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Florida Keys

$104+ Cheap flights from Worcester, MA (ORH) to Florida Keys

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — EYW
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap flight deals from Worcester to Florida Keys

Cheapest flights from Worcester to Florida Keys
Explore the most affordable flight options available from Worcester to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 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
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/3112:19 pmORH - MIA
1 stop8h 31mAmerican Airlines
Tue 1/69:51 pmMIA - ORH
1 stop16h 02mAmerican Airlines
Deal found 12/15$312
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/291:45 pmORH - MIA
2 stops21h 24mAmerican Airlines
Tue 1/138:29 pmMIA - ORH
2 stops17h 24mAmerican Airlines
Deal found 12/15$327
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 - MIA
1 stop9h 19mAmerican Airlines
Mon 1/125:41 pmMIA - ORH
1 stop20h 12mAmerican Airlines
Deal found 12/16$357
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/301:45 pmORH - MIA
2 stops21h 24mAmerican Airlines
Wed 1/76:40 amMIA - ORH
1 stop7h 13mAmerican Airlines
Deal found 12/15$362
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/301:45 pmORH - MIA
2 stops21h 24mAmerican Airlines
Thu 1/89:45 pmMIA - ORH
2 stops16h 08mAmerican Airlines
Deal found 12/15$367
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/291:45 pmORH - MIA
1 stop19h 24mAmerican Airlines
Thu 1/18:47 pmMIA - ORH
1 stop16h 30mAmerican Airlines
Deal found 12/15$372
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 - MIA
1 stop9h 19mAmerican Airlines
Tue 12/308:47 pmMIA - ORH
1 stop15h 07mAmerican Airlines
Deal found 12/16$377
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/291:45 pmORH - MIA
2 stops21h 24mAmerican Airlines
Wed 12/319:54 pmMIA - ORH
1 stop15h 28mAmerican Airlines
Deal found 12/15$382
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/301:45 pmORH - EYW
2 stops24h 29mAmerican Airlines
Sat 1/38:09 pmEYW - ORH
2 stops17h 08mAmerican Airlines
Deal found 12/15$578

Find flight deals from Worcester to Florida Keys

Keep the following information in mind while searching for Worcester to Florida Keys flight deals. Data was last updated December 17, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$174
(American Airlines)

One-way from

$104
(Delta)

Popular in

December

Cheapest in

September

Average price

$327
Provider with most accurate pricing for Boston Logan Intl-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Miami flights.
Search Deals
From Worcester to Florida Keys
Search Deals
One-way flight from Worcester to Florida Keys
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 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 Florida Keys 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 17, 2025.
Use the filters below to find and compare flights from Worcester to Florida Keys that are best for you.

Fly from

Worcester

Fly to

Florida Keys

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 1/22

2:18 pm-4:49 pm

2 stops26h 31m

Key West

Mon 1/26

12:00 pm-1:53 pm

2 stops25h 53m

$207

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Tue 2/24

4:30 pm-11:20 pm

1 stop6h 50m

Miami

Tue 3/3

9:24 am-3:33 pm

1 stop6h 09m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 2/18

4:30 pm-11:20 pm

1 stop6h 50m

Miami

Tue 2/24

9:24 am-3:33 pm

1 stop6h 09m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Tue 1/20

4:16 pm-11:20 pm

1 stop7h 04m

Miami

Thu 1/22

9:24 am-3:36 pm

1 stop6h 12m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Mon 1/19

4:16 pm-11:20 pm

1 stop7h 04m

Miami

Wed 1/21

9:24 am-3:36 pm

1 stop6h 12m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 1/21

4:16 pm-11:20 pm

1 stop7h 04m

Miami

Thu 1/22

9:24 am-3:36 pm

1 stop6h 12m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Thu 1/22

4:16 pm-11:20 pm

1 stop7h 04m

Miami

Tue 1/27

9:24 am-3:36 pm

1 stop6h 12m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Fri 1/23

4:16 pm-11:20 pm

1 stop7h 04m

Miami

Tue 1/27

9:24 am-3:36 pm

1 stop6h 12m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 28 results
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Best time to book a flight from Worcester to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys 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 Florida Keys

What is the cheapest month to book a flight from Worcester, Massachusetts to Florida Keys?

Currently, June is the cheapest month in which you can book a flight from Worcester, Massachusetts to Florida Keys (average of $137). Flying from Worcester, Massachusetts to Florida Keys 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.

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida Keys. Reviews last updated December 17, 2025.
Get a feel of what it's like to fly with American Airlines from Worcester to Florida Keys by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,049 reviews

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

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
11,049 reviews
American Airlines
7.2
Good
11,049 reviews

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

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

Related info for your journey

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

  • What airport do you fly from for flights from Worcester to Florida Keys?

    Most people fly from Worcester (ORH) if they book a flight from Worcester to Florida Keys. Worcester is conveniently located just 3.8 mi from Worcester’s city center.

  • How long is the flight from Worcester, Massachusetts to Florida Keys?

    American Airlines and Delta can get you from Worcester, Massachusetts to Florida Keys in just under 6h 50m. Your travel time can differ by up to 15h 47m. Airlines will cover a distance of 1233 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Worcester to Florida Keys that include hotel bookings?

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

  • How can I find direct flights from Worcester to Florida Keys?

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

  • Can I find deals for business class flights from Worcester to Florida Keys?

    Yes. Cheapflights offers flight deals from Worcester to Florida Keys 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 Florida Keys?

    Currently, June is the cheapest month in which you can book a flight from Worcester, Massachusetts to Florida Keys (average of $137). Flying from Worcester, Massachusetts to Florida Keys 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

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