Tue, Apr 7 - Sun, Apr 12
ORD
Chicago
PNS
Pensacola
$203 Roundtrip, found 21 hours ago
$203
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Apr 7 from Chicago to Pensacola, returning Sun, Apr 12, priced at $203 found 21 hours ago
Tue, Jun 23 - Fri, Jun 26
ORD
Chicago
PNS
Pensacola
$227 Roundtrip, found 1 hour ago
$227
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jun 23 from Chicago to Pensacola, returning Fri, Jun 26, priced at $227 found 1 hour ago
Price found within the past 48 hours. Click for updated prices.
The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Save 100% on your flight
Price was $1,198, price is now $846 per person
$846
per person
Apr 13 - Apr 18
found 23 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,852, price is now $1,284 per person
$1,284
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
Price was $1,441, price is now $1,011 per person
$1,011
per person
May 10 - May 16
found 19 hours ago
Roundtrip non-stop flight included
Chicago (MDW) to Pensacola (PNS)
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Hyatt Place Pensacola Airport

Hyatt Place Pensacola Airport

3 out of 5
2468 Skye Way Pensacola FL
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like buffet breakfast and a roundtrip airport shuttle. ...
7.8/10 Good! (1,009 reviews)
Room was spotless. Staff was great. They helped me with my airport shuttle andthe free breakfast was great too.

Reviewed on Feb 22, 2026

Hyatt Place Pensacola Airport
Pensacola Suites Hotel

Pensacola Suites Hotel

3 out of 5
5049 Corporate Woods Dr Pensacola FL
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free ...
8.2/10 Very Good! (403 reviews)
Hotel is under renovation. The room was nice but things were missing loke refrigerator and what looked like a stove should be. Again, once renovations are done it will be really nice.

Reviewed on Feb 23, 2026

Pensacola Suites Hotel
Home2 Suites by Hilton Pensacola Airport Medical Center

Home2 Suites by Hilton Pensacola Airport Medical Center

3 out of 5
5109 Bayou Blvd. Pensacola FL
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free buffet breakfast each morning. Staff at the 24-hour ...
9.6/10 Exceptional! (223 reviews)
Facility nice and clean.

Reviewed on Feb 19, 2026

Home2 Suites by Hilton Pensacola Airport Medical Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.