HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$49+ 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
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Fort Walton Beach to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 15, 2025.

Round-trip from

$158
(Kiwi.com)

One-way from

$49
(Cheapflightsfares)

Popular in

November

Cheapest in

May

Average price

$272
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. 25% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/205:24 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Mon 12/19:24 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/14$158
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/205:24 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/14$167
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/2511:31 amVPS - MDW
Nonstop2h 19mAllegiant Air
Mon 12/19:24 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/14$191
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Tue 11/2511:31 amVPS - MDW
Nonstop2h 19mAllegiant Air
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/13$198
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/235:24 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Mon 12/19:24 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/14$230
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/235:24 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/14$240
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/173:46 pmVPS - MDW
2 stops18h 35mMultiple Airlines
Sun 10/1911:07 amMDW - VPS
Nonstop2h 05mMultiple Airlines
Deal found 9/14$273
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/206:35 amVPS - MDW
2 stops16h 08mMultiple Airlines
Mon 12/19:24 amMDW - VPS
Nonstop2h 13mMultiple Airlines
Deal found 9/14$284
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/206:35 amVPS - MDW
2 stops16h 08mMultiple Airlines
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mMultiple Airlines
Deal found 9/14$295
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/186:30 amVPS - MDW
2 stops16h 17mMultiple Airlines
Mon 10/2012:08 pmMDW - VPS
1 stop4h 54mMultiple Airlines
Deal found 9/13$298
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/173:46 pmVPS - MDW
2 stops18h 35mMultiple Airlines
Mon 10/2012:08 pmMDW - VPS
1 stop4h 54mMultiple Airlines
Deal found 9/13$333

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 September 15, 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 11/20

5:24 pm-7:43 pm

Nonstop2h 19m

Chicago Midway

Mon 12/1

9:24 am-11:37 am

Nonstop2h 13m

$158

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 11/25

11:31 am-1:50 pm

Nonstop2h 19m

Chicago Midway

Mon 12/1

9:24 am-11:37 am

Nonstop2h 13m

$191

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 10/18

6:30 am-10:47 pm

2 stops16h 17m

Chicago Midway

Mon 10/20

12:08 pm-5:02 pm

1 stop4h 54m

$298

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 10/18

5:30 pm-10:25 pm

1 stop4h 55m

Chicago Midway

Mon 10/20

12:55 pm-5:55 pm

1 stop5h 00m

$349

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

5:00 am-1:15 pm

1 stop8h 15m

$369

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Mon 11/24

6:00 am-11:52 am

1 stop5h 52m

Chicago Midway

Thu 11/27

6:00 am-11:06 am

1 stop5h 06m

$375

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 11/20

5:24 pm-7:43 pm

Nonstop2h 19m

Chicago Midway

Wed 11/26

2:11 pm-5:21 pm

3 stops27h 10m

$390

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 11/21

6:00 am-9:52 am

1 stop3h 52m

Chicago Midway

Mon 11/24

12:47 pm-6:20 pm

1 stop5h 33m

$410

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 11/21

7:00 pm-11:32 pm

1 stop4h 32m

Chicago Midway

Thu 11/27

6:00 am-11:06 am

1 stop5h 06m

$410

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 10/5

8:00 am-10:17 am

Nonstop2h 17m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 19 results
1
2

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 September 15, 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 and Southwest 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 2h 36m. The distance between Fort Walton Beach and Chicago Midway Airport is about 783 mi. This flight may include one or multiple stops.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Fort Walton Beach to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to O'Hare Intl flights
Miami to O'Hare Intl flights
Tampa to O'Hare Intl flights
Orlando to O'Hare Intl flights
Miami to Midway flights
Tampa to Midway flights
Orlando to Midway flights
Fort Lauderdale to Midway flights
West Palm Beach to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Jacksonville to O'Hare Intl flights
Jacksonville to Midway flights
Pensacola to O'Hare Intl flights
Fort Myers to Midway flights
Sarasota to O'Hare Intl flights
West Palm Beach to Midway flights
Pensacola to Midway flights
Tallahassee to O'Hare Intl flights
Daytona Beach to O'Hare Intl flights
Melbourne to O'Hare Intl flights
Panama City to O'Hare Intl flights
Sarasota to Midway flights
Valparaiso to O'Hare Intl flights
St Petersburg to Rockford flights
Panama City to Midway flights
Tallahassee to Midway flights
Gainesville to O'Hare Intl flights
Gainesville to Midway flights
Key West to O'Hare Intl flights
Valparaiso to Midway flights
Orlando Sanford Intl to Rockford flights
Orlando to Rockford flights
Melbourne to Midway flights
Daytona Beach to Midway flights
Valdosta to O'Hare Intl flights
Key West to Midway flights
Punta Gorda to Rockford flights
Fort Myers to Rockford flights
Pensacola to Rockford flights
Tampa to Rockford flights
Fort Lauderdale to Rockford flights

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$361FlexibilityNo cancel feeOn-time63%
DeltaCheapest$228Average$313FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.