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Key West

$84+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Apr 29 — May 61
Wed 4/29
Wed 5/6
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 March 30, 2026.

This Breeze Airways deal was found by Cheapflights users on 3/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
BDL
-
EYW
1 stop5h 06m
Breeze Airways
Wed 9/211:46 am
EYW
-
BDL
1 stop4h 44m
Breeze Airways
Deal found 3/26$159
This Breeze Airways deal was found by Cheapflights users on 3/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:25 am
BDL
-
EYW
1 stop5h 06m
Breeze Airways
Wed 9/211:46 am
EYW
-
BDL
1 stop4h 44m
Breeze Airways
Deal found 3/26$162
This Breeze Airways deal was found by Cheapflights users on 3/28. 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 5/23:59 pm
BDL
-
EYW
1 stop17h 07m
Breeze Airways
Wed 5/611:46 am
EYW
-
BDL
1 stop4h 44m
Breeze Airways
Deal found 3/28$193
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:15 pm
PVD
-
EYW
1 stop21h 06m
Breeze Airways
Wed 4/811:51 am
EYW
-
PVD
1 stop25h 06m
Breeze Airways
Deal found 3/25$200
This Breeze Airways deal was found by Cheapflights users on 3/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/57:00 am
PVD
-
EYW
1 stop27h 24m
Breeze Airways
Thu 4/99:46 am
EYW
-
PVD
1 stop27h 11m
Breeze Airways
Deal found 3/25$205
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:15 pm
PVD
-
EYW
1 stop21h 06m
Breeze Airways
Thu 4/99:46 am
EYW
-
PVD
1 stop27h 11m
Breeze Airways
Deal found 3/25$206
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 8/236:20 am
BDL
-
EYW
1 stop28h 07m
Breeze Airways
Fri 8/281:11 pm
EYW
-
BDL
1 stop4h 44m
Breeze Airways
Deal found 3/29$207
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/116:05 am
PVD
-
EYW
1 stop6h 26m
Breeze Airways
Thu 5/1412:05 pm
EYW
-
PVD
1 stop4h 53m
Breeze Airways
Deal found 3/29$211
This Breeze Airways deal was found by Cheapflights users on 3/27. 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 5/910:45 am
BDL
-
EYW
1 stop24h 40m
Breeze Airways
Tue 5/121:14 pm
EYW
-
BDL
1 stop27h 16m
Breeze Airways
Deal found 3/27$211
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/116:05 am
PVD
-
EYW
1 stop6h 26m
Breeze Airways
Fri 5/1512:07 pm
EYW
-
PVD
1 stop4h 56m
Breeze Airways
Deal found 3/29$214
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Mon 6/16:30 am
PVD
-
EYW
1 stop4h 57m
Breeze Airways
Fri 6/512:07 pm
EYW
-
PVD
1 stop4h 56m
Breeze Airways
Deal found 3/26$217
This Breeze Airways deal was found by Cheapflights users on 3/29. 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 6/17:25 am
BDL
-
EYW
1 stop5h 06m
Breeze Airways
Thu 6/412:05 pm
EYW
-
BDL
2 stops11h 06m
Breeze Airways
Deal found 3/29$217

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 March 30, 2026.

Round-trip from

$193
(Breeze Airways)

One-way from

$84
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$562
From Connecticut to Key West
Search Deals
One-way flight from Connecticut to Key West
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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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 March 30, 2026.
Use the filters below to find and compare flights from Connecticut to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 5/2

3:59 pm-9:06 am

1 stop17h 07m

Key West

Wed 5/6

11:46 am-4:30 pm

1 stop4h 44m

$197

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 5/9

10:45 am-11:25 am

1 stop24h 40m

Key West

Tue 5/12

1:14 pm-4:30 pm

1 stop27h 16m

$211

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 6/1

7:25 am-12:31 pm

1 stop5h 06m

Key West

Thu 6/4

12:05 pm-11:11 pm

2 stops11h 06m

$225

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Wed 5/27

3:56 pm-10:24 am

1 stop18h 28m

Key West

Wed 6/3

11:46 am-10:57 pm

1 stop11h 11m

$229

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Wed 4/22

12:39 pm-10:58 pm

2 stops10h 19m

Key West

Wed 4/29

4:20 pm-11:38 pm

1 stop7h 18m

$282

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Tue 6/16

8:05 am-11:06 am

2 stops27h 01m

Key West

Fri 6/19

12:07 pm-5:03 pm

1 stop4h 56m

$314

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Wed 5/13

1:23 pm-7:49 pm

1 stop6h 26m

Key West

Mon 5/18

6:19 pm-11:57 pm

1 stop5h 38m

$317

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Fri 4/10

1:04 pm-7:41 pm

1 stop6h 37m

Key West

Tue 4/14

7:33 am-2:42 pm

1 stop7h 09m

$317

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 5/6

11:46 am-7:40 pm

1 stop7h 54m

Key West

Sat 5/9

6:19 pm-12:33 am

1 stop6h 14m

$323

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Wed 4/22

7:03 pm-3:42 pm

1 stop20h 39m

Key West

Wed 4/29

11:51 am-12:57 pm

1 stop25h 06m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $191). Flying from Connecticut to Key West in March is currently the most expensive (average of $366). 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 much does it cost to fly round-trip from Connecticut to Key West?

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 $317, Breeze Airways can have you in Key West from Connecticut in 6h 26m. 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 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, June is the cheapest month in which you can book a flight from Connecticut to Key West (average of $191). Flying from Connecticut to Key West in March is currently the most expensive (average of $366). 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 March 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$139Average$304FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$153Average$214FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$242Average$475FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$418FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$333Average$452FlexibilityNo cancel feeOn-time69%

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