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$63+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MDW
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
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 November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$158
(Booking.com)

One-way from

$63
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$159
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flights.
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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. 1% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/235:24 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 11/16$126
This Booking.com deal was found by Cheapflights users on 11/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/231:01 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Tue 12/304:10 pmMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 11/18$158
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Thu 12/183:45 pmVPS - MDW
Nonstop2h 19mMultiple Airlines
Thu 1/16:12 amMDW - VPS
2 stops37h 45mMultiple Airlines
Deal found 11/17$242
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Tue 12/233:45 pmVPS - MDW
2 stops30h 13mMultiple Airlines
Tue 12/304:10 pmMDW - VPS
Nonstop2h 13mMultiple Airlines
Deal found 11/18$317
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Wed 11/267:58 pmVPS - MDW
2 stops26h 45mMultiple Airlines
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mMultiple Airlines
Deal found 11/18$329
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:20 pmVPS - MDW
1 stop4h 27mDelta
Sat 12/611:05 amMDW - VPS
1 stop5h 07mDelta
Deal found 11/17$381
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Sat 11/221:10 pmVPS - MDW
2 stops22h 32mMultiple Airlines
Sun 11/238:33 pmMDW - VPS
Nonstop2h 13mMultiple Airlines
Deal found 11/17$384
This Southwest deal was found by Cheapflights users on 11/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:05 pmVPS - MDW
1 stop6h 05mSouthwest
Thu 1/111:15 amMDW - VPS
2 stops9h 55mSouthwest
Deal found 11/17$388
This Southwest deal was found by Cheapflights users on 11/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/192:00 pmVPS - MDW
1 stop5h 20mSouthwest
Sat 11/293:15 pmMDW - VPS
1 stop6h 35mSouthwest
Deal found 11/17$396
This Southwest deal was found by Cheapflights users on 11/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:20 amVPS - MDW
1 stop4h 40mSouthwest
Mon 12/85:35 amMDW - VPS
1 stop4h 45mSouthwest
Deal found 11/16$411

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 November 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

Tue 12/23

1:01 pm-3:20 pm

Nonstop2h 19m

Chicago Midway

Tue 12/30

4:10 pm-6:23 pm

Nonstop2h 13m

$158

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 12/18

3:45 pm-6:04 pm

Nonstop2h 19m

Chicago Midway

Thu 1/1

6:12 am-7:57 pm

2 stops37h 45m

$242

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 12/23

3:45 pm-9:58 pm

2 stops30h 13m

Chicago Midway

Tue 12/30

4:10 pm-6:23 pm

Nonstop2h 13m

$317

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 12/2

7:20 pm-11:47 pm

1 stop4h 27m

Chicago Midway

Sat 12/6

11:05 am-4:12 pm

1 stop5h 07m

$381

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 12/18

6:05 pm-12:10 am

1 stop6h 05m

Chicago Midway

Thu 1/1

11:15 am-9:10 pm

2 stops9h 55m

$388

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 12/5

11:20 am-4:00 pm

1 stop4h 40m

Chicago Midway

Mon 12/8

5:35 am-10:20 am

1 stop4h 45m

$411

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 12/24

12:00 pm-8:49 am

2 stops20h 49m

$172

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 12/23

7:24 pm-5:26 pm

2 stops22h 02m

$172

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 12/19

6:10 pm-1:10 am

1 stop7h 00m

$205

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Mon 12/22

7:24 pm-8:49 am

2 stops13h 25m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 13 results
1
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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, June is the cheapest month in which you can book a flight from Fort Walton Beach to Chicago Midway Airport (average of $99). Flying from Fort Walton Beach to Chicago Midway Airport in July is currently the most expensive (average of $284). 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 November 18, 2025.

It’s typically best to fly out from Fort Walton Beach to Chicago Midway Airport at noon. Doing so could potentially save you 17% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated November 18, 2025.
Read through reviews of airlines operating flights from Fort Walton Beach to Chicago Midway Airport, such as Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Allegiant Air
7.2
Good
700 reviews

Boarding

7.6

Comfort

6.8

Crew

8.1

Entertainment

5.5

Overall

7.2

Food

5.9

Reviews

1 / 20
10.0
Excellent

Marcia,Nov 2025

FLL - SAV

I like the affordability of the flight. Seating on this flight was more spacious than many other flights I’ve been on and aisle was easily walkable (no bags in other passengers faces).
Allegiant Air
7.2
Good
700 reviews
Allegiant Air
7.2
Good
700 reviews

Boarding

7.6

Comfort

6.8

Crew

8.1

Entertainment

5.5

Overall

7.2

Food

5.9

Reviews

1 / 20
10.0
Excellent

Marcia,Nov 2025

FLL - SAV

I like the affordability of the flight. Seating on this flight was more spacious than many other flights I’ve been on and aisle was easily walkable (no bags in other passengers faces).

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 19m. 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.

  • 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, June is the cheapest month in which you can book a flight from Fort Walton Beach to Chicago Midway Airport (average of $99). Flying from Fort Walton Beach to Chicago Midway Airport in July is currently the most expensive (average of $284). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Top 3 airlines flying from Fort Walton Beach to Midway

Discover the top 3 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$84Average$178FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$216Average$361FlexibilityNo cancel feeOn-time63%
DeltaCheapest$228Average$304FlexibilityNo cancel feeOn-timeN/A

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