$170 Cheap Flights from Worcester (ORH) to Key West (EYW)

View $170 flight on Sat, Jul 5, 2025Opens in a new window

Popular airlines from Worcester, MA (ORH-Worcester Regional) to Key West Intl. Airport (EYW)

Cheap Flights from Worcester to Key West (ORH-EYW)

Prices were available within the past 7 days and start at $170 for one-way flights and $326 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Nov 4 - Tue, Nov 18
ORH
Worcester
EYW
Key West
$326 Roundtrip, found 6 days ago
$326
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Nov 4 from Worcester to Key West, returning Tue, Nov 18, priced at $326 found 6 days ago
American Airlines
Mon, Jun 30 - Fri, Jul 4
ORH
Worcester
EYW
Key West
$342 Roundtrip, found 3 days ago
$342
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Jun 30 from Worcester to Key West, returning Fri, Jul 4, priced at $342 found 3 days ago
American Airlines
Sat, Nov 8 - Thu, Nov 27
ORH
Worcester
EYW
Key West
$352 Roundtrip, found 6 days ago
$352
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 8 from Worcester to Key West, returning Thu, Nov 27, priced at $352 found 6 days ago
Delta
Mon, Nov 17 - Wed, Dec 3
ORH
Worcester
EYW
Key West
$356 Roundtrip, found 6 days ago
$356
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Nov 17 from Worcester to Key West, returning Wed, Dec 3, priced at $356 found 6 days ago
American Airlines
Wed, Nov 12 - Thu, Nov 27
ORH
Worcester
EYW
Key West
$357 Roundtrip, found 6 days ago
$357
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Nov 12 from Worcester to Key West, returning Thu, Nov 27, priced at $357 found 6 days ago
American Airlines
Sat, Sep 27 - Wed, Oct 1
ORH
Worcester
EYW
Key West
$362 Roundtrip, found 2 days ago
$362
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep 27 from Worcester to Key West, returning Wed, Oct 1, priced at $362 found 2 days ago
Delta
Tue, Dec 2 - Tue, Dec 16
ORH
Worcester
EYW
Key West
$366 Roundtrip, found 6 days ago
$366
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Dec 2 from Worcester to Key West, returning Tue, Dec 16, priced at $366 found 6 days ago
American Airlines
Tue, Sep 23 - Sat, Sep 27
ORH
Worcester
EYW
Key West
$367 Roundtrip, found 2 days ago
$367
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Sep 23 from Worcester to Key West, returning Sat, Sep 27, priced at $367 found 2 days ago
American Airlines
Sat, Jul 5 - Tue, Jul 8
ORH
Worcester
EYW
Key West
$372 Roundtrip, found 3 days ago
$372
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Jul 5 from Worcester to Key West, returning Tue, Jul 8, priced at $372 found 3 days ago
JetBlue Airways
Sat, Mar 7 - Thu, Mar 12
ORH
Worcester
EYW
Key West
$916 Roundtrip, found 2 days ago
$916
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Mar 7 from Worcester to Key West, returning Thu, Mar 12, priced at $916 found 2 days ago
Flights from Worcester (ORH) to Key West (EYW)
Origin airport
Worcester Regional
Destination airport
Key West Intl.
Roundtrip price
$326
Distance
1347 mi

Worcester to Key West Flights

The cheapest times to fly from Worcester to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Worcester to Key West are during the month of November. You can find some of the cheapest flights from Worcester to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Worcester to Key West

Sunday is one of the best days to book for cheap flights from Worcester to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Worcester to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Worcester to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $170 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Worcester to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Worcester to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Worcester Regional Airport (ORH) to Key West Intl. Airport (EYW) cost?
Discover the latest flight deals from ORH to EYW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORH to EYW?
The cheapest flights from ORH to EYW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Worcester Regional Airport (ORH) to Key West Intl. Airport (EYW)?
Although Worcester, MA (ORH-Worcester Regional) doesn't offer any direct flights to Key West Intl. Airport (EYW), other airports have nonstop options. Taking off from Logan Intl. Airport (BOS) will get you to Key West without any detours.
What is the cheapest airline that flies from ORH to EYW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from ORH to EYW. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Worcester Regional Airport (ORH) to Key West Intl. Airport (EYW)?
Direct flights from Worcester Regional Airport (ORH) to Key West Intl. Airport (EYW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORH to EYW?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* However, this can change based on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Worcester Regional Airport (ORH) to Key West Intl. Airport (EYW)?
To arrive at Key West Intl. Airport (EYW) on schedule, pick a flight that leaves from Worcester Regional Airport (ORH) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Worcester Regional Airport (ORH) to Key West Intl. Airport (EYW) last-minute?
Holding off until just before your trip to book a ticket from ORH to EYW often results in higher prices. Although you may find some last-minute offers, they're not always guaranteed. Allow some flexibility in your schedule for a better chance of snagging a bargain.
Is it cheaper to book an ORH to EYW flight and hotel package?
You'll generally save money by booking an ORH to EYW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've chosen your ideal flights and accommodations, consider adding extras including activities, car rentals and tours.
Can I cancel or change the date of my flight from Worcester Regional Airport (ORH) to Key West Intl. Airport (EYW)?
If you reserved your ORH to EYW flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more details.

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*Available to One Key members.