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$74+ Cheap flights from Key West (EYW) to Maryland

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 — BWI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Key West to Maryland

Cheapest flights from Key West to Maryland
Explore the most affordable flight options available from Key West to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:10 pmEYW - PHL
1 stop10h 46mMultiple Airlines
Mon 1/56:05 pmPHL - EYW
1 stop17h 15mMultiple Airlines
Deal found 12/14$231
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 - BWI
1 stop18h 12mMultiple Airlines
Sat 1/310:00 pmBWI - EYW
1 stop10h 15mMultiple Airlines
Deal found 12/16$231
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/3012:20 pmEYW - BWI
1 stop21h 15mMultiple Airlines
Sat 1/310:00 pmBWI - EYW
1 stop10h 15mMultiple Airlines
Deal found 12/16$236
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 - BWI
1 stop18h 12mMultiple Airlines
Thu 1/110:00 pmBWI - EYW
1 stop14h 30mMultiple Airlines
Deal found 12/16$245
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/3012:20 pmEYW - BWI
1 stop21h 15mMultiple Airlines
Thu 1/110:00 pmBWI - EYW
1 stop14h 30mMultiple Airlines
Deal found 12/16$249
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 - BWI
1 stop18h 12mMultiple Airlines
Mon 1/56:18 pmBWI - EYW
1 stop17h 02mMultiple Airlines
Deal found 12/16$259
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 - PHL
2 stops33h 09mMultiple Airlines
Sun 1/48:54 pmPHL - EYW
1 stop16h 36mMultiple Airlines
Deal found 12/15$261
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/3012:20 pmEYW - BWI
1 stop21h 15mSpirit Airlines
Mon 1/56:18 pmBWI - EYW
1 stop17h 02mSpirit Airlines
Deal found 12/16$264
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/1911:11 amEYW - IAD
2 stops50h 14mMultiple Airlines
Wed 12/242:35 pmIAD - EYW
1 stop5h 20mMultiple Airlines
Deal found 12/16$267
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/219:59 amEYW - IAD
1 stop27h 43mAllegiant Air
Wed 12/242:35 pmIAD - EYW
1 stop5h 20mAllegiant Air
Deal found 12/16$274
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/312:30 pmEYW - BWI
1 stop5h 34mMultiple Airlines
Sat 1/310:00 pmBWI - EYW
1 stop10h 15mMultiple Airlines
Deal found 12/16$275
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:30 pmEYW - BWI
1 stop5h 34mSpirit Airlines
Fri 1/26:30 amBWI - EYW
1 stop7h 00mSpirit Airlines
Deal found 12/16$280

Find flight deals from Key West to Maryland

Keep the following information in mind while searching for Key West to Maryland flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$148
(Priceline)

One-way from

$74
(Priceline)

Popular in

March

Cheapest in

September

Average price

$449
Provider with most accurate pricing for Key West-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Washington, D.C. (WAS) flights.
Search Deals
From Key West to Maryland
Search Deals
One-way flight from Key West to Maryland
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($127 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Maryland 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 18, 2025.
Use the filters below to find and compare flights from Key West to Maryland that are best for you.

Fly from

Key West

Fly to

Maryland

Route

Depart

Return

Price

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Thu 1/15

12:51 pm-8:01 pm

1 stop7h 10m

Philadelphia

Mon 1/26

8:20 am-1:30 pm

1 stop5h 10m

$148

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Fri 1/16

1:06 pm-1:01 am

1 stop11h 55m

Philadelphia

Sun 1/18

6:00 am-2:56 pm

1 stop8h 56m

$174

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Fri 1/16

2:25 pm-11:50 pm

1 stop9h 25m

Philadelphia

Sun 1/18

8:43 pm-1:30 pm

2 stops16h 47m

$224

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 1/15

2:25 pm-9:13 pm

1 stop6h 48m

Washington, D.C. Dulles Intl

Thu 1/22

1:00 pm-4:22 pm

Nonstop3h 22m

$239

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 5/1

2:35 pm-9:19 pm

1 stop6h 44m

Washington, D.C. Reagan-National

Sun 5/3

6:00 am-10:58 am

1 stop4h 58m

$249

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Wed 3/4

6:07 pm-12:24 am

1 stop6h 17m

Washington, D.C. Dulles Intl

Sun 3/8

12:52 pm-7:41 pm

1 stop6h 49m

$249

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 5/1

6:00 pm-12:09 am

1 stop6h 09m

Washington, D.C. Dulles Intl

Sun 5/3

6:00 am-1:10 pm

1 stop7h 10m

$249

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Wed 12/31

7:47 am-4:56 pm

2 stops33h 09m

Philadelphia

Sun 1/4

8:54 pm-1:30 pm

1 stop16h 36m

$261

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Mon 12/29

1:10 pm-7:22 am

1 stop18h 12m

Baltimore/Washington

Fri 1/2

6:30 am-1:30 pm

1 stop7h 00m

$282

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Mon 12/29

1:10 pm-7:22 am

1 stop18h 12m

Baltimore/Washington

Wed 12/31

6:18 pm-11:20 am

1 stop17h 02m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 59 results
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Best time to book a flight from Key West to Maryland

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

What is the cheapest time of day to fly from EYW to MD?

Find hourly flight availability from Key West to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Key West to Maryland in the evening. Doing so could potentially save you 57% on the flight price compared to flying at noon, which is usually more expensive.

How much does it cost to fly round-trip from Key West to Maryland?

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Key West to Maryland, such as Delta and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

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 Maryland. 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 Maryland?

    For a flight from Key West to Maryland, you will be flying from Key West. Key West (EYW) is just 2.6 mi from the center of the city.

  • How long is the flight from Key West to Maryland?

    Departing from Key West to Maryland will take you 6h 44m. The distance between Key West and Maryland is about 1025 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular route from Key West to Maryland is Key West - Washington, D.C. Reagan-National. You may also consider Key West - Baltimore/Washington or Key West - Washington, D.C. Dulles Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Maryland 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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Alternative routes for Key West to Maryland

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Top 2 airlines flying from Key West to Maryland

Discover the top 2 airlines that operate flights from Key West to Maryland. 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$224Average$288FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$358FlexibilityNo cancel feeOn-timeN/A

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