MDW - SAT
$264 - $608
|Popular in||December||High demand for flights, 35% potential price rise|
|Cheapest in||February||Best time to find cheap flights, 33% potential price drop|
|Round-trip from||$264||From Chicago Midway to San Antonio|
|One-way from||$203||One-way flight from Chicago Midway to San Antonio|
It’s generally more expensive to depart on a Sunday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.
Travelers have found it’s best to book a flight 35 days in advance to save up to 34% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 35 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway to San Antonio 1-2 weeks in advance for as low as $146, or $182 for flights within the next 24 hours.
One of the essential ways to save on airfare from Chicago Midway to San Antonio is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 41% on airfare.