$81 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.

Fri, Nov 21 - Mon, Nov 24
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$243 Roundtrip, found 21 hours ago
$243
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Fri, Nov 21 from O'Hare Intl. to Pensacola Intl., returning Mon, Nov 24, priced at $243 found 21 hours ago
Fri, Nov 21 - Wed, Nov 26
MDW
Midway Intl.
PNS
Pensacola Intl.
$339 Roundtrip, found 19 hours ago
$339
Roundtrip
found 19 hours ago
Select Delta flight, departing Fri, Nov 21 from Midway Intl. to Pensacola Intl., returning Wed, Nov 26, priced at $339 found 19 hours ago
Sat, Nov 22 - Thu, Nov 27
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$370 Roundtrip, found 22 hours ago
$370
Roundtrip
found 22 hours ago
Select Delta flight, departing Sat, Nov 22 from O'Hare Intl. to Northwest Florida Regional, returning Thu, Nov 27, priced at $370 found 22 hours ago
Fri, Nov 21 - Sat, Nov 22
MDW
Midway Intl.
VPS
Northwest Florida Regional
$396 Roundtrip, found 22 hours ago
$396
Roundtrip
found 22 hours ago
Select Delta flight, departing Fri, Nov 21 from Midway Intl. to Northwest Florida Regional, returning Sat, Nov 22, priced at $396 found 22 hours ago

Airfares from $81 One Way, $148 Round Trip from Chicago to Gulf Islands National Seashore

Prices starting at $148 for return flights and $81 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, Dec 8 - Wed, Dec 10
ORD
Chicago
PNS
Pensacola
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Chicago to Pensacola, returning Wed, Dec 10, priced at $148 found 4 days ago
Tue, Dec 9 - Wed, Dec 10
ORD
Chicago
PNS
Pensacola
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Chicago to Pensacola, returning Wed, Dec 10, priced at $162 found 3 hours ago
Wed, Dec 10 - Wed, Dec 17
ORD
Chicago
PNS
Pensacola
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago
Select United flight, departing Wed, Dec 10 from Chicago to Pensacola, returning Wed, Dec 17, priced at $209 found 3 days ago
Fri, Feb 13 - Tue, Feb 17
ORD
Chicago
PNS
Pensacola
$209 Roundtrip, found 16 hours ago
$209
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Fri, Feb 13 from Chicago to Pensacola, returning Tue, Feb 17, priced at $209 found 16 hours ago
Sat, Jan 24 - Sun, Jan 25
MDW
Chicago
PNS
Pensacola
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 24 from Chicago to Pensacola, returning Sun, Jan 25, priced at $229 found 1 day ago

Gulf Islands National Seashore economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Pensacola - University Area by IHG
3.0-star property

Holiday Inn Pensacola - University Area by IHG

17.6/10 Exceptional! (1,008 reviews)

Dec 26 - Jan 1

6 night stay

Chicago (ORD) to Pensacola (PNS)

American Airlines • Non-stop roundtrip • Coach
Price was $678, price is now $513 per person
$513
per person
found 1 day ago
The location is great right off of highway I-10. you're surrounded by restaurants, shopping, etc.

Reviewed on May 21, 2025

The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

18.4/10 Exceptional! (1,000 reviews)

Dec 30 - Jan 3

4 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $1,240, price is now $834 per person
$834
per person
found 2 hours 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

The Pensacola Beach Resort
4.0-star property

The Pensacola Beach Resort

18.8/10 Exceptional! (2,593 reviews)

Dec 26 - Jan 1

6 night stay

Chicago (ORD) to Pensacola (PNS)

American Airlines • Non-stop roundtrip • Coach
Price was $1,034, price is now $795 per person
$795
per person
found 1 day ago
Excellent views and attentive staff.

Reviewed on Oct 20, 2025

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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.