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Worcester

$144+ Cheap flights from Key West to Worcester, MA (EYW - ORH)

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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — ORH
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Key West to Worcester

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Worcester (ORH). 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 September 11, 2025.

Round-trip from

$312
(American Airlines)

One-way from

$144
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$300
From Key West to Worcester
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One-way flight from Key West to Worcester
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Highest demand for flights based on searches. 16% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Key West to Worcester

Cheapest flights from Key West to Worcester
Explore the most affordable flight options available from Key West to Worcester. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/9. 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 10/145:47 pmEYW - ORH
2 stops22h 03mAmerican Airlines
Tue 10/284:55 pmORH - EYW
1 stop20h 57mAmerican Airlines
Deal found 9/9$312
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/147:52 pmEYW - ORH
2 stops19h 58mAmerican Airlines
Tue 10/214:17 pmORH - EYW
2 stops27h 05mAmerican Airlines
Deal found 9/9$317
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/145:47 pmEYW - ORH
2 stops22h 03mAmerican Airlines
Wed 10/224:17 pmORH - EYW
2 stops27h 05mAmerican Airlines
Deal found 9/9$337
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 9/217:31 pmEYW - ORH
2 stops20h 25mAmerican Airlines
Sat 9/274:24 pmORH - EYW
1 stop21h 36mAmerican Airlines
Deal found 9/10$352
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 9/217:31 pmEYW - ORH
2 stops20h 25mAmerican Airlines
Sun 9/284:23 pmORH - EYW
2 stops26h 36mAmerican Airlines
Deal found 9/10$357
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/137:52 pmEYW - ORH
2 stops19h 58mAmerican Airlines
Tue 10/284:55 pmORH - EYW
1 stop20h 57mAmerican Airlines
Deal found 9/9$366
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/135:47 pmEYW - ORH
2 stops22h 03mAmerican Airlines
Thu 10/234:17 pmORH - EYW
2 stops23h 50mAmerican Airlines
Deal found 9/9$371
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/137:52 pmEYW - ORH
2 stops19h 58mAmerican Airlines
Wed 10/224:17 pmORH - EYW
2 stops27h 05mAmerican Airlines
Deal found 9/9$391
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/137:52 pmEYW - ORH
2 stops19h 58mAmerican Airlines
Mon 10/204:17 pmORH - EYW
1 stop21h 35mAmerican Airlines
Deal found 9/9$420
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/137:52 pmEYW - ORH
2 stops19h 58mAmerican Airlines
Sun 10/194:17 pmORH - EYW
2 stops18h 35mAmerican Airlines
Deal found 9/9$425
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/227:00 amEYW - ORH
2 stops7h 38mDelta
Fri 9/263:18 pmORH - EYW
2 stops19h 37mDelta
Deal found 9/10$521
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amEYW - ORH
2 stops7h 38mDelta
Sun 9/283:18 pmORH - EYW
2 stops19h 37mDelta
Deal found 9/10$616

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Worcester 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 September 11, 2025.
Use the filters below to find and compare flights from Key West to Worcester that are best for you.

Fly from

Key West

Fly to

Worcester

Route

Depart

Return

Price

Key WestWorcester

EYW - ORH

EYWORH

Key West

Fri 10/17

1:25 pm-3:39 pm

2 stops26h 14m

Worcester

Tue 10/28

4:55 pm-1:52 pm

1 stop20h 57m

$312

Key WestWorcester

EYW - ORH

EYWORH

Key West

Thu 10/16

7:52 pm-3:50 pm

2 stops19h 58m

Worcester

Tue 10/21

4:17 pm-1:52 pm

1 stop21h 35m

$312

Key WestWorcester

EYW - ORH

EYWORH

Key West

Fri 10/17

11:22 am-3:39 pm

2 stops28h 17m

Worcester

Mon 10/27

4:17 pm-1:52 pm

1 stop21h 35m

$312

Key WestWorcester

EYW - ORH

EYWORH

Key West

Tue 10/14

3:20 pm-3:50 pm

2 stops24h 30m

Worcester

Tue 10/21

4:17 pm-1:52 pm

1 stop21h 35m

$312

Key WestWorcester

EYW - ORH

EYWORH

Key West

Wed 10/15

7:52 pm-3:50 pm

2 stops19h 58m

Worcester

Tue 10/28

4:55 pm-4:07 pm

2 stops23h 12m

$317

Key WestWorcester

EYW - ORH

EYWORH

Key West

Wed 10/15

7:52 pm-3:50 pm

2 stops19h 58m

Worcester

Mon 10/27

4:17 pm-4:07 pm

2 stops23h 50m

$317

Key WestWorcester

EYW - ORH

EYWORH

Key West

Thu 10/16

2:56 pm-3:50 pm

2 stops24h 54m

Worcester

Mon 10/27

4:17 pm-10:52 am

2 stops18h 35m

$317

Key WestWorcester

EYW - ORH

EYWORH

Key West

Fri 10/17

5:47 pm-3:39 pm

2 stops21h 52m

Worcester

Thu 10/30

4:17 pm-12:55 pm

2 stops20h 38m

$317

Key WestWorcester

EYW - ORH

EYWORH

Key West

Fri 10/17

4:57 pm-3:39 pm

2 stops22h 42m

Worcester

Tue 10/21

4:17 pm-12:55 pm

2 stops20h 38m

$317

Key WestWorcester

EYW - ORH

EYWORH

Key West

Wed 10/15

3:20 pm-3:50 pm

2 stops24h 30m

Worcester

Thu 10/23

4:17 pm-4:07 pm

2 stops23h 50m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 13 results
1
2

Best time to book a flight from Key West to Worcester

Have a flexible travel schedule? Discover the best time to fly to Worcester from Key West 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 Key West to Worcester

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

Currently, August is the cheapest month in which you can book a flight from Key West to Worcester, Massachusetts (average of $182). Flying from Key West to Worcester, Massachusetts in December is currently the most expensive (average of $293). 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 Key West to Worcester. 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 Key West to Worcester, Massachusetts?

    American Airlines can get you from Key West to Worcester, Massachusetts in just under 26h 14m. Your travel time can differ by up to . There are 1347 mi between Key West and Worcester, Massachusetts.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Worcester 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 Key West to Worcester, Massachusetts?

    Currently, August is the cheapest month in which you can book a flight from Key West to Worcester, Massachusetts (average of $182). Flying from Key West to Worcester, Massachusetts in December is currently the most expensive (average of $293). 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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