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Key West

$112+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$216
(Kiwi.com)

One-way from

$112
(Kiwi.com)

Popular in

April

Cheapest in

May

Average price

$348

Good round-trip deal

$154 or less
From Connecticut to Key West
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One-way flight from Connecticut to Key West
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Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Connecticut to Key West.
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Find 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/45:30 pmEWR - EYW
1 stop21h 10mMultiple Airlines
Fri 10/108:45 pmEYW - EWR
2 stops26h 22mMultiple Airlines
Deal found 9/14$216
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/185:35 pmEWR - EYW
1 stop21h 05mMultiple Airlines
Thu 10/233:30 pmEYW - EWR
1 stop17h 33mMultiple Airlines
Deal found 9/14$219
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 10/35:15 amEWR - EYW
2 stops27h 47mMultiple Airlines
Fri 10/108:55 amEYW - EWR
1 stop27h 40mMultiple Airlines
Deal found 9/14$222
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/14:20 pmEWR - EYW
1 stop15h 55mMultiple Airlines
Fri 10/108:45 pmEYW - EWR
2 stops26h 22mMultiple Airlines
Deal found 9/15$225
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 10/173:15 pmPVD - EYW
1 stop18h 52mBreeze Airways
Mon 10/209:57 amEYW - PVD
1 stop12h 10mBreeze Airways
Deal found 9/14$226
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/265:00 amEWR - EYW
1 stop9h 40mMultiple Airlines
Fri 11/710:10 amEYW - EWR
1 stop11h 51mMultiple Airlines
Deal found 9/14$226
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 10/234:05 pmEWR - EYW
1 stop27h 50mMultiple Airlines
Sun 11/28:55 amEYW - EWR
1 stop24h 08mMultiple Airlines
Deal found 9/14$227
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/222:58 pmEWR - EYW
1 stop19h 06mMultiple Airlines
Thu 10/303:23 pmEYW - EWR
1 stop17h 40mMultiple Airlines
Deal found 9/14$228
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:39 amEWR - EYW
Nonstop3h 25mUnited Airlines
Mon 11/243:00 pmEYW - EWR
Nonstop3h 17mUnited Airlines
Deal found 9/15$229
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 11/143:15 pmPVD - EYW
1 stop18h 52mBreeze Airways
Mon 11/179:57 amEYW - PVD
1 stop12h 10mBreeze Airways
Deal found 9/14$230
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/185:35 pmEWR - EYW
1 stop21h 05mMultiple Airlines
Fri 10/248:55 amEYW - EWR
1 stop6h 04mMultiple Airlines
Deal found 9/14$230
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/296:00 amBDL - EYW
1 stop27h 07mBreeze Airways
Fri 10/38:55 amEYW - BDL
2 stops12h 53mBreeze Airways
Deal found 9/13$230

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 September 16, 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

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Fri 11/14

3:15 pm-10:07 am

1 stop18h 52m

Key West

Mon 11/17

9:57 am-10:07 pm

1 stop12h 10m

$230

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 9/29

6:00 am-9:07 am

1 stop27h 07m

Key West

Fri 10/3

8:55 am-9:48 pm

2 stops12h 53m

$230

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Tue 10/14

6:00 am-1:52 pm

1 stop7h 52m

Key West

Tue 10/21

4:58 pm-10:38 pm

1 stop5h 40m

$247

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Tue 11/11

12:48 pm-7:53 pm

1 stop7h 05m

Key West

Fri 11/14

6:18 pm-11:54 pm

1 stop5h 36m

$247

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Sat 10/25

6:00 am-1:52 pm

1 stop7h 52m

Key West

Sat 11/1

5:10 pm-10:01 pm

1 stop4h 51m

$247

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 9/29

6:00 am-9:07 am

1 stop27h 07m

Key West

Fri 10/3

8:55 am-7:57 pm

1 stop11h 02m

$254

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Sat 10/25

2:18 pm-8:06 pm

1 stop5h 48m

Key West

Sat 11/1

7:40 am-6:03 pm

2 stops10h 23m

$263

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 11/3

6:00 am-11:05 am

1 stop29h 05m

Key West

Fri 11/7

8:55 am-5:56 pm

2 stops9h 01m

$275

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 11/19

2:20 pm-7:53 pm

1 stop5h 33m

Key West

Sat 11/22

2:58 pm-10:53 pm

1 stop7h 55m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 10/25

8:22 am-4:27 pm

1 stop8h 05m

Key West

Tue 10/28

5:47 pm-10:52 pm

1 stop5h 05m

$283

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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, August is the cheapest month in which you can book a flight from Connecticut to Key West (average of $328). Flying from Connecticut to Key West in March is currently the most expensive (average of $491). 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 September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Connecticut to Key West as you normally would.

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 $247, Breeze Airways can have you in Key West from Connecticut in 7h 05m. Airlines will cover a distance of 1325 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Connecticut to Key West one-way?

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $120. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Connecticut to Key West for a low price.

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

    Most travelers choose Newark - Key West, New York John F Kennedy Intl - Key West or New York LaGuardia - 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, August is the cheapest month in which you can book a flight from Connecticut to Key West (average of $328). Flying from Connecticut to Key West in March is currently the most expensive (average of $491). 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 4 airlines flying from Connecticut to Key West

Discover the top 4 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$453FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$408FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$248Average$509FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$260Average$396FlexibilityNo cancel feeOn-time71%

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