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Flights from Fort Walton Beach to Chicago
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Find Fort Walton Beach to Chicago flights starting at CAD 80.

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        VPS13:18
        2h 23m
        Nonstop
        MDW15:41
        Thu, Jan 16|Fort Walton Beach - Chicago|Allegiant Air
        CAD 80CAD 293
        73% OFF
        73% OFF
        CAD 293CAD 80

        Choose Allegiant Air flights from Fort Walton Beach to Chicago. The one-way direct flight with Allegiant Air departs from Destin Fort Walton Beach Airport on Thu, Jan 16, arriving at Midway International Airport. One-way Prices start from CAD 80 including taxes and charges.

      • VPS13:18
        2h 23m
        Nonstop
        MDW15:41
        Sun, Jan 26|Fort Walton Beach - Chicago|Allegiant Air
        CAD 90CAD 293
        69% OFF
        69% OFF
        CAD 293CAD 90

        Choose Allegiant Air flights from Fort Walton Beach to Chicago. The one-way direct flight with Allegiant Air departs from Destin Fort Walton Beach Airport on Sun, Jan 26, arriving at Midway International Airport. One-way Prices start from CAD 90 including taxes and charges.

      • VPS13:18
        2h 23m
        Nonstop
        MDW15:41
        Thu, Jan 9|Fort Walton Beach - Chicago|Allegiant Air
        CAD 91CAD 293
        69% OFF
        69% OFF
        CAD 293CAD 91

        Choose Allegiant Air flights from Fort Walton Beach to Chicago. The one-way direct flight with Allegiant Air departs from Destin Fort Walton Beach Airport on Thu, Jan 9, arriving at Midway International Airport. One-way Prices start from CAD 91 including taxes and charges.

      • VPS16:01
        2h 23m
        Nonstop
        MDW18:24
        Tue, Dec 31|Fort Walton Beach - Chicago|Allegiant Air
        CAD 124
        CAD 124

        Choose Allegiant Air flights from Fort Walton Beach to Chicago. The one-way direct flight with Allegiant Air departs from Destin Fort Walton Beach Airport on Tue, Dec 31, arriving at Midway International Airport. One-way Prices start from CAD 124 including taxes and charges.

      • VPS13:18
        2h 23m
        Nonstop
        MDW15:41
        Sun, Jan 12|Fort Walton Beach - Chicago|Allegiant Air
        CAD 127
        CAD 127

        Choose Allegiant Air flights from Fort Walton Beach to Chicago. The one-way direct flight with Allegiant Air departs from Destin Fort Walton Beach Airport on Sun, Jan 12, arriving at Midway International Airport. One-way Prices start from CAD 127 including taxes and charges.

      • VPS13:18
        2h 23m
        Nonstop
        MDW15:41
        Sun, Feb 2|Fort Walton Beach - Chicago|Allegiant Air
        CAD 172
        CAD 172

        Choose Allegiant Air flights from Fort Walton Beach to Chicago. The one-way direct flight with Allegiant Air departs from Destin Fort Walton Beach Airport on Sun, Feb 2, arriving at Midway International Airport. One-way Prices start from CAD 172 including taxes and charges.

      • VPS09:22
        6h 59m
        1 stop
        MDW16:21
        Wed, Jan 22|Fort Walton Beach - Chicago|Delta Air Lines
        CAD 201
        CAD 201

        Choose Delta Air Lines flights from Fort Walton Beach to Chicago. The one-way connecting flight with Delta Air Lines departs from Destin Fort Walton Beach Airport on Wed, Jan 22, arriving at Midway International Airport. One-way Prices start from CAD 201 including taxes and charges.

      • VPS17:00
        5h 20m
        1 stop
        MDW22:20
        Sat, Jan 18|Fort Walton Beach - Chicago|Delta Air Lines
        CAD 239
        CAD 239

        Choose Delta Air Lines flights from Fort Walton Beach to Chicago. The one-way connecting flight with Delta Air Lines departs from Destin Fort Walton Beach Airport on Sat, Jan 18, arriving at Midway International Airport. One-way Prices start from CAD 239 including taxes and charges.

      • VPS06:00
        5h 59m
        1 stop
        MDW11:59
        Wed, Feb 5|Fort Walton Beach - Chicago|Delta Air Lines
        CAD 239
        CAD 239

        Choose Delta Air Lines flights from Fort Walton Beach to Chicago. The one-way connecting flight with Delta Air Lines departs from Destin Fort Walton Beach Airport on Wed, Feb 5, arriving at Midway International Airport. One-way Prices start from CAD 239 including taxes and charges.

      • VPS16:18
        5h 48m
        1 stop
        MDW22:06
        Tue, Dec 24|Fort Walton Beach - Chicago|Delta Air Lines
        CAD 246
        CAD 246

        Choose Delta Air Lines flights from Fort Walton Beach to Chicago. The one-way connecting flight with Delta Air Lines departs from Destin Fort Walton Beach Airport on Tue, Dec 24, arriving at Midway International Airport. One-way Prices start from CAD 246 including taxes and charges.

      • VPS01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Tue, Dec 31|Fort Walton Beach - Chicago|Allegiant Air
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Fort Walton Beach to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Fort Walton Beach to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Allegiant Air
From CAD 80
Delta Air Lines
From CAD 201
American Airlines
From CAD 250
Southwest Airlines
From CAD 309
Sun Country Airlines
From CAD 410

Find more flights and airlines

Alternative Routes for Fort Walton Beach to Chicago Flights

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Fort Walton Beach to Chicago.

  • Cheapest
    Allegiant Air
    VPS
    13:18
    2h 23m
    Nonstop
    MDW
    15:41
    Destin Fort Walton Beach Airport - Midway International Airport
    Thu, Jan 16Allegiant Air
    CAD 80
  • Delta Air Lines
    VPS
    14:55
    5h 53m
    1 transfer
    ORD
    20:48
    Destin Fort Walton Beach Airport - O'Hare International Airport
    Wed, Jan 22Delta Air Lines
    CAD 201
  • Delta Air Lines
    VPS
    14:55
    5h 53m
    1 transfer
    ORD
    20:48
    Destin Fort Walton Beach Airport - O'Hare International Airport
    Wed, Jan 22Delta Air Lines
    CAD 201
    Find More Flights

FAQ

  • When are flight tickets from Fort Walton Beach (VPS) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Fort Walton Beach to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Fort Walton Beach (VPS) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around CAD 581.

  • How long is the flight from Fort Walton Beach (VPS) to Chicago (CHI)?

    It takes about 3 hours 42 minutes to fly from Fort Walton Beach (VPS) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • What are the most popular airlines that fly from Fort Walton Beach (VPS) to Chicago (CHI)?

    Airlines with flights from Fort Walton Beach (VPS) to Chicago (CHI): Allegiant Air and Southwest Airlines.

  • What's the most popular airline for direct flights from Fort Walton Beach (VPS) to Chicago (CHI)?

    American Airlines operates 1 direct flights from Fort Walton Beach (VPS) to Chicago (CHI).

  • How many airports in Chicago (CHI)?

How to find a cheap flight from Fort Walton Beach to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Fort Walton Beach to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information for Fort Walton Beach to Chicago Flights

Cheapest direct flight priceCAD 80
Cheapest return ticket priceCAD 165
Off-season travel monthJanuary
Peak season for travelSeptember
Flight distance1,272.45km
Average flight time3 hours 42 minutes
Popular airlineAmerican Airlines

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