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$109+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$207
(Kiwi.com)

One-way from

$109
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$249
From Key West to Maryland
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One-way flight from Key West to Maryland
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Highest demand for flights based on searches. 25% potential increase in price ($137 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:57 amEYW - IAD
1 stop9h 22mMultiple Airlines
Fri 10/248:53 pmIAD - EYW
1 stop12h 09mMultiple Airlines
Deal found 9/13$200
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:55 amEYW - PHL
1 stop16h 12mMultiple Airlines
Sun 10/2610:02 pmPHL - EYW
1 stop10h 13mMultiple Airlines
Deal found 9/13$207
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 10/108:55 amEYW - PHL
1 stop16h 12mMultiple Airlines
Sun 10/128:08 pmPHL - EYW
1 stop12h 07mMultiple Airlines
Deal found 9/14$228
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Sun 9/2812:29 pmEYW - IAD
1 stop21h 30mMultiple Airlines
Thu 10/27:14 pmIAD - EYW
1 stop13h 01mMultiple Airlines
Deal found 9/12$230
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:55 amEYW - PHL
1 stop16h 12mMultiple Airlines
Mon 10/275:48 pmPHL - EYW
1 stop17h 17mMultiple Airlines
Deal found 9/13$240
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 11/208:55 amEYW - BWI
1 stop10h 55mMultiple Airlines
Sat 11/229:37 pmBWI - EYW
1 stop10h 38mMultiple Airlines
Deal found 9/15$257
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 9/309:47 amEYW - BWI
2 stops33h 20mMultiple Airlines
Sat 10/49:39 pmBWI - EYW
1 stop10h 36mMultiple Airlines
Deal found 9/15$259
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 9/268:47 amEYW - PHL
1 stop16h 05mMultiple Airlines
Sat 9/2712:01 pmPHL - EYW
2 stops22h 18mMultiple Airlines
Deal found 9/14$264
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 9/309:47 amEYW - IAD
2 stops34h 08mMultiple Airlines
Sat 10/47:14 pmIAD - EYW
1 stop13h 01mMultiple Airlines
Deal found 9/15$267
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:40 amEYW - BWI
1 stop5h 07mDelta
Wed 12/101:52 pmBWI - EYW
1 stop6h 11mDelta
Deal found 9/15$271
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/171:38 pmEYW - DCA
Nonstop2h 42mAmerican Airlines
Fri 10/249:59 amDCA - EYW
Nonstop2h 59mAmerican Airlines
Deal found 9/13$279
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:32 pmEYW - BWI
2 stops22h 29mMultiple Airlines
Fri 10/38:21 amBWI - EYW
1 stop25h 46mMultiple Airlines
Deal found 9/13$281

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 September 15, 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 WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 10/17

9:57 am-7:19 pm

1 stop9h 22m

Washington, D.C. Dulles Intl

Fri 10/24

8:53 pm-9:02 am

1 stop12h 09m

$200

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Fri 10/24

8:55 am-1:07 am

1 stop16h 12m

Philadelphia

Sun 10/26

10:02 pm-8:15 am

1 stop10h 13m

$207

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Sun 9/28

12:29 pm-9:59 am

1 stop21h 30m

Washington, D.C. Dulles Intl

Thu 10/2

7:14 pm-8:15 am

1 stop13h 01m

$230

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Fri 10/24

8:55 am-1:07 am

1 stop16h 12m

Philadelphia

Mon 10/27

5:48 pm-11:05 am

1 stop17h 17m

$240

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 3/6

1:30 pm-9:08 pm

1 stop7h 38m

Washington, D.C. Reagan-National

Tue 3/10

1:45 pm-7:44 pm

1 stop5h 59m

$249

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Thu 11/20

8:55 am-7:50 pm

1 stop10h 55m

Baltimore/Washington

Sat 11/22

9:37 pm-8:15 am

1 stop10h 38m

$257

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Thu 12/4

3:01 pm-7:39 pm

1 stop4h 38m

Baltimore/Washington

Tue 12/9

12:17 pm-5:10 pm

1 stop4h 53m

$259

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Tue 9/30

9:47 am-7:07 pm

2 stops33h 20m

Baltimore/Washington

Sat 10/4

9:39 pm-8:15 am

1 stop10h 36m

$259

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Fri 9/26

8:47 am-12:52 am

1 stop16h 05m

Philadelphia

Sat 9/27

12:01 pm-10:19 am

2 stops22h 18m

$264

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Fri 12/5

7:40 am-12:47 pm

1 stop5h 07m

Baltimore/Washington

Wed 12/10

1:52 pm-8:03 pm

1 stop6h 11m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 58 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 September 15, 2025.

When flying from Key West to Maryland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 15, 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
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

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 2h 42m. 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 cheapest airlines to fly from Key West to Maryland one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $123. Users have also found prices from $136 and $148 on JetBlue and Allegiant Air, respectively.

  • 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 - Washington, D.C. Dulles Intl or Key West - Philadelphia.

  • 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.

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

    Currently, August is the cheapest month in which you can book a flight from Key West to Maryland (average of $241). Flying from Key West to Maryland in March is currently the most expensive (average of $290). 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 Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$224Average$288FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$358FlexibilityNo cancel feeOn-timeN/A

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