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$52+ Cheap flights from Fort Walton Beach, FL to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MDW
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Fort Walton Beach to Midway

Keep the following information in mind while searching for Fort Walton Beach to Midway flight deals. Data was last updated August 18, 2025.

Round-trip from

$121
(Cheapflightsfares)

One-way from

$52
(Booking.com)

Popular in

May

Cheapest in

February

Average price

$278
From Fort Walton Beach to Chicago Midway
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One-way flight from Fort Walton Beach to Chicago Midway
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Highest demand for flights based on searches. 17% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Fort Walton Beach to Midway

Cheapest flights from Fort Walton Beach to Midway
Explore the most affordable flight options available from Fort Walton Beach to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/28:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Sun 10/511:07 amMDW - VPS
Nonstop2h 05mAllegiant Air
Deal found 8/17$121
This Mytrip deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Sun 10/1911:07 amMDW - VPS
Nonstop2h 05mAllegiant Air
Deal found 8/16$138
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:02 pmVPS - MDW
1 stop27h 58mMultiple Airlines
Sun 10/1911:07 amMDW - VPS
Nonstop2h 05mMultiple Airlines
Deal found 8/16$188
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2411:00 amVPS - MDW
2 stops23h 21mMultiple Airlines
Sun 10/2611:07 amMDW - VPS
Nonstop2h 05mMultiple Airlines
Deal found 8/17$243
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/238:00 amVPS - MDW
Nonstop2h 17mMultiple Airlines
Mon 10/279:44 amMDW - VPS
2 stops27h 04mMultiple Airlines
Deal found 8/18$250
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:15 amVPS - MDW
3 stops27h 36mMultiple Airlines
Sun 10/511:07 amMDW - VPS
Nonstop2h 05mMultiple Airlines
Deal found 8/16$274

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Walton Beach to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Fort Walton Beach to Chicago Midway Airport that are best for you.

Fly from

Fort Walton Beach

Fly to

Midway

Route

Depart

Return

Price

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/2

8:00 am-10:17 am

Nonstop2h 17m

Chicago Midway

Sun 10/5

11:07 am-1:12 pm

Nonstop2h 05m

$121

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/16

8:00 am-10:17 am

Nonstop2h 17m

Chicago Midway

Sun 10/19

11:07 am-1:12 pm

Nonstop2h 05m

$138

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/16

5:02 pm-9:00 pm

1 stop27h 58m

Chicago Midway

Sun 10/19

11:07 am-1:12 pm

Nonstop2h 05m

$188

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/24

11:00 am-10:21 am

2 stops23h 21m

Chicago Midway

Sun 10/26

11:07 am-1:12 pm

Nonstop2h 05m

$243

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/23

8:00 am-10:17 am

Nonstop2h 17m

Chicago Midway

Mon 10/27

9:44 am-12:48 pm

2 stops27h 04m

$250

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 10/3

6:15 am-9:51 am

3 stops27h 36m

Chicago Midway

Sun 10/5

11:07 am-1:12 pm

Nonstop2h 05m

$274

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/30

9:00 am-11:17 am

Nonstop2h 17m

$52

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/2

8:00 am-10:17 am

Nonstop2h 17m

$52

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 10/5

8:00 am-10:17 am

Nonstop2h 17m

$62

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/23

8:00 am-10:17 am

Nonstop2h 17m

$62

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 12 results
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Best time to book a flight from Fort Walton Beach to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Fort Walton Beach 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 Fort Walton Beach to Chicago Midway Airport

What is the cheapest month to book a flight from Fort Walton Beach to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Fort Walton Beach to Chicago Midway Airport (average of $160). Flying from Fort Walton Beach 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 FO9 to MDW?

Find hourly flight availability from Fort Walton Beach 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 August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Fort Walton Beach to Chicago Midway Airport as you normally would.

Related info for your journey

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

  • How long is the flight from Fort Walton Beach to Chicago Midway Airport?

    Airlines like Allegiant Air fly from Fort Walton Beach to Chicago Midway Airport in about 2h 17m. The time it takes to get you to your destination is usually consistent. The distance between Fort Walton Beach and Chicago Midway Airport is about 783 mi. All flights are typically nonstop.

  • What are the cheapest flights from Fort Walton Beach to Chicago Midway Airport?

    The cheapest flight price from Fort Walton Beach to Chicago Midway Airport is $68. On average you can expect to pay $323. The most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago Midway), can usually be booked for $103.

  • Can I find deals for flights from Fort Walton Beach to Midway that include hotel bookings?

    Yes. In addition to deals on Fort Walton Beach to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Fort Walton Beach to Midway?

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

  • Can I find deals for business class flights from Fort Walton Beach to Midway?

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

  • What is the cheapest month to book a flight from Fort Walton Beach to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Fort Walton Beach to Chicago Midway Airport (average of $160). Flying from Fort Walton Beach 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Fort Walton Beach to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Fort Walton Beach to Midway

Discover the top 2 airlines that operate flights from Fort Walton Beach to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$371FlexibilityNo cancel feeOn-time63%
DeltaCheapest$228Average$297FlexibilityNo cancel feeOn-timeN/A

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