$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.

Sun, Jan 4 - Sun, Jan 11
MDW
Midway Intl.
PNS
Pensacola Intl.
$269 Roundtrip, found 3 days ago
$269
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Jan 4 from Midway Intl. to Pensacola Intl., returning Sun, Jan 11, priced at $269 found 3 days ago
Fri, Jan 2 - Wed, Jan 7
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$381 Roundtrip, found 6 hours ago
$381
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Jan 2 from O'Hare Intl. to Northwest Florida Regional, returning Wed, Jan 7, priced at $381 found 6 hours ago
Sun, Jan 4 - Sat, Jan 10
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$384 Roundtrip, found 3 days ago
$384
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jan 4 from O'Hare Intl. to Pensacola Intl., returning Sat, Jan 10, priced at $384 found 3 days ago
Fri, Jan 2 - Wed, Jan 7
MDW
Midway Intl.
VPS
Northwest Florida Regional
$400 Roundtrip, found 3 days ago
$400
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jan 2 from Midway Intl. to Northwest Florida Regional, returning Wed, Jan 7, priced at $400 found 3 days ago

Airfares from $81 One Way, $161 Round Trip from Chicago to Gulf Islands National Seashore

Prices starting at $161 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, Mar 2 - Tue, Mar 3
ORD
Chicago
PNS
Pensacola
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Mar 2 from Chicago to Pensacola, returning Tue, Mar 3, priced at $161 found 2 days ago
Wed, Mar 4 - Wed, Mar 11
ORD
Chicago
PNS
Pensacola
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Mar 4 from Chicago to Pensacola, returning Wed, Mar 11, priced at $209 found 1 day ago
Wed, Jun 10 - Thu, Jun 11
ORD
Chicago
PNS
Pensacola
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select United flight, departing Wed, Jun 10 from Chicago to Pensacola, returning Thu, Jun 11, priced at $209 found 1 day ago
Wed, Mar 4 - Wed, Mar 11
MDW
Chicago
PNS
Pensacola
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Mar 4 from Chicago to Pensacola, returning Wed, Mar 11, priced at $219 found 1 day ago
Sat, Mar 7 - Thu, Mar 12
MDW
Chicago
PNS
Pensacola
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Mar 7 from Chicago to Pensacola, returning Thu, Mar 12, priced at $261 found 1 day ago

Gulf Islands National Seashore economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Original Romar House B&B Inn
4.0-star property

The Original Romar House B&B Inn

9.8/10 Exceptional! (22 reviews)

Feb 22 - Feb 25

3 night stay

Chicago (ORD) to Pensacola (PNS)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $663, price is now $460 per person
$460
per person
found 4 hours ago
My husband Rob and I were looking for a quiet and relaxing place on the panhandle and we are so blessed to have found this one. I cannot say enough about this place and the team! Lillia is a treasure and you can tell her passion is in making this place shine and her guests feel welcome. From the history of the place and the character to the intimate details and amenities, this is far best the place we've stayed in on the panhandle.This is definitely my husband and I'm new go to.

Reviewed on Jun 10, 2025

Hotel Indigo Orange Beach - Gulf Shores by IHG
3.5-star property

Hotel Indigo Orange Beach - Gulf Shores by IHG

9.4/10 Exceptional! (1,001 reviews)

Feb 13 - Feb 20

7 night stay

Chicago (CHI) to Pensacola (PNS)

American Airlines • Non-stop • Coach

Pensacola (PNS) to Chicago (CHI)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $862, price is now $575 per person
$575
per person
found 1 day ago
We love heading down to Gulf Shores/Orange Beach the week of Thanksgiving as it’s still comfortable to do things outside. If you’re looking for a hotel with a great atmosphere, friendly staff and a place that treats you like VIP, Hotel Indigo Orange Beach, AL, is the best place to book! From the moment we walked in and Julie from the front desk greeted us to cocktails in the evening with Mike, breakfast with Cynthia and Liz and Jack providing transportation to the beach, we felt like family. Hotel Indigo was clean, beach themed decorated and still topped it off with beautiful Christmas decorations. Our room was perfect and I can’t wait until next year to have the best sleep I’ve had in years!

Reviewed on Dec 9, 2025

The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

9.2/10 Wonderful! (1,000 reviews)

Feb 15 - Feb 20

5 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,255, price is now $847 per person
$847
per person
found 1 day 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

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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.