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$88+ Cheap flights from Key West (EYW) to North America

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — LAX
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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Cheap flight deals from Key West to North America

Keep the following information in mind while searching for Key West to North America flight deals. Data was last updated November 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$173
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

February

Cheapest in

January

Average price

$259

Good round-trip deal

$102 or less

Good one-way deal

$60 or less
Provider with most accurate pricing for Key West-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Key West-New York (NYC) flights.
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From Key West to North America
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One-way flight from Key West to North America
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High demand for flights, 4% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Key West to North America.
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Price to beat on a one-way flight from Key West to North America.
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Find flight deals from Key West to North America

Cheapest flights from Key West to North America
Explore the most affordable flight options available from Key West to North America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Fri 12/129:57 amEYW - MSY
1 stop12h 54mBreeze Airways
Mon 12/155:56 pmMSY - EYW
1 stop16h 09mBreeze Airways
Deal found 11/8$173
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Fri 12/58:55 amEYW - BOS
1 stop25h 06mMultiple Airlines
Sat 12/138:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Deal found 11/8$177
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/48:55 amEYW - BOS
1 stop10h 11mMultiple Airlines
Sat 12/138:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Deal found 11/8$188
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Sat 12/62:30 pmEYW - BOS
1 stop9h 26mMultiple Airlines
Sat 12/138:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Deal found 11/8$193
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 11/205:40 pmEYW - IAD
1 stop20h 30mAllegiant Air
Sun 11/238:23 pmIAD - EYW
1 stop18h 00mAllegiant Air
Deal found 11/8$197
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 12/18:55 amEYW - EWR
2 stops35h 22mMultiple Airlines
Sat 12/66:49 pmEWR - EYW
1 stop13h 26mMultiple Airlines
Deal found 11/7$198
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/48:55 amEYW - BOS
1 stop10h 11mMultiple Airlines
Sun 12/148:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Deal found 11/8$199
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Sat 12/62:30 pmEYW - BOS
1 stop9h 26mMultiple Airlines
Sun 12/148:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Deal found 11/8$204
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/78:55 amEYW - BOS
1 stop25h 08mMultiple Airlines
Wed 12/108:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Deal found 11/8$205
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Fri 12/58:55 amEYW - BOS
1 stop25h 06mMultiple Airlines
Mon 12/1511:23 amBOS - EYW
2 stops23h 42mMultiple Airlines
Deal found 11/8$209
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 11/238:55 amEYW - ORD
1 stop9h 16mMultiple Airlines
Thu 11/276:23 pmORD - EYW
1 stop12h 52mMultiple Airlines
Deal found 11/8$211
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/410:59 amEYW - BOS
2 stops23h 23mMultiple Airlines
Wed 12/108:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Deal found 11/8$215

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to North America 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 November 10, 2025.
Use the filters below to find and compare flights from Key West to North America that are best for you.

Fly from

Key West

Fly to

North America

Route

Depart

Return

Price

Key WestNew Orleans

EYW - MSY

EYWMSY

Key West

Fri 12/12

9:57 am-9:51 pm

1 stop12h 54m

New Orleans Louis Armstrong

Mon 12/15

5:56 pm-11:05 am

1 stop16h 09m

$173

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 12/8

8:55 am-10:01 am

1 stop25h 06m

Boston Logan Intl

Wed 12/10

8:11 pm-8:15 am

1 stop12h 04m

$177

Key WestChicago

EYW - ORD

EYWORD

Key West

Sun 11/23

8:55 am-5:11 pm

1 stop9h 16m

Chicago O'Hare Intl

Thu 11/27

6:23 pm-8:15 am

1 stop12h 52m

$211

Key WestNew York

EYW - JFK

EYWJFK

Key West

Wed 12/3

10:47 am-12:00 pm

2 stops25h 13m

New York John F Kennedy Intl

Tue 12/9

4:05 pm-10:07 am

1 stop18h 02m

$212

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 12/11

10:59 am-8:31 am

1 stop21h 32m

Washington, D.C. Dulles Intl

Mon 12/15

9:26 am-11:05 am

1 stop25h 39m

$217

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 12/5

12:47 pm-4:17 pm

Nonstop3h 30m

Boston Logan Intl

Sat 12/13

8:02 am-11:55 am

Nonstop3h 53m

$221

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 12/5

12:47 pm-4:17 pm

Nonstop3h 30m

Boston Logan Intl

Fri 12/12

8:02 am-11:55 am

Nonstop3h 53m

$221

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 12/5

12:47 pm-4:17 pm

Nonstop3h 30m

Boston Logan Intl

Sun 12/14

8:02 am-11:55 am

Nonstop3h 53m

$221

Key WestNew Orleans

EYW - MSY

EYWMSY

Key West

Thu 11/27

10:59 am-9:07 am

1 stop23h 08m

New Orleans Louis Armstrong

Mon 12/1

5:56 pm-11:05 am

1 stop16h 09m

$221

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 12/5

8:55 am-2:21 pm

1 stop6h 26m

Chicago O'Hare Intl

Tue 12/16

4:22 pm-10:07 am

2 stops16h 45m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 60 results
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Best time to book a flight from Key West to North America

Have a flexible travel schedule? Discover the best time to fly to North America 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 North America

What is the cheapest month to book a flight from Key West to North America?

Currently, May is the cheapest month in which you can book a flight from Key West to North America (average of $86). Flying from Key West to North America in November is currently the most expensive (average of $170). 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 NA?

Find hourly flight availability from Key West to North America. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 10, 2025.

It’s optimal to fly from Key West to North America in the afternoon. By choosing this option you can save up to 20% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Key West to North America?

Use this chart to determine the cheapest time to fly round-trip from Key West to North America. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Key West to North America flight should consider departing on Saturday mornings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing North America

Get insights into the airlines that provide service to North America. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to North America. Reviews last updated November 10, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Key West to North America. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,003 reviews

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,003 reviews
Delta
7.9
Good
8,003 reviews

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
9,013 reviews
Delta
7.9
Good
8,003 reviews

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,046 reviews
Delta
7.9
Good
8,003 reviews

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Allegiant Air
7.2
Good
697 reviews
Delta
7.9
Good
8,003 reviews

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Silver Airways
5.7
Fair
237 reviews
Delta
7.9
Good
8,003 reviews

Entertainment

7.9

Overall

7.9

Comfort

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Key West to North America. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Key West to North America?

    Located just 2.6 mi from the city center, Key West (EYW) is the airport most travelers will use when flying to North America from Key West.

  • How long is the flight from Key West to North America?

    A quick flight from Key West to North America can take about 3h 30m. Breeze Airways provides one of the quickest options available for as low as $221. There are 1374 mi between Key West and North America. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Key West to North America one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $96. Spirit Airlines flights start at $101 while deals on Delta start at $126 one-way.

  • What are the most popular routes from Key West to North America?

    When deciding which route to take from Key West to North America consider Key West - Chicago O'Hare Intl, Key West - New York John F Kennedy Intl or Key West - New York LaGuardia as they are the most popular.

  • Can I find deals for flights from Key West to North America that include hotel bookings?

    Yes. In addition to deals on Key West to North America flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to North America?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to North America.

  • Can I find deals for business class flights from Key West to North America?

    Yes. Cheapflights offers flight deals from Key West to North America by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Key West to North America?

    Currently, May is the cheapest month in which you can book a flight from Key West to North America (average of $86). Flying from Key West to North America in November is currently the most expensive (average of $170). 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.

See more FAQs

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Alternative routes for Key West to North America

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Key West to North America

Discover the top 6 airlines that operate flights from Key West to North America. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$86Average$250FlexibilityNo cancel feeOn-time69%
Breeze AirwaysCheapest$101Average$154FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$128Average$204FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$221Average$420FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$251Average$496FlexibilityNo cancel feeOn-time62%
DeltaCheapest$256Average$450FlexibilityNo cancel feeOn-timeN/A

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