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Florida Keys

$69+ Cheap flights from Connecticut 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Jul 9 — Jul 161
Thu 7/9
Thu 7/16
1 adult, Economy
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Cheap flight deals from Connecticut to Florida Keys

Cheapest flights from Connecticut to Florida Keys
Explore the most affordable flight options available from Connecticut to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:15 am
LGA
-
MIA
1 stop8h 15m
Southwest
Wed 8/2612:50 pm
MIA
-
LGA
1 stop6h 00m
Southwest
Deal found 6/7$194
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:25 am
LGA
-
MIA
1 stop7h 24m
Frontier
Wed 6/175:26 pm
MIA
-
LGA
1 stop5h 48m
Frontier
Deal found 6/7$196
This United Airlines deal was found by Cheapflights users on 6/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:20 am
LGA
-
MIA
1 stop7h 34m
United Airlines
Tue 9/13:57 pm
MIA
-
LGA
1 stop7h 13m
United Airlines
Deal found 6/5$197
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.
Sat 9/511:40 am
JFK
-
MIA
1 stop7h 02m
Delta
Sat 9/127:00 am
MIA
-
JFK
Nonstop3h 01m
Delta
Deal found 6/4$197
This Delta deal was found by Cheapflights users on 6/5. 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.
Sat 9/196:59 pm
EWR
-
MIA
1 stop5h 56m
Delta
Wed 9/237:10 am
MIA
-
EWR
1 stop7h 03m
Delta
Deal found 6/5$197
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 10/247:38 pm
PVD
-
MIA
1 stop4h 51m
American Airlines
Sat 10/317:00 pm
MIA
-
PVD
1 stop4h 18m
American Airlines
Deal found 6/9$197
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:25 am
LGA
-
MIA
1 stop6h 00m
Southwest
Tue 9/112:50 pm
MIA
-
LGA
1 stop6h 00m
Southwest
Deal found 6/7$198
This Delta deal was found by Cheapflights users on 6/9. 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.
Sat 8/2911:05 am
JFK
-
MIA
Nonstop3h 16m
Delta
Sat 9/57:03 am
MIA
-
JFK
Nonstop2h 58m
Delta
Deal found 6/9$198
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:30 am
LGA
-
MIA
1 stop8h 45m
Southwest
Wed 8/2612:50 pm
MIA
-
LGA
2 stops9h 25m
Southwest
Deal found 6/9$199
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:00 am
LGA
-
MIA
1 stop5h 11m
United Airlines
Wed 9/93:57 pm
MIA
-
LGA
1 stop7h 38m
United Airlines
Deal found 6/9$200
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:15 am
LGA
-
MIA
1 stop8h 15m
Southwest
Wed 9/24:00 pm
MIA
-
LGA
1 stop6h 15m
Southwest
Deal found 6/8$202
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:55 pm
JFK
-
MIA
Nonstop3h 42m
Delta
Fri 8/287:03 am
MIA
-
JFK
Nonstop2h 58m
Delta
Deal found 6/8$202

Find flight deals from Connecticut to Florida Keys

Keep the following information in mind while searching for Connecticut to Florida Keys flight deals. Data was last updated June 9, 2026.

Round-trip from

$194
(Southwest)

One-way from

$69
(American Airlines)

Popular in

February

Cheapest in

October

Average price

$348
From Connecticut to Florida Keys
Search Deals
One-way flight from Connecticut to Florida Keys
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($40 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 Connecticut 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 9, 2026.
Use the filters below to find and compare flights from Connecticut to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkMiami

JFK - MIA

JFKMIA

New York John F Kennedy Intl

Sat 9/5

11:40 am-6:42 pm

1 stop7h 02m

Miami

Sat 9/12

7:00 am-10:01 am

Nonstop3h 01m

$197

New YorkMiami

JFK - MIA

JFKMIA

New York John F Kennedy Intl

Tue 8/11

7:05 am-10:23 am

Nonstop3h 18m

Miami

Tue 8/18

3:59 pm-9:57 pm

1 stop5h 58m

$237

New YorkMiami

JFK - MIA

JFKMIA

New York John F Kennedy Intl

Fri 9/4

7:05 am-10:23 am

Nonstop3h 18m

Miami

Tue 9/8

2:03 pm-9:34 pm

1 stop7h 31m

$237

New YorkMiami

JFK - MIA

JFKMIA

New York John F Kennedy Intl

Mon 8/17

7:55 pm-11:37 pm

Nonstop3h 42m

Miami

Sat 8/22

6:00 am-11:58 am

1 stop5h 58m

$237

New YorkMiami

JFK - MIA

JFKMIA

New York John F Kennedy Intl

Sat 8/22

11:40 am-6:42 pm

1 stop7h 02m

Miami

Mon 8/31

7:03 am-10:01 am

Nonstop2h 58m

$242

New YorkMiami

LGA - MIA

LGAMIA

New York LaGuardia

Fri 7/17

7:55 pm-11:22 pm

Nonstop3h 27m

Miami

Thu 7/23

7:40 pm-10:59 pm

Nonstop3h 19m

$258

NewarkMiami

EWR - MIA

EWRMIA

Newark

Sat 7/25

8:04 pm-11:22 pm

Nonstop3h 18m

Miami

Mon 7/27

7:07 am-10:11 am

Nonstop3h 04m

$262

ProvidenceMiami

PVD - MIA

PVDMIA

Providence-TFGreen

Wed 8/19

5:45 am-12:17 pm

1 stop6h 32m

Miami

Wed 9/2

2:08 pm-8:14 pm

1 stop6h 06m

$267

New YorkMiami

JFK - MIA

JFKMIA

New York John F Kennedy Intl

Thu 8/27

3:10 pm-6:53 pm

Nonstop3h 43m

Miami

Sun 9/6

7:03 am-10:01 am

Nonstop2h 58m

$273

New YorkMiami

LGA - MIA

LGAMIA

New York LaGuardia

Wed 7/1

5:30 pm-9:01 pm

Nonstop3h 31m

Miami

Mon 7/6

7:42 pm-10:59 pm

Nonstop3h 17m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/5

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Connecticut to Florida Keys

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

What is the cheapest month to book a flight from Connecticut to Florida Keys?

Currently, November is the cheapest month in which you can book a flight from Connecticut to Florida Keys (average of $49). Flying from Connecticut to Florida Keys in February is currently the most expensive (average of $981). 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.

How far ahead should I book a flight from Connecticut to Florida Keys?

To ensure you get the cheapest price possible for a flight from Connecticut to Florida Keys, you should look to book at least 12 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Connecticut to Florida Keys?

    Departing from Connecticut to Florida Keys will take you 3h 18m. There are 1087 mi between Connecticut and Florida Keys. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Connecticut to Florida Keys one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $34. American Airlines flights start at $78 while deals on JetBlue start at $84 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Connecticut 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 Connecticut to Florida Keys?

    Currently, November is the cheapest month in which you can book a flight from Connecticut to Florida Keys (average of $49). Flying from Connecticut to Florida Keys in February is currently the most expensive (average of $981). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Connecticut to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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Newark to Orlando flights
LaGuardia to Miami flights
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Reagan-National to Orlando flights
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Denver to Orlando flights

Top 5 airlines flying from Connecticut to Florida Keys

Discover the top 5 airlines that operate flights from Connecticut to Florida Keys. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$153Average$214FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$172Average$314FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$268Average$443FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$282Average$423FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$333Average$452FlexibilityNo cancel feeOn-time69%

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