HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$47+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MDW
Feb 24 — Mar 31
Tue 2/24
Tue 3/3
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

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 January 25, 2026.

This Mytrip deal was found by Cheapflights users on 1/24. 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 3/55:40 pm
VPS
-
MDW
Nonstop2h 16m
Allegiant Air
Sun 3/88:46 pm
MDW
-
VPS
Nonstop2h 08m
Allegiant Air
Deal found 1/24$103
This Gotogate deal was found by Cheapflights users on 1/24. 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.
Sun 2/1512:31 pm
VPS
-
MDW
Nonstop2h 19m
Allegiant Air
Sun 2/223:40 pm
MDW
-
VPS
Nonstop2h 06m
Allegiant Air
Deal found 1/24$114
This Mytrip deal was found by Cheapflights users on 1/23. 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 3/125:37 pm
VPS
-
MDW
Nonstop2h 16m
Allegiant Air
Sun 3/158:43 pm
MDW
-
VPS
Nonstop2h 08m
Allegiant Air
Deal found 1/23$145
This Kiwi.com deal was found by Cheapflights users on 1/24. 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 3/55:40 pm
VPS
-
MDW
Nonstop2h 16m
Multiple Airlines
Sun 3/87:30 am
MDW
-
VPS
1 stop6h 22m
Multiple Airlines
Deal found 1/24$231
This Kiwi.com deal was found by Cheapflights users on 1/24. 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
Sun 2/226:00 am
MDW
-
VPS
2 stops13h 58m
Multiple Airlines
Deal found 1/24$240
This Kiwi.com deal was found by Cheapflights users on 1/23. 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 3/125:37 pm
VPS
-
MDW
Nonstop2h 16m
Multiple Airlines
Sun 3/157:30 am
MDW
-
VPS
1 stop6h 20m
Multiple Airlines
Deal found 1/23$297
This Southwest deal was found by Cheapflights users on 1/24. 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 4/295:15 pm
VPS
-
MDW
1 stop5h 50m
Southwest
Sat 5/210:00 am
MDW
-
VPS
1 stop7h 15m
Southwest
Deal found 1/24$307
This Southwest deal was found by Cheapflights users on 1/24. 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 7/26:05 pm
VPS
-
MDW
1 stop6h 10m
Southwest
Sat 7/115:25 am
MDW
-
VPS
1 stop9h 10m
Southwest
Deal found 1/24$326

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 January 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$103
(Mytrip)

One-way from

$47
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$376
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. 27% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 25, 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

Thu 3/5

5:40 pm-7:56 pm

Nonstop2h 16m

Chicago Midway

Sun 3/8

8:46 pm-10:54 pm

Nonstop2h 08m

$103

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 2/15

12:31 pm-2:50 pm

Nonstop2h 19m

Chicago Midway

Sun 2/22

3:40 pm-5:46 pm

Nonstop2h 06m

$114

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 3/12

5:37 pm-7:53 pm

Nonstop2h 16m

Chicago Midway

Sun 3/15

8:43 pm-10:51 pm

Nonstop2h 08m

$145

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 3/5

5:40 pm-7:56 pm

Nonstop2h 16m

Chicago Midway

Sun 3/8

7:30 am-1:52 pm

1 stop6h 22m

$231

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 2/15

12:31 pm-2:50 pm

Nonstop2h 19m

Chicago Midway

Sun 2/22

6:00 am-7:58 pm

2 stops13h 58m

$240

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 3/12

5:37 pm-7:53 pm

Nonstop2h 16m

Chicago Midway

Sun 3/15

7:30 am-1:50 pm

1 stop6h 20m

$297

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 7/1

2:30 pm-7:35 pm

1 stop5h 05m

Chicago Midway

Sat 7/11

5:25 am-2:35 pm

1 stop9h 10m

$307

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 4/29

5:15 pm-11:05 pm

1 stop5h 50m

Chicago Midway

Sat 5/2

10:00 am-5:15 pm

1 stop7h 15m

$307

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 7/2

6:05 pm-12:15 am

1 stop6h 10m

Chicago Midway

Sat 7/11

5:25 am-2:35 pm

1 stop9h 10m

$326

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 7/3

4:35 pm-1:00 am

1 stop8h 25m

Chicago Midway

Sat 7/11

5:25 am-2:35 pm

1 stop9h 10m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 20 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, June is the cheapest month in which you can book a flight from Fort Walton Beach to Chicago Midway Airport (average of $108). 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 January 25, 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 January 25, 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
705 reviews

Comfort

6.8

Boarding

7.6

Entertainment

5.5

Food

5.9

Overall

7.2

Crew

8.1

Reviews

1 / 20
4.0
Okay

Sara,Nov 2025

PSC - AZA

We were delayed and then couldn’t get off due to lightening.
Allegiant Air
7.2
Good
705 reviews
Allegiant Air
7.2
Good
705 reviews

Comfort

6.8

Boarding

7.6

Entertainment

5.5

Food

5.9

Overall

7.2

Crew

8.1

Reviews

1 / 20
4.0
Okay

Sara,Nov 2025

PSC - AZA

We were delayed and then couldn’t get off due to lightening.

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 16m. 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 $108). 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

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
Orlando to Midway flights
Fort Lauderdale to Midway flights
Jacksonville to O'Hare Intl flights
Tampa to Midway flights
West Palm Beach to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Jacksonville to Midway flights
Sarasota to O'Hare Intl flights
West Palm Beach to Midway flights
Fort Myers to Midway flights
Pensacola to O'Hare Intl flights
Panama City to O'Hare Intl flights
Fort Lauderdale to Rockford flights
Sarasota to Midway flights
Gainesville to O'Hare Intl flights
Panama City to Midway flights
Key West to O'Hare Intl flights
Pensacola to Midway flights
Valparaiso to O'Hare Intl flights
Tallahassee to O'Hare Intl flights
Gainesville to Midway flights
Orlando Sanford Intl to Rockford flights
Melbourne to O'Hare Intl flights
Tallahassee to Midway flights
Melbourne to Midway flights
St Petersburg to Rockford flights
Daytona Beach to Midway flights
Daytona Beach to O'Hare Intl flights
Valparaiso to Midway flights
Key West to Midway flights
Tampa to Rockford flights
Punta Gorda to Rockford flights
Orlando to Rockford flights
Pensacola to Rockford flights
Valdosta to O'Hare Intl flights
Fort Myers to Rockford flights

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 January 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$86Average$144FlexibilityNo cancel feeOn-time88%
DeltaCheapest$89Average$311FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$216Average$355FlexibilityNo cancel feeOn-time63%

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.