$59 Cheap flight deals from Chicago (CHI) to Gulf Islands National Seashore (PNS)

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This Weekend's Flight Deals from Chicago to Gulf Islands National Seashore

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.

Sun, Nov 22 - Tue, Nov 24
MDW
Midway Intl.
VPS
Northwest Florida Regional
$288 Roundtrip, found 14 hours ago
$288
Roundtrip
found 14 hours ago
Select Allegiant Air flight, departing Sun, Nov 22 from Midway Intl. to Northwest Florida Regional, returning Tue, Nov 24, priced at $288 found 14 hours ago
Fri, Nov 20 - Mon, Nov 23
MDW
Midway Intl.
PNS
Pensacola Intl.
$322 Roundtrip, found 3 days ago
$322
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Nov 20 from Midway Intl. to Pensacola Intl., returning Mon, Nov 23, priced at $322 found 3 days ago
Fri, Nov 20 - Wed, Nov 25
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$338 Roundtrip, found 2 days ago
$338
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 20 from O'Hare Intl. to Pensacola Intl., returning Wed, Nov 25, priced at $338 found 2 days ago
Fri, Nov 20 - Sat, Nov 21
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$594 Roundtrip, found 6 days ago
$594
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Nov 20 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Nov 21, priced at $594 found 6 days ago

Airfares from $59 One Way, $119 Round Trip from Chicago to Gulf Islands National Seashore

Prices starting at $119 for return flights and $59 for one-way flights to Gulf Islands National Seashore were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Nov 16 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Mon, Nov 16 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $119 found 4 days ago
Mon, Nov 16 - Thu, Nov 19
MDW
Chicago
VPS
Fort Walton Beach
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Mon, Nov 16 from Chicago to Fort Walton Beach, returning Thu, Nov 19, priced at $125 found 3 days ago
Wed, Feb 17 - Wed, Feb 24
ORD
Chicago
PNS
Pensacola
$210 Roundtrip, just found
$210
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Feb 17 from Chicago to Pensacola, returning Wed, Feb 24, priced at $210 just found
Tue, Dec 22 - Mon, Dec 28
MDW
Chicago
PNS
Pensacola
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Dec 22 from Chicago to Pensacola, returning Mon, Dec 28, priced at $250 found 1 day ago
Tue, Dec 22 - Tue, Dec 29
ORD
Chicago
PNS
Pensacola
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 22 from Chicago to Pensacola, returning Tue, Dec 29, priced at $341 found 1 day ago

Gulf Islands National Seashore economy flight packages

Price found within the past 48 hours. Click for updated prices.
Bay Club of Sandestin
3.5-star property

Bay Club of Sandestin

9/10 Wonderful! (185 reviews)

Dec 29 - Jan 4

6 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

Southwest Airlines • Roundtrip • Coach
Price was $1,257, price is now $943 per person
$943
per person
found 1 day ago

Beach Club Resort Residence and Spa
4.5-star property

Beach Club Resort Residence and Spa

8.2/10 Very Good! (121 reviews)

Dec 29 - Jan 4

6 night stay

Chicago (CHI) to Pensacola (PNS)

Southwest Airlines • Non-stop • Coach

Pensacola (PNS) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Price was $1,361, price is now $1,018 per person
$1,018
per person
found 1 day ago
Yes it was awesome loved everything abt want to go back

Reviewed on Nov 12, 2026

The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

9.2/10 Wonderful! (1,001 reviews)

Dec 29 - Jan 4

6 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

Southwest Airlines • Roundtrip • Coach
Price was $1,611, price is now $1,250 per person
$1,250
per person
found 1 day ago

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More About Flying To Gulf Islands National Seashore from Chicago

Route Information for Flights from Chicago to Gulf Islands National Seashore

Origin Airport IATA Code
CHI
Destination Airport IATA Code
PNS
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Gulf Islands National Seashore

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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.