Cheap flights from ORH to EYW (Worcester Regional to Key West Intl.)
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Cheap Flights from ORH to EYW starting at $435 One Way, $748 Round Trip
Prices starting at $748 for return flights and $435 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
$748 Roundtrip, found 4 days ago
$748
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$828 Roundtrip, found 4 days ago
$828
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$866 Roundtrip, found 4 days ago
$866
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$910 Roundtrip, found 4 days ago
$910
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$920 Roundtrip, found 4 days ago
$920
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$940 Roundtrip, found 4 days ago
$940
Roundtrip
found 4 days ago
ORH
Worcester
EYW
Key West
$1,012 Roundtrip, found 4 days ago
$1,012
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
$384 nightly
The price is $432 total per night from May 11 to May 12
$432 total
May 11 - May 12
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! (1,027 reviews)
We were a group of 6 so the 2 bedroom worked well for us. It was nice to have a full kitchen to cook meals if we wanted. Beds/mattresses could use a refresh, a little uncomfortable and the bath tub didn’t have any hot water but otherwise room was fine. The grounds are beautiful and the pool and its ...
Reviewed on Apr 9, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$199 nightly
The price is $224 total per night from Apr 12 to Apr 13
$224 total
Apr 12 - Apr 13
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! (1,327 reviews)
It was a pleasant stay with our grandchildren and dogs. Staff was excellent and helpful.
Reviewed on Apr 7, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$235 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
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! (1,010 reviews)
The staff were all very friendly and helpful, and took time to answer questions and make sure we had what we needed. The room was smaller than what it looked like in the photos, but it was not small. There was plenty of room and the space was very clean. The breakfast, while good, was very much like ...
Reviewed on Apr 8, 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
$227 nightly
The price is $256 total per night from May 10 to May 11
$256 total
May 10 - May 11
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! (2,072 reviews)
needs a hot tub and better flushing toilets . also shuttle only goes downtown so we couldn't take it to the beach. Everything else was great.
Reviewed on Apr 10, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$364 nightly
The price is $409 total per night from May 6 to May 7
$409 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! (3,201 reviews)
Offered upgrade for a bit more $ to a oceanfront front room!! Made our trip that much better! Slept with french doors open listening to the waves and a beautiful breeze!
Reviewed on Apr 9, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$328 nightly
The price is $369 total per night from May 3 to May 4
$369 total
May 3 - May 4
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! (1,811 reviews)
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...
Reviewed on Apr 8, 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
$235 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
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! (1,010 reviews)
The staff were all very friendly and helpful, and took time to answer questions and make sure we had what we needed. The room was smaller than what it looked like in the photos, but it was not small. There was plenty of room and the space was very clean. The breakfast, while good, was very much like ...
Reviewed on Apr 8, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$199 nightly
The price is $224 total per night from Apr 12 to Apr 13
$224 total
Apr 12 - Apr 13
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! (1,327 reviews)
It was a pleasant stay with our grandchildren and dogs. Staff was excellent and helpful.
Reviewed on Apr 7, 2026
Eden House
1015 Fleming St Key West FL
$275 nightly
The price is $310 total per night from May 10 to May 11
$310 total
May 10 - May 11
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)
Overall a really nice place. Easy walk and bike ride to all the local sites. Only issue, if you can call it that, is the room was very small for the price.
Reviewed on Apr 9, 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
$252 nightly
The price is $284 total per night from May 10 to May 11
$284 total
May 10 - May 11
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! (1,302 reviews)
The room was very clean and the staff was great. I really enjoyed the heated pool.
Reviewed on Apr 8, 2026
Seashell Motel
718 South Street Key West FL
$208 nightly
The price is $234 total per night from Apr 12 to Apr 13
$234 total
Apr 12 - Apr 13
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! (1,005 reviews)
The room was nice and clean. Very pleasant staff and great parking. The only thing missing was the whole pool area. It was completely under construction but overall a nice place
Reviewed on Apr 9, 2026
Duval House
815 Duval St Key West FL
$261 nightly
The price is $290 total per night from Apr 20 to Apr 21
$290 total
Apr 20 - Apr 21
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! (1,014 reviews)
Our stay in Key West was nothing short of unforgettable, and a huge part of that experience was the incredible room we had. From the moment we walked in, we were upgraded to a 2-bedroom suite! We struck by how beautifully designed the old historic house was and thoughtfully maintained everything ...
Reviewed on Apr 9, 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
$364 nightly
The price is $409 total per night from May 6 to May 7
$409 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! (3,201 reviews)
Offered upgrade for a bit more $ to a oceanfront front room!! Made our trip that much better! Slept with french doors open listening to the waves and a beautiful breeze!
Reviewed on Apr 9, 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
$227 nightly
The price is $256 total per night from May 10 to May 11
$256 total
May 10 - May 11
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! (2,072 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
needs a hot tub and better flushing toilets . also shuttle only goes downtown so we couldn't take it to the beach. Everything else was great.
Reviewed on Apr 10, 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
Origin Airport | |
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Destination Airport | |
Number Of Airlines Serving | |
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- Airport Locations
- More Popular Flights
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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.