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$80+ Cheap flights from Key West to New Haven (EYW - HVN)

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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HVN
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Key West to New Haven

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to New Haven (HVN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 3, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$497
(Breeze Airways)

One-way from

$80
(Booking.com)

Popular in

February

Cheapest in

January

Average price

$259
Provider with most accurate pricing for Key West-Tweed-New Haven flight deals.
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Provider most trusted by Cheapflights users for Key West-Tweed-New Haven flights.
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From Key West to Tweed-New Haven
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One-way flight from Key West to Tweed-New Haven
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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Key West to New Haven

Best flights from Key West to New Haven
Discover carefully curated flight deals from Key West to New Haven that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 3, 2025.

This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:46 amEYW - HVN
1 stop10h 18mBreeze Airways
Sun 5/38:44 pmHVN - EYW
1 stop15h 42mBreeze Airways
Deal found 10/31$497

Cheapflights Fare Finder

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

Fly from

Key West

Fly to

New Haven

Route

Depart

Return

Price

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Thu 4/30

9:46 am-8:04 pm

1 stop10h 18m

Tweed-New Haven

Sun 5/3

8:44 pm-12:26 pm

1 stop15h 42m

$497

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Tue 11/25

6:03 pm-9:05 pm

Nonstop3h 02m

$80

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Tue 11/25

12:28 pm-1:43 pm

2 stops49h 15m

$264

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Tue 11/18

11:45 am-2:01 pm

3 stops26h 16m

$408

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

  • Most accurate provider: When it comes to deals on Key West-New Haven flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Key West-New Haven flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from Key West-New Haven flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Key West-New Haven flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-New Haven flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Key West to New Haven

Have a flexible travel schedule? Discover the best time to fly to New Haven 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 New Haven

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

Currently, December is the cheapest month in which you can book a flight from Key West to New Haven (average of $215). Flying from Key West to New Haven in January is currently the most expensive (average of $408). 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.

Related info for your journey

Find useful and relevant information for your journey from Key West to New Haven. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Key West to New Haven?

    There are many flights that can get you from Key West to New Haven in 10h 18m. Fly via Breeze Airways to get the fastest option. The distance between Key West and New Haven is about 1262 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to New Haven 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 New Haven?

    Currently, December is the cheapest month in which you can book a flight from Key West to New Haven (average of $215). Flying from Key West to New Haven in January is currently the most expensive (average of $408). 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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