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Cheap Flights from San Antonio to Chicago $195.07

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Cheapest Flights from San Antonio to Chicago (SAT to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from San Antonio to Chicago (SAT to MDW)

Question : Which airline is least likely to get you to MDW on time?
Answer : 100% of Delta Air Lines flights from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) are late. If you’re on Delta Air Lines, be sure to sign up for the delay notifications to stay up to date with your flight’s status.

Question : What is the cheapest day to fly in the next four weeks?
Answer : May 4th has seen bookings (as of Apr 24th) as cheap as $194. That comes in 57% below the average price for this route. Saving on flight costs means you'll have more cash in your pocket for the trip.

Question : Do prices fluctuate more for this route than others?
Answer : Flight prices are fluctuating more for this route than the majority of routes in the United States, as they're ranging from $194 to $1,091. Remember, the sooner you book, the more you'll be able to save.

Question : Which airline has been the most dependable in getting passengers to their destination on time?
Answer : Executive Jet Management will have you to MDW on time 100% of the time. Stick to Executive Jet Management and you won't spend more time in airports than you have to. Perfection is hard to come by, so hopefully it continues.

Question : On a daily basis, how many different flight times are available from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW)?
Answer : The number of flight times varies by day, but on average, SAT to MDW sees two different choices. Compared to the average route departing the United States with five flight times, you'll have fewer options.

Question : If your plans are flexible, have you considered changing your departure day?
Answer : The lowest-cost day to fly in May is Tuesday. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.

Question : Looking for the shortest flight from SAT to MDW?
Answer : Southwest Airlines currently holds the fastest travel time with two hours and 35 minutes. So, you would arrive in Chicago at 7:50 PM CDT if you left San Antonio at 5:15 PM CDT.