Cheap flights from ORH to EYW (Worcester Regional to Key West Intl.)
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 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 1 day ago
$748
Roundtrip
found 1 day ago
ORH
Worcester
EYW
Key West
$828 Roundtrip, found 1 day ago
$828
Roundtrip
found 1 day ago
ORH
Worcester
EYW
Key West
$866 Roundtrip, found 1 day ago
$866
Roundtrip
found 1 day ago
ORH
Worcester
EYW
Key West
$910 Roundtrip, found 1 day ago
$910
Roundtrip
found 1 day ago
ORH
Worcester
EYW
Key West
$920 Roundtrip, found 1 day ago
$920
Roundtrip
found 1 day ago
ORH
Worcester
EYW
Key West
$940 Roundtrip, found 1 day ago
$940
Roundtrip
found 1 day ago
ORH
Worcester
EYW
Key West
$1,012 Roundtrip, found 1 day ago
$1,012
Roundtrip
found 1 day 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
$434 nightly
The price is $489 total per night from May 5 to May 6
$489 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! (1,021 reviews)
They need a shuttle. They have one but it is only used to bring you to a time share presentation. What a joke.
Reviewed on Apr 7, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$299 nightly
The price is $336 total per night from Apr 12 to Apr 13
$336 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! (1,326 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
$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! (1,004 reviews)
Everything was great
Reviewed on Apr 7, 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
$283 nightly
The price is $318 total per night from Apr 19 to Apr 20
$318 total
Apr 19 - Apr 20
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! (2,049 reviews)
There was no airport shuttle. There is only a small fridge and coffee maker. Requested room service several times before it received attention. Resort was reasonably quiet but a distance from everything. Shuttle only went to ONE location but it was available hourly upon advanced scheduling and the ...
Reviewed on Apr 7, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$429 nightly
The price is $483 total per night from May 7 to May 8
$483 total
May 7 - May 8
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! (3,185 reviews)
Excellent resort. Friendly, clean, close to entertainment, food etc. Private beach is beautiful. Bike rentals on site were fun. Definitely worthwhile experience. We will definitely stay here again.
Reviewed on Apr 7, 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! (1,805 reviews)
Rented a two bedroom suite for my family. It was clean and perfect for a family stay. The room was clean, and the kids loved the pool. The regular shuttles to and from town and the airport were super convenient, and the resort comped Uber rides when the shuttle was full.
Reviewed on Apr 6, 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! (1,004 reviews)
Everything was great
Reviewed on Apr 7, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$299 nightly
The price is $336 total per night from Apr 12 to Apr 13
$336 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! (1,326 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
$314 nightly
The price is $353 total per night from Apr 8 to Apr 9
$353 total
Apr 8 - Apr 9
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! (1,002 reviews)
pool was very nice, no Ocean view
Reviewed on Apr 6, 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! (1,299 reviews)
Great location! Outside of the Duvall Street bustle but within easy walking distance to everything, including the beach, grocery store and restaurants. The onsite outdoor bar, the Tipsy Rooster, features great drinks and live music. The onsite pools are great. One has plenty of room for the family ...
Reviewed on Apr 6, 2026
Seashell Motel
718 South Street Key West FL
$230 nightly
The price is $259 total per night from Apr 8 to Apr 9
$259 total
Apr 8 - Apr 9
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! (1,004 reviews)
Ideal location for us, staff was very helpful, shops about 15 minutes walk away, neighborhood is nice and not far at all from the beaches where you can see beautiful sunrises.
Reviewed on Apr 5, 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! (1,010 reviews)
Beautiful grounds tucked in being the inn with flowers and lush foliage. Quiet areas to sit together or apart. Room was clean and spacious with a private balcony. This is a hot walking area. You really don't need a car. What isn't in walking distance you can Uber. Don't get a car.
Reviewed on Apr 6, 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
$429 nightly
The price is $483 total per night from May 7 to May 8
$483 total
May 7 - May 8
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! (3,185 reviews)
Excellent resort. Friendly, clean, close to entertainment, food etc. Private beach is beautiful. Bike rentals on site were fun. Definitely worthwhile experience. We will definitely stay here again.
Reviewed on Apr 7, 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
$283 nightly
The price is $318 total per night from Apr 19 to Apr 20
$318 total
Apr 19 - Apr 20
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! (2,049 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
There was no airport shuttle. There is only a small fridge and coffee maker. Requested room service several times before it received attention. Resort was reasonably quiet but a distance from everything. Shuttle only went to ONE location but it was available hourly upon advanced scheduling and the ...
Reviewed on Apr 7, 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 | |
|---|---|
Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
- Great Travel Ideas
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.