Cheap Flights from Chicago to Destin

View €159 flight on Sat, 7 Jun 2025Opens in a new window

Popular airlines from Chicago to Destin

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 15% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap flights from Chicago to Destin (CHI-VPS)

Prices were available within the past 7 days and start at €159 for one-way flights and €287 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, 7 Jun - Mon, 9 Jun
ORD
Chicago
VPS
Fort Walton Beach
€287 Return, found 2 days ago
€287
Return
found 2 days ago
Select American Airlines flight, departing Sat, 7 Jun from Chicago to Fort Walton Beach, returning Mon, 9 Jun, priced at €287 found 2 days ago
American Airlines
Sat, 7 Jun - Mon, 9 Jun
ORD
Chicago
VPS
Fort Walton Beach
€296 Return, found 2 days ago
€296
Return
found 2 days ago
Select American Airlines flight, departing Sat, 7 Jun from Chicago to Fort Walton Beach, returning Mon, 9 Jun, priced at €296 found 2 days ago
Delta
Sat, 7 Jun - Mon, 9 Jun
ORD
Chicago
VPS
Fort Walton Beach
€304 Return, found 2 days ago
€304
Return
found 2 days ago
Select Delta flight, departing Sat, 7 Jun from Chicago to Fort Walton Beach, returning Mon, 9 Jun, priced at €304 found 2 days ago
American Airlines
Sat, 7 Jun - Mon, 9 Jun
ORD
Chicago
VPS
Fort Walton Beach
€309 Return, found 2 days ago
€309
Return
found 2 days ago
Select American Airlines flight, departing Sat, 7 Jun from Chicago to Fort Walton Beach, returning Mon, 9 Jun, priced at €309 found 2 days ago
Delta
Sat, 7 Jun - Mon, 9 Jun
ORD
Chicago
VPS
Fort Walton Beach
€317 Return, found 2 days ago
€317
Return
found 2 days ago
Select Delta flight, departing Sat, 7 Jun from Chicago to Fort Walton Beach, returning Mon, 9 Jun, priced at €317 found 2 days ago
Delta
Sat, 7 Jun - Mon, 9 Jun
ORD
Chicago
VPS
Fort Walton Beach
€319 Return, found 2 days ago
€319
Return
found 2 days ago
Select Delta flight, departing Sat, 7 Jun from Chicago to Fort Walton Beach, returning Mon, 9 Jun, priced at €319 found 2 days ago
*Available to Expedia members.