$305+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — HVN
Sep 14 — Sep 211
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
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Best
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One-way
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 15, 2026.
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 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Thu 8/2712:05 pm -
1 stop7h 51m
Mon 8/316:55 pm -
2 stops17h 39m
Deal found 8/12![Breeze Airways logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/1712:07 pm -
1 stop25h 55m
Thu 8/205:27 pm -
2 stops19h 04m
Deal found 8/10![Breeze Airways logo]()
$509
This Trip.com deal was found by Cheapflights users on 8/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:14 pm -
1 stop20h 51m
Thu 8/208:07 pm -
1 stop16h 24m
Deal found 8/10![Multiple Airlines logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sun 8/167:53 pm -
2 stops22h 22m
Wed 8/193:42 pm -
1 stop19h 43m
Deal found 8/11![Multiple Airlines logo]()
$710
This KAYAK deal was found by Cheapflights users on 8/14. 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 8/2811:07 am -
1 stop7h 08m
Mon 8/316:55 pm -
3 stops40h 11m
Deal found 8/14![Breeze Airways logo]()
$764
This KAYAK deal was found by Cheapflights users on 8/10. 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 9/412:07 pm -
1 stop26h 50m
Tue 9/82:47 pm -
3 stops44h 34m
Deal found 8/10![Breeze Airways logo]()
$864
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 August 15, 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 August 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Thu 8/2712:05 pm -
1 stop7h 51m
Mon 8/316:55 pm -
2 stops17h 39m
Deal found 8/12![Breeze Airways logo]()
$305
This KAYAK deal was found by Cheapflights users on 8/14. 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 8/2811:07 am -
1 stop7h 08m
Mon 8/316:55 pm -
2 stops17h 39m
Deal found 8/14![Breeze Airways logo]()
$609
This KAYAK deal was found by Cheapflights users on 8/10. 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 9/412:07 pm -
1 stop26h 50m
Tue 9/82:47 pm -
3 stops44h 34m
Deal found 8/10![Breeze Airways logo]()
$864
Last-minute flights from Key West to New HavenDiscover last-minute flight deals from Key West to New Haven. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to New Haven. Data last updated August 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sun 8/167:53 pm -
2 stops22h 22m
Wed 8/193:42 pm -
1 stop19h 43m
Deal found 8/11![Multiple Airlines logo]()
$710
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/1712:07 pm -
1 stop25h 55m
Thu 8/205:27 pm -
2 stops19h 04m
Deal found 8/10![Breeze Airways logo]()
$509
This Trip.com deal was found by Cheapflights users on 8/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:14 pm -
1 stop20h 51m
Thu 8/208:07 pm -
1 stop16h 24m
Deal found 8/10![Multiple Airlines logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Thu 8/2712:05 pm -
1 stop7h 51m
Mon 8/316:55 pm -
2 stops17h 39m
Deal found 8/12![Breeze Airways logo]()
$305
This KAYAK deal was found by Cheapflights users on 8/14. 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 8/2811:07 am -
1 stop7h 08m
Mon 8/316:55 pm -
3 stops40h 11m
Deal found 8/14![Breeze Airways logo]()
$764
This KAYAK deal was found by Cheapflights users on 8/10. 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 9/412:07 pm -
1 stop26h 50m
Tue 9/82:47 pm -
3 stops44h 34m
Deal found 8/10![Breeze Airways logo]()
$864
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 August 15, 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 August 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 11/3011:59 am -
1 stop6h 05m
Deal found 8/12![Breeze Airways logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 11/3010:59 am -
3 stops48h 05m
Deal found 8/12![Multiple Airlines logo]()
$378
This KAYAK deal was found by Cheapflights users on 8/13. 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 8/207:53 pm -
2 stops22h 22m
Deal found 8/13![Breeze Airways logo]()
$495
This KAYAK deal was found by Cheapflights users on 8/11. 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
Deal found 8/11![Breeze Airways logo]()
$1,045
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 August 15, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $305 (Kiwi.com) |
Popular in | April |
Cheapest in | November |
Average price | $642 |
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 August 15, 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 8/27
12:05 pm-7:56 pm
1 stop7h 51m
Tweed-New Haven
Mon 8/31
6:55 pm-12:34 pm
2 stops17h 39m
$305
Quickest round-trip
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Fri 8/28
11:07 am-6:15 pm
1 stop7h 08m
Tweed-New Haven
Mon 8/31
6:55 pm-12:34 pm
2 stops17h 39m
$609
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Fri 9/4
12:07 pm-2:57 pm
1 stop26h 50m
Tweed-New Haven
Tue 9/8
2:47 pm-11:21 am
3 stops44h 34m
$864
Cheapest one-way
Quickest one-way
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Mon 11/30
11:59 am-6:04 pm
1 stop6h 05m
$365
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Mon 11/30
10:59 am-11:04 am
3 stops48h 05m
$378
Key WestNew Haven
EYW Key West - HVN Tweed-New Haven
EYWHVN
Key West
Thu 8/20
7:53 pm-6:15 pm
2 stops22h 22m
$495
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
$1,045
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.
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