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Florida Keys

$320+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
ART — EYW
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/25. 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 2/97:00 am
ART
-
EYW
1 stop6h 16m
American Airlines
Fri 2/135:04 pm
EYW
-
ART
1 stop5h 51m
American Airlines
Deal found 1/25$320
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/274:06 pm
ART
-
MIA
1 stop5h 46m
American Airlines
Sat 3/78:49 am
MIA
-
ART
1 stop6h 52m
American Airlines
Deal found 1/26$338
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/104:31 pm
ART
-
MIA
1 stop6h 20m
American Airlines
Sat 2/143:55 pm
MIA
-
ART
1 stop7h 00m
American Airlines
Deal found 1/26$340
This American Airlines deal was found by Cheapflights users on 1/24. 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 2/266:00 am
ART
-
MIA
1 stop7h 29m
American Airlines
Tue 3/33:55 pm
MIA
-
ART
1 stop7h 00m
American Airlines
Deal found 1/24$383
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/274:06 pm
ART
-
MIA
1 stop5h 46m
American Airlines
Mon 3/98:49 am
MIA
-
ART
1 stop6h 30m
American Airlines
Deal found 1/26$467
This American Airlines deal was found by Cheapflights users on 1/25. 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 10/146:00 am
ART
-
EYW
2 stops12h 24m
American Airlines
Thu 10/225:32 pm
EYW
-
ART
1 stop6h 20m
American Airlines
Deal found 1/25$483
This American Airlines deal was found by Cheapflights users on 1/25. 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 10/176:00 am
ART
-
EYW
2 stops9h 20m
American Airlines
Thu 10/225:32 pm
EYW
-
ART
1 stop6h 20m
American Airlines
Deal found 1/25$500
This American Airlines deal was found by Cheapflights users on 1/27. 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 5/36:00 am
ART
-
MIA
1 stop5h 30m
American Airlines
Sat 5/94:02 pm
MIA
-
ART
1 stop7h 26m
American Airlines
Deal found 1/27$510
This American Airlines deal was found by Cheapflights users on 1/25. 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 10/156:00 am
ART
-
EYW
2 stops10h 21m
American Airlines
Thu 10/225:32 pm
EYW
-
ART
1 stop6h 20m
American Airlines
Deal found 1/25$531
This American Airlines deal was found by Cheapflights users on 1/25. 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 10/136:00 am
ART
-
EYW
1 stop7h 42m
American Airlines
Thu 10/225:32 pm
EYW
-
ART
1 stop6h 20m
American Airlines
Deal found 1/25$554
This American Airlines deal was found by Cheapflights users on 1/25. 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 10/146:00 am
ART
-
EYW
2 stops12h 24m
American Airlines
Tue 10/202:01 pm
EYW
-
ART
2 stops9h 51m
American Airlines
Deal found 1/25$565

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$320
(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
Search Deals

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 January 27, 2026.
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

Mon 2/9

7:00 am-1:16 pm

1 stop6h 16m

Key West

Fri 2/13

5:04 pm-10:55 pm

1 stop5h 51m

$320

WatertownMiami

ART - MIA

ARTMIA

Watertown

Fri 2/27

4:06 pm-9:52 pm

1 stop5h 46m

Miami

Sat 3/7

8:49 am-3:41 pm

1 stop6h 52m

$338

WatertownMiami

ART - MIA

ARTMIA

Watertown

Tue 2/10

4:31 pm-10:51 pm

1 stop6h 20m

Miami

Sat 2/14

3:55 pm-10:55 pm

1 stop7h 00m

$340

WatertownMiami

ART - MIA

ARTMIA

Watertown

Thu 2/26

6:00 am-1:29 pm

1 stop7h 29m

Miami

Tue 3/3

3:55 pm-10:55 pm

1 stop7h 00m

$383

WatertownMiami

ART - MIA

ARTMIA

Watertown

Sun 3/1

4:06 pm-9:52 pm

1 stop5h 46m

Miami

Sat 3/7

8:49 am-3:41 pm

1 stop6h 52m

$419

WatertownMiami

ART - MIA

ARTMIA

Watertown

Sat 2/28

4:06 pm-9:52 pm

1 stop5h 46m

Miami

Sat 3/7

8:49 am-3:41 pm

1 stop6h 52m

$419

WatertownMiami

ART - MIA

ARTMIA

Watertown

Sat 2/28

4:06 pm-9:52 pm

1 stop5h 46m

Miami

Mon 3/9

8:49 am-3:19 pm

1 stop6h 30m

$467

WatertownMiami

ART - MIA

ARTMIA

Watertown

Fri 2/27

4:06 pm-9:52 pm

1 stop5h 46m

Miami

Mon 3/9

8:49 am-3:19 pm

1 stop6h 30m

$467

WatertownKey West

ART - EYW

ARTEYW

Watertown

Thu 3/12

6:00 am-4:49 pm

2 stops10h 49m

Key West

Mon 3/23

5:04 pm-10:55 pm

1 stop5h 51m

$576

WatertownKey West

ART - EYW

ARTEYW

Watertown

Wed 2/11

7:00 am-4:49 pm

2 stops9h 49m

Key West

Sun 2/15

1:55 pm-10:55 pm

2 stops9h 00m

$849

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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 April is currently the most expensive (average of $334). 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 January 27, 2026.
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
11,197 reviews

Entertainment

6.9

Crew

8.0

Food

6.4

Overall

7.2

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,197 reviews
American Airlines
7.2
Good
11,197 reviews

Entertainment

6.9

Crew

8.0

Food

6.4

Overall

7.2

Comfort

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 6h 16m. American Airlines provides one of the quickest options available for as low as $320. 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 April is currently the most expensive (average of $334). 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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