$106+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
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
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 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 mayo 12, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $230 (Frontier) |
One-way from | $106 (Frontier) |
Popular in | July |
Cheapest in | October |
Average price | $374 |
Good round-trip deal | $337 or less |
Good one-way deal | $223 or less |
Find flight deals from San Antonio to Midway
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 mayo 12, 2025.
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 mayo 12, 2025.
This Frontier deal was found by Cheapflights users on 5/12. 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.
This Southwest deal was found by Cheapflights users on 5/11. 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.
This Delta deal was found by Cheapflights users on 5/11. 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.
This Mytrip deal was found by Cheapflights users on 5/12. 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.
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 mayo 12, 2025.
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
Price
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
vie. 6/6
5:38 pm-11:18 pm
1 stop5h 40m
Chicago Midway
lun. 6/9
6:30 am-4:43 pm
1 stop10h 13m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
mar. 6/10
5:35 pm-8:15 pm
Nonstop2h 40m
Chicago Midway
mar. 6/17
8:30 am-11:20 am
Nonstop2h 50m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
vie. 5/30
6:25 am-1:15 pm
1 stop6h 50m
Chicago Midway
vie. 5/30
6:31 pm-12:28 am
1 stop5h 57m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
jue. 7/3
2:11 pm-2:04 pm
2 stops23h 53m
Chicago Midway
lun. 7/7
10:31 am-1:06 pm
2 stops26h 35m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
mié. 5/28
12:27 pm-10:36 pm
1 stop10h 09m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
sáb. 7/26
5:30 am-8:10 am
Nonstop2h 40m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
sáb. 6/21
5:25 am-11:59 am
1 stop6h 34m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
jue. 8/7
8:33 am-1:56 pm
2 stops29h 23m
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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- 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 Expedia the most. Expedia 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.
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, April is the cheapest month in which you can book a flight from San Antonio to Chicago Midway Airport (average of $160). Flying from San Antonio to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 mayo 12, 2025.
It’s typically best to fly out from San Antonio to Chicago Midway Airport in the evening. Doing so could potentially save you 46% on the flight price compared to flying in the afternoon, which is usually more expensive.
Weekly flight availability from San Antonio to Chicago Midway Airport
Explore weekly flight availability from San Antonio to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated mayo 12, 2025.
The most flights from SAT to MDW are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
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 mayo 12, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Frontier from San Antonio to Chicago by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
Ila,Mar 2025
HOU - DAL
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.
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Alternative routes for San Antonio to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from San Antonio to Midway
Discover the top 3 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 mayo 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$147 | Average$227 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$222 | Average$427 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$301 | Average$437 | FlexibilityNo cancel fee | On-timeN/A |