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Florida Keys

$114+ 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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — EYW
Jul 8 — Jul 151
Wed 7/8
Wed 7/15
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 June 8, 2026.

This Delta deal was found by Cheapflights users on 6/7. 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.
Tue 8/185:40 pm
ORH
-
MIA
1 stop5h 37m
Delta
Tue 9/18:50 am
MIA
-
ORH
1 stop8h 10m
Delta
Deal found 6/7$212
This Delta deal was found by Cheapflights users on 6/4. 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 8/185:40 pm
ORH
-
MIA
1 stop5h 37m
Delta
Wed 8/268:50 am
MIA
-
ORH
1 stop8h 10m
Delta
Deal found 6/4$222
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Tue 8/185:23 pm
ORH
-
MIA
2 stops13h 59m
American Airlines
Sat 8/297:45 am
MIA
-
ORH
2 stops9h 13m
American Airlines
Deal found 6/7$227
This Delta deal was found by Cheapflights users on 6/4. 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 8/185:40 pm
ORH
-
MIA
1 stop5h 37m
Delta
Thu 8/2711:28 am
MIA
-
ORH
1 stop5h 32m
Delta
Deal found 6/4$232
This Delta deal was found by Cheapflights users on 6/4. 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 8/175:40 pm
ORH
-
MIA
1 stop5h 37m
Delta
Thu 8/2711:28 am
MIA
-
ORH
1 stop5h 32m
Delta
Deal found 6/4$242
This Delta deal was found by Cheapflights users on 6/4. 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 8/175:40 pm
ORH
-
MIA
1 stop5h 37m
Delta
Wed 8/266:00 am
MIA
-
ORH
2 stops11h 00m
Delta
Deal found 6/4$252
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 8/215:40 pm
ORH
-
MIA
1 stop5h 37m
Delta
Wed 8/267:00 am
MIA
-
ORH
2 stops10h 00m
Delta
Deal found 6/7$257
This American Airlines deal was found by Cheapflights users on 6/4. 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 6/235:18 pm
ORH
-
MIA
2 stops13h 59m
American Airlines
Fri 6/2610:01 pm
MIA
-
ORH
1 stop18h 52m
American Airlines
Deal found 6/4$267
This Delta deal was found by Cheapflights users on 6/7. 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.
Mon 8/175:40 pm
ORH
-
MIA
1 stop24h 50m
Delta
Tue 9/111:28 am
MIA
-
ORH
1 stop5h 32m
Delta
Deal found 6/7$274
This American Airlines deal was found by Cheapflights users on 6/7. 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 8/135:23 pm
ORH
-
EYW
1 stop20h 22m
American Airlines
Mon 8/171:41 pm
EYW
-
ORH
2 stops27h 17m
American Airlines
Deal found 6/7$322
This American Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 7/45:16 pm
ORH
-
EYW
2 stops17h 39m
American Airlines
Fri 7/107:40 pm
EYW
-
ORH
2 stops21h 11m
American Airlines
Deal found 6/6$327
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Fri 7/105:16 pm
ORH
-
EYW
2 stops25h 32m
American Airlines
Sun 7/127:40 pm
EYW
-
ORH
2 stops21h 11m
American Airlines
Deal found 6/7$352

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 June 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$212
(Delta)

One-way from

$114
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$297
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. 6% potential increase in price ($21 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 June 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 June 8, 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

Tue 8/18

5:40 pm-11:17 pm

1 stop5h 37m

Miami

Wed 8/26

8:25 am-5:00 pm

2 stops8h 35m

$222

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 8/19

5:40 pm-11:17 pm

1 stop5h 37m

Miami

Wed 8/26

6:00 am-5:00 pm

2 stops11h 00m

$232

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 7/15

5:40 pm-11:22 pm

1 stop5h 42m

Miami

Fri 7/17

11:29 am-5:00 pm

1 stop5h 31m

$232

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 7/1

5:18 pm-9:13 am

1 stop15h 55m

Miami

Tue 7/7

7:57 am-4:51 pm

2 stops8h 54m

$242

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Mon 8/17

5:40 pm-11:17 pm

1 stop5h 37m

Miami

Wed 8/26

8:25 am-5:00 pm

2 stops8h 35m

$242

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Tue 6/30

5:18 pm-11:20 pm

1 stop6h 02m

Miami

Fri 7/3

6:45 am-4:51 pm

1 stop10h 06m

$282

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 8/12

5:40 pm-11:17 pm

1 stop5h 37m

Miami

Mon 8/17

8:50 am-5:00 pm

1 stop8h 10m

$282

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Fri 7/17

5:40 pm-11:22 pm

1 stop5h 42m

Miami

Sun 7/19

6:00 am-5:00 pm

2 stops11h 00m

$292

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Tue 8/18

5:40 pm-11:17 pm

1 stop5h 37m

Miami

Mon 8/31

8:50 am-5:00 pm

1 stop8h 10m

$292
Quickest round-trip

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Sun 8/30

5:40 pm-11:17 pm

1 stop5h 37m

Miami

Fri 9/4

11:28 am-5:00 pm

1 stop5h 32m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/5

Showing 1-10 of 36 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, October is the cheapest month in which you can book a flight from Worcester, Massachusetts to Florida Keys (average of $84). Flying from Worcester, Massachusetts to Florida Keys in February is currently the most expensive (average of $342). 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 June 8, 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
8,396 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
Delta
7.9
Good
8,396 reviews
Delta
7.9
Good
8,396 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
American Airlines
7.1
Good
11,640 reviews
Delta
7.9
Good
8,396 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.8

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

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?

    Delta and American Airlines can get you from Worcester, Massachusetts to Florida Keys in just under 5h 37m. Your travel time can differ by up to 10h 18m. 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, October is the cheapest month in which you can book a flight from Worcester, Massachusetts to Florida Keys (average of $84). Flying from Worcester, Massachusetts to Florida Keys in February is currently the most expensive (average of $342). 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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