Trip.com
>
Flights
>
Flights to United States
>
Flights to Illinois
>
Flights to Chicago
>
Fort Walton Beach to Chicago flight
>
Destin Fort Walton Beach Airport to Chicago flight

Explore the cheapest one-way and round-trip flights from Destin Fort Walton Beach Airport to Chicago over the next 90 days, with one-way fares from €62 and round-trip from €92. Based on Trip.com's latest 7-day flight data.

      • Cheapest nonstop
        VPS 5:50 PM
        2h 18m
        Nonstop
        MDW 8:08 PM
        Fort Walton Beach - Chicago | Sat, Oct 31 | Allegiant Air
        MDW 6:44 PM
        2h 11m
        Nonstop
        VPS 8:55 PM
        Chicago - Fort Walton Beach | Tue, Nov 3 | Allegiant Air
        €92 €418
        78% off
        78% off
        €418 €92
      • VPS 7:30 AM
        2h 18m
        Nonstop
        MDW 9:48 AM
        Fort Walton Beach - Chicago | Sat, Nov 14 | Allegiant Air
        MDW 1:08 PM
        2h 11m
        Nonstop
        VPS 3:19 PM
        Chicago - Fort Walton Beach | Tue, Nov 17 | Allegiant Air
        €106 €418
        75% off
        75% off
        €418 €106
      • VPS 6:07 PM
        2h 18m
        Nonstop
        MDW 8:25 PM
        Fort Walton Beach - Chicago | Sat, Oct 24 | Allegiant Air
        MDW 6:44 PM
        2h 11m
        Nonstop
        VPS 8:55 PM
        Chicago - Fort Walton Beach | Tue, Oct 27 | Allegiant Air
        €137 €418
        67% off
        67% off
        €418 €137
      • VPS 6:12 PM
        2h 18m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Sat, Oct 17 | Allegiant Air
        MDW 9:15 PM
        2h 11m
        Nonstop
        VPS 11:26 PM
        Chicago - Fort Walton Beach | Sat, Oct 24 | Allegiant Air
        €138
        67% off
        €418 €138
      • VPS 10:00 AM
        2h 18m
        Nonstop
        MDW 12:18 PM
        Fort Walton Beach - Chicago | Tue, Nov 10 | Allegiant Air
        MDW 10:38 AM
        2h 11m
        Nonstop
        VPS 12:49 PM
        Chicago - Fort Walton Beach | Sat, Nov 14 | Allegiant Air
        €207
        50% off
        €418 €207
      • VPS 5:39 PM
        2h 18m
        Nonstop
        MDW 7:57 PM
        Fort Walton Beach - Chicago | Tue, Oct 13 | Allegiant Air
        MDW 6:15 PM
        2h 11m
        Nonstop
        VPS 8:26 PM
        Chicago - Fort Walton Beach | Tue, Oct 20 | Allegiant Air
        €246
        41% off
        €418 €246
      • VPS 11:46 AM
        2h 49m
        Nonstop
        ORD 2:35 PM
        Fort Walton Beach - Chicago | Thu, Dec 3 | American Airlines
        ORD 8:34 AM
        2h 35m
        Nonstop
        VPS 11:09 AM
        Chicago - Fort Walton Beach | Tue, Dec 8 | American Airlines
        €267
        36% off
        €418 €267
      • VPS 6:17 PM
        2h 18m
        Nonstop
        MDW 8:35 PM
        Fort Walton Beach - Chicago | Sat, Oct 10 | Allegiant Air
        MDW 8:47 PM
        2h 11m
        Nonstop
        VPS 10:58 PM
        Chicago - Fort Walton Beach | Tue, Oct 13 | Allegiant Air
        €305
        27% off
        €418 €305
      • VPS 12:00 PM
        7h 11m
        1 stop
        ORD 7:11 PM
        Fort Walton Beach - Chicago | Thu, Oct 29 | Delta Air Lines
        ORD 6:04 AM
        3h 56m
        1 stop
        VPS 10:00 AM
        Chicago - Fort Walton Beach | Sun, Nov 1 | Delta Air Lines
        €246
        41% off
        €418 €246
      • VPS 4:38 PM
        6h 22m
        1 stop
        ORD 11:00 PM
        Fort Walton Beach - Chicago | Thu, Oct 29 | American Airlines
        ORD 8:29 AM
        2h 28m
        Nonstop
        VPS 10:57 AM
        Chicago - Fort Walton Beach | Sun, Nov 1 | American Airlines
        €249
        40% off
        €418 €249
      • VPS 7:00 AM
        4h 54m
        1 stop
        MDW 11:54 AM
        Fort Walton Beach - Chicago | Fri, Oct 9 | Delta Air Lines
        ORD 10:35 AM
        5h 27m
        1 stop
        VPS 4:02 PM
        Chicago - Fort Walton Beach | Sun, Oct 11 | Delta Air Lines
        €260
        38% off
        €418 €260
      • VPS 2:52 PM
        4h 13m
        1 stop
        ORD 7:05 PM
        Fort Walton Beach - Chicago | Thu, Dec 3 | Delta Air Lines
        ORD 11:35 AM
        4h 26m
        1 stop
        VPS 4:01 PM
        Chicago - Fort Walton Beach | Tue, Dec 8 | Delta Air Lines
        €260
        38% off
        €418 €260
      • VPS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Fort Walton Beach - Chicago | Fri, Oct 9 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        VPS 4:00 PM
        Chicago - Fort Walton Beach | Sun, Oct 11 | Normal Airline
        Find more flights
        Find more flights
      • Cheapest nonstop
        VPS 7:30 AM
        2h 18m
        Nonstop
        MDW 9:48 AM
        Fort Walton Beach - Chicago | Sat, Nov 7 | Allegiant Air
        €62 €229
        73% off
        73% off
        €229 €62
      • VPS 6:12 PM
        2h 18m
        Nonstop
        MDW 8:30 PM
        Fort Walton Beach - Chicago | Sat, Oct 17 | Allegiant Air
        €75 €229
        67% off
        67% off
        €229 €75
      • VPS 5:50 PM
        2h 18m
        Nonstop
        MDW 8:08 PM
        Fort Walton Beach - Chicago | Sat, Oct 31 | Allegiant Air
        €77 €229
        66% off
        66% off
        €229 €77
      • VPS 6:07 PM
        2h 18m
        Nonstop
        MDW 8:25 PM
        Fort Walton Beach - Chicago | Sat, Oct 24 | Allegiant Air
        €87
        62% off
        €229 €87
      • VPS 6:17 PM
        2h 18m
        Nonstop
        MDW 8:35 PM
        Fort Walton Beach - Chicago | Sat, Oct 10 | Allegiant Air
        €89
        61% off
        €229 €89
      • VPS 10:00 AM
        2h 18m
        Nonstop
        MDW 12:18 PM
        Fort Walton Beach - Chicago | Tue, Nov 10 | Allegiant Air
        €109
        52% off
        €229 €109
      • VPS 3:07 PM
        2h 18m
        Nonstop
        MDW 5:25 PM
        Fort Walton Beach - Chicago | Tue, Oct 20 | Allegiant Air
        €128
        44% off
        €229 €128
      • VPS 3:36 PM
        2h 18m
        Nonstop
        MDW 5:54 PM
        Fort Walton Beach - Chicago | Tue, Oct 27 | Allegiant Air
        €146
        36% off
        €229 €146
      • VPS 5:39 PM
        2h 18m
        Nonstop
        MDW 7:57 PM
        Fort Walton Beach - Chicago | Tue, Oct 13 | Allegiant Air
        €167
        27% off
        €229 €167
      • VPS 11:09 AM
        7h 9m
        1 stop
        ORD 6:18 PM
        Fort Walton Beach - Chicago | Fri, Oct 30 | Sun Country Airlines
        €158
        31% off
        €229 €158
      • VPS 11:57 AM
        19h 3m
        1 stop
        MDW 7:00 AM
        Fort Walton Beach - Chicago | Mon, Nov 2 | Sun Country Airlines
        €161
        30% off
        €229 €161
      • VPS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Fort Walton Beach - Chicago | Fri, Oct 9 | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares from Destin Fort Walton Beach Airport to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airlines are the most popular for Destin Fort Walton Beach Airport to Chicago flights?

See which airlines fly from Destin Fort Walton Beach Airport to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
Delta Air Lines logo Delta Air Lines
Allegiant Air logo Allegiant Air

Flight Schedule from Destin Fort Walton Beach Airport to Chicago

Check the schedule for flights from Destin Fort Walton Beach Airport to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. G43113

    Destin Fort Walton Beach Airport

    6:17 PM

    VPS

    2h 18m

    8:35 PM

    MDW

    - - - - T - -
    Search

  2. G43080

    Destin Fort Walton Beach Airport

    6:07 PM

    VPS

    2h 18m

    8:25 PM

    MDW

    S - - - - - -
    Search

  3. DL2170

    Destin Fort Walton Beach Airport

    5:05 PM

    VPS

    1h 18m

    Nonstop

    7:23 PM

    ATL

    S M T W T F S
    Search

  4. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  5. AA5277

    Destin Fort Walton Beach Airport

    4:38 PM

    VPS

    1h 52m

    Nonstop

    7:30 PM

    CLT

    S M T W T F S
    Search

  6. AA815

    Charlotte Douglas International Airport

    9:19 PM

    CLT

    2h 12m

    Nonstop

    10:31 PM

    ORD

    S M T W T F S

  7. SY1812

    Destin Fort Walton Beach Airport

    10:55 AM

    VPS

    2h 57m

    Nonstop

    1:52 PM

    MSP

    - - - - - F -
    Search

  8. SY261

    Minneapolis-Saint Paul International Airport

    4:30 PM

    MSP

    1h 35m

    Nonstop

    6:05 PM

    ORD

    - - - - T - S

  9. DL2048

    Destin Fort Walton Beach Airport

    12:05 PM

    VPS

    1h 16m

    Nonstop

    2:21 PM

    ATL

    S M T W T F S
    Search

  10. DL2879

    Hartsfield–Jackson Atlanta International Airport

    5:20 PM

    ATL

    2h 12m

    Nonstop

    6:32 PM

    ORD

    S M T W T F S

  11. DL2113

    Destin Fort Walton Beach Airport

    6:00 AM

    VPS

    1h 17m

    Nonstop

    8:17 AM

    ATL

    S M T W T F S
    Search

  12. DL1298

    Hartsfield–Jackson Atlanta International Airport

    9:25 AM

    ATL

    1h 57m

    Nonstop

    11:22 AM

    DTW

    S M T W T F S

  13. DL2358

    Detroit Metropolitan Wayne County Airport

    4:06 PM

    DTW

    1h 26m

    Nonstop

    4:32 PM

    ORD

    S M T W T F S

  14. DL2113

    Destin Fort Walton Beach Airport

    6:00 AM

    VPS

    1h 17m

    Nonstop

    8:17 AM

    ATL

    S M T W T F S
    Search

  15. DL1298

    Hartsfield–Jackson Atlanta International Airport

    9:25 AM

    ATL

    1h 57m

    Nonstop

    11:22 AM

    DTW

    S M T W T F S

  16. DL4677

    Detroit Metropolitan Wayne County Airport

    5:40 PM

    DTW

    1h 20m

    Nonstop

    6:00 PM

    MDW

    S M T W T F S

  17. AA2560

    Destin Fort Walton Beach Airport

    7:15 AM

    VPS

    2h 23m

    Nonstop

    9:38 AM

    DFW

    S M T W T F S
    Search

  18. AA1290

    Dallas Fort Worth International Airport

    4:34 PM

    DFW

    2h 42m

    Nonstop

    7:16 PM

    ORD

    S M T W T F S
Find more flights and airlines

What to know about flights from Destin Fort Walton Beach Airport to Chicago?

Cheapest round-trip ticket price €89
Cheapest one-way flight price €62
Off-season for travel October
Peak season for travel December

FAQs for Destin Fort Walton Beach Airport to Chicago Flights

  • When is peak season for travel to Chicago?

    ؜The peak travel time for visiting Chicago is October. During this time, flights from Destin Fort Walton Beach Airport to Chicago are the most expensive. Cheap tickets can still be booked on Trip.com.
  • Flights from Destin Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (CHI) take around 2 hours 17 minutes.
  • The earliest flight departs from Destin Fort Walton Beach Airport (VPS) at 06:00 and arrives in Chicago (MDW) at 08:22.
  • The latest flight departs from Destin Fort Walton Beach Airport (VPS) at 18:13 and arrives in Chicago (MDW) at 20:33.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • Yes. Allegiant Air operate direct flights from Destin Fort Walton Beach Airport to Chicago. The average flight time is approximately 2 hours 18 minutes, with about 0 flights per week. Actual schedules may vary by season.
  • The cheapest one-way flight from Destin Fort Walton Beach Airport to Chicago currently starts from €62, with round-trip fares from €92. The lowest fare is offered by Allegiant Air departing on Sat, Nov 7; prices are subject to availability.
  • Currently, multiple airlines offer flights from Destin Fort Walton Beach Airport to Chicago, including: Delta Air Lines American Airlines Allegiant Air The selected airlines are based on Trip.com user booking data from the past 90 days.
  • Based on Trip.com flight data for departures within the next 30 days, the average one-way fare from Destin Fort Walton Beach Airport to Chicago is €346, and the average round-trip fare is €342. Prices may vary depending on the departure date, airline, and availability.
  • Allegiant Air are the most popular budget airlines flying from Destin Fort Walton Beach Airport to Chicago. Basic fares start from €62. Before comparing final prices, watch out for baggage, seat selection, and payment surcharges.

Popular Destinations

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 25 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.