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$86+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Apr 19 — Apr 261
Sun 4/19
Sun 4/26
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 March 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/179:49 am
EYW
-
PHL
1 stop13h 19m
Multiple Airlines
Sun 4/195:55 am
PHL
-
EYW
1 stop9h 47m
Multiple Airlines
Deal found 3/16$179
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/179:49 am
EYW
-
BWI
1 stop9h 11m
Multiple Airlines
Mon 4/209:59 pm
BWI
-
EYW
1 stop14h 22m
Multiple Airlines
Deal found 3/17$193
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 3/271:06 pm
EYW
-
BWI
1 stop6h 52m
Multiple Airlines
Sat 4/43:30 pm
BWI
-
EYW
1 stop17h 36m
Multiple Airlines
Deal found 3/17$199
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 3/269:46 am
EYW
-
BWI
1 stop6h 46m
Multiple Airlines
Sat 4/45:42 pm
BWI
-
EYW
1 stop15h 24m
Multiple Airlines
Deal found 3/17$205
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/179:49 am
EYW
-
PHL
1 stop13h 19m
Multiple Airlines
Mon 4/205:05 am
PHL
-
EYW
1 stop7h 21m
Multiple Airlines
Deal found 3/16$222
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 3/271:06 pm
EYW
-
BWI
1 stop6h 52m
Multiple Airlines
Sun 4/59:48 pm
BWI
-
EYW
1 stop15h 49m
Multiple Airlines
Deal found 3/17$223
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 5/149:58 am
EYW
-
IAD
1 stop23h 01m
Multiple Airlines
Sun 5/177:27 pm
IAD
-
EYW
1 stop16h 00m
Multiple Airlines
Deal found 3/15$225
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Fri 5/812:07 pm
EYW
-
IAD
1 stop6h 35m
Multiple Airlines
Sun 5/177:27 pm
IAD
-
EYW
1 stop16h 00m
Multiple Airlines
Deal found 3/15$226
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 3/269:46 am
EYW
-
BWI
1 stop6h 46m
Multiple Airlines
Sun 4/59:48 pm
BWI
-
EYW
1 stop15h 49m
Multiple Airlines
Deal found 3/17$229
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/111:51 am
EYW
-
BWI
1 stop12h 08m
Multiple Airlines
Mon 4/68:43 pm
BWI
-
EYW
1 stop15h 38m
Multiple Airlines
Deal found 3/16$230
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Fri 5/812:07 pm
EYW
-
IAD
1 stop6h 35m
Multiple Airlines
Tue 5/1211:07 am
IAD
-
EYW
2 stops23h 59m
Multiple Airlines
Deal found 3/15$239
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 5/121:14 pm
EYW
-
IAD
2 stops9h 55m
Multiple Airlines
Sun 5/177:27 pm
IAD
-
EYW
1 stop16h 00m
Multiple Airlines
Deal found 3/15$240

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 March 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(Kiwi.com)

One-way from

$86
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$419
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. 20% potential increase in price ($99 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 20, 2026.
Use the filters below to find and compare flights from Key West to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Wed 4/15

11:51 am-7:41 am

1 stop19h 50m

Philadelphia

Wed 4/22

8:13 pm-3:42 pm

1 stop19h 29m

$258

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 5/1

5:03 pm-7:59 pm

Nonstop2h 56m

Washington, D.C. Reagan-National

Sun 5/3

9:51 am-3:40 pm

1 stop5h 49m

$299

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 5/1

6:23 pm-12:42 am

1 stop6h 19m

Washington, D.C. Dulles Intl

Sun 5/3

6:00 am-11:25 am

1 stop5h 25m

$309

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 4/17

4:20 pm-11:59 pm

1 stop7h 39m

Washington, D.C. Dulles Intl

Mon 4/20

6:25 am-11:16 am

1 stop4h 51m

$309

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 4/17

5:23 pm-11:25 pm

1 stop6h 02m

Washington, D.C. Dulles Intl

Mon 4/20

1:15 pm-4:42 pm

Nonstop3h 27m

$323

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 4/17

6:23 pm-11:41 pm

1 stop5h 18m

Washington, D.C. Reagan-National

Mon 4/20

6:05 am-12:40 pm

1 stop6h 35m

$334

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 5/1

6:23 pm-11:41 pm

1 stop5h 18m

Washington, D.C. Reagan-National

Sun 5/3

6:00 am-11:25 am

1 stop5h 25m

$334
Quickest round-trip

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Wed 6/10

12:18 pm-3:14 pm

Nonstop2h 56m

Washington, D.C. Reagan-National

Sat 6/13

1:30 pm-4:36 pm

Nonstop3h 06m

$344

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Sat 5/9

6:19 pm-12:57 am

1 stop6h 38m

Baltimore/Washington

Tue 5/12

6:00 am-12:27 pm

1 stop6h 27m

$371

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 4/23

6:22 pm-9:25 pm

Nonstop3h 03m

Washington, D.C. Dulles Intl

Sun 4/26

1:15 pm-4:42 pm

Nonstop3h 27m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 March 20, 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
8,303 reviews

Overall

7.9

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.2

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
8,303 reviews
Delta
7.9
Good
8,303 reviews

Overall

7.9

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.2

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
7.1
Good
11,480 reviews
Delta
7.9
Good
8,303 reviews

Overall

7.9

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Crew

8.5

Food

7.2

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 56m. 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. Dulles Intl. You may also consider Key West - Washington, D.C. Reagan-National 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.

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 March 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$224Average$299FlexibilityNo cancel feeOn-time71%
DeltaCheapest$308Average$368FlexibilityNo cancel feeOn-timeN/A

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