$70+ Cheap flights from Chicago (CHI) to Fort Walton Beach, FL
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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
Apr 22 — Apr 291
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 June, booked 12 days in advance, depart on a Wednesday or Monday and return on a Wednesday
Cheap flight deals from Chicago to Fort Walton Beach
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Best
Last-minute
One-way
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 March 23, 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 March 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 6/129:23 pm
MDW
- VPS
Nonstop2h 13m
Allegiant Air
Mon 6/156:12 pm
VPS
- MDW
Nonstop2h 21m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$123
This Booking.com deal was found by Cheapflights users on 3/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/249:15 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Fri 7/316:05 pm
VPS
- MDW
Nonstop2h 20m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Sun 4/55:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Thu 4/164:05 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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.
Sun 4/125:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Sun 4/192:40 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$178
This Booking.com deal was found by Cheapflights users on 3/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Sun 5/102:40 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$182
This Booking.com deal was found by Cheapflights users on 3/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:30 pm
MDW
- VPS
Nonstop2h 07m
Allegiant Air
Fri 5/296:21 pm
VPS
- MDW
Nonstop2h 19m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/95:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Thu 4/164:05 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 7/319:15 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Fri 8/76:14 pm
VPS
- MDW
Nonstop2h 21m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 11/26:44 pm
MDW
- VPS
Nonstop2h 11m
Allegiant Air
Mon 11/910:00 am
VPS
- MDW
Nonstop2h 18m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/186:00 am
MDW
- VPS
2 stops33h 01m
Multiple Airlines
Thu 4/234:05 pm
VPS
- MDW
Nonstop2h 17m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 7/189:48 pm
ORD
- VPS
1 stop19h 32m
Multiple Airlines
Thu 7/231:04 pm
VPS
- ORD
1 stop7h 49m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 7/229:48 pm
ORD
- VPS
1 stop19h 32m
Multiple Airlines
Thu 7/301:04 pm
VPS
- ORD
1 stop7h 49m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$321
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 March 23, 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 March 23, 2026.
This Southwest deal was found by Cheapflights users on 3/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:30 am
MDW
- VPS
1 stop7h 00m
Southwest
Tue 8/2510:30 am
VPS
- MDW
1 stop6h 05m
Southwest
Deal found 3/21![Southwest logo]()
$375
This Delta deal was found by Cheapflights users on 3/18. 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.
Wed 5/278:10 am
ORD
- VPS
1 stop5h 50m
Delta
Sat 5/305:45 pm
VPS
- ORD
1 stop4h 08m
Delta
Deal found 3/18![Delta logo]()
$375
This Sun Country Air deal was found by Cheapflights users on 3/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:20 am
ORD
- VPS
1 stop9h 52m
Sun Country Air
Wed 4/222:07 pm
VPS
- ORD
1 stop28h 11m
Sun Country Air
Deal found 3/19![Sun Country Air logo]()
$456
This Delta deal was found by Cheapflights users on 3/19. 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.
Tue 5/196:24 am
ORD
- VPS
1 stop6h 42m
Delta
Wed 5/272:55 pm
VPS
- ORD
1 stop5h 31m
Delta
Deal found 3/19![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 3/22. 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 6/208:00 am
MDW
- VPS
2 stops13h 00m
Southwest
Wed 6/244:00 pm
VPS
- MDW
2 stops7h 50m
Southwest
Deal found 3/22![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 3/19. 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 5/205:30 am
ORD
- VPS
1 stop6h 57m
Delta
Thu 5/282:55 pm
VPS
- ORD
1 stop6h 58m
Delta
Deal found 3/19![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 3/18. 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.
Wed 9/91:55 pm
MDW
- VPS
2 stops7h 10m
Southwest
Sat 9/129:45 am
VPS
- MDW
2 stops10h 35m
Southwest
Deal found 3/18![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 3/22. 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 6/208:00 am
MDW
- VPS
2 stops13h 00m
Southwest
Thu 6/256:05 pm
VPS
- MDW
1 stop3h 50m
Southwest
Deal found 3/22![Southwest logo]()
$405
This Sun Country Air deal was found by Cheapflights users on 3/22. 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.
Sun 6/218:09 pm
ORD
- VPS
1 stop20h 54m
Sun Country Air
Thu 6/256:03 pm
VPS
- ORD
1 stop23h 21m
Sun Country Air
Deal found 3/22![Sun Country Air logo]()
$496
This Delta deal was found by Cheapflights users on 3/19. 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 6/121:15 pm
ORD
- VPS
1 stop5h 14m
Delta
Mon 6/159:25 am
VPS
- ORD
1 stop7h 19m
Delta
Deal found 3/19![Delta logo]()
$413
This Southwest deal was found by Cheapflights users on 3/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/181:00 pm
MDW
- VPS
1 stop6h 15m
Southwest
Mon 6/224:35 pm
VPS
- MDW
1 stop5h 25m
Southwest
Deal found 3/21![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 3/22. 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 6/198:03 am
ORD
- VPS
1 stop4h 28m
Delta
Thu 6/252:45 pm
VPS
- ORD
1 stop7h 28m
Delta
Deal found 3/22![Delta logo]()
$413
This Sun Country Air deal was found by Cheapflights users on 3/22. 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.
Fri 5/158:06 pm
ORD
- VPS
1 stop15h 00m
Sun Country Air
Sun 5/176:30 pm
VPS
- ORD
1 stop24h 36m
Sun Country Air
Deal found 3/22![Sun Country Air logo]()
$536
This Delta deal was found by Cheapflights users on 3/18. 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.
Wed 5/2710:59 am
MDW
- VPS
1 stop5h 41m
Delta
Sat 5/302:58 pm
VPS
- MDW
1 stop6h 11m
Delta
Deal found 3/18![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 3/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:05 am
MDW
- VPS
2 stops6h 40m
Southwest
Sun 9/137:25 am
VPS
- MDW
2 stops6h 25m
Southwest
Deal found 3/21![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 3/18. 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.
Wed 5/2710:59 am
MDW
- VPS
1 stop5h 41m
Delta
Sun 5/312:55 pm
VPS
- MDW
1 stop6h 14m
Delta
Deal found 3/18![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 3/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:20 pm
ORD
- VPS
2 stops16h 30m
Southwest
Mon 4/207:20 am
VPS
- ORD
1 stop5h 30m
Southwest
Deal found 3/21![Southwest logo]()
$453
This Delta deal was found by Cheapflights users on 3/18. 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.
Wed 5/277:07 am
ORD
- VPS
1 stop5h 20m
Delta
Sun 5/312:55 pm
VPS
- ORD
1 stop6h 58m
Delta
Deal found 3/18![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 3/18. 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 5/177:35 pm
ORD
- VPS
2 stops17h 45m
Southwest
Thu 5/217:20 am
VPS
- ORD
2 stops14h 35m
Southwest
Deal found 3/18![Southwest logo]()
$456
This Delta deal was found by Cheapflights users on 3/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:05 pm
ORD
- VPS
1 stop5h 08m
Delta
Sun 5/312:55 pm
VPS
- ORD
1 stop6h 58m
Delta
Deal found 3/21![Delta logo]()
$436
Last-minute flights from Chicago to Fort Walton BeachDiscover last-minute flight deals from Chicago to Fort Walton Beach. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Fort Walton Beach. Data last updated March 23, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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.
Sun 3/229:13 pm
MDW
- VPS
Nonstop2h 08m
Allegiant Air
Thu 3/265:37 pm
VPS
- MDW
Nonstop2h 16m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$287
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Thu 4/304:05 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/25:47 pm
MDW
- VPS
Nonstop2h 09m
Multiple Airlines
Thu 4/307:30 am
VPS
- MDW
1 stop29h 30m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Thu 4/25:47 pm
MDW
- VPS
Nonstop2h 09m
Multiple Airlines
Mon 4/68:00 am
VPS
- MDW
3 stops36h 07m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Sun 4/55:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Thu 4/164:05 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Sun 4/55:47 pm
MDW
- VPS
Nonstop2h 09m
Multiple Airlines
Fri 4/177:36 pm
VPS
- MDW
2 stops20h 24m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/95:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Thu 4/164:05 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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.
Sun 4/125:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Sun 4/192:40 pm
VPS
- MDW
Nonstop2h 17m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:12 pm
MDW
- VPS
Nonstop2h 09m
Multiple Airlines
Mon 4/208:00 am
VPS
- MDW
3 stops38h 14m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/186:00 am
MDW
- VPS
2 stops33h 01m
Multiple Airlines
Thu 4/234:05 pm
VPS
- MDW
Nonstop2h 17m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/1812:53 pm
ORD
- VPS
1 stop24h 57m
Multiple Airlines
Thu 4/237:47 am
VPS
- ORD
2 stops14h 52m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/1812:53 pm
ORD
- VPS
1 stop24h 57m
Multiple Airlines
Sat 4/257:58 pm
VPS
- ORD
2 stops50h 41m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$351
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 March 23, 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 March 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Sun 4/55:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Deal found 3/21![Allegiant Air logo]()
$80
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Deal found 3/20![Allegiant Air logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 8/39:15 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Deal found 3/22![Allegiant Air logo]()
$90
This Cheapflightsfares deal was found by Cheapflights users on 3/19. 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 4/167:12 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Deal found 3/19![Allegiant Air logo]()
$105
This Trip.com deal was found by Cheapflights users on 3/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Thu 5/145:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Deal found 3/18![Allegiant Air logo]()
$120
This Southwest deal was found by Cheapflights users on 3/22. 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 4/214:50 pm
MDW
- VPS
1 stop4h 10m
Southwest
Deal found 3/22![Southwest logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/18. 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.
Wed 6/179:48 pm
ORD
- VPS
1 stop19h 36m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:28 am
ORD
- VPS
2 stops31h 45m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 6/209:48 pm
ORD
- VPS
1 stop19h 36m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Sun 5/37:30 am
MDW
- VPS
1 stop6h 20m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$158
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 March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $123 (Kiwi.com) |
One-way from | $70 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $453 |
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 2,558,603 searches. Data last updated March 23, 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 - VPS
MDWVPS
Chicago Midway
Wed 8/19
6:30 am-1:30 pm
1 stop7h 00m
Valparaiso Destin-Ft Walton Beach
Tue 8/25
10:30 am-4:35 pm
1 stop6h 05m
$375
Quickest round-trip
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Wed 5/27
8:10 am-2:00 pm
1 stop5h 50m
Valparaiso Destin-Ft Walton Beach
Sat 5/30
5:45 pm-9:53 pm
1 stop4h 08m
$375
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Tue 5/19
6:24 am-1:06 pm
1 stop6h 42m
Valparaiso Destin-Ft Walton Beach
Wed 5/27
2:55 pm-8:26 pm
1 stop5h 31m
$375
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Sat 6/20
8:00 am-9:00 pm
2 stops13h 00m
Valparaiso Destin-Ft Walton Beach
Wed 6/24
4:00 pm-11:50 pm
2 stops7h 50m
$392
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Wed 5/20
5:30 am-12:27 pm
1 stop6h 57m
Valparaiso Destin-Ft Walton Beach
Thu 5/28
2:55 pm-9:53 pm
1 stop6h 58m
$394
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Wed 9/9
1:55 pm-9:05 pm
2 stops7h 10m
Valparaiso Destin-Ft Walton Beach
Sat 9/12
9:45 am-8:20 pm
2 stops10h 35m
$405
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Sat 6/20
8:00 am-9:00 pm
2 stops13h 00m
Valparaiso Destin-Ft Walton Beach
Thu 6/25
6:05 pm-9:55 pm
1 stop3h 50m
$405
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Fri 6/12
1:15 pm-6:29 pm
1 stop5h 14m
Valparaiso Destin-Ft Walton Beach
Mon 6/15
9:25 am-4:44 pm
1 stop7h 19m
$413
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Thu 6/18
1:00 pm-7:15 pm
1 stop6h 15m
Valparaiso Destin-Ft Walton Beach
Mon 6/22
4:35 pm-10:00 pm
1 stop5h 25m
$413
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Fri 6/19
8:03 am-12:31 pm
1 stop4h 28m
Valparaiso Destin-Ft Walton Beach
Thu 6/25
2:45 pm-10:13 pm
1 stop7h 28m
$413
Showing 1-10 of 39 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
How far ahead should I book a flight from Chicago to Fort Walton Beach?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Fort Walton Beach. Price data was last updated on March 13, 2026.
The best time to book flights from Chicago to Fort Walton Beach is 12 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Chicago to Fort Walton Beach?
Currently, July is the cheapest month in which you can book a flight from Chicago to Fort Walton Beach (average of $81). Flying from Chicago to Fort Walton Beach in December is currently the most expensive (average of $211). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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 March 23, 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 14% on airfare.
Weekly flight availability from Chicago to Fort Walton Beach
Explore weekly flight availability from Chicago to Fort Walton Beach. 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 March 23, 2026.
The most flights from CHI to FO9 are scheduled on a Saturday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago to Fort Walton Beach?
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 March 23, 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.
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
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
Complete your trip to Fort Walton Beach by adding a car rental and/or hotel reservation to your travel itinerary.
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 March 23, 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 March 23, 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 6 airlines flying from Chicago to Fort Walton Beach
Discover the top 6 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 2,558,603 searches. Data last updated March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$199 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$113 | Average$317 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$214 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$207 | Average$414 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$209 | Average$369 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$212 | Average$362 | FlexibilityNo cancel fee | On-time63% |