HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$202+ Cheap flights from Worcester, MA to Key West (ORH - EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — EYW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Worcester to Key West with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Worcester to Key West

Cheapest flights from Worcester to Key West
Explore the most affordable flight options available from Worcester to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:19 pmORH - EYW
2 stops24h 54mAmerican Airlines
Sun 1/41:46 pmEYW - ORH
2 stops23h 31mAmerican Airlines
Deal found 12/16$267
This American Airlines deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/231:45 pmORH - EYW
2 stops25h 48mAmerican Airlines
Tue 12/308:09 pmEYW - ORH
2 stops15h 45mAmerican Airlines
Deal found 12/16$277

Find flight deals from Worcester to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Worcester (ORH) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$202
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$416
Provider with most accurate pricing for Worcester-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Worcester-Key West flights.
Search Deals
From Worcester to Key West
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Worcester to Key West that are best for you.

Fly from

Worcester

Fly to

Key West

Route

Depart

Return

Price

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Sun 2/15

1:40 pm-12:17 pm

1 stop22h 37m

Key West

Wed 2/18

11:47 am-1:15 pm

2 stops25h 28m

$202

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Wed 2/18

1:40 pm-11:02 am

2 stops21h 22m

Key West

Thu 2/26

5:10 pm-1:15 pm

1 stop20h 05m

$202

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Thu 1/1

1:47 pm-11:34 am

1 stop21h 47m

Key West

Mon 1/5

4:03 pm-1:53 pm

2 stops21h 50m

$222

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Mon 2/23

1:40 pm-12:17 pm

1 stop22h 37m

Key West

Wed 2/25

5:10 pm-1:15 pm

1 stop20h 05m

$272

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Mon 4/27

4:26 pm-11:31 am

1 stop19h 05m

Key West

Fri 5/1

5:14 pm-2:53 pm

1 stop21h 39m

$272

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Tue 2/24

1:40 pm-12:17 pm

1 stop22h 37m

Key West

Fri 2/27

5:10 pm-1:15 pm

1 stop20h 05m

$272

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Sat 2/21

1:40 pm-12:17 pm

1 stop22h 37m

Key West

Wed 2/25

5:10 pm-1:15 pm

1 stop20h 05m

$272

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Sat 2/28

1:40 pm-12:17 pm

1 stop22h 37m

Key West

Wed 3/4

5:10 pm-1:15 pm

1 stop20h 05m

$272

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Mon 3/2

1:40 pm-12:17 pm

1 stop22h 37m

Key West

Thu 3/5

5:10 pm-1:15 pm

1 stop20h 05m

$272

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Sat 4/25

4:26 pm-1:37 pm

1 stop21h 11m

Key West

Wed 4/29

5:14 pm-2:53 pm

1 stop21h 39m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Compare providers for flights from Worcester to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Worcester to Key West in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Worcester, Massachusetts-Key West flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Worcester, Massachusetts-Key West flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Worcester, Massachusetts-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Worcester, Massachusetts-Key West flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Worcester, Massachusetts-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Worcester to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Worcester with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Worcester to Key West

What is the cheapest month to book a flight from Worcester, Massachusetts to Key West?

Currently, June is the cheapest month in which you can book a flight from Worcester, Massachusetts to Key West (average of $137). Flying from Worcester, Massachusetts to Key West in April is currently the most expensive (average of $263). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Worcester to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Worcester, Massachusetts to Key West?

    American Airlines can get you from Worcester, Massachusetts to Key West in just under 22h 37m. Your travel time can differ by up to . Worcester, Massachusetts and Key West are separated by a distance of 1347 mi.

  • Can I find deals for flights from Worcester to Key West that include hotel bookings?

    Yes. In addition to deals on Worcester to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Worcester to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Worcester to Key West.

  • Can I find deals for business class flights from Worcester to Key West?

    Yes. Cheapflights offers flight deals from Worcester to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Worcester, Massachusetts to Key West?

    Currently, June is the cheapest month in which you can book a flight from Worcester, Massachusetts to Key West (average of $137). Flying from Worcester, Massachusetts to Key West in April is currently the most expensive (average of $263). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Worcester to Key West

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Miami flights
Boston to Fort Lauderdale flights
Boston to Orlando flights
Boston to Tampa flights
Boston to Fort Myers flights
Hartford to Orlando flights
Boston to West Palm Beach flights
Boston to Sarasota flights
Hartford to Tampa flights
Hartford to Fort Lauderdale flights
Albany to Orlando flights
Hartford to West Palm Beach flights
Boston to Jacksonville flights
Boston to Key West flights
Hartford to Fort Myers flights
Hartford to Miami flights
Albany to Fort Lauderdale flights
Boston to Daytona Beach flights
Worcester to Orlando flights
Albany to Tampa flights
Boston to St Petersburg flights
Worcester to Fort Lauderdale flights
Albany to Miami flights
Hartford to Sarasota flights
Worcester to Fort Myers flights
Boston to Orlando Sanford Intl flights
Boston to Valparaiso flights
Hartford to Key West flights
Hartford to Jacksonville flights
Albany to Fort Myers flights
Albany to West Palm Beach flights
Boston to Pensacola flights
Boston to Panama City flights
Hartford to Daytona Beach flights
Albany to Key West flights
Hartford to St Petersburg flights
Albany to Orlando Sanford Intl flights
Albany to Sarasota flights
Worcester to Miami flights
Boston to Tallahassee flights
Hartford to Melbourne flights
Albany to Jacksonville flights
Albany to Daytona Beach flights
Hartford to Pensacola flights
Hartford to Valparaiso flights
Boston to Melbourne flights
Albany to St Petersburg flights
Albany to Pensacola flights
Albany to Punta Gorda flights
Albany to Panama City flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.