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Holt Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

OYO Hotel Pensacola I-10 & Hwy 29
Price was $600, price is now $458 per person
$458
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and room service. Popular attractions Splash City Adventures and Marcus Pointe Golf Club are located nearby.

The Pensacola Beach Resort
Villa Sabine
Price was $1,092, price is now $854 per person
$854
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pensacola Beach Gulf Pier and Casino Beach are located nearby.

Extended Stay Premier Suites - Pensacola- Nas Corry Station
Price was $618, price is now $496 per person
$496
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Museum of Naval Aviation and Pensacola Beach Beaches are located nearby.

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG
Price was $623, price is now $506 per person
$506
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions University Town Plaza and Cordova Mall are located nearby.

Sole Inn and Suites
Downtown Pensacola
Price was $802, price is now $651 per person
$651
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
Book a stay at this business-friendly motel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Palafox Market and Civil War Soldiers Museum are located nearby.

Surf & Sand Hotel
Price was $919, price is now $761 per person
$761
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free bicycles on site. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pensacola Beach Gulf Pier and Casino Beach are located nearby.
Top Hotel Deals

The Island Resort at Fort Walton Beach
Miracle Strip Parkway Southeast, 1500, Fort Walton Beach, FL
38.65 km from city center
Stay at this 4-star beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...

Wyndham Garden Fort Walton Beach Destin
573 Santa Rosa Blvd, Fort Walton Beach, FL
37.63 km from city center
Stay at this 3-star beach hotel in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the pool and the helpful staff ...

SpringHill Suites by Marriott Navarre Beach
8375 Gulf Blvd, Navarre, FL
39.28 km from city center
Stay at this 4-star beach hotel in Navarre. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the restaurant in our reviews. ...

Hilton Garden Inn Ft. Walton Beach
1297 Miracle Strip PKWY SE, Fort Walton Beach, FL
38.39 km from city center
Stay at this 3-star beach hotel in Fort Walton Beach. Enjoy free WiFi, a beach locale, and room service. Our guests praise the pool and the helpful staff in ...

Four Points by Sheraton Destin-Fort Walton Beach
1325 Miracle Strip Pkwy SE, Fort Walton Beach, FL
38.38 km from city center
Stay at this 3-star beach hotel in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the helpful staff and the clean ...

Hampton Inn Ft. Walton Beach
1112 Santa Rosa Blvd, Fort Walton Beach, FL
38.16 km from city center
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...

Regency Inn Near Boardwalk & Hurlburt Field
349 Miracle Strip Pkwy Sw, Fort Walton Beach, FL
35.83 km from city center
Stay at this motel in Fort Walton Beach. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...

Navarre Beach Camping Resort
9201 Navarre Pkwy, Navarre, FL
35.46 km from city center
Book a stay at this beach cabin in Navarre. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions ...

Sleep Inn & Suites Fort Walton Beach - Destin West
13 Miracle Strip Parkway SW, Fort Walton Beach, FL
36.81 km from city center
Stay at this 3-star business-friendly hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...

Hampton Inn & Suites Navarre
7710 Navarre Pkwy, Navarre, FL
37.87 km from city center
Book a stay at this business-friendly hotel in Navarre. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Fairfield Inn & Suites Fort Walton Beach-West Destin
540 Santa Rosa Blvd, Fort Walton Beach, FL
37.5 km from city center
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Seabreeze Inn
100 Miracle Strip Parkway SW, Fort Walton Beach, FL
36.63 km from city center
Stay at this motel in Fort Walton Beach. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...

Holiday Inn Resort Fort Walton Beach by IHG
1299 Miracle Strip Parkway SE, Fort Walton Beach, FL
38.43 km from city center
Stay at this 3-star beach resort in Fort Walton Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 18 - Wed, Sep 24
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago

Fri, Jan 30 - Mon, Feb 9
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$238 Roundtrip, found 7 hours ago
$238
Roundtrip
found 7 hours ago

Tue, Oct 14 - Tue, Oct 21
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$255 Roundtrip, found 4 days ago
$255
Roundtrip
found 4 days ago

Mon, Sep 22 - Wed, Sep 24
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$263 Roundtrip, found 6 days ago
$263
Roundtrip
found 6 days ago

Mon, Sep 15 - Thu, Sep 18
DCA
Ronald Reagan Washington National
PNS
Pensacola Intl.
$306 Roundtrip, found 4 days ago
$306
Roundtrip
found 4 days ago