In terms of precipitation, rainfall in New Haven ranges from 3.1 - 4.5 inches per month. May is typically the wettest month, when rainfall can reach 4.5 in. February is typically the driest time to visit New Haven when rainfall is around 3.1 in.

If weather is an important factor for your trip to New Haven, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

What is the cheapest month to fly from Key West to New Haven?

Our data shows that January tends to be the cheapest month to fly to New Haven from Key West. Users have commonly found prices around $354 for the month, but tickets can be as low as $229. Due to multiple factors, prepare for potentially higher prices in February.

What is the cheapest time of day to fly from EYW to HVN?

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

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.

$497+ Flights from Key West to New Haven

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Cheap flight deals from Key West to New Haven

Round-trip from	$497 (FlightHub)
Popular in	February
Cheapest in	January
Average price	$389

From Key West to Tweed-New Haven

Search Deals

Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).

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Average for round-trip flights in August 2025

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Find flight deals from Key West to New Haven

Cheapest flights from Key West to New Haven
Explore the most affordable flight options available from Key West to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

Sun 10/58:55 amEYW - HVN

1 stop9h 49mBreeze Airways

Thu 10/97:24 pmHVN - EYW

1 stop16h 28mBreeze Airways

Deal found 7/31

$497

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 August 1, 2025.

Sun 10/58:55 amEYW - HVN

1 stop9h 49mBreeze Airways

Thu 10/97:24 pmHVN - EYW

1 stop16h 28mBreeze Airways

Deal found 7/31

$497

Last-minute flights from Key West to New Haven
Discover last-minute flight deals from Key West to New Haven. Data last updated August 1, 2025 and is based on user searches.

Fri 8/1510:02 amEYW - HVN

1 stop22h 43mBreeze Airways

Tue 8/199:30 amHVN - EYW

2 stops23h 52mBreeze Airways

Deal found 7/30

$608

Fly from

Fly to

Route

Depart

Return

Price

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Sun 10/5

8:55 am-6:44 pm

1 stop9h 49m

Tweed-New Haven

Thu 10/9

7:24 pm-11:52 am

1 stop16h 28m

$497

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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, February is the cheapest month in which you can book a flight from Key West to New Haven (average of $91). Flying from Key West to New Haven in December is currently the most expensive (average of $186). 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.

Reviews of airlines servicing New Haven

Read reviews from past customers who have flown Breeze Airways from Key West to New Haven. 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.

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Breeze Airways

8.0

Very good

191 reviews

Breeze Airways

8.0

Very good

191 reviews

Reviews

1 / 13

8.0

Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

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, February is the cheapest month in which you can book a flight from Key West to New Haven (average of $91). Flying from Key West to New Haven in December is currently the most expensive (average of $186). 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.

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$497+ Cheap flights from Key West to New Haven (EYW - HVN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/5. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Key West to New Haven with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Key West to New Haven

Round-trip from

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Find flight deals from Key West to New Haven

Cheapest flights from Key West to New HavenExplore the most affordable flight options available from Key West to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

Explore the most affordable flight options available from Key West to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Key West to New Haven that are best for you.

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.

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?

Reviews of airlines servicing New Haven

Read reviews from past customers who have flown Breeze Airways from Key West to New Haven. 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.

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.

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

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

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

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

Traveling to a place near New Haven?

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Cheapest flights from Key West to New Haven
Explore the most affordable flight options available from Key West to New Haven. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.