
Cheap flights To Rockland Key (EYW) from $42
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Cheap Flights to Rockland Key from $42 One Way, $102 Round Trip
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Rockland Key Flight Information
Traveling To | Rockland Key |
|---|---|
Destination Airport IATA Code | EYW |
Number of Airlines Serving | |
Airlines | Breeze Airways, JetBlue Airways, Spirit Airlines |
Flight Price | $102 |
Earliest Departing Flight | |
Latest Departing Flight |
Book Your Flight & Hotel Together & Save
- Economy Flight + Hotel Deals
- Premium Economy Flight + Hotel Deals
- Business Class Flight + Hotel Deals
- First Class Flight + Hotel Deals
Rockland Key economy flight packages

Oceans Edge Key West Resort, Hotel & Marina
Jan 21 - Jan 25
Boston (BOS) to Key West (EYW)
Key West (EYW) to Boston (BOS)


The Perry Hotel & Marina Key West
Jan 21 - Jan 25
Boston (BOS) to Key West (EYW)
Key West (EYW) to Boston (BOS)
Rockland Key premium economy flight packages

Oceans Edge Key West Resort, Hotel & Marina
Jan 28 - Feb 1
Boston (BOS) to Key West (EYW)
Key West (EYW) to Boston (BOS)
Reviewed on Sep 21, 2025

The Key West Hotel
Jan 28 - Feb 1
Boston (BOS) to Key West (EYW)
Key West (EYW) to Boston (BOS)
Reviewed on Jan 5, 2025

Southernmost Beach Resort and Guesthouses
Jan 28 - Feb 1
Boston (BOS) to Key West (EYW)
Key West (EYW) to Boston (BOS)
Reviewed on Nov 1, 2025
Rockland Key first class flight packages

Lighthouse Hotel - Key West Historic Inns
Feb 13 - Feb 16
Chicago (ORD) to Key West (EYW)
Reviewed on Sep 22, 2024

The Key West Hotel
Feb 13 - Feb 16
Chicago (ORD) to Key West (EYW)
Reviewed on Jan 5, 2025

Ella's Cottages - Key West Historic Inns
Feb 13 - Feb 16
Chicago (ORD) to Key West (EYW)
Reviewed on Dec 17, 2024
More to Explore
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.


