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Cheap Flights from San Antonio to Chicago $278.51

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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 struggling to get to Chicago on time?
Answer : If you decide to book your flight with Executive Jet Management, keep an eye on your departure time. Over the past month, Executive Jet Management flights from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) are late 100% of the time.

Question : Which airline has been on time from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) the most?
Answer : Southwest Airlines will have you to MDW on schedule 85% of the time. Don't spend more time waiting in an airport than you have to; stick with Southwest Airlines on this route. If they are late for some reason, expect a delay of 10-20 minutes, as that's the average.

Question : How long does it take to get from SAT to MDW?
Answer : If you're able to take the shortest direct flight (which is offered by Southwest Airlines), you can leave SAT at 6:05 AM CST and get to MDW at 8:35 AM CST (2 hours and 30 minutes).

Question : Would you be willing to change your travel days if it saved you money?
Answer : In December, Monday is your cheapest day to fly. Flexibility is paramount when booking travel plans in order to keep costs down.

Question : Which day has the most flight time options?
Answer : With 32 total flight time options, Wednesday provides the most flexibility from SAT to MDW. Note that Saturday offers the least number of options with 21 flight times.

Question : Are prices changing frequently for this route?
Answer : Prices for this trip tend to fluctuate much more than others. However, the sooner you book, the better price you tend to get.