$131 Find Cheap Flights from Chicago Midway Airport to San Antonio - Compare and Save

Among airlines operating Chicago Midway Airport to San Antonio flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Only Southwest operates flights between Chicago Midway Airport and San Antonio.

Flights from Chicago Midway Airport to San Antonio usually depart from Chicago Midway (MDW) and arrive at San Antonio (SAT).

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Only Economy Class is available on flights from Chicago Midway Airport to San Antonio.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $153 round-trip via Denver Intl (DEN), compared to $405 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Airbus A319 family is used most often on this route, operated mainly by American Airlines and United Airlines. Other aircraft seen on the route include Embraer 175 variants.

One-stop flights from Chicago Midway Airport to San Antonio most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 45% of one-stop connections
• Denver Intl (DEN) - 41% of one-stop connections
• Houston Hobby (HOU) - 7% of one-stop connections
• Nashville Intl (BNA) - 3% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 24% on the Chicago Midway Airport to San Antonio route. Friday is the cheapest departure day at $367 round-trip on average, while Monday is the most expensive at $477, a difference of $110. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on Chicago Midway Airport to San Antonio flights, with 50% of flights leaving in that window. Evening departures account for 50%, afternoon flights for 0%, and night flights for 0%.

Some of the most popular sights in San Antonio are San Antonio River Walk, SeaWorld San Antonio and Alamodome. These are among the most viewed places in San Antonio on KAYAK.

These are the earliest and latest flight times available from Chicago Midway Airport to San Antonio:

• Earliest: departs at 9:45 am and lands at 12:34 pm
• Latest: departs at 11:00 pm and lands at 1:49 am.

The flight takes about 2h 49m.

Last-minute fares on this route - booked within 2 weeks of departure - run 60% above the route average of $389. Book 12 weeks before departure for the lowest fares.

A nonstop flight from Chicago Midway Airport to San Antonio takes 2h 49m, covering 1,036 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $273 to $2,068. That means the highest observed fare was about 8x higher than the lowest one.

One-way fares from Chicago Midway Airport to San Antonio are currently lower than usual. Average one-way flight prices are about $148, which is 37% below the typical average for this route.

Flying via Houston Hobby (HOU) gives the shortest average 1-stop total travel time at 4h 23m, compared with 4h 42m via Nashville Intl (BNA) and 8h 12m via Atlanta Hartsfield-Jackson (ATL).

San Antonio Airport (SAT) hosts 5 major car rental companies, with daily rates starting from around $22 for economy cars. Top options include:
• Europcar
• Fox
• Dollar
• Hertz
• Alamo

Round-trip flights from Chicago Midway Airport to San Antonio range from $324 to $495, with an average of $389 over the past 12 months. Anything below $324 counts as a good deal.