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Florida Keys

$124+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — EYW
May 11 — May 181
Mon 5/11
Mon 5/18
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 April 11, 2026.

This American Airlines deal was found by Cheapflights users on 4/8. 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 4/282:39 pm
ORH
-
MIA
2 stops16h 33m
American Airlines
Wed 4/295:20 pm
MIA
-
ORH
1 stop20h 54m
American Airlines
Deal found 4/8$216
This American Airlines deal was found by Cheapflights users on 4/10. 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.
Thu 4/302:39 pm
ORH
-
MIA
1 stop10h 20m
American Airlines
Mon 5/45:20 pm
MIA
-
ORH
1 stop20h 54m
American Airlines
Deal found 4/10$232
This American Airlines deal was found by Cheapflights users on 4/10. 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 4/262:39 pm
ORH
-
EYW
2 stops20h 15m
American Airlines
Thu 4/304:20 pm
EYW
-
ORH
2 stops21h 54m
American Airlines
Deal found 4/10$257
This Delta deal was found by Cheapflights users on 4/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:40 pm
ORH
-
MIA
1 stop5h 42m
Delta
Wed 7/1511:29 am
MIA
-
ORH
1 stop5h 31m
Delta
Deal found 4/9$262
This Delta deal was found by Cheapflights users on 4/7. 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.
Wed 4/295:24 pm
ORH
-
MIA
1 stop5h 28m
Delta
Wed 5/611:22 am
MIA
-
ORH
1 stop5h 21m
Delta
Deal found 4/7$272
This American Airlines deal was found by Cheapflights users on 4/8. 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 5/52:39 pm
ORH
-
MIA
2 stops9h 17m
American Airlines
Tue 5/266:45 am
MIA
-
ORH
1 stop10h 08m
American Airlines
Deal found 4/8$282
This American Airlines deal was found by Cheapflights users on 4/9. 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.
Wed 7/85:16 pm
ORH
-
MIA
1 stop7h 31m
American Airlines
Wed 7/156:21 am
MIA
-
ORH
2 stops10h 30m
American Airlines
Deal found 4/9$292
This Delta deal was found by Cheapflights users on 4/7. 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.
Wed 4/295:24 pm
ORH
-
MIA
1 stop5h 28m
Delta
Fri 5/88:25 am
MIA
-
ORH
1 stop7h 08m
Delta
Deal found 4/7$297
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/62:39 pm
ORH
-
EYW
2 stops8h 19m
American Airlines
Wed 5/134:20 pm
EYW
-
ORH
2 stops21h 54m
American Airlines
Deal found 4/6$317
This American Airlines deal was found by Cheapflights users on 4/7. 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 4/232:39 pm
ORH
-
EYW
2 stops20h 15m
American Airlines
Mon 4/274:20 pm
EYW
-
ORH
2 stops21h 54m
American Airlines
Deal found 4/7$357
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Fri 5/82:39 pm
ORH
-
EYW
2 stops20h 50m
American Airlines
Sun 5/104:20 pm
EYW
-
ORH
2 stops21h 54m
American Airlines
Deal found 4/8$402
This American Airlines deal was found by Cheapflights users on 4/8. 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.
Fri 4/242:39 pm
ORH
-
EYW
2 stops8h 19m
American Airlines
Tue 4/285:42 pm
EYW
-
ORH
1 stop20h 32m
American Airlines
Deal found 4/8$436

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 April 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(American Airlines)

One-way from

$124
(Delta)

Popular in

December

Cheapest in

September

Average price

$323
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. 11% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 11, 2026.
Use the filters below to find and compare flights from Worcester to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Thu 4/30

2:39 pm-10:51 pm

1 stop8h 12m

Miami

Mon 5/4

5:20 pm-2:14 pm

1 stop20h 54m

$232

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Sun 4/26

2:39 pm-10:54 am

2 stops20h 15m

Key West

Thu 4/30

4:20 pm-2:14 pm

2 stops21h 54m

$257

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Thu 6/4

4:15 pm-10:52 pm

1 stop6h 37m

Miami

Thu 6/11

11:26 am-5:03 pm

1 stop5h 37m

$317

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Wed 5/6

2:39 pm-10:58 pm

2 stops8h 19m

Key West

Wed 5/13

4:20 pm-2:14 pm

2 stops21h 54m

$317

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Thu 5/7

4:15 pm-10:52 pm

1 stop6h 37m

Miami

Thu 5/14

8:25 am-3:33 pm

1 stop7h 08m

$322

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Thu 6/4

4:15 pm-10:52 pm

1 stop6h 37m

Miami

Sun 6/14

7:30 am-5:03 pm

1 stop9h 33m

$345

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 4/22

5:24 pm-10:52 pm

1 stop5h 28m

Miami

Thu 4/23

9:25 am-4:43 pm

1 stop7h 18m

$352

WorcesterKey West

ORH - EYW

ORHEYW

Worcester

Thu 4/23

2:39 pm-10:54 am

2 stops20h 15m

Key West

Mon 4/27

4:20 pm-2:14 pm

2 stops21h 54m

$357
Quickest round-trip

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Sun 4/19

5:24 pm-10:52 pm

1 stop5h 28m

Miami

Thu 4/23

11:22 am-4:43 pm

1 stop5h 21m

$412

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Sun 4/26

5:24 pm-10:52 pm

1 stop5h 28m

Miami

Sun 5/3

9:25 am-4:43 pm

1 stop7h 18m

$432

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 33 resultsSorted by cheapest first
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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, August is the cheapest month in which you can book a flight from Worcester, Massachusetts to Florida Keys (average of $112). Flying from Worcester, Massachusetts to Florida Keys in April is currently the most expensive (average of $256). 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 April 11, 2026.
Get a feel of what it's like to fly with Delta and 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.
Delta
7.9
Good
8,406 reviews

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,406 reviews
Delta
7.9
Good
8,406 reviews

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.1
Good
11,572 reviews
Delta
7.9
Good
8,406 reviews

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

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 37m. Your travel time can differ by up to 1h 35m. 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, August is the cheapest month in which you can book a flight from Worcester, Massachusetts to Florida Keys (average of $112). Flying from Worcester, Massachusetts to Florida Keys in April is currently the most expensive (average of $256). 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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