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Key West

$90+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$203
(Kiwi.com)

One-way from

$90
(Priceline)

Popular in

April

Cheapest in

September

Average price

$388

Good one-way deal

$78 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. 6% potential increase in price ($30 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 November 2025
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Price to beat on a one-way 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 November 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/66:49 pmEWR - EYW
1 stop20h 55mMultiple Airlines
Sat 12/132:30 pmEYW - EWR
1 stop9h 22mMultiple Airlines
Deal found 11/2$203
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/161:36 pmBDL - EYW
1 stop18h 39mMultiple Airlines
Thu 11/208:55 amEYW - BDL
1 stop10h 37mMultiple Airlines
Deal found 10/31$204
This Breeze Airways deal was found by Cheapflights users on 11/1. 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 11/103:15 pmPVD - EYW
1 stop19h 50mBreeze Airways
Fri 11/149:57 amEYW - PVD
1 stop12h 10mBreeze Airways
Deal found 11/1$208
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/235:45 amEWR - EYW
1 stop29h 04mMultiple Airlines
Wed 11/2611:39 amEYW - EWR
1 stop12h 20mMultiple Airlines
Deal found 11/2$211
This Mytrip deal was found by Cheapflights users on 10/31. 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.
Sun 11/95:14 amEWR - EYW
1 stop15h 32mMultiple Airlines
Fri 11/1410:10 amEYW - EWR
1 stop13h 14mMultiple Airlines
Deal found 10/31$214
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/1911:49 amEWR - EYW
1 stop20h 26mMultiple Airlines
Wed 11/2611:39 amEYW - EWR
1 stop12h 20mMultiple Airlines
Deal found 11/2$215
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/227:40 pmEWR - EYW
1 stop15h 40mMultiple Airlines
Wed 11/2611:39 amEYW - EWR
1 stop12h 20mMultiple Airlines
Deal found 11/2$216
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/152:55 pmEWR - EYW
2 stops19h 24mMultiple Airlines
Sat 11/222:24 pmEYW - EWR
1 stop10h 07mMultiple Airlines
Deal found 11/1$217
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/166:00 amPVD - EYW
1 stop26h 15mBreeze Airways
Thu 11/2010:59 amEYW - PVD
2 stops12h 56mBreeze Airways
Deal found 11/1$219
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/152:16 pmEWR - EYW
1 stop17h 59mMultiple Airlines
Tue 11/1811:45 amEYW - EWR
2 stops31h 28mMultiple Airlines
Deal found 10/31$221
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/246:47 pmEWR - EYW
1 stop16h 51mMultiple Airlines
Wed 11/2611:39 amEYW - EWR
1 stop12h 20mMultiple Airlines
Deal found 11/2$223
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/219:08 amEWR - EYW
1 stop28h 21mMultiple Airlines
Thu 11/278:55 amEYW - EWR
1 stop8h 25mMultiple Airlines
Deal found 11/2$224

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 November 3, 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

Mon 11/10

3:15 pm-11:05 am

1 stop19h 50m

Key West

Fri 11/14

9:57 am-10:07 pm

1 stop12h 10m

$208

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Wed 1/21

1:01 pm-7:42 pm

1 stop6h 41m

Key West

Mon 1/26

6:08 pm-11:45 pm

1 stop5h 37m

$231

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Thu 11/13

6:00 am-8:15 am

1 stop26h 15m

Key West

Thu 11/20

8:55 am-12:55 pm

1 stop28h 00m

$233

NewarkKey West

EWR - EYW

EWREYW

Newark

Tue 1/20

9:30 am-1:03 pm

Nonstop3h 33m

Key West

Tue 1/27

4:15 pm-10:58 pm

1 stop6h 43m

$239

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Thu 12/4

7:00 am-10:31 am

1 stop27h 31m

Key West

Mon 12/8

11:11 am-5:10 pm

1 stop5h 59m

$244

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 12/3

8:05 am-8:15 am

1 stop24h 10m

Key West

Mon 12/8

11:11 am-5:26 pm

1 stop6h 15m

$256

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Thu 11/20

6:00 am-8:15 am

1 stop26h 15m

Key West

Sun 11/23

8:55 am-12:55 pm

1 stop28h 00m

$258

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 1/27

10:07 am-4:22 pm

1 stop6h 15m

Key West

Thu 2/5

6:05 pm-11:44 pm

1 stop5h 39m

$259

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Mon 12/8

7:28 am-2:54 pm

1 stop7h 26m

Key West

Sat 12/13

4:53 pm-11:54 pm

1 stop7h 01m

$261

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Sat 12/6

2:15 pm-8:06 pm

1 stop5h 51m

Key West

Wed 12/10

6:10 pm-11:34 pm

1 stop5h 24m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 October is currently the most expensive (average of $281). 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 November 3, 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 62% on your trip compared to booking a flight in the evening.

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 $239, Breeze Airways can have you in Key West from Connecticut in 3h 33m. Airlines will cover a distance of 1197 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 Allegiant Air, with whom users have recently found tickets for as low as $99. However, be on the lookout for offers from Spirit Airlines and Breeze Airways, 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, 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 October is currently the most expensive (average of $281). 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 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$453FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$434FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$248Average$507FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$251Average$391FlexibilityNo cancel feeOn-time71%

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