$117+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SAT
Jul 10 — Jul 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 June 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 June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 10/159:30 pm
MDW
- SAT
Nonstop2h 45m
Southwest
Wed 10/2110:55 am
SAT
- MDW
2 stops6h 05m
Southwest
Deal found 6/8![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 6/8. 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.
Sat 9/2611:25 am
MDW
- SAT
1 stop7h 13m
Delta
Wed 9/305:30 am
SAT
- MDW
1 stop6h 25m
Delta
Deal found 6/8![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 6/8. 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.
Tue 6/305:05 am
MDW
- SAT
1 stop6h 05m
Southwest
Tue 8/112:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 6/8. 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.
Tue 6/305:20 pm
MDW
- SAT
1 stop6h 35m
Southwest
Tue 8/42:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sat 8/221:50 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Mon 8/245:00 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/9![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 6/7. 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.
Sat 9/266:45 am
MDW
- SAT
1 stop5h 00m
Southwest
Mon 9/285:00 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/7![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:10 pm
MDW
- SAT
1 stop7h 06m
Delta
Tue 10/65:30 am
SAT
- MDW
1 stop6h 26m
Delta
Deal found 6/9![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/69:24 am
MDW
- SAT
1 stop6h 30m
Delta
Sat 8/87:55 am
SAT
- MDW
1 stop7h 43m
Delta
Deal found 6/9![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 6/8. 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 7/19:00 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Sat 7/47:00 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$305
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 June 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 June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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 7/89:00 pm
MDW
- SAT
Nonstop2h 45m
Southwest
Wed 7/1512:55 pm
SAT
- MDW
1 stop5h 35m
Southwest
Deal found 6/9![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:49 pm
MDW
- SAT
1 stop7h 37m
Delta
Fri 7/1011:29 am
SAT
- MDW
1 stop6h 56m
Delta
Deal found 6/7![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 6/6. 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.
Sat 7/410:15 am
MDW
- SAT
Nonstop2h 40m
Southwest
Sat 7/112:15 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/6![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 6/8. 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 7/911:00 am
MDW
- SAT
1 stop6h 05m
Southwest
Mon 7/133:20 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 6/6. 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 7/75:30 am
MDW
- SAT
1 stop5h 50m
Southwest
Mon 7/136:25 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/6![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 6/6. 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.
Thu 7/239:25 pm
MDW
- SAT
Nonstop2h 45m
Southwest
Mon 7/271:50 pm
SAT
- MDW
2 stops6h 35m
Southwest
Deal found 6/6![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 6/9. 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 7/249:25 pm
MDW
- SAT
Nonstop2h 45m
Southwest
Mon 7/276:25 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/9![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 6/9. 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.
Thu 9/35:50 pm
MDW
- SAT
1 stop5h 05m
Southwest
Sun 9/137:15 am
SAT
- MDW
2 stops6h 35m
Southwest
Deal found 6/9![Southwest logo]()
$390
This Southwest deal was found by Cheapflights users on 6/6. 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.
Wed 7/87:45 am
MDW
- SAT
2 stops6h 50m
Southwest
Thu 7/911:00 am
SAT
- MDW
1 stop6h 30m
Southwest
Deal found 6/6![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 6/5. 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.
Fri 7/246:50 am
MDW
- SAT
1 stop5h 35m
Southwest
Sat 7/259:20 am
SAT
- MDW
2 stops7h 40m
Southwest
Deal found 6/5![Southwest logo]()
$412
Last-minute flights from Midway to San AntonioDiscover last-minute flight deals from Midway to San Antonio. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to San Antonio. Data last updated June 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/8. 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.
Tue 6/305:05 am
MDW
- SAT
1 stop6h 05m
Southwest
Tue 8/112:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 6/8. 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.
Tue 6/305:20 pm
MDW
- SAT
1 stop6h 35m
Southwest
Tue 8/42:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 6/8. 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 7/19:00 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Sat 7/47:00 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 7/19:17 am
MDW
- SAT
1 stop5h 38m
Delta
Sat 7/47:40 am
SAT
- MDW
1 stop8h 00m
Delta
Deal found 6/8![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 6/8. 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 7/36:00 am
MDW
- SAT
1 stop7h 35m
Delta
Wed 7/82:35 pm
SAT
- MDW
1 stop7h 40m
Delta
Deal found 6/8![Delta logo]()
$356
This Southwest deal was found by Cheapflights users on 6/8. 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 7/410:15 am
MDW
- SAT
Nonstop2h 40m
Southwest
Wed 7/89:20 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$336
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 June 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 June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 8/58:30 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Deal found 6/8![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 8/512:46 pm
MDW
- SAT
1 stop8h 18m
Delta
Deal found 6/8![Delta logo]()
$126
This Southwest deal was found by Cheapflights users on 6/8. 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 8/68:35 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Deal found 6/8![Southwest logo]()
$142
This Delta deal was found by Cheapflights users on 6/8. 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.
Sat 8/156:05 am
MDW
- SAT
1 stop7h 33m
Delta
Deal found 6/8![Delta logo]()
$152
This Southwest deal was found by Cheapflights users on 6/8. 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 7/19:00 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Deal found 6/8![Southwest logo]()
$153
This Southwest deal was found by Cheapflights users on 6/8. 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 8/1510:05 am
MDW
- SAT
2 stops5h 55m
Southwest
Deal found 6/8![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 6/5. 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.
Tue 9/11:55 pm
MDW
- SAT
1 stop4h 00m
Southwest
Deal found 6/5![Southwest logo]()
$158
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 7/19:17 am
MDW
- SAT
1 stop5h 38m
Delta
Deal found 6/8![Delta logo]()
$163
This Delta deal was found by Cheapflights users on 6/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:05 am
MDW
- SAT
1 stop7h 33m
Delta
Deal found 6/5![Delta logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 9/26:00 am
MDW
- SAT
2 stops12h 56m
Frontier
Deal found 6/5![Frontier logo]()
$175
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:54 am
MDW
- SAT
1 stop7h 52m
Delta
Deal found 6/9![Delta logo]()
$177
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 June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $273 (Southwest) |
One-way from | $117 (Southwest) |
Popular in | April |
Cheapest in | October |
Average price | $407 |
Good round-trip deal | $336 or less |
Good one-way deal | $183 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 June 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
Wed 7/8
9:00 pm-11:45 pm
Nonstop2h 45m
San Antonio
Wed 7/15
12:55 pm-6:30 pm
1 stop5h 35m
$315
Quickest round-trip
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Sat 7/4
10:15 am-12:55 pm
Nonstop2h 40m
San Antonio
Sat 7/11
2:15 pm-4:50 pm
Nonstop2h 35m
$336
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Thu 7/9
11:00 am-5:05 pm
1 stop6h 05m
San Antonio
Mon 7/13
3:20 pm-5:55 pm
Nonstop2h 35m
$377
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Tue 7/7
5:30 am-11:20 am
1 stop5h 50m
San Antonio
Mon 7/13
6:25 am-9:00 am
Nonstop2h 35m
$377
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Thu 7/23
9:25 pm-12:10 am
Nonstop2h 45m
San Antonio
Mon 7/27
1:50 pm-8:25 pm
2 stops6h 35m
$382
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 7/24
9:25 pm-12:10 am
Nonstop2h 45m
San Antonio
Mon 7/27
6:25 am-9:00 am
Nonstop2h 35m
$387
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Thu 9/3
5:50 pm-10:55 pm
1 stop5h 05m
San Antonio
Sun 9/13
7:15 am-1:50 pm
2 stops6h 35m
$390
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Wed 7/8
7:45 am-2:35 pm
2 stops6h 50m
San Antonio
Thu 7/9
11:00 am-5:30 pm
1 stop6h 30m
$392
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Wed 7/8
1:49 pm-9:26 pm
1 stop7h 37m
San Antonio
Fri 7/10
11:29 am-6:25 pm
1 stop6h 56m
$407
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 7/24
6:50 am-12:25 pm
1 stop5h 35m
San Antonio
Sat 7/25
9:20 am-5:00 pm
2 stops7h 40m
$412
Showing 1-10 of 20 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 June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to San Antonio (average of $211). Flying from Chicago Midway Airport to San Antonio in April is currently the most expensive (average of $520). 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 June 10, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 25% 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 June 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.
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
7.9
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Midway
Popular flights
San Antonio flight routes
Alternative routes for Midway to San Antonio
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Antonio by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to San Antonio by cabin class
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 June 10, 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 June 10, 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 June 10, 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 2,558,603 searches. Data last updated June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$200 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$441 | FlexibilityNo cancel fee | On-time63% |