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Florida Keys

$349+ Cheap flights from Watertown, NY (ART) to Florida Keys

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
ART — EYW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Watertown to Florida Keys

Cheapest flights from Watertown to Florida Keys
Explore the most affordable flight options available from Watertown to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/236:00 amART - MIA
1 stop7h 28mAmerican Airlines
Thu 1/17:05 amMIA - ART
2 stops15h 59mAmerican Airlines
Deal found 12/10$518
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/236:00 amART - MIA
1 stop7h 28mAmerican Airlines
Tue 12/307:00 amMIA - ART
2 stops11h 40mAmerican Airlines
Deal found 12/10$556
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/236:00 amART - MIA
1 stop7h 28mAmerican Airlines
Mon 12/295:44 pmMIA - ART
1 stop5h 20mAmerican Airlines
Deal found 12/10$582
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/236:00 amART - MIA
1 stop7h 28mAmerican Airlines
Sun 12/287:00 amMIA - ART
2 stops11h 30mAmerican Airlines
Deal found 12/10$587
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/246:00 amART - MIA
2 stops7h 10mAmerican Airlines
Thu 1/17:05 amMIA - ART
2 stops15h 59mAmerican Airlines
Deal found 12/10$600
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/246:00 amART - MIA
2 stops7h 10mAmerican Airlines
Tue 12/307:00 amMIA - ART
2 stops11h 40mAmerican Airlines
Deal found 12/10$638
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Mon 12/226:58 pmART - MIA
2 stops12h 39mAmerican Airlines
Wed 12/3110:38 pmMIA - ART
2 stops24h 26mAmerican Airlines
Deal found 12/10$661
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/246:00 amART - MIA
2 stops7h 10mAmerican Airlines
Sun 12/287:00 amMIA - ART
2 stops11h 30mAmerican Airlines
Deal found 12/10$669
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/266:00 amART - EYW
2 stops16h 44mAmerican Airlines
Tue 12/305:10 pmEYW - ART
1 stop5h 54mAmerican Airlines
Deal found 12/11$1,015

Find flight deals from Watertown to Florida Keys

Keep the following information in mind while searching for Watertown to Florida Keys flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$349
(American Airlines)
Provider with most accurate pricing for Watertown-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Watertown-Miami flights.
Search Deals
From Watertown to Florida Keys
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Watertown 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 12, 2025.
Use the filters below to find and compare flights from Watertown to Florida Keys that are best for you.

Fly from

Watertown

Fly to

Florida Keys

Route

Depart

Return

Price

WatertownKey West

ART - EYW

ARTEYW

Watertown

Tue 2/3

7:00 am-4:49 pm

2 stops9h 49m

Key West

Mon 2/9

6:06 am-4:06 pm

2 stops10h 00m

$349

WatertownMiami

ART - MIA

ARTMIA

Watertown

Sun 3/1

4:28 pm-10:10 pm

1 stop5h 42m

Miami

Thu 3/5

6:35 am-10:57 pm

2 stops16h 22m

$390

WatertownMiami

ART - MIA

ARTMIA

Watertown

Sat 2/28

4:28 pm-10:10 pm

1 stop5h 42m

Miami

Thu 3/5

6:35 am-10:57 pm

2 stops16h 22m

$390

WatertownMiami

ART - MIA

ARTMIA

Watertown

Sat 2/14

4:28 pm-10:10 pm

1 stop5h 42m

Miami

Wed 2/18

6:30 am-4:03 pm

2 stops9h 33m

$411

WatertownKey West

ART - EYW

ARTEYW

Watertown

Thu 1/1

6:00 am-1:47 pm

1 stop7h 47m

Key West

Wed 1/7

7:08 am-6:14 pm

2 stops11h 06m

$474

WatertownMiami

ART - MIA

ARTMIA

Watertown

Fri 2/13

4:28 pm-10:10 pm

1 stop5h 42m

Miami

Wed 2/18

3:55 pm-10:57 pm

1 stop7h 02m

$568

WatertownMiami

ART - MIA

ARTMIA

Watertown

Sat 2/14

4:28 pm-10:10 pm

1 stop5h 42m

Miami

Fri 2/20

9:30 am-4:03 pm

1 stop6h 33m

$582

WatertownMiami

ART - MIA

ARTMIA

Watertown

Wed 12/24

6:00 am-1:10 pm

2 stops7h 10m

Miami

Wed 12/31

7:05 am-8:32 pm

2 stops13h 27m

$600

WatertownMiami

ART - MIA

ARTMIA

Watertown

Wed 12/24

6:00 am-1:10 pm

2 stops7h 10m

Miami

Thu 1/1

7:05 am-11:04 pm

2 stops15h 59m

$600

WatertownMiami

ART - MIA

ARTMIA

Watertown

Tue 12/23

6:00 am-1:28 pm

1 stop7h 28m

Miami

Mon 12/29

7:00 am-6:30 pm

2 stops11h 30m

$614

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 15 results
1
2

Best time to book a flight from Watertown to Florida Keys

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

What is the cheapest month to book a flight from Watertown, New York to Florida Keys?

Currently, June is the cheapest month in which you can book a flight from Watertown, New York to Florida Keys (average of $210). Flying from Watertown, New York to Florida Keys in May is currently the most expensive (average of $355). 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 12, 2025.
Get a feel of what it's like to fly with American Airlines from Watertown 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
11,050 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

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
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Entertainment

6.9

Food

6.5

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

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 Watertown 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 Watertown to Florida Keys?

    For a flight from Watertown to Florida Keys, you will be flying from Watertown. Watertown (ART) is just 5.6 mi from the center of the city.

  • How long is the flight from Watertown, New York to Florida Keys?

    A quick flight from Watertown, New York to Florida Keys can take about 9h 49m. American Airlines provides one of the quickest options available for as low as $349. There are 1380 mi between Watertown, New York and Florida Keys.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Watertown 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 Watertown, New York to Florida Keys?

    Currently, June is the cheapest month in which you can book a flight from Watertown, New York to Florida Keys (average of $210). Flying from Watertown, New York to Florida Keys in May is currently the most expensive (average of $355). 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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