Cheap flights from St. Augustine (UST) to Midway (MDW)
Find cheap flights from St. Augustine to Midway with Cheapflights
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Best time to book a flight from St. Augustine to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from St. Augustine with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from St. Augustine to Chicago Midway Airport
What is the cheapest month to book a flight from St. Augustine to Chicago Midway Airport?
Currently, April is the cheapest month in which you can book a flight from St. Augustine to Chicago Midway Airport (average of $160). Flying from St. Augustine 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 UST to MDW?
Find hourly flight availability from St. Augustine 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 agosto 14, 2025.
It’s typically best to fly out from St. Augustine to Chicago Midway Airport in the evening. Doing so could potentially save you 68% on the flight price compared to flying in the morning, which is usually more expensive.
What is the cheapest day to fly from St. Augustine to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from St. Augustine to Midway. Price data was last updated on March 30, 2025.
Travelers seeking maximum savings on their St. Augustine to Chicago Midway Airport flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.