In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

How far in advance should I book a flight from Worcester, Massachusetts to Key West?

Find a great deal and save up to 59% by booking at least 57 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Worcester, Massachusetts to Key West within the next two weeks, with the cheapest ticket starting at $338.

What is the cheapest month to fly from Worcester, Massachusetts to Key West?

September is one of the best times of the year to fly to Key West from Worcester, Massachusetts. Prices for September average $430 per person but you can even find prices for as low as $216. The most expensive prices can be found in the month of April. Opting for a September flight can save you 39% on your journey compared to booking in April

What is the cheapest time of day to fly from ORH to EYW?

When flying from Worcester, Massachusetts to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

$160+ Flights from Worcester, MA to Key West

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Cheap flight deals from Worcester to Key West

Round-trip from	$312 (American Airlines)
One-way from	$160 (American Airlines)
Popular in	April
Cheapest in	September
Average price	$448

From Worcester to Key West

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One-way flight from Worcester to Key West

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Highest demand for flights based on searches. 15% potential increase in price ($80 potential increase over avg. RT price).

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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).

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Average for round-trip flights in June 2025

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Find 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 June 26, 2025.

Fri 7/113:29 pmORH - EYW

1 stop22h 21mAmerican Airlines

Tue 7/154:58 pmEYW - ORH

1 stop22h 06mAmerican Airlines

Deal found 6/26

$312

Best flights from Worcester to Key West
Discover carefully curated flight deals from Worcester to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 26, 2025.

Fri 7/113:29 pmORH - EYW

1 stop22h 21mAmerican Airlines

Tue 7/154:58 pmEYW - ORH

1 stop22h 06mAmerican Airlines

Deal found 6/26

$312

Last-minute flights from Worcester to Key West
Discover last-minute flight deals from Worcester to Key West. Data last updated June 26, 2025 and is based on user searches.

Fri 7/113:29 pmORH - EYW

1 stop22h 21mAmerican Airlines

Tue 7/154:58 pmEYW - ORH

1 stop22h 06mAmerican Airlines

Deal found 6/26

$312

One-way flights from Worcester to Key West
Search for one-way flight options from Worcester to Key West. Find affordable one-way fares based on user searches. Data last updated June 26, 2025.

Sun 7/273:29 pmORH - EYW

1 stop22h 22mAmerican Airlines

Deal found 6/25

$160

Cheapflights Fare Finder

Use the filters below to find and compare flights from Worcester to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Fri 7/11

3:29 pm-1:50 pm

1 stop22h 21m

Key West

Tue 7/15

4:58 pm-3:04 pm

1 stop22h 06m

$312

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Sun 7/27

3:29 pm-1:51 pm

1 stop22h 22m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

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 $493). 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.

Reviews of airlines servicing Key West

Read through reviews of airlines operating flights from Worcester to Key West, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Andrew,May 2025

LAX - MIA

Related info for your journey

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, 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 $493). 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

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$160+ Cheap flights from Worcester, MA to Key West (ORH - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/27. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Worcester to Key West with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Worcester to Key West

Round-trip from

One-way from

Popular in

Cheapest in

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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 June 26, 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 June 26, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Worcester to Key West that are best for you.

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.

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?

Reviews of airlines servicing Key West

Read through reviews of airlines operating flights from Worcester to Key West, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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.

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

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

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

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

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.

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Travel Smart

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 June 26, 2025.