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Key West

$80+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Breeze Airways deal was found by Cheapflights users on 1/28. 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 2/73:42 pm
PVD
-
EYW
1 stop17h 24m
Breeze Airways
Fri 2/131:06 pm
EYW
-
PVD
1 stop23h 51m
Breeze Airways
Deal found 1/28$173
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/83:00 pm
BDL
-
EYW
1 stop18h 09m
Breeze Airways
Thu 2/1211:01 am
EYW
-
BDL
1 stop11h 03m
Breeze Airways
Deal found 1/27$190
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:05 am
BDL
-
EYW
1 stop25h 01m
Breeze Airways
Wed 3/1111:51 am
EYW
-
BDL
2 stops29h 05m
Breeze Airways
Deal found 1/26$198
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/213:59 pm
BDL
-
EYW
1 stop17h 07m
Breeze Airways
Fri 2/279:49 am
EYW
-
BDL
2 stops13h 04m
Breeze Airways
Deal found 1/27$199
This Breeze Airways deal was found by Cheapflights users on 1/28. 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.
Fri 8/216:05 am
PVD
-
EYW
1 stop6h 26m
Breeze Airways
Fri 8/2812:10 pm
EYW
-
PVD
1 stop4h 53m
Breeze Airways
Deal found 1/28$211
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/76:50 pm
PVD
-
EYW
1 stop13h 16m
Breeze Airways
Wed 3/1111:51 am
EYW
-
PVD
1 stop25h 06m
Breeze Airways
Deal found 1/28$216
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/229:11 am
PVD
-
EYW
1 stop6h 20m
American Airlines
Thu 2/264:40 pm
EYW
-
PVD
1 stop7h 02m
American Airlines
Deal found 1/28$217
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/73:59 pm
BDL
-
EYW
1 stop16h 07m
Breeze Airways
Wed 3/1111:51 am
EYW
-
BDL
2 stops29h 05m
Breeze Airways
Deal found 1/27$217
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/17:00 am
PVD
-
EYW
1 stop27h 24m
Breeze Airways
Thu 2/59:46 am
EYW
-
PVD
1 stop27h 11m
Breeze Airways
Deal found 1/27$221
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/2210:03 am
PVD
-
EYW
1 stop5h 54m
American Airlines
Wed 2/251:55 pm
EYW
-
PVD
2 stops8h 48m
American Airlines
Deal found 1/28$222
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/306:00 am
PVD
-
EYW
1 stop6h 26m
Breeze Airways
Thu 4/29:46 am
EYW
-
PVD
1 stop27h 11m
Breeze Airways
Deal found 1/28$225
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 4/289:10 am
BDL
-
EYW
1 stop26h 01m
Multiple Airlines
Thu 5/712:05 pm
EYW
-
BDL
1 stop7h 12m
Multiple Airlines
Deal found 1/28$229

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 January 29, 2026.

Round-trip from

$190
(Kiwi.com)

One-way from

$80
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$415

Good round-trip deal

$158 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 ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Wed 3/4

8:05 am-9:06 am

1 stop25h 01m

Key West

Wed 3/11

11:51 am-4:56 pm

2 stops29h 05m

$198

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 4/28

9:10 am-11:11 am

1 stop26h 01m

Key West

Thu 5/7

12:05 pm-11:11 pm

2 stops11h 06m

$244

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 5/11

7:25 am-12:31 pm

1 stop5h 06m

Key West

Thu 5/14

12:05 pm-7:17 pm

1 stop7h 12m

$249

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 5/17

6:20 am-10:29 am

1 stop28h 09m

Key West

Tue 5/19

1:14 pm-4:30 pm

1 stop27h 16m

$256

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/18

8:05 am-9:06 am

1 stop25h 01m

Key West

Wed 3/25

11:51 am-4:56 pm

2 stops29h 05m

$261

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Sun 3/1

7:00 am-10:24 am

1 stop27h 24m

Key West

Thu 3/5

9:46 am-12:57 pm

1 stop27h 11m

$281

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 2/28

5:31 pm-10:37 pm

1 stop5h 06m

Key West

Wed 3/4

3:51 pm-11:54 pm

1 stop8h 03m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 3/4

10:30 am-4:07 pm

1 stop5h 37m

Key West

Wed 3/11

6:28 pm-11:59 pm

1 stop5h 31m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 2/18

10:30 am-4:07 pm

1 stop5h 37m

Key West

Wed 2/25

6:35 pm-11:59 pm

1 stop5h 24m

$289

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Wed 3/11

10:05 am-4:36 pm

1 stop6h 31m

Key West

Wed 3/18

2:24 pm-11:42 pm

2 stops9h 18m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

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 January 29, 2026.

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 $293, Breeze Airways can have you in Key West from Connecticut in 6h 31m. 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

Browse thousands of different options on Cheapflights for your next trip

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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 6 airlines flying from Connecticut to Key West

Discover the top 6 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$139Average$274FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$153Average$218FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$208Average$453FlexibilityNo cancel feeOn-time69%
DeltaCheapest$229Average$451FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$248Average$501FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$263Average$392FlexibilityNo cancel feeOn-time71%

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