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St. Augustine

Cheap flights from Midway (MDW) to St. Augustine (UST)

MDW — UST
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Best time to book a flight from Midway to St. Augustine

Have a flexible travel schedule? Discover the best time to fly to St. Augustine from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to St. Augustine

What is the cheapest time of day to fly from MDW to UST?

Find hourly flight availability from Midway to St. Augustine. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

One of the essential ways to save on airfare from Chicago Midway Airport to St. Augustine is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 30% on airfare.

What is the cheapest day to fly from Chicago Midway Airport to St. Augustine?

Use this chart to determine the cheapest time to fly round-trip from Midway to St. Augustine. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to St. Augustine flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Midway to St. Augustine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to St. Augustine from Chicago Midway?

    Most people fly into St. Augustine Northeast Florida Regional (UST) if they book a flight to St. Augustine from Chicago Midway. On average, Northeast Florida Regional has 0 inbound flights from Chicago Midway per day from 0 airlines. St. Augustine Northeast Florida Regional is conveniently located just 4.7 mi from St. Augustine’s city center.

  • Can I find deals for flights from Midway to St. Augustine that include hotel bookings?

    Yes. In addition to deals on Midway to St. Augustine flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to St. Augustine?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to St. Augustine.

  • Can I find deals for business class flights from Midway to St. Augustine?

    Yes. Cheapflights offers flight deals from Midway to St. Augustine by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near St. Augustine?

Book flights to St. Augustine if you plan to visit one of these locations
Vilano Beach

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