East End Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
East End Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
The Forum
Price was $647, price is now $340 per person
$340
per person
Feb 1 - Feb 7
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Edison Mall and Calusa Nature Center and Planetarium are located nearby.
Hilton Garden Inn Ft Myers
Villas
Price was $865, price is now $399 per person
$399
per person
Feb 1 - Feb 7
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Edison Mall and Barbara B Mann Hall are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,273, price is now $646 per person
$646
per person
Feb 18 - Feb 23
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was $2,326, price is now $1,288 per person
$1,288
per person
Feb 1 - Feb 7
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Comfort Inn & Suites
Save 100% on your flight
Price was $1,109, price is now $618 per person
$618
per person
Mar 7 - Mar 14
found 9 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
Courtyard by Marriott Fort Myers Cape Coral
Save 100% on your flight
Price was $736, price is now $411 per person
$411
per person
Feb 1 - Feb 7
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Edison Mall and Fort Myers Country Club are located nearby.
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.
Sat, Jan 3 - Thu, Jan 15
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$96 Roundtrip, found 6 days ago
$96
Roundtrip
found 6 days ago
Mon, Feb 2 - Thu, Feb 19
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Sun, Jan 18 - Thu, Jan 22
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$130 Roundtrip, found 13 hours ago
$130
Roundtrip
found 13 hours ago
Mon, Jan 12 - Thu, Jan 22
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$137 Roundtrip, found 13 hours ago
$137
Roundtrip
found 13 hours ago
Sun, Feb 1 - Thu, Feb 5
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago