by Cheapflights users on 10/20. 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 11/265:40 am -
2 stops5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 11/166:42 pm -
2 stops26h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$162
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 October 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $305 (Southwest) |
One-way from | $121 (Cheapflightsfares) |
Popular in | July |
Cheapest in | October |
Average price | $297 |
Good round-trip deal | $313 or less |
Good one-way deal | $130 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 7,457,451 searches. Data last updated October 21, 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
Quickest round-trip
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Sat 11/21
9:40 pm-12:35 am
Nonstop2h 55m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$137
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Mon 11/16
8:50 pm-11:45 pm
Nonstop2h 55m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$137
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Sun 12/20
8:35 pm-12:32 pm
1 stop15h 57m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Thu 11/26
6:00 am-12:39 pm
1 stop6h 39m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$147
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Thu 12/3
10:15 am-5:40 pm
2 stops7h 25m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$153
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Sun 12/20
9:30 pm-12:30 am
Nonstop3h 00m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$182
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Fri 11/27
5:10 am-12:30 pm
1 stop7h 20m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$249
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Sat 11/28
5:50 pm-12:10 am
1 stop6h 20m
San Antonio
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$267
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Fri 1/8
5:25 pm-12:28 am
1 stop7h 03m
San Antonio
Tue 1/12
5:20 am-12:33 pm
1 stop7h 13m
$350
ChicagoSan Antonio
MDW Chicago Midway - SAT San Antonio
MDWSAT
Chicago Midway
Thu 11/26
5:40 am-10:00 am
1 stop4h 20m
San Antonio
Fri 11/27
11:25 am-4:00 pm
1 stop4h 35m
$351
Showing 1-10 of 17 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to San Antonio (average of $297). Flying from Chicago Midway Airport to San Antonio in July is currently the most expensive (average of $764). 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 October 21, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 13% 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 October 21, 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.
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Crew
8.6
Entertainment
7.4
Comfort
8.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - 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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Find flights from Midway to San Antonio, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and San Antonio flights
Browse other Midway and San Antonio flight options. Last updated on October 21, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on October 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Antonio
Explore flights to San Antonio departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 21, 2026.
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 7,457,451 searches. Data last updated October 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$200 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$277 | Average$441 | FlexibilityNo cancel fee | On-time63% |