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$100+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$204
(American Airlines)

One-way from

$100
(American Airlines)

Popular in

March

Cheapest in

April

Average price

$731
Provider with most accurate pricing for Key West-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Key West-Washington, D.C. (WAS) flights.
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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. 13% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 28, 2025.

This Delta deal was found by Cheapflights users on 3/27. 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 7/411:48 amEYW - DCA
1 stop6h 47mDelta
Tue 7/156:00 amDCA - EYW
1 stop4h 56mDelta
Deal found 3/27$199
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Thu 4/246:15 pmEYW - DCA
Nonstop2h 44mAmerican Airlines
Tue 4/2912:20 pmDCA - EYW
Nonstop2h 58mAmerican Airlines
Deal found 3/27$204
This Delta deal was found by Cheapflights users on 3/27. 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 6/256:29 pmEYW - BWI
1 stop5h 50mDelta
Sat 7/51:42 pmBWI - EYW
1 stop5h 58mDelta
Deal found 3/27$229
This Delta deal was found by Cheapflights users on 3/26. 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.
Thu 4/246:13 pmEYW - IAD
1 stop6h 15mDelta
Sun 4/276:00 amIAD - EYW
1 stop5h 30mDelta
Deal found 3/26$264
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/113:06 pmEYW - BWI
1 stop7h 13mAmerican Airlines
Tue 4/155:00 amBWI - EYW
1 stop7h 06mAmerican Airlines
Deal found 3/27$289
This United Airlines deal was found by Cheapflights users on 3/27. 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 6/252:12 pmEYW - IAD
1 stop7h 01mUnited Airlines
Sat 7/56:15 amIAD - EYW
1 stop6h 26mUnited Airlines
Deal found 3/27$294
This United Airlines deal was found by Cheapflights users on 3/27. 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 4/238:45 amEYW - DCA
2 stops27h 51mUnited Airlines
Tue 4/296:00 amDCA - EYW
1 stop6h 59mUnited Airlines
Deal found 3/27$330
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/49:51 amEYW - PHL
2 stops22h 55mMultiple Airlines
Mon 4/77:10 amPHL - EYW
2 stops30h 34mMultiple Airlines
Deal found 3/27$361
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/305:30 pmEYW - IAD
2 stops6h 32mAmerican Airlines
Fri 6/69:10 amIAD - EYW
1 stop7h 01mAmerican Airlines
Deal found 3/27$374
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3010:23 amEYW - IAD
2 stops25h 01mMultiple Airlines
Fri 6/63:13 pmIAD - EYW
2 stops23h 50mMultiple Airlines
Deal found 3/27$399
This Mytrip deal was found by Cheapflights users on 3/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/34:19 pmEYW - BWI
2 stops32h 05mMultiple Airlines
Mon 4/75:30 amBWI - EYW
2 stops32h 14mMultiple Airlines
Deal found 3/28$423
This Delta deal was found by Cheapflights users on 3/26. 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.
Tue 6/106:29 pmEYW - PHL
1 stop6h 28mDelta
Sat 6/142:00 pmPHL - EYW
1 stop5h 40mDelta
Deal found 3/26$443

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 March 28, 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 - DCA

EYWDCA

Key West

Fri 7/4

11:48 am-6:35 pm

1 stop6h 47m

Washington, D.C. Reagan-National

Tue 7/15

6:00 am-10:56 am

1 stop4h 56m

$199

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Thu 4/24

6:15 pm-8:59 pm

Nonstop2h 44m

Washington, D.C. Reagan-National

Tue 4/29

12:20 pm-3:18 pm

Nonstop2h 58m

$204

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Wed 6/25

6:29 pm-12:19 am

1 stop5h 50m

Baltimore/Washington

Sat 7/5

1:42 pm-7:40 pm

1 stop5h 58m

$229

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 4/24

6:13 pm-12:28 am

1 stop6h 15m

Washington, D.C. Dulles Intl

Sun 4/27

6:00 am-11:30 am

1 stop5h 30m

$264

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Fri 4/11

3:06 pm-10:19 pm

1 stop7h 13m

Baltimore/Washington

Tue 4/15

5:00 am-12:06 pm

1 stop7h 06m

$289

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Wed 6/25

2:12 pm-9:13 pm

1 stop7h 01m

Washington, D.C. Dulles Intl

Sat 7/5

6:15 am-12:41 pm

1 stop6h 26m

$294

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Wed 4/23

8:45 am-12:36 pm

2 stops27h 51m

Washington, D.C. Reagan-National

Tue 4/29

6:00 am-12:59 pm

1 stop6h 59m

$330

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 5/30

5:30 pm-12:02 am

2 stops6h 32m

Washington, D.C. Dulles Intl

Fri 6/6

9:10 am-4:11 pm

1 stop7h 01m

$374

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 5/30

10:23 am-11:24 am

2 stops25h 01m

Washington, D.C. Dulles Intl

Fri 6/6

3:13 pm-3:03 pm

2 stops23h 50m

$399

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Tue 6/10

6:29 pm-12:57 am

1 stop6h 28m

Philadelphia

Sat 6/14

2:00 pm-7:40 pm

1 stop5h 40m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 27 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 March 28, 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.

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 March 28, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and JetBlue from Key West to Maryland to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,896 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,896 reviews
Delta
8.0
Very good
7,896 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
United Airlines
7.4
Good
8,603 reviews
Delta
8.0
Very good
7,896 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
JetBlue
7.3
Good
2,923 reviews
Delta
8.0
Very good
7,896 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,896 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $100. Users have also found prices from $191 and $225 on United Airlines and JetBlue, 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 - Baltimore/Washington.

  • 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$258FlexibilityNo cancel feeOn-time71%
DeltaCheapest$253Average$313FlexibilityNo cancel feeOn-timeN/A
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