Chicago to Destin Flights (CHI-VPS) from $92

Wander Wisely with exceptional service, 24/7 support

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Selected fares from Chicago to Destin

The cheapest prices found with in the last 7 days for return flights were $183 and $92 for one-way flights to Destin for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Oct 29 - Wed, Nov 6
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Oct 29 from O'Hare Intl. to Northwest Florida Regional, returning Wed, Nov 6, priced at $183 found 3 days ago
Delta
Tue, Jul 30 - Fri, Aug 16
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jul 30 from O'Hare Intl. to Northwest Florida Regional, returning Fri, Aug 16, priced at $193 found 4 days ago
Delta
Tue, Oct 22 - Wed, Oct 23
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$197 Roundtrip, found 18 hours ago
$197
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Oct 22 from O'Hare Intl. to Northwest Florida Regional, returning Wed, Oct 23, priced at $197 found 18 hours ago

Save more with Destin Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Chateau La Mer #5B

Chateau La Mer #5B

3 out of 5
per person
Jul 3 - Jul 10
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Fort Walton Beach (VPS)
Grand Caribbean East 106

Grand Caribbean East 106

3 out of 5
per person
Jul 3 - Jul 10
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Fort Walton Beach (VPS)
Grand Caribbean East 305

Grand Caribbean East 305

3 out of 5
per person
Jul 3 - Jul 10
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Fort Walton Beach (VPS)
Alerio E402- Just Beachy

Alerio E402- Just Beachy

3 out of 5
per person
Jul 3 - Jul 10
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Fort Walton Beach (VPS)
Summerhouse Townhomes #5

Summerhouse Townhomes #5

3 out of 5
per person
Jul 3 - Jul 10
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Fort Walton Beach (VPS)
Ariel Dunes I 2305

Ariel Dunes I 2305

3 out of 5
per person
Jul 3 - Jul 10
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Fort Walton Beach (VPS)
Don't see what you're looking for?
See all available trips from Chicago to Destin
View all trips