Key West

$82+ 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
Apr 2 — Apr 91
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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 March 28, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$239
(American Airlines)

One-way from

$82
(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 March 28, 2025.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/97:52 amBDL - EYW
1 stop6h 45mAmerican Airlines
Tue 5/135:24 pmEYW - BDL
1 stop5h 19mAmerican Airlines
Deal found 3/27$239
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2010:00 amLGA - EYW
Nonstop3h 44mAmerican Airlines
Thu 4/242:17 pmEYW - LGA
Nonstop3h 12mAmerican Airlines
Deal found 3/27$257
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/107:59 amJFK - EYW
2 stops8h 53mAmerican Airlines
Thu 5/1511:28 amEYW - JFK
2 stops10h 27mAmerican Airlines
Deal found 3/28$258
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/261:10 pmBDL - EYW
1 stop7h 20mDelta
Wed 4/306:30 pmEYW - BDL
1 stop5h 29mDelta
Deal found 3/27$269
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/149:10 amJFK - EYW
1 stop8h 55mJetBlue
Sat 4/191:14 pmEYW - JFK
1 stop6h 34mJetBlue
Deal found 3/27$272
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/149:46 amLGA - EYW
1 stop8h 19mJetBlue
Sat 4/191:14 pmEYW - LGA
1 stop8h 11mJetBlue
Deal found 3/27$272
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/276:00 amPVD - EYW
2 stops6h 51mAmerican Airlines
Thu 5/295:30 pmEYW - PVD
2 stops7h 16mAmerican Airlines
Deal found 3/28$273
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/162:59 pmLGA - EYW
1 stop5h 31mDelta
Thu 4/246:13 pmEYW - LGA
1 stop5h 27mDelta
Deal found 3/26$284
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/278:50 amJFK - EYW
2 stops11h 17mDelta
Tue 6/36:25 pmEYW - JFK
2 stops14h 23mDelta
Deal found 3/27$296
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/205:50 amPVD - EYW
2 stops8h 15mDelta
Thu 4/246:13 pmEYW - PVD
1 stop5h 44mDelta
Deal found 3/28$310
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/46:00 amBDL - EYW
1 stop7h 19mBreeze Airways
Mon 7/710:25 amEYW - BDL
1 stop13h 54mBreeze Airways
Deal found 3/27$320
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/136:43 pmEWR - EYW
1 stop21h 37mMultiple Airlines
Thu 4/1710:23 amEYW - EWR
1 stop6h 18mMultiple Airlines
Deal found 3/27$332

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 28, 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

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Fri 5/9

7:52 am-2:37 pm

1 stop6h 45m

Key West

Tue 5/13

5:24 pm-10:43 pm

1 stop5h 19m

$239

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 4/26

1:10 pm-8:30 pm

1 stop7h 20m

Key West

Wed 4/30

6:30 pm-11:59 pm

1 stop5h 29m

$243

New YorkKey West

LGA - EYW

LGAEYW

New York LaGuardia

Sun 4/20

10:00 am-1:44 pm

Nonstop3h 44m

Key West

Thu 4/24

2:17 pm-5:29 pm

Nonstop3h 12m

$257

New YorkKey West

JFK - EYW

JFKEYW

New York John F Kennedy Intl

Sat 5/10

7:59 am-4:52 pm

2 stops8h 53m

Key West

Thu 5/15

11:28 am-9:55 pm

2 stops10h 27m

$258

New YorkKey West

JFK - EYW

JFKEYW

New York John F Kennedy Intl

Mon 4/14

9:10 am-6:05 pm

1 stop8h 55m

Key West

Sat 4/19

1:14 pm-7:48 pm

1 stop6h 34m

$272

New YorkKey West

LGA - EYW

LGAEYW

New York LaGuardia

Mon 4/14

9:46 am-6:05 pm

1 stop8h 19m

Key West

Sat 4/19

1:14 pm-9:25 pm

1 stop8h 11m

$272

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Tue 5/27

6:00 am-12:51 pm

2 stops6h 51m

Key West

Thu 5/29

5:30 pm-12:46 am

2 stops7h 16m

$273

New YorkKey West

LGA - EYW

LGAEYW

New York LaGuardia

Wed 4/16

2:59 pm-8:30 pm

1 stop5h 31m

Key West

Thu 4/24

6:13 pm-11:40 pm

1 stop5h 27m

$284

New YorkKey West

JFK - EYW

JFKEYW

New York John F Kennedy Intl

Tue 5/27

8:50 am-8:07 pm

2 stops11h 17m

Key West

Tue 6/3

6:25 pm-8:48 am

2 stops14h 23m

$296

New YorkKey West

LGA - EYW

LGAEYW

New York LaGuardia

Sun 4/20

7:00 am-3:04 pm

1 stop8h 04m

Key West

Wed 4/23

4:04 pm-11:18 pm

1 stop7h 14m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

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 $495). 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 March 28, 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 March 28, 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.

Crew

8.8

Boarding

8.3

Food

6.7

Entertainment

6.6

Comfort

8.2

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!

Crew

8.8

Boarding

8.3

Food

6.7

Entertainment

6.6

Comfort

8.2

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

Crew

8.8

Boarding

8.3

Food

6.7

Entertainment

6.6

Comfort

8.2

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!

Crew

8.8

Boarding

8.3

Food

6.7

Entertainment

6.6

Comfort

8.2

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!

Crew

8.8

Boarding

8.3

Food

6.7

Entertainment

6.6

Comfort

8.2

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!

Crew

8.8

Boarding

8.3

Food

6.7

Entertainment

6.6

Comfort

8.2

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 American Airlines, with whom users have recently found tickets for as low as $129. However, be on the lookout for offers from Delta and United 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?

  • 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 $495). 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$408FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$239Average$412FlexibilityNo cancel feeOn-time71%
DeltaCheapest$247Average$419FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$397Average$546FlexibilityNo cancel feeOn-time62%
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