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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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — EYW
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find 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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/30. 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 12/34:05 pmORH - MIA
1 stop6h 47mDelta
Thu 12/187:20 amMIA - ORH
1 stop8h 05mDelta
Deal found 10/30$212
This Delta deal was found by Cheapflights users on 10/29. 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 11/124:03 pmORH - MIA
1 stop6h 40mDelta
Wed 11/197:20 amMIA - ORH
1 stop8h 03mDelta
Deal found 10/29$222
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/133:37 pmORH - MIA
2 stops15h 47mAmerican Airlines
Sat 12/209:44 pmMIA - ORH
2 stops15h 33mAmerican Airlines
Deal found 10/30$227
This Delta deal was found by Cheapflights users on 10/29. 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 11/174:03 pmORH - MIA
1 stop6h 40mDelta
Mon 11/247:20 amMIA - ORH
1 stop8h 03mDelta
Deal found 10/29$232
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/143:27 pmORH - MIA
2 stops8h 22mAmerican Airlines
Thu 12/47:07 amMIA - ORH
2 stops8h 02mAmerican Airlines
Deal found 10/29$237
This Delta deal was found by Cheapflights users on 10/29. 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 11/184:03 pmORH - MIA
1 stop6h 40mDelta
Thu 11/207:20 amMIA - ORH
1 stop8h 03mDelta
Deal found 10/29$239
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/163:27 pmORH - MIA
1 stop6h 57mAmerican Airlines
Tue 11/189:38 pmMIA - ORH
2 stops17h 24mAmerican Airlines
Deal found 10/29$242
This Delta deal was found by Cheapflights users on 10/30. 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 12/54:05 pmORH - MIA
1 stop26h 45mDelta
Thu 12/187:20 amMIA - ORH
1 stop8h 05mDelta
Deal found 10/30$251
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/134:03 pmORH - MIA
1 stop6h 40mDelta
Thu 11/207:20 amMIA - ORH
1 stop8h 03mDelta
Deal found 10/29$252
This Delta deal was found by Cheapflights users on 10/30. 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 12/34:05 pmORH - MIA
1 stop6h 47mDelta
Mon 12/1511:24 amMIA - ORH
2 stops28h 01mDelta
Deal found 10/30$255
This Delta deal was found by Cheapflights users on 10/30. 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.
Sun 12/74:05 pmORH - MIA
1 stop20h 19mDelta
Tue 12/167:20 amMIA - ORH
1 stop8h 05mDelta
Deal found 10/30$256
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/143:27 pmORH - EYW
2 stops22h 00mAmerican Airlines
Tue 11/187:53 pmEYW - ORH
2 stops19h 09mAmerican Airlines
Deal found 10/30$287

Cheap 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 October 30, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$212
(Delta)

One-way from

$104
(Delta)

Popular in

April

Cheapest in

September

Average price

$249
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. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Mon 11/24

4:03 pm-10:43 pm

1 stop6h 40m

Miami

Wed 12/3

7:20 am-3:25 pm

1 stop8h 05m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Sat 12/13

3:37 pm-10:46 pm

1 stop7h 09m

Miami

Sat 12/20

9:54 pm-1:17 pm

1 stop15h 23m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Tue 12/9

4:05 pm-10:52 pm

1 stop6h 47m

Miami

Mon 12/15

7:20 am-3:25 pm

1 stop8h 05m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Sun 11/23

4:03 pm-10:43 pm

1 stop6h 40m

Miami

Wed 12/3

7:20 am-3:25 pm

1 stop8h 05m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 12/3

4:05 pm-10:52 pm

1 stop6h 47m

Miami

Thu 12/18

7:20 am-3:25 pm

1 stop8h 05m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 1/28

4:16 pm-11:20 pm

1 stop7h 04m

Miami

Tue 2/3

9:24 am-3:36 pm

1 stop6h 12m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Mon 12/8

4:05 pm-10:52 pm

1 stop6h 47m

Miami

Thu 12/18

7:20 am-3:25 pm

1 stop8h 05m

$212

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 11/12

4:03 pm-10:43 pm

1 stop6h 40m

Miami

Wed 11/19

7:20 am-3:23 pm

1 stop8h 03m

$222

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Mon 11/24

4:03 pm-10:43 pm

1 stop6h 40m

Miami

Tue 12/2

7:20 am-3:25 pm

1 stop8h 05m

$222

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Wed 1/28

4:16 pm-11:20 pm

1 stop7h 04m

Miami

Mon 2/2

9:24 am-3:36 pm

1 stop6h 12m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 31 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 $265). 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 October 30, 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
11,034 reviews

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

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
11,034 reviews
American Airlines
7.2
Good
11,034 reviews

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

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?

    Delta and American Airlines can get you from Worcester, Massachusetts to Florida Keys in just under 6h 40m. Your travel time can differ by up to 15h 20m. 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 $265). 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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