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Flights from Fort Walton Beach to Chicago

Book direct flights from Fort Walton Beach to Chicago: One way flights from $53, round trip flights from $129. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Tue, Aug 4 | Allegiant Air
        MDW 9:25 PM
        2h 14m
        Nonstop
        VPS 11:39 PM
        Chicago - Fort Walton Beach | Tue, Aug 11 | Allegiant Air
        $129 $369
        65% off
        65% off
        $369 $129
      • VPS 6:14 PM
        2h 21m
        Nonstop
        MDW 8:35 PM
        Fort Walton Beach - Chicago | Tue, Aug 11 | Allegiant Air
        MDW 9:25 PM
        2h 14m
        Nonstop
        VPS 11:39 PM
        Chicago - Fort Walton Beach | Sat, Aug 15 | Allegiant Air
        $143 $369
        61% off
        61% off
        $369 $143
      • VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Tue, Jul 28 | Allegiant Air
        MDW 9:21 PM
        2h 14m
        Nonstop
        VPS 11:35 PM
        Chicago - Fort Walton Beach | Sat, Aug 1 | Allegiant Air
        $150 $369
        59% off
        59% off
        $369 $150
      • VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Tue, Jul 14 | Allegiant Air
        MDW 9:20 PM
        2h 14m
        Nonstop
        VPS 11:34 PM
        Chicago - Fort Walton Beach | Tue, Jul 21 | Allegiant Air
        $161
        56% off
        $369 $161
      • VPS 6:11 PM
        2h 20m
        Nonstop
        MDW 8:31 PM
        Fort Walton Beach - Chicago | Sat, Aug 1 | Allegiant Air
        MDW 9:20 PM
        2h 14m
        Nonstop
        VPS 11:34 PM
        Chicago - Fort Walton Beach | Tue, Aug 4 | Allegiant Air
        $210
        43% off
        $369 $210
      • VPS 6:00 AM
        3h 59m
        1 stop
        MDW 9:59 AM
        Fort Walton Beach - Chicago | Sat, Aug 15 | Delta Air Lines
        ORD 12:46 PM
        5h 51m
        1 stop
        VPS 6:37 PM
        Chicago - Fort Walton Beach | Tue, Aug 18 | Delta Air Lines
        $248
        33% off
        $369 $248
      • VPS 6:00 AM
        4h 5m
        1 stop
        MDW 10:05 AM
        Fort Walton Beach - Chicago | Tue, Jul 14 | Delta Air Lines
        ORD 12:41 PM
        6h 1m
        1 stop
        VPS 6:42 PM
        Chicago - Fort Walton Beach | Sat, Jul 18 | Delta Air Lines
        $251
        32% off
        $369 $251
      • VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Tue, Jul 21 | Allegiant Air
        ORD 7:25 AM
        9h 38m
        1 stop
        VPS 5:03 PM
        Chicago - Fort Walton Beach | Fri, Jul 24 | Sun Country Airlines
        $252
        32% off
        $369 $252
      • VPS 2:45 PM
        5h 48m
        1 stop
        ORD 8:33 PM
        Fort Walton Beach - Chicago | Sat, Jul 25 | Delta Air Lines
        ORD 5:30 AM
        6h 59m
        1 stop
        VPS 12:29 PM
        Chicago - Fort Walton Beach | Wed, Jul 29 | Delta Air Lines
        $253
        31% off
        $369 $253
      • VPS 6:00 AM
        3h 59m
        1 stop
        MDW 9:59 AM
        Fort Walton Beach - Chicago | Wed, Aug 12 | Delta Air Lines
        ORD 12:46 PM
        5h 51m
        1 stop
        VPS 6:37 PM
        Chicago - Fort Walton Beach | Mon, Aug 17 | Delta Air Lines
        $269
        27% off
        $369 $269
      • VPS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Fort Walton Beach - Chicago | Wed, Jul 15 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        VPS 4:00 PM
        Chicago - Fort Walton Beach | Fri, Jul 17 | Normal Airline
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      • Cheapest nonstop
        VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Fri, Jul 31 | Allegiant Air
        $53 $220
        76% off
        76% off
        $220 $53
      • VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Fri, Aug 7 | Allegiant Air
        $58 $220
        74% off
        74% off
        $220 $58
      • VPS 6:11 PM
        2h 20m
        Nonstop
        MDW 8:31 PM
        Fort Walton Beach - Chicago | Tue, Aug 4 | Allegiant Air
        $70 $220
        68% off
        68% off
        $220 $70
      • VPS 6:11 PM
        2h 20m
        Nonstop
        MDW 8:31 PM
        Fort Walton Beach - Chicago | Tue, Jul 28 | Allegiant Air
        $73
        67% off
        $220 $73
      • VPS 6:14 PM
        2h 21m
        Nonstop
        MDW 8:35 PM
        Fort Walton Beach - Chicago | Tue, Aug 11 | Allegiant Air
        $84
        62% off
        $220 $84
      • VPS 6:14 PM
        2h 21m
        Nonstop
        MDW 8:35 PM
        Fort Walton Beach - Chicago | Fri, Aug 21 | Allegiant Air
        $96
        56% off
        $220 $96
      • VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Fri, Jul 24 | Allegiant Air
        $124
        44% off
        $220 $124
      • VPS 6:11 PM
        2h 20m
        Nonstop
        MDW 8:31 PM
        Fort Walton Beach - Chicago | Tue, Jul 21 | Allegiant Air
        $135
        39% off
        $220 $135
      • VPS 6:11 PM
        2h 20m
        Nonstop
        MDW 8:31 PM
        Fort Walton Beach - Chicago | Tue, Jul 14 | Allegiant Air
        $136
        38% off
        $220 $136
      • VPS 6:10 PM
        2h 20m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Fri, Jul 17 | Allegiant Air
        $160
        27% off
        $220 $160
      • VPS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Fort Walton Beach - Chicago | Wed, Jul 15 | Normal Airline
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Displayed flight fares from Fort Walton Beach to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Find cheap airlines flights from Fort Walton Beach to Chicago

You can choose from 2 airlines that fly from Fort Walton Beach to Chicago, including Allegiant Air, Delta Air Lines, Allegiant Air has lowest fares on this route.
Allegiant Air logo Allegiant Air
Delta Air Lines logo Delta Air Lines
Airlines are determined based on actual purchased flight tickets from Fort Walton Beach to Chicago according to previous 12 months data from Trip.com.

Flight Info | Fort Walton Beach to Chicago

The distance between Fort Walton Beach and Chicago is approximately 1,272.45 km. It takes around 2 hours 58 minutes on average to fly from Fort Walton Beach to Chicago. Based on Trip.com's data travel demand peaks in January. The off-season for travel is October.

Cheapest one-way flight price$53
Cheapest round-trip ticket price$129
Off-season for travelOctober
Peak season for travelJanuary
Flight distance1,272.45 km
Average flight time2 hours 58 minutes
Popular airlineAllegiant Air
Flight statistics for the Fort Walton Beach–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Fort Walton Beach to Chicago (VPS-CHI)?

    Based on Trip.com data, Allegiant Air offers one-way fares as low as $53 on Cheapest nonstop routes (e.g. VPS to MDW on Fri, Jul 31), while Allegiant Air offers Cheapest nonstop round-trips from $129 departing on Tue, Aug 4 and returning on Tue, Aug 11.
  • At the moment, you can catch a nonstop flight from Fort Walton Beach to Chicago with the following airlines, including: Allegiant Air Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 2 hours 58 minutes to fly from Fort Walton Beach (VPS) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Fort Walton Beach to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 2 flight per week flying from Fort Walton Beach to Chicago. You can check the weekly schedule for popular airlines on this route below: Allegiant Air: S/-/-/-/T/-/- -- G41480 (18:11)
  • To find best deals on flights from Fort Walton Beach to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Fri, Jul 31, with one-way flights priced at just $53.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Allegiant Air.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around January.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Fort Walton Beach to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our July flight calendar, it's currently cheapest to fly from Fort Walton Beach to Chicago on July 27, 2026 with Allegiant Air, with prices starting at $53.
  • You can land at any one of the following hubs in Chicago, with Destin Fort Walton Beach Airport to Chicago Midway International Airport (VPS-MDW) is by far the most common option on this route: O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Fort Walton Beach is 0h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.