HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Fort Walton Beach

$54+ Cheap flights from Chicago (CHI) to Fort Walton Beach, FL

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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Fort Walton Beach 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.

Cheapflights Tip: The best prices from Chicago to Fort Walton Beach are usually found in January or February, booked 85 days in advance, depart on a Monday or Friday and return on a Thursday

Cheap flight deals from Chicago to Fort Walton Beach

Keep the following information in mind while searching for Chicago to Fort Walton Beach flight deals. Data was last updated April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$182
(Mytrip)

One-way from

$54
(Booking.com)

Popular in

March

Cheapest in

January

Average price

$380
Provider with most accurate pricing for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flights.
Search Deals
From Chicago (CHI) to Fort Walton Beach
Search Deals
One-way flight from Chicago (CHI) to Fort Walton Beach
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Chicago to Fort Walton Beach

Cheapest flights from Chicago to Fort Walton Beach
Explore the most affordable flight options available from Chicago to Fort Walton Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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 5/82:19 pmMDW - VPS
Nonstop2h 10mAllegiant Air
Sun 5/1111:16 amVPS - MDW
Nonstop2h 13mAllegiant Air
Deal found 3/31$182
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:30 amORD - VPS
1 stop7h 00mDelta
Wed 5/214:59 pmVPS - ORD
1 stop4h 21mDelta
Deal found 3/30$227
This American Airlines deal was found by Cheapflights users on 3/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/148:00 amORD - VPS
Nonstop2h 18mAmerican Airlines
Wed 5/2111:08 amVPS - ORD
Nonstop2h 29mAmerican Airlines
Deal found 3/30$228
This Sun Country Air deal was found by Cheapflights users on 3/31. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/278:15 amORD - VPS
1 stop8h 53mSun Country Air
Thu 5/16:10 pmVPS - ORD
1 stop24h 59mSun Country Air
Deal found 3/31$274
This Southwest deal was found by Cheapflights users on 3/30. 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.
Mon 5/55:20 amMDW - VPS
1 stop4h 20mSouthwest
Fri 5/96:10 pmVPS - MDW
1 stop4h 50mSouthwest
Deal found 3/30$307
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Sun 5/48:05 pmORD - VPS
1 stop15h 01mMultiple Airlines
Thu 5/86:35 amVPS - ORD
2 stops17h 30mMultiple Airlines
Deal found 3/31$316
This Southwest deal was found by Cheapflights users on 3/30. 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.
Mon 5/54:00 pmORD - VPS
1 stop5h 55mSouthwest
Fri 5/92:20 pmVPS - ORD
2 stops8h 45mSouthwest
Deal found 3/30$338
This Delta deal was found by Cheapflights users on 3/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:00 amMDW - VPS
1 stop5h 10mDelta
Sat 7/125:05 pmVPS - MDW
1 stop4h 42mDelta
Deal found 3/30$346

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Fort Walton Beach 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 April 1, 2025.
Use the filters below to find and compare flights from Chicago to Fort Walton Beach that are best for you.

Fly from

Chicago

Fly to

Fort Walton Beach

Route

Depart

Return

Price

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 5/8

2:19 pm-4:29 pm

Nonstop2h 10m

Valparaiso Destin-Ft Walton Beach

Sun 5/11

11:16 am-1:29 pm

Nonstop2h 13m

$182

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 5/14

5:30 am-12:30 pm

1 stop7h 00m

Valparaiso Destin-Ft Walton Beach

Wed 5/21

4:59 pm-9:20 pm

1 stop4h 21m

$227

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 5/14

8:00 am-10:18 am

Nonstop2h 18m

Valparaiso Destin-Ft Walton Beach

Wed 5/21

11:08 am-1:37 pm

Nonstop2h 29m

$228

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 4/27

8:15 am-5:08 pm

1 stop8h 53m

Valparaiso Destin-Ft Walton Beach

Thu 5/1

6:10 pm-7:09 pm

1 stop24h 59m

$274

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Mon 5/5

5:20 am-9:40 am

1 stop4h 20m

Valparaiso Destin-Ft Walton Beach

Fri 5/9

6:10 pm-11:00 pm

1 stop4h 50m

$307

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 5/4

8:05 pm-11:06 am

1 stop15h 01m

Valparaiso Destin-Ft Walton Beach

Thu 5/8

6:35 am-12:05 am

2 stops17h 30m

$316

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Mon 5/5

4:00 pm-9:55 pm

1 stop5h 55m

Valparaiso Destin-Ft Walton Beach

Fri 5/9

2:20 pm-11:05 pm

2 stops8h 45m

$338

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 5/22

6:00 am-10:14 am

1 stop4h 14m

Valparaiso Destin-Ft Walton Beach

Sun 5/25

6:00 am-11:53 am

1 stop5h 53m

$381

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 5/11

2:19 pm-4:29 pm

Nonstop2h 10m

$54

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Wed 6/4

6:20 am-11:25 am

1 stop5h 05m

$90

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 16 results
1
2

Best time to book a flight from Chicago to Fort Walton Beach

Have a flexible travel schedule? Discover the best time to fly to Fort Walton Beach from Chicago 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 Chicago to Fort Walton Beach

How far ahead should I book a flight from Chicago to Fort Walton Beach?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Fort Walton Beach. Price data was last updated on March 28, 2025.

The best time to book flights from Chicago to Fort Walton Beach is 85 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Fort Walton Beach?

Currently, September is the cheapest month in which you can book a flight from Chicago to Fort Walton Beach (average of $306). Flying from Chicago to Fort Walton Beach in March is currently the most expensive (average of $418). 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 CHI to FO9?

Find hourly flight availability from Chicago to Fort Walton Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2025.

When flying from Chicago to Fort Walton Beach, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Fort Walton Beach?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Fort Walton Beach. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Fort Walton Beach flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Fort Walton Beach by month

Plan your trip to Fort Walton Beach by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Fort Walton Beach ranges from 3.1 - 7.5 inches per month. July is typically the wettest month, when rainfall can reach 7.5 in. October is typically the driest time to visit Fort Walton Beach when rainfall is around 3.1 in.

Temperature in Fort Walton Beach by month

Plan your trip to Fort Walton Beach by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Fort Walton Beach, 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 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing Fort Walton Beach

Get insights into the airlines that provide service to Fort Walton Beach. 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 Fort Walton Beach. Reviews last updated April 1, 2025.
To help decide which airline to fly from Chicago to Fort Walton Beach, 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
4,277 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.0

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,277 reviews
Southwest
8.0
Very good
4,277 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.0

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very good
7,898 reviews
Southwest
8.0
Very good
4,277 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.0

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.0
Very good
4,277 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.0

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,277 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.0

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Sun Country Air
6.9
Okay
349 reviews
Southwest
8.0
Very good
4,277 reviews

Boarding

8.2

Entertainment

7.6

Crew

8.7

Comfort

8.0

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Fort Walton Beach. 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 Chicago to Fort Walton Beach one-way?

    The cheapest airlines for a one-way flight from Chicago to Fort Walton Beach are Allegiant Air ($54), Southwest ($90), and Sun Country Air ($130).

  • What are the most reliable airlines from Chicago to Fort Walton Beach?

    The top 3 most reliable airlines when flying from Chicago to Fort Walton Beach are United Airlines (74%), Air New Zealand (68%) and SkyWest Airlines (50%).

  • What are the cheapest flights from Chicago to Fort Walton Beach?

    Looking at all options, your cheapest flight can be booked for $65. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $207 on average our data indicates $301 when flying from Chicago to Fort Walton Beach.

  • Can I find deals for flights from Chicago to Fort Walton Beach that include hotel bookings?

    Yes. In addition to deals on Chicago to Fort Walton Beach flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Fort Walton Beach?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Fort Walton Beach.

  • Can I find deals for business class flights from Chicago to Fort Walton Beach?

    Yes. Cheapflights offers flight deals from Chicago to Fort Walton Beach 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 Chicago to Fort Walton Beach?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Fort Walton Beach (average of $306). Flying from Chicago to Fort Walton Beach in March is currently the most expensive (average of $418). 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

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 Chicago to Fort Walton Beach

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

Top 6 airlines flying from Chicago to Fort Walton Beach

Discover the top 6 airlines that operate flights from Chicago to Fort Walton Beach. 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$112Average$171FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$116Average$202FlexibilityNo cancel feeOn-time65%
DeltaCheapest$199Average$348FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$221Average$370FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$399FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$239Average$457FlexibilityNo cancel feeOn-time69%

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.