HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$52+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MDW
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$87
(Mytrip)

One-way from

$52
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$311
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. 31% potential increase in price ($127 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 6/64:59 pmVPS - MDW
1 stop4h 28mDelta
Mon 6/96:47 pmMDW - VPS
1 stop4h 40mDelta
Deal found 4/29$277
This Southwest deal was found by Cheapflights users on 4/30. 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 5/236:10 pmVPS - MDW
1 stop4h 50mSouthwest
Tue 5/272:40 pmMDW - VPS
2 stops6h 40mSouthwest
Deal found 4/30$355
This eDestinos deal was found by Cheapflights users on 4/29. 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.
Thu 5/296:04 pmVPS - MDW
2 stops25h 39mMultiple Airlines
Mon 6/27:00 pmMDW - VPS
1 stop13h 21mMultiple Airlines
Deal found 4/29$414

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 May 1, 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

Fri 6/6

6:00 am-8:22 am

Nonstop2h 22m

Chicago Midway

Mon 6/9

9:12 am-11:23 am

Nonstop2h 11m

$97

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 5/30

4:59 pm-9:27 pm

1 stop4h 28m

Chicago Midway

Sat 5/31

4:15 pm-8:59 pm

1 stop4h 44m

$217

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 9/26

12:00 pm-6:05 pm

1 stop6h 05m

Chicago Midway

Sun 9/28

5:35 am-10:55 am

1 stop5h 20m

$297

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Fri 5/16

6:30 am-8:52 am

Nonstop2h 22m

$52

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 7/15

4:00 pm-9:05 pm

1 stop5h 05m

$88

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 8/31

6:00 am-9:51 am

1 stop3h 51m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 May 1, 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.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 May 1, 2025.
To help decide which airline to fly from Fort Walton Beach to Chicago, see what other customers have to say about Southwest, Delta and Allegiant Air. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

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
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

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
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

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
7.3
Good
734 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

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?

    $52 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 Southwest and Delta, with prices starting from $88 and $207, 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 $88. On average you can expect to pay $289. The most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago Midway), can usually be booked for $87.

  • 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
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.
Orlando to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Tampa to O'Hare Intl flights
Miami to O'Hare Intl flights
Tampa to Midway flights
West Palm Beach to O'Hare Intl flights
Jacksonville to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Orlando to Midway flights
Sarasota to O'Hare Intl flights
Jacksonville to Midway flights
Miami to Midway flights
Fort Lauderdale to Midway flights
West Palm Beach to Midway flights
Pensacola to O'Hare Intl flights
Fort Myers to Midway flights
Sarasota to Midway flights
Panama City to O'Hare Intl flights
St Petersburg to Rockford flights
Pensacola to Midway flights
Valparaiso to O'Hare Intl flights
Gainesville to O'Hare Intl flights
Tallahassee to O'Hare Intl flights
Tallahassee to Midway flights
Panama City to Midway flights
Gainesville to Midway flights
Key West to O'Hare Intl flights
Valparaiso to Midway flights
Daytona Beach to O'Hare Intl flights
Orlando Sanford Intl to Rockford flights
Key West to Midway flights
Orlando to Rockford flights
Melbourne to O'Hare Intl flights
Valdosta to O'Hare Intl flights
Daytona Beach to Midway flights
Melbourne to Midway flights
Fort Lauderdale to Rockford flights
Fort Myers to Rockford flights
Punta Gorda to Rockford flights
Tampa to Rockford flights
Pensacola 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$376FlexibilityNo cancel feeOn-time63%
DeltaCheapest$217Average$365FlexibilityNo 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.