$137+ Cheap flights from San Antonio (SAT) to Midway (MDW)
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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
SAT — MDW
May 5 — May 121
Round-trip
1 adult, Economy
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Find cheap flights from San Antonio to Midway 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
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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 San Antonio to Midway
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Best
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Cheapest flights from San Antonio to MidwayExplore the most affordable flight options available from San Antonio to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 5, 2026.
Explore the most affordable flight options available from San Antonio to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 5, 2026.
This CheapOair deal was found by Cheapflights users on 4/3. 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.
Fri 4/1710:23 am
SAT
- MDW
1 stop29h 37m
Frontier
Sun 4/199:04 am
MDW
- SAT
1 stop28h 02m
Frontier
Deal found 4/3![Frontier logo]()
$253
This Southwest deal was found by Cheapflights users on 3/31. 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 4/289:05 am
SAT
- MDW
Nonstop2h 35m
Southwest
Tue 5/59:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 3/31![Southwest logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 4/302:12 pm
SAT
- MDW
1 stop20h 16m
Multiple Airlines
Tue 5/56:00 am
MDW
- SAT
2 stops12h 59m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$300
This Southwest deal was found by Cheapflights users on 3/31. 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 5/192:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Mon 6/19:40 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 3/31![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 4/1. 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 5/211:50 am
SAT
- MDW
Nonstop2h 35m
Southwest
Sat 5/96:15 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/1![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 4/2. 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 5/233:40 pm
SAT
- MDW
1 stop7h 05m
Southwest
Tue 5/269:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/2![Southwest logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 4/302:12 pm
SAT
- MDW
1 stop20h 16m
Multiple Airlines
Thu 5/76:00 am
MDW
- SAT
2 stops36h 59m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 4/2. 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 5/2710:52 am
SAT
- MDW
1 stop5h 20m
Delta
Wed 6/31:59 pm
MDW
- SAT
1 stop7h 33m
Delta
Deal found 4/2![Delta logo]()
$317
Best flights from San Antonio to MidwayDiscover carefully curated flight deals from San Antonio to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 5, 2026.
Discover carefully curated flight deals from San Antonio to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 5, 2026.
This Southwest deal was found by Cheapflights users on 4/3. 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 5/202:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Tue 5/269:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/3![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 4/4. 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 5/65:10 am
SAT
- MDW
1 stop7h 33m
Delta
Mon 5/115:10 pm
MDW
- SAT
1 stop7h 34m
Delta
Deal found 4/4![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 4/4. 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 5/52:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Sat 5/910:45 am
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/4![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 4/4. 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 6/411:50 am
SAT
- MDW
1 stop6h 43m
Delta
Tue 6/96:05 am
MDW
- SAT
1 stop5h 05m
Delta
Deal found 4/4![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 3/31. 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 4/285:40 pm
SAT
- MDW
1 stop4h 05m
Southwest
Tue 5/59:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 3/31![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 4/4. 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 5/195:40 pm
SAT
- MDW
1 stop4h 05m
Southwest
Thu 5/215:30 am
MDW
- SAT
1 stop4h 40m
Southwest
Deal found 4/4![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 4/3. 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 5/25:05 am
SAT
- MDW
2 stops8h 40m
Southwest
Sat 5/96:15 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/3![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 4/2. 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 5/2311:50 am
SAT
- MDW
Nonstop2h 35m
Southwest
Wed 5/2710:05 am
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/2![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 3/31. 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 5/12:40 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Mon 5/49:40 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 3/31![Southwest logo]()
$358
Last-minute flights from San Antonio to MidwayDiscover last-minute flight deals from San Antonio to Midway. Data last updated April 5, 2026 and is based on user searches.
Discover last-minute flight deals from San Antonio to Midway. Data last updated April 5, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/3. 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.
Fri 4/1710:23 am
SAT
- MDW
1 stop29h 37m
Frontier
Sun 4/199:04 am
MDW
- SAT
1 stop28h 02m
Frontier
Deal found 4/3![Frontier logo]()
$253
This Southwest deal was found by Cheapflights users on 3/31. 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 4/282:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Tue 5/59:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 3/31![Southwest logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 4/302:12 pm
SAT
- MDW
1 stop20h 16m
Multiple Airlines
Tue 5/56:00 am
MDW
- SAT
2 stops12h 59m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 4/302:12 pm
SAT
- MDW
1 stop20h 16m
Multiple Airlines
Thu 5/76:00 am
MDW
- SAT
2 stops36h 59m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 4/1. 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 5/211:50 am
SAT
- MDW
Nonstop2h 35m
Southwest
Sat 5/96:15 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/1![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 3/31. 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 5/192:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Mon 6/19:40 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 3/31![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 4/2. 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 5/233:40 pm
SAT
- MDW
1 stop7h 05m
Southwest
Tue 5/269:00 pm
MDW
- SAT
Nonstop2h 50m
Southwest
Deal found 4/2![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 4/2. 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 5/2710:52 am
SAT
- MDW
1 stop5h 20m
Delta
Wed 6/31:59 pm
MDW
- SAT
1 stop7h 33m
Delta
Deal found 4/2![Delta logo]()
$317
One-way flights from San Antonio to MidwaySearch for one-way flight options from San Antonio to Midway. Find affordable one-way fares based on user searches. Data last updated April 5, 2026.
Search for one-way flight options from San Antonio to Midway. Find affordable one-way fares based on user searches. Data last updated April 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 4/284:04 pm
SAT
- MDW
2 stops46h 28m
Frontier
Deal found 4/1![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/154:49 pm
SAT
- MDW
2 stops29h 33m
Frontier
Deal found 3/31![Frontier logo]()
$140
This Southwest deal was found by Cheapflights users on 4/1. 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 5/272:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 4/1![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 4/3. 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 6/86:25 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 4/3![Southwest logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 4/303:00 pm
SAT
- MDW
2 stops51h 37m
Frontier
Deal found 4/1![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Sat 5/24:04 pm
SAT
- MDW
2 stops30h 11m
Frontier
Deal found 4/1![Frontier logo]()
$157
This Delta deal was found by Cheapflights users on 3/31. 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 6/25:20 am
SAT
- MDW
1 stop7h 22m
Delta
Deal found 3/31![Delta logo]()
$159
This Southwest deal was found by Cheapflights users on 4/3. 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 6/25:40 pm
SAT
- MDW
1 stop4h 05m
Southwest
Deal found 4/3![Southwest logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 5/16:00 am
SAT
- MDW
2 stops36h 37m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$161
This Southwest deal was found by Cheapflights users on 4/3. 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 6/31:40 pm
SAT
- MDW
2 stops6h 30m
Southwest
Deal found 4/3![Southwest logo]()
$164
Find flight deals from San Antonio to Midway
Discover tips and strategies to find the most affordable flight options for your journey from San Antonio (SAT) to Midway (MDW). 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 April 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (CheapOair) |
One-way from | $137 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $366 |
Good round-trip deal | $369 or less |
Good one-way deal | $218 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San Antonio to Midway 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 April 5, 2026.
Use the filters below to find and compare flights from San Antonio to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Wed 5/20
2:35 pm-5:10 pm
Nonstop2h 35m
Chicago Midway
Tue 5/26
9:00 pm-11:50 pm
Nonstop2h 50m
$297
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Tue 5/5
2:35 pm-5:10 pm
Nonstop2h 35m
Chicago Midway
Sat 5/9
10:45 am-1:35 pm
Nonstop2h 50m
$303
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Tue 4/28
5:40 pm-9:45 pm
1 stop4h 05m
Chicago Midway
Tue 5/5
9:00 pm-11:50 pm
Nonstop2h 50m
$303
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Tue 5/19
5:40 pm-9:45 pm
1 stop4h 05m
Chicago Midway
Thu 5/21
5:30 am-10:10 am
1 stop4h 40m
$318
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Wed 5/6
5:10 am-12:43 pm
1 stop7h 33m
Chicago Midway
Mon 5/11
5:10 pm-12:44 am
1 stop7h 34m
$323
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Thu 6/4
11:50 am-6:33 pm
1 stop6h 43m
Chicago Midway
Tue 6/9
6:05 am-11:10 am
1 stop5h 05m
$323
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Sat 5/2
5:05 am-1:45 pm
2 stops8h 40m
Chicago Midway
Sat 5/9
6:15 pm-9:05 pm
Nonstop2h 50m
$324
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Sat 5/23
11:50 am-2:25 pm
Nonstop2h 35m
Chicago Midway
Wed 5/27
10:05 am-12:55 pm
Nonstop2h 50m
$332
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Fri 5/1
2:40 pm-5:15 pm
Nonstop2h 35m
Chicago Midway
Mon 5/4
9:40 pm-12:30 am
Nonstop2h 50m
$358
Cheapest one-way
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Wed 7/1
6:05 am-1:09 pm
1 stop7h 04m
$159
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from San Antonio to Midway
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 San Antonio to Midway in April.
| 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 |
- Most accurate provider: When it comes to deals on San Antonio-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Antonio-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Antonio-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Antonio-Chicago Midway Airport 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 San Antonio-Chicago Midway Airport 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 San Antonio to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from San Antonio with our price prediction graph.
SAT-MDW
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 San Antonio to Chicago Midway Airport
What is the cheapest month to book a flight from San Antonio to Chicago Midway Airport?
Currently, September is the cheapest month in which you can book a flight from San Antonio to Chicago Midway Airport (average of $138). Flying from San Antonio to Chicago Midway Airport in March is currently the most expensive (average of $285). 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 SAT to MDW?
Find hourly flight availability from San Antonio to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 5, 2026.
When flying from San Antonio to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The best insider tips for San Antonio to Chicago Midway Airport 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 San Antonio to Chicago Midway Airport trip
Our travel experts
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 5, 2026.
Read reviews from past customers who have flown Southwest and Frontier from San Antonio to Chicago Midway Airport. 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
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from San Antonio to Midway. 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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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San Antonio and Midway flights
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Top 2 airlines flying from San Antonio to Midway
Discover the top 2 airlines that operate flights from San Antonio to Midway. 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 April 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$222 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$256 | Average$397 | FlexibilityNo cancel fee | On-time63% |