$49+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
Jun 9 — Jun 161
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 Monday or Wednesday and return on a Wednesday
Cheap flight deals from Chicago to Fort Walton Beach
Cheapest
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 May 10, 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 May 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 7/249:21 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Mon 7/276:10 pm
VPS
- MDW
Nonstop2h 20m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:23 pm
MDW
- VPS
Nonstop2h 13m
Allegiant Air
Mon 6/296:12 pm
VPS
- MDW
Nonstop2h 21m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 7/179:21 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Mon 7/206:10 pm
VPS
- MDW
Nonstop2h 20m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:30 pm
MDW
- VPS
Nonstop2h 07m
Allegiant Air
Fri 5/296:21 pm
VPS
- MDW
Nonstop2h 19m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$125
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 8/79:25 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Fri 8/146:14 pm
VPS
- MDW
Nonstop2h 21m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 11/91:08 pm
MDW
- VPS
Nonstop2h 11m
Allegiant Air
Fri 11/137:30 am
VPS
- MDW
Nonstop2h 18m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$132
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:21 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Mon 7/136:10 pm
VPS
- MDW
Nonstop2h 20m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$144
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:25 pm
MDW
- VPS
Nonstop2h 14m
Allegiant Air
Mon 8/106:14 pm
VPS
- MDW
Nonstop2h 21m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$153
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:15 pm
MDW
- VPS
Nonstop2h 11m
Allegiant Air
Mon 9/73:21 pm
VPS
- MDW
Nonstop2h 18m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Wed 7/89:57 pm
ORD
- VPS
1 stop19h 08m
Multiple Airlines
Mon 7/139:06 pm
VPS
- ORD
1 stop32h 22m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Wed 8/199:48 pm
ORD
- VPS
1 stop18h 31m
Multiple Airlines
Mon 8/245:08 pm
VPS
- ORD
2 stops26h 47m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Wed 8/199:48 pm
ORD
- VPS
1 stop18h 31m
Multiple Airlines
Sun 8/2311:07 am
VPS
- ORD
1 stop9h 46m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$298
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 May 10, 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 May 10, 2026.
This Sun Country Air deal was found by Cheapflights users on 5/5. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:19 pm
ORD
- VPS
1 stop20h 44m
Sun Country Air
Sun 6/146:03 pm
VPS
- ORD
1 stop23h 26m
Sun Country Air
Deal found 5/5![Sun Country Air logo]()
$344
This Delta deal was found by Cheapflights users on 5/6. 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 8/110:55 am
MDW
- VPS
1 stop5h 26m
Delta
Sat 8/85:06 pm
VPS
- MDW
1 stop5h 30m
Delta
Deal found 5/6![Delta logo]()
$395
This Southwest deal was found by Cheapflights users on 5/7. 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.
Thu 5/287:35 pm
ORD
- VPS
2 stops17h 45m
Southwest
Tue 6/212:30 pm
VPS
- ORD
2 stops9h 25m
Southwest
Deal found 5/7![Southwest logo]()
$401
This Sun Country Air deal was found by Cheapflights users on 5/7. 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.
Wed 7/16:24 pm
ORD
- VPS
1 stop22h 39m
Sun Country Air
Mon 7/66:04 pm
VPS
- ORD
1 stop16h 50m
Sun Country Air
Deal found 5/7![Sun Country Air logo]()
$384
This Delta deal was found by Cheapflights users on 5/9. 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 8/810:56 am
MDW
- VPS
1 stop5h 05m
Delta
Sat 8/159:21 am
VPS
- MDW
1 stop6h 17m
Delta
Deal found 5/9![Delta logo]()
$395
This Southwest deal was found by Cheapflights users on 5/5. 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.
Sat 7/113:30 pm
MDW
- VPS
1 stop5h 30m
Southwest
Fri 7/176:05 pm
VPS
- MDW
1 stop3h 50m
Southwest
Deal found 5/5![Southwest logo]()
$418
This Delta deal was found by Cheapflights users on 5/5. 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.
Sat 7/114:22 pm
MDW
- VPS
1 stop6h 41m
Delta
Sat 7/182:56 pm
VPS
- MDW
1 stop7h 19m
Delta
Deal found 5/5![Delta logo]()
$395
This Sun Country Air deal was found by Cheapflights users on 5/9. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:31 pm
ORD
- VPS
1 stop22h 32m
Sun Country Air
Sun 8/26:05 pm
VPS
- ORD
1 stop23h 19m
Sun Country Air
Deal found 5/9![Sun Country Air logo]()
$414
This Delta deal was found by Cheapflights users on 5/6. 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 8/86:29 pm
ORD
- VPS
1 stop4h 34m
Delta
Sat 8/156:00 am
VPS
- ORD
1 stop6h 36m
Delta
Deal found 5/6![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 5/6. 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.
Wed 5/277:07 am
ORD
- VPS
1 stop6h 53m
Delta
Sat 5/301:17 pm
VPS
- ORD
1 stop7h 07m
Delta
Deal found 5/6![Delta logo]()
$399
This Sun Country Air deal was found by Cheapflights users on 5/9. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:06 pm
ORD
- VPS
1 stop20h 56m
Sun Country Air
Thu 6/46:03 pm
VPS
- ORD
1 stop23h 21m
Sun Country Air
Deal found 5/9![Sun Country Air logo]()
$444
This Delta deal was found by Cheapflights users on 5/6. 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.
Wed 6/35:30 am
ORD
- VPS
1 stop4h 52m
Delta
Mon 6/86:00 am
VPS
- ORD
1 stop6h 36m
Delta
Deal found 5/6![Delta logo]()
$418
This Delta deal was found by Cheapflights users on 5/5. 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.
Sat 7/116:00 am
MDW
- VPS
1 stop4h 29m
Delta
Sun 7/195:06 pm
VPS
- MDW
1 stop5h 09m
Delta
Deal found 5/5![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 5/9. 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 8/710:54 am
MDW
- VPS
1 stop5h 07m
Delta
Tue 8/116:00 am
VPS
- MDW
1 stop5h 51m
Delta
Deal found 5/9![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 5/5. 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.
Wed 6/106:00 am
MDW
- VPS
1 stop4h 29m
Delta
Mon 6/156:00 am
VPS
- MDW
1 stop4h 09m
Delta
Deal found 5/5![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 5/8. 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 8/26:00 am
MDW
- VPS
1 stop4h 29m
Delta
Sat 8/85:06 pm
VPS
- MDW
1 stop5h 30m
Delta
Deal found 5/8![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 5/8. 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 7/76:00 am
MDW
- VPS
1 stop6h 29m
Delta
Sun 7/126:00 am
VPS
- MDW
1 stop4h 05m
Delta
Deal found 5/8![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 5/8. 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.
Fri 7/318:03 am
ORD
- VPS
1 stop4h 26m
Delta
Sat 8/86:00 am
VPS
- ORD
1 stop6h 36m
Delta
Deal found 5/8![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 5/9. 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.
Wed 5/2710:59 am
MDW
- VPS
1 stop5h 41m
Delta
Sun 5/317:06 am
VPS
- MDW
1 stop4h 50m
Delta
Deal found 5/9![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/9. 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 5/296:06 pm
ORD
- VPS
1 stop5h 22m
Delta
Sun 5/311:17 pm
VPS
- ORD
1 stop7h 09m
Delta
Deal found 5/9![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 5/7. 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.
Sat 5/236:06 pm
ORD
- VPS
1 stop5h 07m
Delta
Wed 5/271:17 pm
VPS
- ORD
1 stop5h 24m
Delta
Deal found 5/7![Delta logo]()
$461
Last-minute flights from Chicago to Fort Walton BeachDiscover last-minute flight deals from Chicago to Fort Walton Beach. Data last updated May 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Fort Walton Beach. Data last updated May 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Sat 5/239:37 pm
ORD
- VPS
1 stop25h 49m
Multiple Airlines
Sat 5/308:24 pm
VPS
- ORD
2 stops35h 31m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$358
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:30 pm
MDW
- VPS
Nonstop2h 07m
Allegiant Air
Fri 5/296:21 pm
VPS
- MDW
Nonstop2h 19m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Mon 5/259:30 pm
MDW
- VPS
Nonstop2h 07m
Multiple Airlines
Fri 5/296:15 am
VPS
- MDW
2 stops15h 47m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$209
This Sun Country Air deal was found by Cheapflights users on 5/7. 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 5/288:06 pm
ORD
- VPS
1 stop20h 56m
Sun Country Air
Sun 5/316:15 pm
VPS
- ORD
1 stop24h 51m
Sun Country Air
Deal found 5/7![Sun Country Air logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Thu 5/288:06 pm
ORD
- VPS
1 stop20h 56m
Multiple Airlines
Mon 6/17:51 pm
VPS
- ORD
2 stops23h 38m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$336
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:30 pm
MDW
- VPS
Nonstop2h 07m
Allegiant Air
Mon 6/16:21 pm
VPS
- MDW
Nonstop2h 19m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$192
This Trip.com deal was found by Cheapflights users on 5/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:23 pm
MDW
- VPS
Nonstop2h 13m
Allegiant Air
Mon 6/86:12 pm
VPS
- MDW
Nonstop2h 21m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/59:23 pm
MDW
- VPS
Nonstop2h 13m
Multiple Airlines
Tue 6/95:52 pm
VPS
- MDW
2 stops28h 19m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 6/59:23 pm
MDW
- VPS
Nonstop2h 13m
Multiple Airlines
Sun 6/78:29 pm
VPS
- MDW
2 stops38h 43m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$241
This Sun Country Air deal was found by Cheapflights users on 5/6. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:25 pm
ORD
- VPS
1 stop22h 38m
Sun Country Air
Sun 6/216:02 pm
VPS
- ORD
1 stop23h 27m
Sun Country Air
Deal found 5/6![Sun Country Air logo]()
$364
This Cheapflightsfares deal was found by Cheapflights users on 5/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:23 pm
MDW
- VPS
Nonstop2h 13m
Allegiant Air
Mon 6/296:12 pm
VPS
- MDW
Nonstop2h 21m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Mon 6/229:23 pm
MDW
- VPS
Nonstop2h 13m
Multiple Airlines
Mon 6/298:23 pm
VPS
- MDW
2 stops38h 46m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$217
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 May 10, 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 May 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Mon 6/19:30 pm
MDW
- VPS
Nonstop2h 07m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$49
This Kiwi.com deal was found by Cheapflights users on 5/5. 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.
Fri 6/59:23 pm
MDW
- VPS
Nonstop2h 13m
Allegiant Air
Deal found 5/5![Allegiant Air logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Wed 8/59:57 pm
ORD
- VPS
1 stop25h 41m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Wed 7/88:05 am
ORD
- VPS
2 stops35h 35m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Wed 5/271:50 pm
ORD
- VPS
2 stops33h 21m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Wed 6/39:37 pm
ORD
- VPS
1 stop19h 47m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Sat 7/46:55 am
ORD
- VPS
2 stops36h 47m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Fri 5/296:55 am
ORD
- VPS
2 stops36h 39m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/19:57 pm
ORD
- VPS
1 stop25h 34m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 5/286:00 am
MDW
- VPS
2 stops31h 40m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$161
This Super.com deal was found by Cheapflights users on 5/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/175:47 pm
MDW
- VPS
Nonstop2h 09m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Fri 5/296:00 am
MDW
- VPS
2 stops31h 02m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$181
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 May 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $104 (Cheapflightsfares) |
One-way from | $49 (Kiwi.com) |
Popular in | August |
Cheapest in | October |
Average price | $383 |
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 May 10, 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
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Thu 6/11
8:19 pm-5:03 pm
1 stop20h 44m
Valparaiso Destin-Ft Walton Beach
Sun 6/14
6:03 pm-5:29 pm
1 stop23h 26m
$344
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Wed 7/1
6:24 pm-5:03 pm
1 stop22h 39m
Valparaiso Destin-Ft Walton Beach
Mon 7/6
6:04 pm-10:54 am
1 stop16h 50m
$384
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Sat 8/1
10:55 am-4:21 pm
1 stop5h 26m
Valparaiso Destin-Ft Walton Beach
Sat 8/8
5:06 pm-10:36 pm
1 stop5h 30m
$395
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Sat 8/8
10:56 am-4:01 pm
1 stop5h 05m
Valparaiso Destin-Ft Walton Beach
Sat 8/15
9:21 am-3:38 pm
1 stop6h 17m
$395
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Sat 7/11
4:22 pm-11:03 pm
1 stop6h 41m
Valparaiso Destin-Ft Walton Beach
Sat 7/18
2:56 pm-10:15 pm
1 stop7h 19m
$395
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Sat 8/8
6:29 pm-11:03 pm
1 stop4h 34m
Valparaiso Destin-Ft Walton Beach
Sat 8/15
6:00 am-12:36 pm
1 stop6h 36m
$395
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Wed 5/27
7:07 am-2:00 pm
1 stop6h 53m
Valparaiso Destin-Ft Walton Beach
Sat 5/30
1:17 pm-8:24 pm
1 stop7h 07m
$399
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Thu 5/28
7:35 pm-1:20 pm
2 stops17h 45m
Valparaiso Destin-Ft Walton Beach
Tue 6/2
12:30 pm-9:55 pm
2 stops9h 25m
$401
ChicagoValparaiso
ORD - VPS
ORDVPS
Chicago O'Hare Intl
Thu 7/30
6:31 pm-5:03 pm
1 stop22h 32m
Valparaiso Destin-Ft Walton Beach
Sun 8/2
6:05 pm-5:24 pm
1 stop23h 19m
$414
ChicagoValparaiso
MDW - VPS
MDWVPS
Chicago Midway
Sat 7/11
3:30 pm-9:00 pm
1 stop5h 30m
Valparaiso Destin-Ft Walton Beach
Fri 7/17
6:05 pm-9:55 pm
1 stop3h 50m
$418
Showing 1-10 of 42 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.
ORD-VPS
MDW-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
ORD-VPS
MDW-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 May 10, 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 18% 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 May 10, 2026.
The most flights from CHI to FO9 are scheduled on a Saturday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 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 May 10, 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
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Boarding
8.1
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.
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Top destinations
Alternative routes for Chicago to Fort Walton Beach
See prices for flight routes from nearby airports that may be better suited for you.
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 May 10, 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 May 10, 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 May 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$222 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$128 | Average$320 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$183 | Average$298 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$207 | Average$374 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$425 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$209 | Average$403 | FlexibilityNo cancel fee | On-time69% |