$165+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HVN
Feb 28 — Mar 71
1 adult, Economy
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One-way flights from Key West to New HavenSearch for one-way flight options from Key West to New Haven. Find affordable one-way fares based on user searches. Data last updated January 29, 2026.
Search for one-way flight options from Key West to New Haven. Find affordable one-way fares based on user searches. Data last updated January 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 2/241:01 pm
EYW
- HVN
3 stops48h 40m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$165
Find 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 January 29, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Popular in | August |
Cheapest in | November |
Average price | $477 |
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 January 29, 2026.
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
Tue 2/24
1:01 pm-1:41 pm
3 stops48h 40m
$165
- 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% 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, May is the cheapest month in which you can book a flight from Key West to New Haven (average of $229). Flying from Key West to New Haven in November is currently the most expensive (average of $476). 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 HVN?
Find hourly flight availability from Key West to New Haven. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.
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.
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.
Traveling to a place near New Haven?
Book flights to New Haven if you plan to visit one of these locationsWallingford