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$97+ Cheap flights from Key West (EYW) to Connecticut

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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BDL
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Key West to Connecticut

Keep the following information in mind while searching for Key West to Connecticut flight deals. Data was last updated July 31, 2025.

Round-trip from

$176
(Expedia)

One-way from

$97
(Kiwi.com)
From Key West to Connecticut
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One-way flight from Key West to Connecticut
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Find flight deals from Key West to Connecticut

Cheapest flights from Key West to Connecticut
Explore the most affordable flight options available from Key West to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/141:47 pmEYW - PVD
2 stops9h 31mBreeze Airways
Mon 8/184:40 pmPVD - EYW
1 stop16h 42mBreeze Airways
Deal found 7/30$176
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/43:50 pmEYW - EWR
Nonstop3h 19mUnited Airlines
Wed 9/1011:30 amEWR - EYW
Nonstop3h 25mUnited Airlines
Deal found 7/30$229
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.
Fri 12/122:13 pmEYW - LGA
Nonstop3h 16mAmerican Airlines
Mon 12/1510:00 amLGA - EYW
Nonstop3h 30mAmerican Airlines
Deal found 7/29$239
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.
Wed 10/296:17 pmEYW - EWR
1 stop5h 39mDelta
Tue 11/41:29 pmEWR - EYW
1 stop6h 37mDelta
Deal found 7/31$239
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.
Thu 9/41:59 pmEYW - EWR
2 stops8h 01mAmerican Airlines
Wed 9/106:49 amEWR - EYW
1 stop6h 40mAmerican Airlines
Deal found 7/30$264
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1510:23 amEYW - EWR
1 stop10h 49mMultiple Airlines
Sat 8/168:51 pmEWR - EYW
2 stops17h 19mMultiple Airlines
Deal found 7/31$267
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:00 pmEYW - BDL
1 stop5h 52mDelta
Tue 9/302:36 pmBDL - EYW
1 stop5h 31mDelta
Deal found 7/30$283
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.
Tue 10/72:14 pmEYW - JFK
1 stop7h 45mAmerican Airlines
Sat 10/1111:00 amJFK - EYW
1 stop6h 16mAmerican Airlines
Deal found 7/31$297
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.
Fri 8/155:02 pmEYW - PVD
1 stop5h 56mAmerican Airlines
Sun 8/177:20 amPVD - EYW
1 stop6h 31mAmerican Airlines
Deal found 7/31$319
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/412:29 pmEYW - LGA
2 stops11h 01mMultiple Airlines
Mon 9/85:55 amLGA - EYW
1 stop5h 57mMultiple Airlines
Deal found 7/29$332
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 pmEYW - JFK
1 stop6h 52mDelta
Mon 12/1512:25 pmJFK - EYW
1 stop7h 19mDelta
Deal found 7/30$359
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.
Fri 9/268:47 amEYW - BDL
2 stops9h 09mBreeze Airways
Thu 10/212:55 pmBDL - EYW
1 stop21h 36mBreeze Airways
Deal found 7/28$379

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Connecticut 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 Key West to Connecticut that are best for you.

Fly from

Key West

Fly to

Connecticut

Route

Depart

Return

Price

Key WestProvidence

EYW - PVD

EYWPVD

Key West

Thu 8/14

1:47 pm-11:18 pm

2 stops9h 31m

Providence-TFGreen

Mon 8/18

4:40 pm-9:22 am

1 stop16h 42m

$176

Key WestNewark

EYW - EWR

EYWEWR

Key West

Thu 9/4

3:50 pm-7:09 pm

Nonstop3h 19m

Newark

Wed 9/10

11:30 am-2:55 pm

Nonstop3h 25m

$229

Key WestNew York

EYW - LGA

EYWLGA

Key West

Fri 12/12

2:13 pm-5:29 pm

Nonstop3h 16m

New York LaGuardia

Mon 12/15

10:00 am-1:30 pm

Nonstop3h 30m

$239

Key WestNewark

EYW - EWR

EYWEWR

Key West

Wed 10/29

6:17 pm-11:56 pm

1 stop5h 39m

Newark

Tue 11/4

1:29 pm-8:06 pm

1 stop6h 37m

$239

Key WestNewark

EYW - EWR

EYWEWR

Key West

Thu 9/4

1:59 pm-10:00 pm

2 stops8h 01m

Newark

Wed 9/10

6:49 am-1:29 pm

1 stop6h 40m

$264

Key WestNewark

EYW - EWR

EYWEWR

Key West

Fri 8/15

10:23 am-9:12 pm

1 stop10h 49m

Newark

Sat 8/16

8:51 pm-2:10 pm

2 stops17h 19m

$267

Key WestHartford

EYW - BDL

EYWBDL

Key West

Wed 9/24

11:50 am-5:43 pm

1 stop5h 53m

Hartford Bradley Intl

Tue 9/30

6:00 am-10:55 am

1 stop4h 55m

$283

Key WestHartford

EYW - BDL

EYWBDL

Key West

Wed 9/24

11:25 am-11:27 pm

2 stops12h 02m

Hartford Bradley Intl

Wed 10/29

5:40 am-10:52 am

1 stop5h 12m

$288

Key WestNew York

EYW - JFK

EYWJFK

Key West

Tue 10/7

2:14 pm-9:59 pm

1 stop7h 45m

New York John F Kennedy Intl

Sat 10/11

11:00 am-5:16 pm

1 stop6h 16m

$297

Key WestProvidence

EYW - PVD

EYWPVD

Key West

Fri 8/15

5:02 pm-10:58 pm

1 stop5h 56m

Providence-TFGreen

Sun 8/17

7:20 am-1:51 pm

1 stop6h 31m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 43 results
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Best time to book a flight from Key West to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from Key West 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 Key West to Connecticut

What is the cheapest month to book a flight from Key West to Connecticut?

Currently, November is the cheapest month in which you can book a flight from Key West to Connecticut (average of $287). Flying from Key West to Connecticut in December is currently the most expensive (average of $351). 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 EYW to CT?

Find hourly flight availability from Key West to Connecticut. 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.

When flying from Key West to Connecticut, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated July 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta, and Breeze Airways from Key West to Connecticut. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

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

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

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

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

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

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

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.
Qatar Airways
7.4
Good
3,609 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

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

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

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 Key West to Connecticut. 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 from for flights from Key West to Connecticut?

    For a flight from Key West to Connecticut, you will be flying from Key West. Key West (EYW) is just 2.6 mi from the center of the city.

  • What are the cheapest airlines to fly from Key West to Connecticut one-way?

    The cheapest airlines for a one-way flight from Key West to Connecticut are Breeze Airways ($97), American Airlines ($142), and Delta ($149).

  • What are the most popular routes from Key West to Connecticut?

    Most travelers choose Key West - Newark, Key West - Hartford Bradley Intl or Key West - New York LaGuardia when deciding on the best route from Key West to Connecticut.

  • Can I find deals for flights from Key West to Connecticut that include hotel bookings?

    Yes. In addition to deals on Key West to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Connecticut?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Connecticut.

  • Can I find deals for business class flights from Key West to Connecticut?

    Yes. Cheapflights offers flight deals from Key West to Connecticut 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 Key West to Connecticut?

    Currently, November is the cheapest month in which you can book a flight from Key West to Connecticut (average of $287). Flying from Key West to Connecticut in December is currently the most expensive (average of $351). 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 Key West to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Key West to Connecticut

Discover the top 2 airlines that operate flights from Key West to Connecticut. 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
DeltaCheapest$228Average$393FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$238Average$406FlexibilityNo cancel feeOn-time71%

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