Cheap flights from ORH to EYW (Worcester Regional to Key West Intl.)
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Cheap Flights from ORH to EYW starting at $305 One Way, $607 Round Trip
Prices starting at $607 for return flights and $305 for one-way flights to Key West Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORH
Worcester
EYW
Key West
$607 Roundtrip, found 4 days ago
$607
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$703 Roundtrip, found 4 days ago
$703
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$743 Roundtrip, found 4 days ago
$743
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$744 Roundtrip, found 4 days ago
$744
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$753 Roundtrip, found 4 days ago
$753
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$839 Roundtrip, found 4 days ago
$839
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$927 Roundtrip, found 4 days ago
$927
Roundtrip
found 4 days ago
Hotel Ideas near Key West Intl.
Airport Hotels near Key West Intl.
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$411 nightly
The price is $463 total per night from May 5 to May 6
$463 total
May 5 - May 6
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,016 reviews)
Yes
Reviewed on Apr 5, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$287 nightly
The price is $323 total per night from Apr 15 to Apr 16
$323 total
Apr 15 - Apr 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,325 reviews)
We had a waterfront room with a great view. Close to the airport that you could technically walk to. Hotel shuttle can bring you to downtown Key West. Breakfast being included was helpful to get the day started. Staff was extremely nice and helpful with any questions that we had. Our room was very ...
Reviewed on Apr 4, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Apr 26 to Apr 27
$298 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,001 reviews)
Love this property all around will def stay again and recommend
Reviewed on Apr 4, 2026
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.
Hotels In Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$292 nightly
The price is $329 total per night from May 5 to May 6
$329 total
May 5 - May 6
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,039 reviews)
Clean room, friendly staff and grounds around the property are kept up.
Reviewed on Apr 5, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$393 nightly
The price is $442 total per night from May 6 to May 7
$442 total
May 6 - May 7
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,171 reviews)
Wonderful beach views, clean rooms and property, great food
Reviewed on Apr 5, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$299 nightly
The price is $337 total per night from May 6 to May 7
$337 total
May 6 - May 7
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,801 reviews)
Ideal for families with smaller children, and the pool was smaller than was indicated in the pictures overall good experience
Reviewed on Apr 2, 2026
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.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Apr 26 to Apr 27
$298 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,001 reviews)
Love this property all around will def stay again and recommend
Reviewed on Apr 4, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$287 nightly
The price is $323 total per night from Apr 15 to Apr 16
$323 total
Apr 15 - Apr 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,325 reviews)
We had a waterfront room with a great view. Close to the airport that you could technically walk to. Hotel shuttle can bring you to downtown Key West. Breakfast being included was helpful to get the day started. Staff was extremely nice and helpful with any questions that we had. Our room was very ...
Reviewed on Apr 4, 2026
Eden House
1015 Fleming St Key West FL
$314 nightly
The price is $353 total per night from Apr 6 to Apr 7
$353 total
Apr 6 - Apr 7
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,001 reviews)
Second time staying here. We love it!!
Reviewed on Apr 3, 2026
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.
Low Priced Key West Hotels
Southwinds Motel
1321 Simonton Street Key West FL
$272 nightly
The price is $305 total per night from Apr 12 to Apr 13
$305 total
Apr 12 - Apr 13
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,295 reviews)
Yes yes
Reviewed on Apr 3, 2026
Seashell Motel
718 South Street Key West FL
$241 nightly
The price is $271 total per night from Apr 6 to Apr 7
$271 total
Apr 6 - Apr 7
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,002 reviews)
Yes it was very clean.parking was accessible.
Reviewed on Apr 4, 2026
Duval House
815 Duval St Key West FL
$281 nightly
The price is $313 total per night from May 5 to May 6
$313 total
May 5 - May 6
Total with taxes and fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,007 reviews)
Very accommodating. Very friendly. Excellent facilities, breakfast, pool. Will definitely stay again!!
Reviewed on Apr 1, 2026
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.
Family Friendly Hotels in Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$393 nightly
The price is $442 total per night from May 6 to May 7
$442 total
May 6 - May 7
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,171 reviews)
Wonderful beach views, clean rooms and property, great food
Reviewed on Apr 5, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.4/10 Very Good! (999 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
Great visit
Reviewed on Feb 27, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$292 nightly
The price is $329 total per night from May 5 to May 6
$329 total
May 5 - May 6
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (2,039 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
Clean room, friendly staff and grounds around the property are kept up.
Reviewed on Apr 5, 2026
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.
ORH to EYW Route Info
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Number Of Airlines Serving | |
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ORH Address & GPS
Address:
375 Airport Drive
Worcester MA, 01602
United States
IATA Code:
ORH
Longitude:
-71.874444
Latitude:
42.269167
Time Zone:
America/New_York
EYW Address & GPS
Address:
3491 South Roosevelt Boulevard
Key West FL, 33040-5260
United States
IATA Code:
EYW
Longitude:
-81.75501
Latitude:
24.553574
Time Zone:
America/New_York
Other Flights from Worcester Regional Airport (ORH)
Other Flights to Key West Intl. Airport (EYW)
- North Central State Airport (SFZ)
- Laurence G. Hanscom Field Airport (BED)
- Nashua Municipal Airport (ASH)
- T.F. Green Airport (PVD)
- Barnes Municipal Airport (BAF)
- Logan Intl. Airport (BOS)
- Bradley Intl. Airport (BDL)
- Lawrence Municipal Airport (LWM)
- Manchester-Boston Regional Airport (MHT)
- Quonset State Airport (NCO)
Top Trending
Flights
- DCA to MCO
- BOS to MCO
- BDL to MCO
- LGA to MIA
- LGA to FLL
- MCO to LAX
- DTW to MCO
- DCA to MIA
- MCO to LGA
- BWI to MIA
- JFK to FLL
- LAX to MCO
- EWR to MCO
- ATL to MCO
- LGA to MCO
- MSP to MCO
- BWI to FLL
- MCO to JFK
- MCO to EWR
- ORD to MCO
- MCO to SJU
- DTW to MIA
- PHL to MCO
- BWI to MCO
- JFK to MCO
- JFK to MIA
- FLL to JFK
- DCA to FLL
- RDU to MCO
- JFK to TPA
Frequently asked questions
Map To Nearby Hotels
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.