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

PNS — CHI
Oct 25 — Nov 11
Sun 10/25
Sun 11/1
1 adult, Economy
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Find flight deals from Fort Walton Beach to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

September

Cheapest in

August

Average price

$496
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flights.
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High demand for flights, 18% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Insights

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

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

One of the essential ways to save on airfare from Fort Walton Beach to Chicago is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 46% on airfare.

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Fort Walton Beach to Chicago, such as Allegiant Air and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Allegiant Air
7.3
Good
677 reviews

Crew

8.1

Food

5.8

Entertainment

5.5

Boarding

7.7

Overall

7.3

Comfort

6.9

Reviews

1 / 20
2.0
Mediocre

Nic,Aug 2026

SRQ - ALB

Worker at gate refused to let me measure my personal item and insisted it needed to be a carryon and to pay 75$. I understand if it’s too big but she wouldn’t even let me go measure it. She eventually let me measure my own luggage after back n forth. It is a few inches too big and she comes over and attempts to grab my suitcase out my hands and I pull it away from her. She then shuts the door of the gate and says to call the police. I then just offer to pay for the carryon and she says ok. Then refuses to use let me use my tap to pay, luckily I had my physical card on me. As soon as I walked out the door I respectfully asked for her name. She began screaming at me and threatening me. This worker was just so hostile I understand if my stuffs too big I will pay the difference I’m not trying to get over on the rules. I was confused because I was allowed to board my destination flight with this item as a personal item. So I was confused by this whole situation from the go. It also caused a massive scene at the airport and I was extremely embarrassed. It genuinely seemed like this worker was out to get me for some reason. I had literally just arrived to the gate as it was already boarding so I hadn’t done anything prior. Super weird situation and it really spooked me.
Allegiant Air
7.3
Good
677 reviews
Allegiant Air
7.3
Good
677 reviews

Crew

8.1

Food

5.8

Entertainment

5.5

Boarding

7.7

Overall

7.3

Comfort

6.9

Reviews

1 / 20
2.0
Mediocre

Nic,Aug 2026

SRQ - ALB

Worker at gate refused to let me measure my personal item and insisted it needed to be a carryon and to pay 75$. I understand if it’s too big but she wouldn’t even let me go measure it. She eventually let me measure my own luggage after back n forth. It is a few inches too big and she comes over and attempts to grab my suitcase out my hands and I pull it away from her. She then shuts the door of the gate and says to call the police. I then just offer to pay for the carryon and she says ok. Then refuses to use let me use my tap to pay, luckily I had my physical card on me. As soon as I walked out the door I respectfully asked for her name. She began screaming at me and threatening me. This worker was just so hostile I understand if my stuffs too big I will pay the difference I’m not trying to get over on the rules. I was confused because I was allowed to board my destination flight with this item as a personal item. So I was confused by this whole situation from the go. It also caused a massive scene at the airport and I was extremely embarrassed. It genuinely seemed like this worker was out to get me for some reason. I had literally just arrived to the gate as it was already boarding so I hadn’t done anything prior. Super weird situation and it really spooked me.
American Airlines
7.0
Good
12,085 reviews
Allegiant Air
7.3
Good
677 reviews

Crew

8.1

Food

5.8

Entertainment

5.5

Boarding

7.7

Overall

7.3

Comfort

6.9

Reviews

1 / 20
2.0
Mediocre

Nic,Aug 2026

SRQ - ALB

Worker at gate refused to let me measure my personal item and insisted it needed to be a carryon and to pay 75$. I understand if it’s too big but she wouldn’t even let me go measure it. She eventually let me measure my own luggage after back n forth. It is a few inches too big and she comes over and attempts to grab my suitcase out my hands and I pull it away from her. She then shuts the door of the gate and says to call the police. I then just offer to pay for the carryon and she says ok. Then refuses to use let me use my tap to pay, luckily I had my physical card on me. As soon as I walked out the door I respectfully asked for her name. She began screaming at me and threatening me. This worker was just so hostile I understand if my stuffs too big I will pay the difference I’m not trying to get over on the rules. I was confused because I was allowed to board my destination flight with this item as a personal item. So I was confused by this whole situation from the go. It also caused a massive scene at the airport and I was extremely embarrassed. It genuinely seemed like this worker was out to get me for some reason. I had literally just arrived to the gate as it was already boarding so I hadn’t done anything prior. Super weird situation and it really spooked me.

Related info for your journey

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Fort Walton Beach to Chicago on time: Lufthansa (71%), United Airlines (70%), Air New Zealand (70%).

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

    Looking for the cheapest flight from Fort Walton Beach to Chicago? While on average our users pay $1,458, our data indicates the cheapest price to be $149. The most popular route (Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl), is priced around $332.

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

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

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

    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 Chicago.

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

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Fort Walton Beach to Chicago

AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$86Average$158FlexibilityNo cancel feeOn-time88%
DeltaCheapest$188Average$299FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$207Average$384FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$417FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$237Average$401FlexibilityNo cancel feeOn-time63%

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