Chokoloskee Flight + Hotel Packages

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

Inn of Naples, Tapestry Collection by Hilton

Save 100% on your flight

per person

Sep 18 - Sep 22

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Stay at this 3-star hotel in Naples. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

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per person

Aug 14 - Aug 20

found 23 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

Stay at this 4.5-star luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Bellasera Resort

Save 100% on your flight

per person

Aug 14 - Aug 20

found 23 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Inn on Fifth

Save 100% on your flight

per person

Aug 14 - Aug 20

found 23 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

GreenLinks Golf Villas at Lely Resort

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per person

Sep 18 - Sep 22

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Swamp Buggy Races are located nearby.

Best Western Naples Inn & Suites

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per person

Sep 18 - Sep 22

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South are located nearby.

The Perry Hotel Naples

Save 100% on your flight

per person

Aug 14 - Aug 20

found 23 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

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per person

Sep 5 - Sep 12

found 18 hours ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Stay at this 3-star cottage in Marco Island. Enjoy free parking, private pools, and patios. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.

Chokoloskee Vacation Packages 3-4 Night Stays

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

Hyatt Place Fort Myers/at The Forum

The Forum

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per person

Aug 25 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

per person

Sep 27 - Oct 1

found 9 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

Lani Kai Beachfront Resort

Save 100% on your flight

per person

Aug 25 - Aug 29

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

The Perry Hotel Naples

Save 100% on your flight

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

Chokoloskee Vacation Packages 5-7 Night Stays

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

The Perry Hotel Naples

Save 100% on your flight

per person

Aug 14 - Aug 20

found 23 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)