Key West

$97+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
May 6 — May 131
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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 May 1, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$205
(Orbitz)

One-way from

$97
(Mytrip)
Provider with most accurate pricing for Springfield (SFY)-Key West flight deals.
Provider most trusted by Cheapflights users for Springfield (SFY)-Key West flights.
From Connecticut to Key West
One-way flight from Connecticut to Key West

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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/258:59 amPVD - EYW
2 stops9h 50mAmerican Airlines
Wed 5/285:24 pmEYW - PVD
1 stop7h 22mAmerican Airlines
Deal found 4/29$214
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/126:00 amPVD - EYW
1 stop7h 17mBreeze Airways
Sun 6/1510:12 amEYW - PVD
1 stop26h 31mBreeze Airways
Deal found 4/29$247
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 6/107:43 amJFK - EYW
1 stop5h 11mAmerican Airlines
Tue 6/177:32 pmEYW - JFK
1 stop4h 36mAmerican Airlines
Deal found 4/30$249
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2812:59 pmLGA - EYW
1 stop7h 08mDelta
Wed 6/46:25 pmEYW - LGA
1 stop5h 19mDelta
Deal found 4/28$249
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/189:59 amLGA - EYW
Nonstop3h 30mAmerican Airlines
Fri 5/302:18 pmEYW - LGA
Nonstop3h 11mAmerican Airlines
Deal found 4/29$251
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Wed 10/18:05 amBDL - EYW
1 stop24h 10mBreeze Airways
Mon 10/68:47 amEYW - BDL
2 stops9h 09mBreeze Airways
Deal found 4/29$253
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/610:00 amBDL - EYW
1 stop7h 15mDelta
Fri 9/126:00 pmEYW - BDL
1 stop5h 46mDelta
Deal found 4/29$269
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/185:30 amEWR - EYW
2 stops28h 03mMultiple Airlines
Thu 5/228:53 amEYW - EWR
2 stops27h 34mMultiple Airlines
Deal found 4/30$273
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 9/611:27 amBDL - EYW
2 stops7h 04mAmerican Airlines
Fri 9/122:51 pmEYW - BDL
1 stop5h 06mAmerican Airlines
Deal found 4/30$274
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/198:03 amEWR - EYW
1 stop6h 37mAmerican Airlines
Mon 9/226:01 pmEYW - EWR
1 stop6h 01mAmerican Airlines
Deal found 4/29$279
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/176:00 amEWR - EYW
1 stop4h 53mDelta
Wed 6/256:00 pmEYW - EWR
1 stop6h 58mDelta
Deal found 4/29$294
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/313:59 pmEWR - EYW
1 stop22h 01mUnited Airlines
Mon 6/26:45 pmEYW - EWR
1 stop15h 05mUnited Airlines
Deal found 4/29$303

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 May 1, 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

Sun 5/25

8:59 am-6:49 pm

2 stops9h 50m

Key West

Wed 5/28

5:24 pm-12:46 am

1 stop7h 22m

$214

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Thu 6/12

6:00 am-1:17 pm

1 stop7h 17m

Key West

Sun 6/15

10:12 am-12:43 pm

1 stop26h 31m

$247

New YorkKey West

LGA - EYW

LGAEYW

New York LaGuardia

Wed 5/28

12:59 pm-8:07 pm

1 stop7h 08m

Key West

Wed 6/4

6:25 pm-11:44 pm

1 stop5h 19m

$249

New YorkKey West

JFK - EYW

JFKEYW

New York John F Kennedy Intl

Tue 6/10

6:30 am-2:08 pm

1 stop7h 38m

Key West

Tue 6/17

7:32 pm-12:08 am

1 stop4h 36m

$249

New YorkKey West

LGA - EYW

LGAEYW

New York LaGuardia

Sun 5/18

9:59 am-1:29 pm

Nonstop3h 30m

Key West

Fri 5/30

2:18 pm-5:29 pm

Nonstop3h 11m

$251

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 10/1

8:05 am-8:15 am

1 stop24h 10m

Key West

Mon 10/6

8:47 am-5:56 pm

2 stops9h 09m

$253

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 9/6

10:00 am-5:15 pm

1 stop7h 15m

Key West

Fri 9/12

6:00 pm-11:46 pm

1 stop5h 46m

$269

NewarkKey West

EWR - EYW

EWREYW

Newark

Sun 5/18

5:30 am-9:33 am

2 stops28h 03m

Key West

Thu 5/22

8:53 am-12:27 pm

2 stops27h 34m

$273

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 9/6

11:27 am-6:31 pm

2 stops7h 04m

Key West

Fri 9/12

2:51 pm-7:57 pm

1 stop5h 06m

$274

NewarkKey West

EWR - EYW

EWREYW

Newark

Wed 5/14

2:05 pm-8:07 pm

1 stop6h 02m

Key West

Tue 5/20

6:25 pm-1:07 am

1 stop6h 42m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 45 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 $492). 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 May 1, 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.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated May 1, 2025.
See what other customers who have flown with Breeze Airways, Delta and United Airlines from Connecticut to Key West have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
8.0
Very good

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Crew

8.8

Overall

8.1

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • 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 $102. However, be on the lookout for offers from United 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?

  • 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 $492). 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.

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$408FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$412FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$431FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$397Average$548FlexibilityNo cancel feeOn-time62%

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