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Midway

$74+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MDW
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap 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 February 3, 2026.

This Mytrip deal was found by Cheapflights users on 2/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/121:01 pm
VPS
-
MDW
Nonstop2h 19m
Allegiant Air
Sun 2/223:40 pm
MDW
-
VPS
Nonstop2h 06m
Allegiant Air
Deal found 2/2$99
This eDestinos deal was found by Cheapflights users on 2/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1512:31 pm
VPS
-
MDW
Nonstop2h 19m
Allegiant Air
Thu 2/194:10 pm
MDW
-
VPS
Nonstop2h 06m
Allegiant Air
Deal found 2/2$149
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/128:48 pm
VPS
-
MDW
2 stops25h 37m
Multiple Airlines
Sun 2/223:40 pm
MDW
-
VPS
Nonstop2h 06m
Multiple Airlines
Deal found 2/2$252
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1512:31 pm
VPS
-
MDW
Nonstop2h 19m
Multiple Airlines
Thu 2/199:05 am
MDW
-
VPS
2 stops29h 32m
Multiple Airlines
Deal found 2/2$263
This Super.com deal was found by Cheapflights users on 2/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/112:31 pm
VPS
-
MDW
Nonstop2h 19m
Allegiant Air
Thu 3/58:46 pm
MDW
-
VPS
Nonstop2h 08m
Allegiant Air
Deal found 2/1$279
This Delta deal was found by Cheapflights users on 2/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/174:59 pm
VPS
-
MDW
1 stop5h 29m
Delta
Sun 4/196:00 am
MDW
-
VPS
1 stop6h 48m
Delta
Deal found 2/3$373
This Delta deal was found by Cheapflights users on 2/1. 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 7/12:40 pm
VPS
-
MDW
1 stop7h 05m
Delta
Thu 7/96:00 am
MDW
-
VPS
1 stop6h 25m
Delta
Deal found 2/1$376
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:35 pm
VPS
-
MDW
1 stop4h 30m
Southwest
Sat 3/215:25 am
MDW
-
VPS
1 stop6h 20m
Southwest
Deal found 2/1$377
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1411:15 am
VPS
-
MDW
1 stop5h 50m
Southwest
Thu 2/195:25 am
MDW
-
VPS
1 stop5h 05m
Southwest
Deal found 2/1$381

Find 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$149
(eDestinos)

One-way from

$113
(Kiwi.com)

Popular in

May

Cheapest in

November

Average price

$108
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flights.
Search Deals
From Fort Walton Beach to Chicago Midway
Search Deals
One-way flight from Fort Walton Beach to Chicago Midway
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 3, 2026.
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

Sun 2/15

12:31 pm-2:50 pm

Nonstop2h 19m

Chicago Midway

Thu 2/19

4:10 pm-6:16 pm

Nonstop2h 06m

$149

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 2/15

12:31 pm-2:50 pm

Nonstop2h 19m

Chicago Midway

Thu 2/19

9:05 am-2:37 pm

2 stops29h 32m

$268

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 3/1

12:31 pm-2:50 pm

Nonstop2h 19m

Chicago Midway

Thu 3/5

8:46 pm-10:54 pm

Nonstop2h 08m

$279

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 4/23

7:15 am-12:07 pm

1 stop4h 52m

Chicago Midway

Mon 4/27

6:00 am-12:48 pm

1 stop6h 48m

$373

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 4/17

4:59 pm-10:28 pm

1 stop5h 29m

Chicago Midway

Sun 4/19

6:00 am-12:48 pm

1 stop6h 48m

$373

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 7/1

2:40 pm-9:45 pm

1 stop7h 05m

Chicago Midway

Thu 7/9

6:00 am-12:25 pm

1 stop6h 25m

$376

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 2/14

11:15 am-5:05 pm

1 stop5h 50m

Chicago Midway

Thu 2/19

5:25 am-10:30 am

1 stop5h 05m

$381

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 3/17

12:35 pm-8:50 pm

2 stops8h 15m

Chicago Midway

Sat 3/21

5:25 am-3:55 pm

2 stops10h 30m

$388

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 2/19

1:01 pm-3:20 pm

Nonstop2h 19m

$74

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 5/10

2:40 pm-4:57 pm

Nonstop2h 17m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 18 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, November is the cheapest month in which you can book a flight from Fort Walton Beach to Chicago Midway Airport (average of $87). 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 February 3, 2026.

It’s typically best to fly out from Fort Walton Beach to Chicago Midway Airport at noon. Doing so could potentially save you 38% on the flight price compared to flying in the evening, 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 February 3, 2026.
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
709 reviews

Comfort

6.8

Food

5.9

Overall

7.2

Crew

8.1

Entertainment

5.5

Boarding

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

LAS - GEG

It would be nice if the seats reclined a little.
Allegiant Air
7.2
Good
709 reviews
Allegiant Air
7.2
Good
709 reviews

Comfort

6.8

Food

5.9

Overall

7.2

Crew

8.1

Entertainment

5.5

Boarding

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

LAS - GEG

It would be nice if the seats reclined a little.

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 and Delta fly from Fort Walton Beach to Chicago Midway Airport in about 2h 19m. The time it takes to get you to your destination can typically vary by up to 3h 10m. The distance between Fort Walton Beach and Chicago Midway Airport is about 783 mi. This flight may include one or multiple stops.

  • 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 $249. On average you can expect to pay $460. The most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago Midway), can usually be booked for $99.

  • 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, November is the cheapest month in which you can book a flight from Fort Walton Beach to Chicago Midway Airport (average of $87). 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
Merrillville
Hammond
Porter
Benton Harbor

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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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$86Average$144FlexibilityNo cancel feeOn-time88%
DeltaCheapest$89Average$296FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$216Average$363FlexibilityNo cancel feeOn-time63%

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