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$48+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MDW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$82
(Booking.com)

One-way from

$48
(Mytrip)

Popular in

May

Cheapest in

February

Average price

$274
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 ($66 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 July 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 July 3, 2025.

This Gotogate deal was found by Cheapflights users on 7/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/46:00 amVPS - MDW
Nonstop2h 22mAllegiant Air
Fri 8/89:12 amMDW - VPS
Nonstop2h 11mAllegiant Air
Deal found 7/3$82
This Southwest deal was found by Cheapflights users on 7/2. 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 7/254:15 pmVPS - MDW
1 stop5h 10mSouthwest
Sun 7/275:15 amMDW - VPS
1 stop6h 40mSouthwest
Deal found 7/2$197
This Delta deal was found by Cheapflights users on 7/1. 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.
Wed 7/162:45 pmVPS - MDW
1 stop6h 57mDelta
Wed 7/236:00 amMDW - VPS
1 stop6h 50mDelta
Deal found 7/1$222

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 July 3, 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

Mon 8/4

6:00 am-8:22 am

Nonstop2h 22m

Chicago Midway

Fri 8/8

9:12 am-11:23 am

Nonstop2h 11m

$82

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 7/25

4:15 pm-9:25 pm

1 stop5h 10m

Chicago Midway

Sun 7/27

5:15 am-11:55 am

1 stop6h 40m

$197

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 7/16

2:45 pm-9:42 pm

1 stop6h 57m

Chicago Midway

Wed 7/23

6:00 am-12:50 pm

1 stop6h 50m

$222

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/2

8:00 am-10:17 am

Nonstop2h 17m

$48

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 7/22

4:59 pm-9:42 pm

1 stop4h 43m

$98

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 7/22

10:10 am-6:10 pm

2 stops8h 00m

$103

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

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 July 3, 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.

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 July 3, 2025.
Read through reviews of airlines operating flights from Fort Walton Beach to Chicago Midway Airport, such as Southwest, Delta, and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,270 reviews

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,270 reviews
Southwest
8.0
Very good
4,270 reviews

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,970 reviews
Southwest
8.0
Very good
4,270 reviews

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Allegiant Air
7.2
Good
709 reviews
Southwest
8.0
Very good
4,270 reviews

Crew

8.6

Food

7.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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.

  • What are the cheapest airlines to fly from Fort Walton Beach to Chicago Midway Airport one-way?

    $48 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $98 and $103, respectively.

  • 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 $145. On average you can expect to pay $267. The most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago Midway), can usually be booked for $83.

  • 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 Fort Walton Beach?

Book flights to Fort Walton Beach if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$374FlexibilityNo cancel feeOn-time63%
DeltaCheapest$228Average$306FlexibilityNo cancel feeOn-timeN/A

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