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$85+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:35 pm
EYW
-
IAD
Nonstop2h 50m
United Airlines
Sun 3/112:50 pm
IAD
-
EYW
Nonstop3h 17m
United Airlines
Deal found 1/28$229
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:01 pm
EYW
-
PHL
1 stop21h 38m
Multiple Airlines
Tue 3/37:59 pm
PHL
-
EYW
2 stops37h 07m
Multiple Airlines
Deal found 1/27$235
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/124:22 pm
EYW
-
PHL
1 stop8h 25m
Multiple Airlines
Mon 3/165:15 am
PHL
-
EYW
1 stop8h 22m
Multiple Airlines
Deal found 1/27$237
This Delta deal was found by Cheapflights users on 1/27. 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 5/16:19 pm
EYW
-
IAD
1 stop6h 23m
Delta
Sun 5/36:00 am
IAD
-
EYW
1 stop5h 25m
Delta
Deal found 1/27$249
This Delta deal was found by Cheapflights users on 1/27. 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 5/16:19 pm
EYW
-
DCA
1 stop5h 22m
Delta
Sun 5/36:00 am
DCA
-
EYW
1 stop5h 25m
Delta
Deal found 1/27$274
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 2/1111:18 am
EYW
-
DCA
Nonstop2h 40m
American Airlines
Sun 2/158:20 am
DCA
-
EYW
Nonstop3h 21m
American Airlines
Deal found 1/27$279
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/116:05 pm
EYW
-
IAD
Nonstop2h 48m
United Airlines
Sun 2/1512:50 pm
IAD
-
EYW
Nonstop3h 17m
United Airlines
Deal found 1/26$279
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/3110:49 am
EYW
-
PHL
2 stops13h 01m
Multiple Airlines
Wed 2/45:30 am
PHL
-
EYW
1 stop27h 36m
Multiple Airlines
Deal found 1/28$297
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/122:15 pm
EYW
-
DCA
1 stop7h 44m
United Airlines
Mon 2/1610:08 am
DCA
-
EYW
1 stop7h 36m
United Airlines
Deal found 1/28$299
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Mon 3/26:40 pm
EYW
-
IAD
Nonstop2h 40m
United Airlines
Mon 3/91:15 pm
IAD
-
EYW
Nonstop3h 21m
United Airlines
Deal found 1/27$304
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/21:06 pm
EYW
-
PHL
1 stop25h 38m
Multiple Airlines
Thu 2/512:24 pm
PHL
-
EYW
2 stops20h 45m
Multiple Airlines
Deal found 1/28$311
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:55 pm
EYW
-
DCA
1 stop5h 04m
American Airlines
Tue 3/38:20 am
DCA
-
EYW
Nonstop3h 06m
American Airlines
Deal found 1/28$314

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(United Airlines)

One-way from

$85
(Booking.com)

Popular in

April

Cheapest in

September

Average price

$372
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. 23% potential increase in price ($128 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Thu 2/26

6:35 pm-9:25 pm

Nonstop2h 50m

Washington, D.C. Dulles Intl

Sun 3/1

12:50 pm-4:07 pm

Nonstop3h 17m

$229

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 2/19

6:35 pm-9:25 pm

Nonstop2h 50m

Washington, D.C. Dulles Intl

Sat 2/21

1:20 pm-4:37 pm

Nonstop3h 17m

$229

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Tue 2/24

1:01 pm-10:39 am

1 stop21h 38m

Philadelphia

Tue 3/3

7:59 pm-9:06 am

2 stops37h 07m

$235

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Thu 3/12

4:22 pm-12:47 am

1 stop8h 25m

Philadelphia

Mon 3/16

5:15 am-1:37 pm

1 stop8h 22m

$237

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 5/1

6:19 pm-12:42 am

1 stop6h 23m

Washington, D.C. Dulles Intl

Sun 5/3

6:00 am-11:25 am

1 stop5h 25m

$249

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Wed 2/11

6:05 pm-8:53 pm

Nonstop2h 48m

Washington, D.C. Dulles Intl

Sun 2/15

12:50 pm-4:07 pm

Nonstop3h 17m

$279

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 5/1

6:19 pm-11:41 pm

1 stop5h 22m

Washington, D.C. Reagan-National

Sun 5/3

6:00 am-11:25 am

1 stop5h 25m

$299

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Mon 3/2

6:40 pm-9:20 pm

Nonstop2h 40m

Washington, D.C. Dulles Intl

Mon 3/9

1:15 pm-4:36 pm

Nonstop3h 21m

$304

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Tue 2/24

1:55 pm-8:12 pm

1 stop6h 17m

Washington, D.C. Reagan-National

Tue 3/3

8:20 am-11:26 am

Nonstop3h 06m

$314

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Thu 2/19

12:02 pm-2:47 pm

Nonstop2h 45m

Washington, D.C. Reagan-National

Sat 2/21

11:54 am-6:54 pm

1 stop7h 00m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 51 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
No data available for this route at this time. Please check back soon.

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 January 29, 2026.
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
8,128 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Comfort

7.9

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
8,128 reviews
Delta
7.9
Good
8,128 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Comfort

7.9

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
11,205 reviews
Delta
7.9
Good
8,128 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

Comfort

7.9

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 50m. 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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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$299FlexibilityNo cancel feeOn-time71%
DeltaCheapest$308Average$363FlexibilityNo cancel feeOn-timeN/A

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