$81 Cheap flight deals from Chicago (CHI) to Fort Walton Beach - Destin (VPS)
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This Weekend's Flight Deals from Chicago to Fort Walton Beach - Destin
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$354 Roundtrip, found 9 hours ago
$354
Roundtrip
found 9 hours ago
MDW
Midway Intl.
PNS
Pensacola Intl.
$364 Roundtrip, found 1 day ago
$364
Roundtrip
found 1 day ago
MDW
Midway Intl.
ECP
Northwest Florida Beaches Intl.
$364 Roundtrip, found 1 day ago
$364
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$372 Roundtrip, found 4 days ago
$372
Roundtrip
found 4 days ago
Airfares from $81 One Way, $162 Round Trip from Chicago to Fort Walton Beach - Destin
Prices starting at $162 for return flights and $81 for one-way flights to Fort Walton Beach - Destin were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
PNS
Pensacola
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
ORD
Chicago
PNS
Pensacola
$197 Roundtrip, found 9 hours ago
$197
Roundtrip
found 9 hours ago
MDW
Chicago
ECP
Panama City
$219 Roundtrip, found 10 hours ago
$219
Roundtrip
found 10 hours ago
MDW
Chicago
PNS
Pensacola
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
RFD
Rockford
PNS
Pensacola
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Fort Walton Beach - Destin economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Lodge at Gulf State Park, A Hilton Hotel
18.4/10 Exceptional! (1,004 reviews)
Dec 26 - Dec 31
5 night stay
Chicago (CHI) to Pensacola (PNS)
American Airlines • Non-stop • Coach
Pensacola (PNS) to Chicago (CHI)
United • Non-stop • Coach
Price was $699, price is now $500 per person
$500
per person
found 11 hours ago
My new favorite place! The food options are great and the atmosphere is relaxing even when it’s busy
Reviewed on Sep 8, 2025
5.0-star property
The Henderson Beach Resort & Spa
18.4/10 Exceptional! (1,000 reviews)
Dec 28 - Jan 2
5 night stay
Chicago (CHI) to Fort Walton Beach (VPS)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,439, price is now $993 per person
$993
per person
found 1 day ago
⸻
We expected the hotel to be more family-friendly. The kids club was always closed and it was impossible to reach anyone there. There weren’t many kids’ menu options and not a lot of activities for children.
On the positive side, the hotel is very beautiful, clean, and the staff is friendly. However, the price feels very high compared to the overall value received.
Reviewed on Sep 1, 2025
4.0-star property
Sandestin Golf and Beach Resort
15.6/10 Exceptional! (3,841 reviews)
Dec 28 - Jan 2
5 night stay
Chicago (CHI) to Fort Walton Beach (VPS)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,116, price is now $816 per person
$816
per person
found 1 day ago
Motorcycle not welcome, front desk lady rude ,no housekeeping until 3 days 🙄 i request clean sheets never get it
Reviewed on Apr 28, 2025
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View all tripsFort Walton Beach - Destin first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
TownePlace Suites by Marriott Panama City
16.8/10 Exceptional! (175 reviews)
Dec 22 - Dec 28
6 night stay
Chicago (ORD) to Pensacola (PNS)
American Airlines • Non-stop roundtrip • FirstClass
Price was $976, price is now $958 per person
$958
per person
found 1 day ago
This is a new facility and is outstanding. Very nice and great for long visits to an area.
Reviewed on Jan 14, 2020
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See all available trips from Chicago to Fort Walton Beach - Destin
View all tripsMore About Flying To Fort Walton Beach - Destin from Chicago
Route Information for Flights from Chicago to Fort Walton Beach - Destin
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | VPS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Fort Walton Beach - Destin
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Fort Walton Beach - Destin Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.