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$74+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — LAX
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap 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 December 23, 2025.

This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/293:25 pmEYW - BOS
Nonstop3h 34mAmerican Airlines
Mon 1/510:44 amBOS - EYW
Nonstop4h 11mAmerican Airlines
Deal found 12/22$217
This Delta deal was found by Cheapflights users on 12/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:30 pmEYW - LGA
Nonstop3h 01mDelta
Thu 1/110:00 amLGA - EYW
Nonstop3h 37mDelta
Deal found 12/22$277
This United Airlines deal was found by Cheapflights users on 12/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:10 pmEYW - ORD
2 stops15h 50mUnited Airlines
Thu 1/110:45 amORD - EYW
Nonstop3h 27mUnited Airlines
Deal found 12/23$287
This United Airlines deal was found by Cheapflights users on 12/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:10 pmEYW - LGA
1 stop6h 33mUnited Airlines
Thu 1/18:05 amLGA - EYW
1 stop7h 07mUnited Airlines
Deal found 12/22$292
This United Airlines deal was found by Cheapflights users on 12/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:25 pmEYW - BOS
1 stop5h 23mUnited Airlines
Tue 12/306:01 amBOS - EYW
1 stop9h 11mUnited Airlines
Deal found 12/22$297
This American Airlines deal was found by Cheapflights users on 12/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:15 pmEYW - ORD
Nonstop3h 35mAmerican Airlines
Thu 1/16:09 amORD - EYW
1 stop8h 24mAmerican Airlines
Deal found 12/23$313
This Delta deal was found by Cheapflights users on 12/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:20 pmEYW - BOS
1 stop6h 47mDelta
Mon 1/55:35 amBOS - EYW
1 stop8h 13mDelta
Deal found 12/22$318
This Kiwi.com deal was found by Cheapflights users on 12/23. 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.
Wed 12/317:47 amEYW - ORD
2 stops11h 46mMultiple Airlines
Thu 1/17:20 amORD - EYW
1 stop28h 10mMultiple Airlines
Deal found 12/23$328
This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:39 pmEYW - LGA
1 stop14h 48mAmerican Airlines
Thu 1/110:10 amLGA - EYW
Nonstop3h 55mAmerican Airlines
Deal found 12/22$333
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:26 pmEYW - ORD
Nonstop3h 33mAmerican Airlines
Mon 1/1210:59 amORD - EYW
Nonstop3h 26mAmerican Airlines
Deal found 12/21$334
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/291:10 pmEYW - LGA
1 stop28h 20mMultiple Airlines
Thu 1/16:30 pmLGA - EYW
1 stop18h 00mMultiple Airlines
Deal found 12/22$351
This United Airlines deal was found by Cheapflights users on 12/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:25 pmEYW - BOS
2 stops9h 23mUnited Airlines
Mon 1/59:30 amBOS - EYW
1 stop6h 59mUnited Airlines
Deal found 12/22$352

Find 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$162
(Priceline)

One-way from

$74
(Expedia)

Popular in

February

Cheapest in

November

Average price

$304

Good round-trip deal

$92 or less

Good one-way deal

$49 or less
Provider with most accurate pricing for Key West-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-New York (NYC) flights.
Search Deals
From Key West to North America
Search Deals
One-way flight from Key West to North America
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($7 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Key West to North America.
Search Deals
Price to beat on a one-way flight from Key West to North America.
Search Deals

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 December 23, 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 WestBoston

EYW - BOS

EYWBOS

Key West

Mon 1/19

1:00 pm-4:36 pm

Nonstop3h 36m

Boston Logan Intl

Mon 1/26

8:09 am-12:05 pm

Nonstop3h 56m

$162

Key WestChicago

EYW - ORD

EYWORD

Key West

Fri 1/23

2:25 pm-7:38 pm

1 stop6h 13m

Chicago O'Hare Intl

Sun 1/25

5:15 am-11:56 am

1 stop5h 41m

$169

Key WestNewark

EYW - EWR

EYWEWR

Key West

Thu 1/15

10:06 am-5:00 pm

1 stop6h 54m

Newark

Wed 1/21

6:59 pm-11:56 am

1 stop16h 57m

$174

Key WestCharlotte

EYW - CLT

EYWCLT

Key West

Thu 1/15

10:06 am-4:43 pm

1 stop6h 37m

Charlotte Douglas

Sun 1/25

9:59 pm-12:26 pm

1 stop14h 27m

$181

Key WestNewark

EYW - EWR

EYWEWR

Key West

Thu 1/15

12:51 pm-9:14 pm

1 stop8h 23m

Newark

Wed 1/21

6:59 pm-11:56 am

1 stop16h 57m

$185

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Fri 1/30

2:25 pm-7:03 pm

1 stop4h 38m

Baltimore/Washington

Mon 2/2

6:20 am-1:30 pm

1 stop7h 10m

$188

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 1/30

1:06 pm-11:19 pm

1 stop10h 13m

Boston Logan Intl

Mon 2/2

5:34 am-1:30 pm

1 stop7h 56m

$189

Key WestNew York

EYW - LGA

EYWLGA

Key West

Thu 1/15

12:51 pm-7:40 pm

1 stop6h 49m

New York LaGuardia

Wed 1/21

4:54 pm-11:56 am

1 stop19h 02m

$189

Key WestCharlotte

EYW - CLT

EYWCLT

Key West

Sun 1/25

10:06 am-9:30 am

1 stop23h 24m

Charlotte Douglas

Thu 1/29

6:02 pm-1:30 pm

1 stop19h 28m

$204

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Fri 1/30

1:06 pm-10:41 pm

1 stop9h 35m

Baltimore/Washington

Tue 2/3

1:00 pm-3:16 pm

2 stops26h 16m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

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 February is currently the most expensive (average of $145). 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 December 23, 2025.

It’s optimal to fly from Key West to North America in the afternoon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

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 December 20, 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 December 23, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, and United 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.
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
249 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,014 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
United Airlines
7.4
Good
9,105 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,054 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Allegiant Air
7.2
Good
701 reviews
Breeze Airways
8.2
Very good
249 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 2h 48m. JetBlue provides one of the quickest options available for as low as $229. There are 1025 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 Silver Airways, which is currently one of the cheapest options available, starting at $38. Allegiant Air flights start at $41 while deals on United Airlines start at $43 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 - Boston Logan Intl, Key West - Newark or Key West - Washington, D.C. Reagan-National 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 February is currently the most expensive (average of $145). 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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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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$101Average$133FlexibilityNo cancel feeOn-timeN/A
Silver AirwaysCheapest$172Average$173FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$182Average$438FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$324FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$438FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$277Average$456FlexibilityNo cancel feeOn-time62%

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