$114+ Cheap flights from Fort Walton Beach, FL to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — CHI
Sep 9 — Sep 161
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Fort Walton Beach to ChicagoExplore the most affordable flight options available from Fort Walton Beach to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
Explore the most affordable flight options available from Fort Walton Beach to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:14 pm -
Nonstop2h 21m
Mon 8/179:25 pm -
Nonstop2h 14m
Deal found 8/9![Allegiant Air logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:56 am -
1 stop13h 27m
Sun 9/136:30 am -
1 stop9h 50m
Deal found 8/8![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:17 pm -
Nonstop2h 18m
Tue 10/1312:03 pm -
3 stops43h 34m
Deal found 8/9![Multiple Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/612:41 pm -
1 stop4h 56m
Tue 9/88:25 am -
Nonstop2h 28m
Deal found 8/7![American Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:30 am -
2 stops18h 15m
Sun 9/276:30 am -
1 stop9h 50m
Deal found 8/6![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:14 pm -
Nonstop2h 21m
Mon 8/176:05 am -
2 stops14h 12m
Deal found 8/9![Multiple Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:00 pm -
1 stop5h 55m
Tue 10/134:45 pm -
1 stop4h 15m
Deal found 8/9![Southwest logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:43 am -
2 stops27h 37m
Sun 9/136:30 am -
1 stop9h 50m
Deal found 8/7![Multiple Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:15 pm -
1 stop6h 35m
Sat 9/126:35 am -
1 stop6h 35m
Deal found 8/6![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:25 pm -
1 stop4h 00m
Fri 9/117:30 am -
1 stop5h 45m
Deal found 8/7![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:25 am -
2 stops7h 30m
Tue 10/139:40 am -
2 stops7h 35m
Deal found 8/9![Southwest logo]()
$374
Best flights from Fort Walton Beach to ChicagoDiscover carefully curated flight deals from Fort Walton Beach to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
Discover carefully curated flight deals from Fort Walton Beach to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:17 pm -
Nonstop2h 18m
Tue 10/1312:03 pm -
2 stops43h 34m
Deal found 8/9![Multiple Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:00 pm -
1 stop5h 55m
Tue 10/134:45 pm -
1 stop4h 15m
Deal found 8/9![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:06 pm -
1 stop5h 30m
Sat 9/54:39 pm -
1 stop5h 05m
Deal found 8/9![Delta logo]()
$396
This Sun Country Air deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 pm -
1 stop18h 23m
Sun 8/308:30 am -
1 stop8h 34m
Deal found 8/7![Sun Country Air logo]()
$414
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:28 am -
Nonstop2h 45m
Tue 9/811:53 am -
1 stop4h 17m
Deal found 8/9![American Airlines logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:56 am -
1 stop13h 27m
Sun 9/136:30 am -
1 stop9h 50m
Deal found 8/5![Multiple Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:55 pm -
1 stop3h 50m
Tue 10/134:45 pm -
1 stop4h 15m
Deal found 8/7![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:00 pm -
1 stop6h 59m
Tue 12/16:19 pm -
1 stop5h 01m
Deal found 8/8![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:25 am -
2 stops7h 30m
Tue 10/139:40 am -
2 stops7h 35m
Deal found 8/9![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:48 pm -
1 stop6h 08m
Tue 10/66:13 pm -
1 stop5h 06m
Deal found 8/8![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:40 pm -
1 stop6h 40m
Mon 8/315:30 pm -
1 stop3h 30m
Deal found 8/5![Southwest logo]()
$388
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/307:05 pm -
1 stop4h 45m
Tue 2/211:10 am -
1 stop4h 44m
Deal found 8/9![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:25 pm -
1 stop4h 00m
Sun 9/135:00 am -
1 stop6h 25m
Deal found 8/8![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:05 pm -
1 stop5h 39m
Tue 10/66:04 am -
1 stop4h 55m
Deal found 8/10![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:15 am -
1 stop5h 30m
Sun 9/135:00 am -
1 stop6h 25m
Deal found 8/5![Southwest logo]()
$415
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/295:05 pm -
1 stop17h 02m
Sat 2/63:00 pm -
1 stop5h 41m
Deal found 8/9![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/247:05 pm -
1 stop4h 45m
Tue 2/27:10 am -
1 stop4h 03m
Deal found 8/8![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:45 am -
1 stop5h 18m
Mon 11/93:49 pm -
1 stop5h 07m
Deal found 8/5![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:13 pm -
1 stop4h 46m
Sun 10/46:40 am -
1 stop4h 15m
Deal found 8/7![Delta logo]()
$463
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/285:05 pm -
1 stop4h 05m
Mon 2/15:55 pm -
1 stop5h 12m
Deal found 8/8![Delta logo]()
$463
Last-minute flights from Fort Walton Beach to ChicagoDiscover last-minute flight deals from Fort Walton Beach to Chicago. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Walton Beach to Chicago. Data last updated August 10, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:14 pm -
Nonstop2h 21m
Mon 8/179:25 pm -
Nonstop2h 14m
Deal found 8/9![Allegiant Air logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:14 pm -
Nonstop2h 21m
Mon 8/176:05 am -
2 stops14h 12m
Deal found 8/9![Multiple Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:40 pm -
1 stop6h 40m
Mon 8/315:30 pm -
1 stop3h 30m
Deal found 8/5![Southwest logo]()
$388
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:21 am -
1 stop6h 17m
Sat 9/54:39 pm -
1 stop5h 05m
Deal found 8/6![Delta logo]()
$396
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:25 pm -
1 stop4h 00m
Fri 9/117:30 am -
1 stop5h 45m
Deal found 8/7![Southwest logo]()
$369
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/612:41 pm -
1 stop4h 56m
Tue 9/88:25 am -
Nonstop2h 28m
Deal found 8/7![American Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:15 pm -
1 stop6h 35m
Sat 9/126:35 am -
1 stop6h 35m
Deal found 8/6![Southwest logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:56 am -
1 stop13h 27m
Sun 9/136:30 am -
1 stop9h 50m
Deal found 8/8![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:43 am -
2 stops27h 37m
Sun 9/136:30 am -
1 stop9h 50m
Deal found 8/7![Multiple Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:25 pm -
1 stop4h 00m
Sun 9/135:00 am -
1 stop6h 25m
Deal found 8/8![Southwest logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:30 am -
2 stops18h 15m
Sun 9/276:30 am -
1 stop9h 50m
Deal found 8/6![Multiple Airlines logo]()
$358
One-way flights from Fort Walton Beach to ChicagoSearch for one-way flight options from Fort Walton Beach to Chicago. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
Search for one-way flight options from Fort Walton Beach to Chicago. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:39 pm -
Nonstop2h 18m
Deal found 8/9![Allegiant Air logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:56 am -
1 stop13h 27m
Deal found 8/8![Multiple Airlines logo]()
$134
This Cheapflightsfares deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:14 pm -
Nonstop2h 21m
Deal found 8/7![Allegiant Air logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:57 am -
2 stops20h 56m
Deal found 8/5![Multiple Airlines logo]()
$147
This Sun Country Air deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:35 am -
1 stop7h 30m
Deal found 8/7![Sun Country Air logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:00 pm -
2 stops48h 20m
Deal found 8/9![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:55 am -
2 stops35h 40m
Deal found 8/6![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:55 am -
1 stop26h 06m
Deal found 8/10![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:30 am -
2 stops15h 34m
Deal found 8/6![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/44:20 pm -
1 stop19h 46m
Deal found 8/5![Allegiant Air logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:57 am -
2 stops35h 50m
Deal found 8/5![Multiple Airlines logo]()
$167
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm -
1 stop4h 50m
Deal found 8/5![Southwest logo]()
$183
Find flight deals from Fort Walton Beach to Chicago
Keep the following information in mind while searching for Fort Walton Beach to Chicago flight deals. Data was last updated August 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $298 (Kiwi.com) |
One-way from | $114 (Cheapflightsfares) |
Popular in | August |
Cheapest in | October |
Average price | $801 |
Cheapflights Fare Finder
Customize your flight search to find flights from Fort Walton Beach to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 10, 2026.
Use the filters below to find and compare flights from Fort Walton Beach to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway
VPSMDW
Valparaiso Destin-Ft Walton Beach
Fri 10/9
6:17 pm-8:35 pm
Nonstop2h 18m
Chicago Midway
Tue 10/13
12:03 pm-7:37 am
2 stops43h 34m
$340
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - ORD Chicago O'Hare Intl
VPSORD
Valparaiso Destin-Ft Walton Beach
Thu 9/10
10:56 am-12:23 am
1 stop13h 27m
Chicago O'Hare Intl
Sun 9/13
6:30 am-4:20 pm
1 stop9h 50m
$350
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway
VPSMDW
Valparaiso Destin-Ft Walton Beach
Thu 10/8
6:00 pm-11:55 pm
1 stop5h 55m
Chicago Midway
Tue 10/13
4:45 pm-9:00 pm
1 stop4h 15m
$363
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway
VPSMDW
Valparaiso Destin-Ft Walton Beach
Sat 10/10
1:55 pm-5:45 pm
1 stop3h 50m
Chicago Midway
Tue 10/13
4:45 pm-9:00 pm
1 stop4h 15m
$367
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway
VPSMDW
Valparaiso Destin-Ft Walton Beach
Fri 10/9
7:25 am-2:55 pm
2 stops7h 30m
Chicago Midway
Tue 10/13
9:40 am-5:15 pm
2 stops7h 35m
$374
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway
VPSMDW
Valparaiso Destin-Ft Walton Beach
Fri 8/28
12:40 pm-7:20 pm
1 stop6h 40m
Chicago Midway
Mon 8/31
5:30 pm-9:00 pm
1 stop3h 30m
$388
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway
VPSMDW
Valparaiso Destin-Ft Walton Beach
Fri 9/11
6:25 pm-10:25 pm
1 stop4h 00m
Chicago Midway
Sun 9/13
5:00 am-11:25 am
1 stop6h 25m
$392
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - MDW Chicago Midway
VPSMDW
Valparaiso Destin-Ft Walton Beach
Sat 8/29
5:06 pm-10:36 pm
1 stop5h 30m
Chicago Midway
Sat 9/5
4:39 pm-9:44 pm
1 stop5h 05m
$396
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - ORD Chicago O'Hare Intl
VPSORD
Valparaiso Destin-Ft Walton Beach
Tue 11/24
5:00 pm-11:59 pm
1 stop6h 59m
Chicago O'Hare Intl
Tue 12/1
6:19 pm-11:20 pm
1 stop5h 01m
$405
ValparaisoChicago
VPS Valparaiso Destin-Ft Walton Beach - ORD Chicago O'Hare Intl
VPSORD
Valparaiso Destin-Ft Walton Beach
Sat 10/3
2:48 pm-8:56 pm
1 stop6h 08m
Chicago O'Hare Intl
Tue 10/6
6:13 pm-11:19 pm
1 stop5h 06m
$405
Showing 1-10 of 40 resultsSorted by cheapest first
Best time to book a flight from Fort Walton Beach to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Fort Walton Beach with our price prediction graph.
VPS-MDW
VPS-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Fort Walton Beach to Chicago
FO9-CHI
VPS-MDW
VPS-ORD
What is the cheapest time of day to fly from FO9 to CHI?
Find hourly flight availability from Fort Walton Beach to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 10, 2026.
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 47% on airfare.
Weekly flight availability from Fort Walton Beach to Chicago
Explore weekly flight availability from Fort Walton Beach to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 10, 2026.
The most flights from FO9 to CHI are scheduled on a Sunday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 10, 2026.
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.
Crew
8.1
Boarding
7.7
Overall
7.3
Comfort
6.9
Entertainment
5.5
Food
5.9
Reviews
1 / 20
2.0
MediocreNic,Aug 2026
SRQ - ALB
Crew
8.1
Boarding
7.7
Overall
7.3
Comfort
6.9
Entertainment
5.5
Food
5.9
Reviews
1 / 20
2.0
MediocreNic,Aug 2026
SRQ - ALB
Crew
8.1
Boarding
7.7
Overall
7.3
Comfort
6.9
Entertainment
5.5
Food
5.9
Reviews
1 / 20
2.0
MediocreNic,Aug 2026
SRQ - ALB
Related info for your journey
Find useful and relevant information for your journey from Fort Walton Beach to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Fort Walton Beach to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 10, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Fort Walton Beach to Chicago by cabin class
Find flights from Fort Walton Beach to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Fort Walton Beach and Chicago flights
Browse other Fort Walton Beach and Chicago flight options. Last updated on August 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fort Walton Beach to Chicago flights
Consider these flights traveling from Fort Walton Beach to Chicago.
Top 5 airlines flying from Fort Walton Beach to Chicago
Discover the top 5 airlines that operate flights from Fort Walton Beach to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$158 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$188 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$360 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$412 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$405 | FlexibilityNo cancel fee | On-time63% |