$245 Cheap Flights from Key West (EYW) to New Haven (HVN)

View $245 flight on Thu, Nov 13, 2025Opens in a new window

Popular airlines from Key West Intl. Airport (EYW) to New Haven, CT (HVN-Tweed - New Haven Regional)

Cheap Flights from Key West to New Haven (EYW-HVN)

Prices were available within the past 7 days and start at $245 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flights from Key West (EYW) to New Haven (HVN)
Origin airport
Key West Intl.
Destination airport
Tweed - New Haven Regional
Distance
1262 mi

Key West to New Haven Flights

The cheapest times to fly from Key West to New Haven

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Key West to New Haven are during the month of . You can find some of the cheapest flights from Key West to New Haven with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Key West to New Haven

Sunday is one of the best days to book for cheap flights from Key West to New Haven: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Key West to New Haven

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Key West to New Haven in 2025. You can also book with separate airlines for your outbound and return journeys, from $245 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Key West to New Haven flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Key West to New Haven airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN) cost?
Snag a cheap one-way flight from $245 or cheap return flight from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN)?
is the least expensive month to fly from EYW to HVN. Planning your trip for the off-season is often the key to finding a great deal.
What is the cheapest airline that flies from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from EYW to HVN. Then, sort your results by "Price (lowest to highest)" to score a great deal.
How many flights per day from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN)?
Direct flights from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from EYW to HVN?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change based on a range of factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN)?
To touch down at Tweed - New Haven Regional Airport (HVN) without delays, opt for a flight that leaves from Key West Intl. Airport (EYW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN) last-minute?
Last-minute fares from EYW to HVN are usually more expensive. For the best prices, start searching for flights well in advance. That said, if you're flexible with your travel plans, it's possible to find a cheap ticket just before your departure.
Is it cheaper to book an EYW to HVN flight and hotel package?
You can save money by securing an EYW to HVN flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. After choosing your preferred accommodations and flights, you can add extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Key West Intl. Airport (EYW) to Tweed - New Haven Regional Airport (HVN)?
If you reserved your EYW to HVN flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you want more information.

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*Available to One Key members.