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Key West

$100+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — EYW
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$188
(Kiwi.com)

One-way from

$100
(Mytrip)
From Connecticut to Key West
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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 July 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/29. 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 8/246:00 amPVD - EYW
1 stop7h 07mBreeze Airways
Fri 8/291:47 pmEYW - PVD
1 stop9h 51mBreeze Airways
Deal found 7/29$202
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/226:00 amBDL - EYW
1 stop27h 07mBreeze Airways
Thu 9/258:55 amEYW - BDL
2 stops14h 09mBreeze Airways
Deal found 7/28$205
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/111:30 amEWR - EYW
Nonstop3h 25mUnited Airlines
Wed 9/103:50 pmEYW - EWR
Nonstop3h 19mUnited Airlines
Deal found 7/31$229
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/256:00 amPVD - EYW
1 stop7h 05mDelta
Sat 8/306:20 pmEYW - PVD
1 stop5h 39mDelta
Deal found 7/31$243
This Delta deal was found by Cheapflights users on 7/29. 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.
Mon 9/16:00 amEWR - EYW
1 stop7h 05mDelta
Wed 9/107:00 amEYW - EWR
1 stop7h 24mDelta
Deal found 7/29$248
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/249:55 amEWR - EYW
1 stop5h 51mMultiple Airlines
Fri 8/2910:33 amEYW - EWR
1 stop10h 39mMultiple Airlines
Deal found 7/30$251
This American Airlines deal was found by Cheapflights users on 7/30. 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 11/81:44 pmEWR - EYW
1 stop8h 05mAmerican Airlines
Tue 11/118:00 pmEYW - EWR
1 stop4h 45mAmerican Airlines
Deal found 7/30$259
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/247:20 amPVD - EYW
1 stop6h 31mAmerican Airlines
Sat 8/302:29 pmEYW - PVD
1 stop5h 50mAmerican Airlines
Deal found 7/31$263
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 11/137:38 amEWR - EYW
1 stop5h 52mSpirit Airlines
Mon 11/172:25 pmEYW - EWR
1 stop10h 31mSpirit Airlines
Deal found 7/30$272
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:05 amLGA - EYW
1 stop7h 25mSpirit Airlines
Mon 11/172:25 pmEYW - LGA
1 stop4h 46mSpirit Airlines
Deal found 7/29$283
This Delta deal was found by Cheapflights users on 7/28. 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.
Sat 8/301:20 pmBDL - EYW
1 stop6h 52mDelta
Wed 9/32:00 pmEYW - BDL
1 stop6h 28mDelta
Deal found 7/28$283
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 11/133:00 pmLGA - EYW
1 stop6h 47mAmerican Airlines
Tue 11/182:35 pmEYW - LGA
Nonstop3h 14mAmerican Airlines
Deal found 7/29$284

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 July 31, 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 8/24

6:00 am-1:07 pm

1 stop7h 07m

Key West

Fri 8/29

1:47 pm-11:38 pm

1 stop9h 51m

$202

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Mon 9/22

6:00 am-9:07 am

1 stop27h 07m

Key West

Thu 9/25

8:55 am-11:04 pm

2 stops14h 09m

$205

NewarkKey West

EWR - EYW

EWREYW

Newark

Mon 9/1

11:30 am-2:55 pm

Nonstop3h 25m

Key West

Wed 9/10

3:50 pm-7:09 pm

Nonstop3h 19m

$229

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Mon 8/25

6:00 am-1:05 pm

1 stop7h 05m

Key West

Sat 8/30

6:20 pm-11:59 pm

1 stop5h 39m

$243

NewarkKey West

EWR - EYW

EWREYW

Newark

Mon 9/1

6:00 am-1:05 pm

1 stop7h 05m

Key West

Wed 9/10

6:20 pm-11:57 pm

1 stop5h 37m

$248

NewarkKey West

EWR - EYW

EWREYW

Newark

Sun 8/24

9:55 am-3:46 pm

1 stop5h 51m

Key West

Fri 8/29

10:33 am-9:12 pm

1 stop10h 39m

$251

NewarkKey West

EWR - EYW

EWREYW

Newark

Sat 8/30

12:26 pm-5:23 pm

1 stop4h 57m

Key West

Wed 9/3

11:25 am-5:47 pm

1 stop6h 22m

$259

ProvidenceKey West

PVD - EYW

PVDEYW

Providence-TFGreen

Sun 8/24

7:20 am-1:51 pm

1 stop6h 31m

Key West

Sat 8/30

2:29 pm-8:19 pm

1 stop5h 50m

$263

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 8/30

1:20 pm-8:12 pm

1 stop6h 52m

Key West

Wed 9/3

2:00 pm-8:28 pm

1 stop6h 28m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 9/2

6:01 am-4:46 pm

2 stops10h 45m

Key West

Sat 9/6

6:17 pm-11:29 pm

1 stop5h 12m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 34 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 July 31, 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.

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 July 31, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and Breeze Airways from Connecticut to Key West by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Breeze Airways
8.0
Very good
191 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 $100. However, be on the lookout for offers from Breeze Airways and American 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?

    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, 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.
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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$208Average$453FlexibilityNo cancel feeOn-time69%
DeltaCheapest$218Average$424FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$245Average$401FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$367Average$536FlexibilityNo cancel feeOn-time62%

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