$228+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — EYW
Aug 22 — Aug 291
1 adult, Economy
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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
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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
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 August 17, 2025.
Round-trip from | $228 (American Airlines) |
|---|---|
Popular in | April |
Cheapest in | September |
Average price | $350 |
Find flight deals from Worcester to Key West
Cheapest flights from Worcester to Key WestExplore 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 August 17, 2025.
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 August 17, 2025.
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 8/303:20 pmORH - EYW
1 stop22h 31mAmerican Airlines
Wed 9/37:31 pmEYW - ORH
2 stops20h 28mAmerican Airlines
Deal found 8/14![American Airlines logo]()
$228
This American Airlines deal was found by Cheapflights users on 8/15. 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 8/203:20 pmORH - EYW
1 stop22h 31mAmerican Airlines
Fri 8/225:02 pmEYW - ORH
1 stop21h 53mAmerican Airlines
Deal found 8/15![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 11/273:25 pmORH - EYW
1 stop22h 19mAmerican Airlines
Mon 12/15:09 pmEYW - ORH
1 stop21h 55mAmerican Airlines
Deal found 8/14![American Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 11/273:25 pmORH - EYW
2 stops21h 53mAmerican Airlines
Sat 11/298:00 pmEYW - ORH
2 stops19h 04mAmerican Airlines
Deal found 8/14![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 8/14. 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 11/253:29 pmORH - EYW
2 stops19h 39mAmerican Airlines
Mon 12/18:00 pmEYW - ORH
2 stops19h 04mAmerican Airlines
Deal found 8/14![American Airlines logo]()
$557
This American Airlines deal was found by Cheapflights users on 8/14. 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 11/253:29 pmORH - EYW
2 stops19h 39mAmerican Airlines
Sat 11/298:00 pmEYW - ORH
2 stops19h 04mAmerican Airlines
Deal found 8/14![American Airlines logo]()
$602
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 August 17, 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 8/31
3:20 pm-1:51 pm
1 stop22h 31m
Key West
Thu 9/4
7:31 pm-3:59 pm
2 stops20h 28m
$228
WorcesterKey West
ORH - EYW
ORHEYW
Worcester
Sat 8/30
3:20 pm-1:51 pm
1 stop22h 31m
Key West
Wed 9/3
7:31 pm-3:59 pm
2 stops20h 28m
$228
WorcesterKey West
ORH - EYW
ORHEYW
Worcester
Tue 2/3
3:25 pm-1:55 pm
1 stop22h 30m
Key West
Tue 2/10
5:24 pm-2:53 pm
2 stops21h 29m
$252
WorcesterKey West
ORH - EYW
ORHEYW
Worcester
Thu 11/27
3:25 pm-1:44 pm
1 stop22h 19m
Key West
Mon 12/1
5:09 pm-3:04 pm
1 stop21h 55m
$473
WorcesterKey West
ORH - EYW
ORHEYW
Worcester
Thu 11/27
3:25 pm-1:18 pm
2 stops21h 53m
Key West
Sat 11/29
8:00 pm-3:04 pm
2 stops19h 04m
$533
WorcesterKey West
ORH - EYW
ORHEYW
Worcester
Tue 11/25
3:29 pm-11:08 am
2 stops19h 39m
Key West
Mon 12/1
8:00 pm-3:04 pm
2 stops19h 04m
$557
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, August is the cheapest month in which you can book a flight from Worcester, Massachusetts to Key West (average of $328). Flying from Worcester, Massachusetts to Key West in March is currently the most expensive (average of $492). 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.