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$340+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HVN
Jul 27 — Aug 31
Mon 7/27
Mon 8/3
1 adult, Economy
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Cheap 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 June 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/27. 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.
Mon 10/511:59 am
EYW
-
HVN
1 stop5h 45m
Breeze Airways
Thu 10/156:34 pm
HVN
-
EYW
2 stops38h 50m
Breeze Airways
Deal found 6/27$518
This KAYAK deal was found by Cheapflights users on 6/24. 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 7/2412:07 pm
EYW
-
HVN
1 stop26h 50m
Breeze Airways
Sun 7/268:36 pm
HVN
-
EYW
1 stop14h 51m
Breeze Airways
Deal found 6/24$590
This KAYAK deal was found by Cheapflights users on 6/25. 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 7/1012:07 pm
EYW
-
HVN
1 stop26h 50m
Breeze Airways
Sun 7/128:36 pm
HVN
-
EYW
1 stop14h 51m
Breeze Airways
Deal found 6/25$607
This KAYAK deal was found by Cheapflights users on 6/26. 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 6/2912:07 pm
EYW
-
HVN
1 stop25h 55m
Breeze Airways
Mon 7/66:55 pm
HVN
-
EYW
2 stops17h 39m
Breeze Airways
Deal found 6/26$783
This KAYAK deal was found by Cheapflights users on 6/26. 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 6/2912:07 pm
EYW
-
HVN
1 stop25h 55m
Breeze Airways
Thu 7/28:36 pm
HVN
-
EYW
1 stop14h 51m
Breeze Airways
Deal found 6/26$906

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 June 27, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$590
(KAYAK)

One-way from

$340
(KAYAK)

Popular in

April

Cheapest in

November

Average price

$379
Provider with most accurate pricing for Key West-Tweed-New Haven flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Tweed-New Haven flights.
Search Deals
From Key West to Tweed-New Haven
Search Deals
One-way flight from Key West to Tweed-New Haven
Search Deals
Highest demand for flights based on searches. 33% potential increase in price ($222 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 27, 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

Price

Cheapest round-trip

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Mon 10/5

11:59 am-5:44 pm

1 stop5h 45m

Tweed-New Haven

Thu 10/15

6:34 pm-9:24 am

2 stops38h 50m

$518

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Fri 7/24

12:07 pm-2:57 pm

1 stop26h 50m

Tweed-New Haven

Sun 7/26

8:36 pm-11:27 am

1 stop14h 51m

$590

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Fri 7/10

11:07 am-6:15 pm

1 stop7h 08m

Tweed-New Haven

Sun 7/12

2:34 pm-12:31 pm

2 stops21h 57m

$678

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Tue 7/7

1:14 pm-4:47 pm

3 stops51h 33m

Tweed-New Haven

Thu 7/9

8:36 pm-11:27 am

1 stop14h 51m

$930
Quickest round-trip

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Wed 11/25

10:59 am-4:55 pm

1 stop5h 56m

Tweed-New Haven

Sun 11/29

9:41 pm-10:19 am

1 stop12h 38m

$946
Cheapest one-way
Quickest one-way

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Fri 7/3

12:07 pm-2:57 pm

1 stop26h 50m

$340

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Wed 9/2

11:46 am-4:47 pm

2 stops29h 01m

$355

Key WestNew Haven

EYW - HVN

EYWHVN

Key West

Sun 7/5

12:05 pm-6:15 pm

2 stops30h 10m

$595

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

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.
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.

  • 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 5h 45m. 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.

See more FAQs

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