$58+ Cheap flights from Chicago (CHI) to Fort Walton Beach, FL
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Fort Walton Beach with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Fort Walton Beach are usually found in October or December, booked 55 days in advance, depart on a Monday or Sunday and return on a Wednesday
Cheap flight deals from Chicago to Fort Walton Beach
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Cheapest flights from Chicago to Fort Walton BeachExplore the most affordable flight options available from Chicago to Fort Walton Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
Explore the most affordable flight options available from Chicago to Fort Walton Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 21, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 10/59:02 pm -
Nonstop2h 11m
Fri 10/96:17 pm -
Nonstop2h 18m
Deal found 9/18![Allegiant Air logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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.
Thu 11/199:44 am -
Nonstop2h 05m
Tue 11/243:37 pm -
Nonstop2h 24m
Deal found 9/19![Allegiant Air logo]()
$159
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 11/1310:38 am -
Nonstop2h 11m
Mon 11/1610:00 am -
Nonstop2h 18m
Deal found 9/18![Allegiant Air logo]()
$160
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 11/610:38 am -
Nonstop2h 11m
Mon 11/910:00 am -
Nonstop2h 18m
Deal found 9/18![Allegiant Air logo]()
$192
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:15 pm -
Nonstop2h 11m
Mon 10/263:36 pm -
Nonstop2h 18m
Deal found 9/20![Allegiant Air logo]()
$233
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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 10/169:20 pm -
Nonstop2h 11m
Mon 10/193:07 pm -
Nonstop2h 18m
Deal found 9/21![Allegiant Air logo]()
$254
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 10/178:29 am -
Nonstop2h 28m
Sat 10/2411:41 am -
Nonstop2h 38m
Deal found 9/17![American Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 11/1310:38 am -
Nonstop2h 11m
Mon 11/161:46 pm -
2 stops28h 01m
Deal found 9/18![Multiple Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 10/285:29 pm -
1 stop6h 19m
Tue 11/311:46 am -
Nonstop2h 49m
Deal found 9/16![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/612:05 pm -
1 stop5h 37m
Sat 10/2411:41 am -
Nonstop2h 38m
Deal found 9/17![American Airlines logo]()
$280
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:47 pm -
Nonstop2h 11m
Mon 10/193:07 pm -
Nonstop2h 18m
Deal found 9/20![Allegiant Air logo]()
$283
This Delta deal was found by Cheapflights users on 9/16. 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.
Wed 10/286:30 am -
1 stop4h 30m
Tue 11/33:00 pm -
1 stop5h 38m
Deal found 9/16![Delta logo]()
$285
Best flights from Chicago to Fort Walton BeachDiscover carefully curated flight deals from Chicago to Fort Walton Beach that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
Discover carefully curated flight deals from Chicago to Fort Walton Beach that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 21, 2026.
This Delta deal was found by Cheapflights users on 9/16. 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 2/165:25 pm -
1 stop5h 42m
Tue 3/25:05 pm -
1 stop5h 05m
Deal found 9/16![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 9/16. 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.
Mon 10/195:15 am -
1 stop6h 35m
Tue 10/204:00 pm -
2 stops7h 50m
Deal found 9/16![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 9/17. 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.
Mon 10/195:15 am -
1 stop6h 35m
Thu 10/227:25 am -
2 stops7h 30m
Deal found 9/17![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 9/20. 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 11/146:00 am -
1 stop6h 15m
Wed 11/187:00 am -
1 stop5h 55m
Deal found 9/20![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 9/19. 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 1/3011:00 am -
1 stop6h 30m
Sat 2/67:45 am -
2 stops11h 25m
Deal found 9/19![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 9/19. 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.
Wed 11/41:23 pm -
1 stop5h 19m
Sun 11/86:00 am -
1 stop4h 11m
Deal found 9/19![Delta logo]()
$474
This Delta deal was found by Cheapflights users on 9/18. 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 1/105:30 am -
1 stop5h 43m
Sat 1/3012:05 pm -
1 stop4h 32m
Deal found 9/18![Delta logo]()
$474
This Southwest deal was found by Cheapflights users on 9/20. 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.
Sun 11/85:20 am -
1 stop8h 05m
Wed 11/112:05 pm -
1 stop5h 00m
Deal found 9/20![Southwest logo]()
$429
This Delta deal was found by Cheapflights users on 9/19. 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.
Wed 11/411:39 am -
1 stop7h 03m
Sun 11/86:00 am -
1 stop4h 03m
Deal found 9/19![Delta logo]()
$501
This Southwest deal was found by Cheapflights users on 9/18. 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.
Sun 11/14:00 pm -
1 stop5h 00m
Tue 11/37:00 am -
1 stop5h 55m
Deal found 9/18![Southwest logo]()
$440
This Delta deal was found by Cheapflights users on 9/19. 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 11/66:08 pm -
1 stop5h 11m
Sun 11/87:20 pm -
1 stop4h 37m
Deal found 9/19![Delta logo]()
$503
This Delta deal was found by Cheapflights users on 9/18. 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 1/109:30 am -
1 stop6h 24m
Mon 2/112:05 pm -
1 stop6h 27m
Deal found 9/18![Delta logo]()
$503
This Southwest deal was found by Cheapflights users on 9/20. 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 2/185:15 am -
1 stop8h 35m
Mon 2/227:40 am -
2 stops7h 20m
Deal found 9/20![Southwest logo]()
$483
This Delta deal was found by Cheapflights users on 9/17. 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.
Wed 3/177:10 am -
1 stop6h 40m
Sat 3/276:00 am -
1 stop10h 37m
Deal found 9/17![Delta logo]()
$511
This Southwest deal was found by Cheapflights users on 9/18. 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 10/246:45 am -
1 stop8h 30m
Sun 10/257:20 am -
2 stops8h 20m
Deal found 9/18![Southwest logo]()
$487
This Delta deal was found by Cheapflights users on 9/16. 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 3/187:00 am -
2 stops13h 41m
Wed 3/249:25 am -
1 stop7h 12m
Deal found 9/16![Delta logo]()
$532
This Delta deal was found by Cheapflights users on 9/17. 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 10/310:44 am -
1 stop5h 16m
Thu 10/86:00 am -
1 stop4h 11m
Deal found 9/17![Delta logo]()
$544
This Delta deal was found by Cheapflights users on 9/19. 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 12/108:04 am -
1 stop7h 56m
Mon 1/47:45 am -
1 stop8h 52m
Deal found 9/19![Delta logo]()
$555
This Delta deal was found by Cheapflights users on 9/19. 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 12/1111:35 am -
1 stop4h 25m
Sun 1/37:41 pm -
1 stop12h 53m
Deal found 9/19![Delta logo]()
$575
This Delta deal was found by Cheapflights users on 9/19. 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 10/31:51 pm -
1 stop4h 51m
Fri 10/97:20 pm -
2 stops12h 21m
Deal found 9/19![Delta logo]()
$614
This Delta deal was found by Cheapflights users on 9/20. 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 10/236:08 pm -
1 stop5h 11m
Mon 10/267:20 pm -
1 stop4h 37m
Deal found 9/20![Delta logo]()
$667
This Delta deal was found by Cheapflights users on 9/16. 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.
Wed 10/281:55 pm -
2 stops9h 24m
Tue 11/33:00 pm -
1 stop5h 38m
Deal found 9/16![Delta logo]()
$739
Last-minute flights from Chicago to Fort Walton BeachDiscover last-minute flight deals from Chicago to Fort Walton Beach. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Fort Walton Beach. Data last updated September 21, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 10/59:02 pm -
Nonstop2h 11m
Fri 10/96:17 pm -
Nonstop2h 18m
Deal found 9/18![Allegiant Air logo]()
$152
This Delta deal was found by Cheapflights users on 9/17. 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.
Mon 10/53:40 pm -
1 stop5h 15m
Sat 10/105:07 pm -
1 stop6h 50m
Deal found 9/17![Delta logo]()
$319
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Mon 10/55:29 pm -
1 stop6h 19m
Sat 10/1011:41 am -
Nonstop2h 38m
Deal found 9/17![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/612:05 pm -
1 stop5h 37m
Sat 10/2411:41 am -
Nonstop2h 38m
Deal found 9/17![American Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 9/17. 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 10/68:05 am -
1 stop5h 56m
Sat 10/105:07 pm -
1 stop6h 50m
Deal found 9/17![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/68:05 am -
1 stop8h 02m
Sat 10/1011:41 am -
Nonstop2h 38m
Deal found 9/17![American Airlines logo]()
$376
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:47 pm -
Nonstop2h 11m
Mon 10/193:07 pm -
Nonstop2h 18m
Deal found 9/20![Allegiant Air logo]()
$283
This Southwest deal was found by Cheapflights users on 9/17. 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.
Tue 10/139:40 am -
2 stops7h 35m
Tue 10/202:15 pm -
1 stop7h 10m
Deal found 9/17![Southwest logo]()
$293
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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 10/169:20 pm -
Nonstop2h 11m
Mon 10/193:07 pm -
Nonstop2h 18m
Deal found 9/21![Allegiant Air logo]()
$254
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 10/178:29 am -
Nonstop2h 28m
Sat 10/2411:41 am -
Nonstop2h 38m
Deal found 9/17![American Airlines logo]()
$270
This Trip.com deal was found by Cheapflights users on 9/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:15 pm -
Nonstop2h 11m
Mon 10/263:36 pm -
Nonstop2h 18m
Deal found 9/20![Allegiant Air logo]()
$233
This Delta deal was found by Cheapflights users on 9/17. 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 10/244:19 pm -
1 stop7h 00m
Sat 10/316:00 am -
1 stop4h 37m
Deal found 9/17![Delta logo]()
$289
One-way flights from Chicago to Fort Walton BeachSearch for one-way flight options from Chicago to Fort Walton Beach. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
Search for one-way flight options from Chicago to Fort Walton Beach. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This CheapOair deal was found by Cheapflights users on 9/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:15 pm -
Nonstop2h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Allegiant Air logo]()
$58
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/209:41 am -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Allegiant Air logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/147:20 pm -
2 stops18h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Wed 11/187:15 am -
2 stops29h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$167
This Sun Country Air deal was found by Cheapflights users on 9/18. 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 12/1711:45 am -
1 stop22h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Sun Country Air logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/3112:20 pm -
2 stops36h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/227:44 pm -
2 stops23h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/156:30 am -
1 stop17h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 9/20. 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 10/319:10 am -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Wed 12/167:32 pm -
2 stops28h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Wed 10/217:44 pm -
2 stops23h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines logo]()
$182
This Southwest deal was found by Cheapflights users on 9/20. 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 11/147:50 am -
2 stops10h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Southwest logo]()
$184
Find flight deals from Chicago to Fort Walton Beach
Keep the following information in mind while searching for Chicago to Fort Walton Beach flight deals. Data was last updated September 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $152 (Cheapflightsfares) |
One-way from | $58 (CheapOair) |
Popular in | August |
Cheapest in | October |
Average price | $434 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Fort Walton Beach 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 7,457,451 searches. Data last updated September 21, 2026.
Use the filters below to find and compare flights from Chicago to Fort Walton Beach that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Sat 11/14
6:00 am-12:15 pm
1 stop6h 15m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Sat 10/31
9:10 am-2:55 pm
1 stop5h 45m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Thu 12/17
11:45 am-5:24 pm
1 stop5h 39m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$183
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Fri 10/23
6:15 am-7:12 pm
2 stops36h 57m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$186
ChicagoValparaiso
ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach
ORDVPS
Chicago O'Hare Intl
Sun 12/20
7:50 pm-10:25 am
1 stop14h 35m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$188
Quickest round-trip
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Fri 10/23
11:50 am-5:20 pm
1 stop5h 30m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$190
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Thu 10/8
6:40 pm-7:24 pm
2 stops24h 44m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$247
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Sun 11/15
5:20 am-1:25 pm
1 stop8h 05m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$253
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Sun 10/18
5:00 am-10:50 am
1 stop5h 50m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$253
ChicagoValparaiso
MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach
MDWVPS
Chicago Midway
Fri 3/19
9:10 am-3:15 pm
2 stops6h 05m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$258
Showing 1-10 of 41 resultsSorted by cheapest first
Best time to book a flight from Chicago to Fort Walton Beach
Have a flexible travel schedule? Discover the best time to fly to Fort Walton Beach from Chicago with our price prediction graph.
MDW-VPS
ORD-VPS
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 Chicago to Fort Walton Beach
CHI-FO9
MDW-VPS
ORD-VPS
What is the cheapest time of day to fly from CHI to FO9?
Find hourly flight availability from Chicago to Fort Walton Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 21, 2026.
One of the essential ways to save on airfare from Chicago to Fort Walton Beach is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 32% on airfare.
How much does it cost to fly round-trip from Chicago to Fort Walton Beach?
Airfare is below average for this route at the moment.
Chicago to Fort Walton Beach flights typically cost between $238 and $459 in October.The cheapest round-trip price found within the last 5 days was $152 on Allegiant Air (Oct 5-Oct 9).
Reviews of airlines servicing Fort Walton Beach
Get insights into the airlines that provide service to Fort Walton Beach. 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 Fort Walton Beach. Reviews last updated September 21, 2026.
Read through reviews of airlines operating flights from Chicago to Fort Walton Beach, such as Southwest,Delta, andAllegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Fort Walton Beach. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Fort Walton Beach
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Complete your trip
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Search flights from Chicago to Fort Walton Beach by cabin class
Find flights from Chicago to Fort Walton Beach, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Fort Walton Beach flights
Browse other Chicago and Fort Walton Beach flight options. Last updated on September 21, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Fort Walton Beach flights
Consider these flights traveling from Chicago to Fort Walton Beach.
Top 5 airlines flying from Chicago to Fort Walton Beach
Discover the top 5 airlines that operate flights from Chicago to Fort Walton Beach. 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 7,457,451 searches. Data last updated September 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$128 | Average$346 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$129 | Average$364 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$164 | Average$432 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$207 | Average$435 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$226 | Average$389 | FlexibilityNo cancel fee | On-time63% |