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Key West

$78+ Cheap flights from Connecticut to Key West (EYW)

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Connecticut to Key West

Cheapest flights from Connecticut to Key West
Explore the most affordable flight options available from Connecticut to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Breeze Airways deal was found by Cheapflights users on 12/16. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/223:15 pmPVD - EYW
1 stop19h 04mBreeze Airways
Mon 12/299:57 amEYW - PVD
1 stop12h 10mBreeze Airways
Deal found 12/16$256
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:43 pmEWR - EYW
2 stops41h 36mMultiple Airlines
Thu 1/812:51 pmEYW - EWR
1 stop8h 23mMultiple Airlines
Deal found 12/16$275
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:00 amEWR - EYW
1 stop29h 40mMultiple Airlines
Thu 12/258:55 amEYW - EWR
1 stop15h 34mMultiple Airlines
Deal found 12/16$283
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:59 amJFK - EYW
1 stop24h 16mMultiple Airlines
Tue 1/612:20 pmEYW - JFK
2 stops20h 41mMultiple Airlines
Deal found 12/16$287
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:26 pmPVD - EYW
1 stop14h 53mBreeze Airways
Mon 12/221:10 pmEYW - PVD
1 stop26h 00mBreeze Airways
Deal found 12/16$290
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:54 pmEWR - EYW
1 stop17h 21mMultiple Airlines
Sun 1/48:55 amEYW - EWR
2 stops31h 23mMultiple Airlines
Deal found 12/16$321
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 amEWR - EYW
1 stop29h 40mMultiple Airlines
Wed 12/312:30 pmEYW - EWR
1 stop9h 29mMultiple Airlines
Deal found 12/16$324
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 pmLGA - EYW
1 stop13h 45mMultiple Airlines
Sun 1/48:55 amEYW - LGA
2 stops34h 35mMultiple Airlines
Deal found 12/15$324
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:20 amJFK - EYW
2 stops25h 55mMultiple Airlines
Sun 1/410:37 pmEYW - JFK
1 stop13h 52mMultiple Airlines
Deal found 12/15$327
This Breeze Airways deal was found by Cheapflights users on 12/17. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/208:05 amBDL - EYW
1 stop24h 10mBreeze Airways
Wed 12/247:47 amEYW - BDL
1 stop14h 59mBreeze Airways
Deal found 12/17$330
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:05 pmEWR - EYW
2 stops15h 25mSpirit Airlines
Thu 1/812:51 pmEYW - EWR
2 stops10h 39mSpirit Airlines
Deal found 12/16$331
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:54 pmBDL - EYW
1 stop16h 36mMultiple Airlines
Sun 12/2810:59 amEYW - BDL
1 stop25h 46mMultiple Airlines
Deal found 12/16$331

Find flight deals from Connecticut to Key West

Keep the following information in mind while searching for Connecticut to Key West flight deals. Data was last updated December 18, 2025.

Round-trip from

$172
(Kiwi.com)

One-way from

$78
(Priceline)

Popular in

April

Cheapest in

September

Average price

$438

Good round-trip deal

$174 or less
From Connecticut to Key West
Search Deals
One-way flight from Connecticut to Key West
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Connecticut to Key West.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Key West 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 18, 2025.
Use the filters below to find and compare flights from Connecticut to Key West that are best for you.

Fly from

Connecticut

Fly to

Key West

Route

Depart

Return

Price

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 1/24

8:05 am-9:26 am

1 stop25h 21m

Key West

Thu 1/29

10:06 am-11:56 pm

2 stops13h 50m

$180

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 1/11

3:00 pm-9:09 am

1 stop18h 09m

Key West

Fri 1/16

1:06 pm-3:05 pm

1 stop25h 59m

$181

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 1/17

3:59 pm-9:26 am

1 stop17h 27m

Key West

Sat 1/31

10:49 am-2:15 pm

1 stop27h 26m

$194

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Thu 1/22

7:00 am-10:24 am

1 stop27h 24m

Key West

Mon 1/26

9:49 am-10:11 pm

1 stop12h 22m

$207

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Mon 3/2

9:58 am-3:56 pm

1 stop5h 58m

Key West

Thu 3/5

5:10 pm-11:16 pm

1 stop6h 06m

$217

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Sun 4/26

12:23 pm-7:44 pm

1 stop7h 21m

Key West

Wed 4/29

7:00 am-2:41 pm

1 stop7h 41m

$217

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 1/10

3:59 pm-9:26 am

1 stop17h 27m

Key West

Sun 1/11

11:06 am-2:17 pm

2 stops27h 11m

$218

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Mon 1/12

3:04 pm-11:56 pm

2 stops8h 52m

Key West

Fri 1/16

4:04 pm-9:49 pm

1 stop5h 45m

$222

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Tue 2/24

6:49 am-5:07 pm

2 stops10h 18m

Key West

Fri 2/27

4:40 pm-11:36 pm

1 stop6h 56m

$222

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 1/1

2:01 pm-12:30 pm

2 stops22h 29m

Key West

Sat 1/31

10:49 am-2:15 pm

1 stop27h 26m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West 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 Key West

What is the cheapest month to book a flight from Connecticut to Key West?

Currently, June is the cheapest month in which you can book a flight from Connecticut to Key West (average of $137). Flying from Connecticut to Key West in November is currently the most expensive (average of $319). 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.

What is the cheapest time of day to fly from CT to EYW?

Find hourly flight availability from Connecticut to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Connecticut to Key West at noon. If you’re flexible enough to do this you can expect to save up to 58% on your trip compared to booking a flight in the evening.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Key West. 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 into for flights to Key West from Connecticut?

    If you book a flight to Key West from Connecticut, you will be flying to Key West, which is the city’s only airport. Key West (EYW) is located 2.6 mi from the center of Key West.

  • How long is the flight from Connecticut to Key West?

    For as low as $217, Breeze Airways can have you in Key West from Connecticut in 5h 58m. Airlines will cover a distance of 1325 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Connecticut to Key West?

    Most travelers choose Newark - Key West, New York LaGuardia - Key West or New York John F Kennedy Intl - Key West when deciding on the best route from Connecticut to Key West.

  • Can I find deals for flights from Connecticut to Key West that include hotel bookings?

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

  • How can I find direct flights from Connecticut to Key West?

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

  • Can I find deals for business class flights from Connecticut to Key West?

    Yes. Cheapflights offers flight deals from Connecticut to Key West 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 Key West?

    Currently, June is the cheapest month in which you can book a flight from Connecticut to Key West (average of $137). Flying from Connecticut to Key West in November is currently the most expensive (average of $319). 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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Alternative routes for Connecticut to Key West

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Connecticut to Key West

Discover the top 5 airlines that operate flights from Connecticut to Key West. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$140Average$207FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$202Average$453FlexibilityNo cancel feeOn-time69%
DeltaCheapest$242Average$464FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$248Average$507FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$263Average$392FlexibilityNo cancel feeOn-time71%

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