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Fort Walton Beach

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

CHI — PNS
Dec 5 — Dec 121
Sat 12/5
Sat 12/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Fort Walton Beach are usually found in October or December, booked 55 days in advance, depart on a Monday or Sunday and return on a Sunday

Find flight deals from Chicago to Fort Walton Beach

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

November

Cheapest in

October

Average price

$473
Provider with most accurate pricing for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flights.
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High demand for flights, 18% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2026
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Cheapflights Insights

Everything you need to know about your flight from Chicago to Fort Walton Beach

What is the cheapest time of day to fly from CHI to FO9?

One of the essential ways to save on airfare from Chicago to Fort Walton Beach is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 12% on airfare.

Reviews of airlines servicing Fort Walton Beach

Read through reviews of airlines operating flights from Chicago to Fort Walton Beach, such as Southwest,Delta, andAllegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,212 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
Southwest
8.0
Very good
4,212 reviews
Southwest
8.0
Very good
4,212 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
Delta
7.8
Good
8,701 reviews
Southwest
8.0
Very good
4,212 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
Allegiant Air
7.3
Good
679 reviews
Southwest
8.0
Very good
4,212 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
American Airlines
7.0
Good
12,228 reviews
Southwest
8.0
Very good
4,212 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • 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 ($89), Southwest ($175), and American Airlines ($180).

  • 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 Republic Airways (100%), American Airlines (90%) and Alaska Airlines (86%).

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

    Looking at all options, your cheapest flight can be booked for $148. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $452 on average, our data indicates $408 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Chicago to Fort Walton Beach

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$360FlexibilityNo cancel feeOn-time62%
DeltaCheapest$113Average$356FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$129Average$357FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$164Average$439FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$207Average$445FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$226Average$390FlexibilityNo cancel feeOn-time63%

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