Seminole Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions University Town Plaza and Cordova Mall are located nearby.

LUXURY Penthouse Style Condo 2

Save 100% on your flight

per person

Jun 12 - Jun 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pensacola (PNS)

Stay at this 4-star condo in Gulf Shores. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.

Surf & Sand Hotel

Save 100% on your flight

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) 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.

Sandy Cheeks

Save 100% on your flight

per person

Jun 12 - Jun 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pensacola (PNS)

Stay at this 4-star vacation home in Orange Beach. Enjoy free WiFi, free parking, and mini golf on site. Popular attractions Gulf Shores Beach and Orange Beach Beaches are located nearby.

SurfSide Shores 1806

Save 100% on your flight

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

Stay at this 4-star beach condo in Gulf Shores. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.

Sole Inn and Suites

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) 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 Saenger Theatre are located nearby.

Beachside Resort Hotel

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

Stay at this hotel in Gulf Shores. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.

Surfside Shores By Hosteeva

Save 100% on your flight

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

Stay at this 4-star beach condo in Gulf Shores. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.

Seminole Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.

Comfort Inn Pensacola near NAS Corry Station

per person

Jun 12 - Jun 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pensacola (PNS)

Oyster Bay Boutique Hotel

Downtown Pensacola

Save 100% on your flight

per person

Jun 2 - Jun 6

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)

Surf & Sand Hotel

per person

Jun 12 - Jun 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pensacola (PNS)

OYO Hotel Pensacola I-10 & Hwy 29

per person

Jun 12 - Jun 16

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Pensacola (PNS)

Seminole Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

per person

Jun 5 - Jun 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Pensacola (PNS)