$369+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HVN
Nov 2 — Nov 91
Round-trip
1 adult, Economy
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Find cheap flights from Key West to New Haven with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to New Haven
Best
One-way
Best flights from Key West to New HavenDiscover 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 October 3, 2026.
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 October 3, 2026.
This KAYAK deal was found by Cheapflights users on 9/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/161:16 pm -
3 stops51h 46m
Mon 3/297:07 pm -
2 stops16h 09m
Deal found 9/30![Breeze Airways logo]()
$1,728
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 October 3, 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 October 3, 2026.
This KAYAK deal was found by Cheapflights users on 9/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/3110:59 am -
1 stop8h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Breeze Airways logo]()
$369
This KAYAK deal was found by Cheapflights users on 10/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1110:59 am -
1 stop8h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Breeze Airways logo]()
$489
This KAYAK deal was found by Cheapflights users on 9/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/110:59 am -
2 stops7h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Breeze Airways logo]()
$499
This KAYAK deal was found by Cheapflights users on 10/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:59 am -
2 stops30h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Breeze Airways logo]()
$525
This KAYAK deal was found by Cheapflights users on 10/2. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1811:59 am -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Breeze Airways logo]()
$629
This KAYAK deal was found by Cheapflights users on 9/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/25:35 pm -
2 stops24h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Breeze Airways logo]()
$665
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 October 3, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $1,728 (KAYAK) |
One-way from | $369 (KAYAK) |
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 7,457,451 searches. Data last updated October 3, 2026.
Use the filters below to find and compare flights from Key West to New Haven that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Thu 12/31
12:01 pm-6:04 pm
2 stops30h 03m
Tweed-New Haven
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$430
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Sun 10/25
10:59 am-5:44 pm
2 stops30h 45m
Tweed-New Haven
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$525
Quickest round-trip
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Mon 1/18
11:59 am-5:44 pm
1 stop5h 45m
Tweed-New Haven
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$629
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Sun 10/11
12:01 pm-10:23 am
2 stops22h 22m
Tweed-New Haven
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$630
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Sat 1/2
5:35 pm-5:54 pm
2 stops24h 19m
Tweed-New Haven
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$665
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Tue 3/16
1:16 pm-5:02 pm
3 stops51h 46m
Tweed-New Haven
Mon 3/29
7:07 pm-11:16 am
2 stops16h 09m
$1,728
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Mon 3/29
10:56 am-6:27 pm
2 stops7h 31m
Tweed-New Haven
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$1,844
Sorted by cheapest first
- 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.
EYW-HVN
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.
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
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