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$109+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SAT
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
1 adult, Economy
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Cheap 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 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$223
(Southwest)

One-way from

$109
(Southwest)

Popular in

October

Cheapest in

July

Average price

$422

Good round-trip deal

$367 or less

Good one-way deal

$198 or less
Provider with most accurate pricing for Chicago Midway-San Antonio flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-San Antonio flights.
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From Chicago Midway to San Antonio
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One-way flight from Chicago Midway to San Antonio
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Highest demand for flights based on searches. 6% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Chicago Midway to San Antonio.
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Price to beat on a one-way flight from Chicago Midway to San Antonio.
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Find flight deals from Midway to San Antonio

Cheapest flights from Midway to San Antonio
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 25, 2025.

This Southwest deal was found by Cheapflights users on 3/24. 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 5/58:15 pmMDW - SAT
Nonstop2h 50mSouthwest
Tue 5/66:45 amSAT - MDW
1 stop3h 55mSouthwest
Deal found 3/24$223
This Delta deal was found by Cheapflights users on 3/24. 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 5/99:20 amMDW - SAT
1 stop8h 00mDelta
Mon 5/1211:30 amSAT - MDW
1 stop7h 15mDelta
Deal found 3/24$237
This Frontier deal was found by Cheapflights users on 3/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/56:45 amMDW - SAT
1 stop6h 32mFrontier
Sun 4/64:39 pmSAT - MDW
1 stop12h 41mFrontier
Deal found 3/24$248
This Mytrip deal was found by Cheapflights users on 3/24. 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.
Thu 5/296:56 pmMDW - SAT
2 stops27h 55mMultiple Airlines
Mon 6/97:05 amSAT - MDW
2 stops12h 41mMultiple Airlines
Deal found 3/24$527

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 25, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to San Antonio that are best for you.

Fly from

Midway

Fly to

San Antonio

Route

Depart

Return

Price

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Mon 5/5

8:15 pm-11:05 pm

Nonstop2h 50m

San Antonio

Tue 5/6

6:45 am-10:40 am

1 stop3h 55m

$223

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Fri 5/9

9:20 am-5:20 pm

1 stop8h 00m

San Antonio

Mon 5/12

11:30 am-6:45 pm

1 stop7h 15m

$237

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Sat 4/5

6:45 am-1:17 pm

1 stop6h 32m

San Antonio

Sun 4/6

4:39 pm-5:20 am

1 stop12h 41m

$248

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Thu 5/29

6:56 pm-10:51 pm

2 stops27h 55m

San Antonio

Mon 6/9

7:05 am-7:46 pm

2 stops12h 41m

$527

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Mon 4/21

8:15 pm-11:05 pm

Nonstop2h 50m

$109

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Thu 5/8

9:20 am-3:05 pm

1 stop5h 45m

$119

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Thu 4/3

6:40 am-1:17 pm

1 stop6h 37m

$129

ChicagoSan Antonio

MDW - SAT

MDWSAT

Chicago Midway

Mon 6/2

8:04 pm-10:51 pm

2 stops26h 47m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to San Antonio (average of $295). Flying from Chicago Midway Airport to San Antonio in March is currently the most expensive (average of $376). 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 25, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 1% on flights from Chicago Midway Airport to San Antonio by exploring options for tickets in the morning.

Rainfall in San Antonio by month

Plan your trip to San Antonio by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Antonio ranges from 1.6 - 3.7 inches per month. May is typically the wettest month, when rainfall can reach 3.7 in. December is typically the driest time to visit San Antonio when rainfall is around 1.6 in.

Temperature in San Antonio by month

Plan your trip to San Antonio by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Antonio, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 25, 2025.
See what other customers who have flown with Southwest, Delta and Frontier from Chicago to San Antonio have to say. 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.
Southwest
8.0
Very good
4,272 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,890 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,273 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • What airport do you fly into for flights to San Antonio from Chicago Midway?

    San Antonio (SAT), located 7.6 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to San Antonio. 3 airlines have flights to San Antonio from Chicago Midway on a regular basis. Booking flights from Chicago Midway to San Antonio should not be difficult; the airport handles an average of 1 inbound flight from Chicago Midway per day.

  • What are the cheapest airlines flying from Chicago Midway Airport to San Antonio round-trip?

    Flying on Southwest is currently your cheapest option to San Antonio, with prices starting at $223. Additional round-trip tickets that might be worth considering are offered by Delta and Frontier, with the lowest prices starting at $237 and $238, respectively. You may be able to fly from Chicago Midway Airport to San Antonio for 37% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago Midway Airport to San Antonio one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $109. Delta flights start at $119 while deals on Frontier start at $125 one-way.

  • What are the cheapest flights from Chicago Midway Airport to San Antonio?

    The cheapest flight price from Chicago Midway Airport to San Antonio is $167. On average you can expect to pay $419. The most popular route, (Chicago Midway - San Antonio), can usually be booked for $217.

  • Can I find deals for flights from Midway to San Antonio that include hotel bookings?

    Yes. In addition to deals on Midway to San Antonio flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to San Antonio?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to San Antonio.

  • Can I find deals for business class flights from Midway to San Antonio?

    Yes. Cheapflights offers flight deals from Midway to San Antonio by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to San Antonio?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to San Antonio (average of $295). Flying from Chicago Midway Airport to San Antonio in March is currently the most expensive (average of $376). 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
New Braunfels

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Alternative routes for Midway to San Antonio

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Midway to San Antonio

Discover the top 3 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 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$163Average$258FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$221Average$428FlexibilityNo cancel feeOn-time63%
DeltaCheapest$339Average$368FlexibilityNo cancel feeOn-timeN/A
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