Featured airlines
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Cheap flights from Chicago to Destin (CHI-VPS)
Prices were available within the past 7 days and start at €349 for one-way flights and €697 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 6 Mar - Sun, 9 Mar
ORD
Chicago
VPS
Fort Walton Beach
€697 Return, found 22 hours ago
€697
Return
found 22 hours ago

Thu, 6 Mar - Sun, 9 Mar
ORD
Chicago
VPS
Fort Walton Beach
€706 Return, found 22 hours ago
€706
Return
found 22 hours ago

Thu, 6 Mar - Sun, 9 Mar
MDW
Chicago
VPS
Fort Walton Beach
€716 Return, found 22 hours ago
€716
Return
found 22 hours ago

Thu, 6 Mar - Sun, 9 Mar
ORD
Chicago
VPS
Fort Walton Beach
€716 Return, found 22 hours ago
€716
Return
found 22 hours ago

Thu, 6 Mar - Sun, 9 Mar
ORD
Chicago
VPS
Fort Walton Beach
€733 Return, found 22 hours ago
€733
Return
found 22 hours ago

Thu, 6 Mar - Sun, 9 Mar
ORD
Chicago
VPS
Fort Walton Beach
€1,286 Return, found 22 hours ago
€1,286
Return
found 22 hours ago
Expedia's Latest Trends
Hotels
Crowne Plaza Vilamoura - Algarve by IHGHotels near Shelbourne Park Greyhound StadiumHotel Notting HillSheraton Grand Hotel & Spa, EdinburghThe Portico HotelNovotel Sheffield CentreSplendid Hotel TaorminaInterContinental Budapest by IHGElectra Rhythm AthensBoutique Hotels in County KerryHotel RH Victoria & Spa BenidormTui Magic Life Jacaranda - All InclusiveResorts IrelandBBIreland Hotels in PhibsboroughHotels with Pool in MonaghanHotels in KreuzbergBoscolo Nice Hôtel & SpaHôtel La Marine
Flights
*Available to Expedia members.