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$99+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Jul 17 — Jul 241
Fri 7/17
Fri 7/24
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 June 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Thu 7/98:48 pm
EYW
-
BWI
1 stop12h 06m
Multiple Airlines
Sat 7/119:38 pm
BWI
-
EYW
1 stop15h 10m
Multiple Airlines
Deal found 6/16$244
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Thu 7/98:48 pm
EYW
-
BWI
1 stop12h 06m
Multiple Airlines
Sun 7/129:28 pm
BWI
-
EYW
1 stop17h 09m
Multiple Airlines
Deal found 6/16$247
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/103:27 pm
EYW
-
BWI
1 stop8h 56m
Multiple Airlines
Sun 7/129:28 pm
BWI
-
EYW
1 stop17h 09m
Multiple Airlines
Deal found 6/16$257
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/1610:55 am
EYW
-
PHL
2 stops13h 44m
Multiple Airlines
Thu 7/236:18 pm
PHL
-
EYW
1 stop15h 23m
Multiple Airlines
Deal found 6/15$263
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/3112:07 pm
EYW
-
PHL
2 stops10h 26m
Multiple Airlines
Sun 8/26:18 pm
PHL
-
EYW
1 stop15h 23m
Multiple Airlines
Deal found 6/13$280
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/97:53 pm
EYW
-
BWI
1 stop14h 52m
Multiple Airlines
Mon 7/1311:30 am
BWI
-
EYW
1 stop25h 04m
Multiple Airlines
Deal found 6/11$301
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/31:11 pm
EYW
-
BWI
1 stop19h 51m
Multiple Airlines
Sat 7/49:30 pm
BWI
-
EYW
1 stop13h 55m
Multiple Airlines
Deal found 6/16$309
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 9/2512:59 pm
EYW
-
PHL
1 stop6h 25m
Multiple Airlines
Mon 9/285:28 pm
PHL
-
EYW
2 stops39h 56m
Multiple Airlines
Deal found 6/16$322
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:57 pm
EYW
-
DCA
1 stop6h 38m
Delta
Tue 10/612:05 pm
DCA
-
EYW
1 stop5h 06m
Delta
Deal found 6/14$323
This Delta deal was found by Cheapflights users on 6/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:45 am
EYW
-
IAD
1 stop6h 41m
Delta
Sun 10/116:00 am
IAD
-
EYW
1 stop4h 58m
Delta
Deal found 6/16$323
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Tue 7/141:14 pm
EYW
-
PHL
2 stops9h 14m
Multiple Airlines
Tue 7/216:33 pm
PHL
-
EYW
1 stop21h 37m
Multiple Airlines
Deal found 6/13$344
This Delta deal was found by Cheapflights users on 6/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:18 pm
EYW
-
DCA
1 stop5h 34m
Delta
Sun 7/126:00 am
DCA
-
EYW
1 stop5h 00m
Delta
Deal found 6/16$349

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 June 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(Kiwi.com)

One-way from

$99
(Kiwi.com)

Popular in

October

Cheapest in

February
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. 19% potential increase in price ($106 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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 June 17, 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 WestBaltimore

EYW - BWI

EYWBWI

Key West

Thu 7/9

7:53 pm-10:45 am

1 stop14h 52m

Baltimore/Washington

Mon 7/13

11:30 am-12:34 pm

1 stop25h 04m

$301

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Fri 7/10

1:11 pm-11:17 pm

2 stops10h 06m

Baltimore/Washington

Sun 7/12

9:28 pm-2:37 pm

1 stop17h 09m

$307

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Thu 7/16

12:05 pm-10:55 pm

1 stop10h 50m

Philadelphia

Thu 7/23

6:18 pm-9:41 am

1 stop15h 23m

$311

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 10/8

11:45 am-6:26 pm

1 stop6h 41m

Washington, D.C. Dulles Intl

Sun 10/11

6:00 am-10:58 am

1 stop4h 58m

$323

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Thu 7/9

2:24 pm-9:49 pm

1 stop7h 25m

Washington, D.C. Reagan-National

Sat 7/11

1:54 pm-7:51 pm

1 stop5h 57m

$381

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Mon 6/29

3:25 pm-12:53 pm

1 stop21h 28m

Washington, D.C. Dulles Intl

Mon 7/6

8:25 am-6:28 pm

2 stops10h 03m

$382

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Fri 7/3

12:07 pm-9:01 am

1 stop20h 54m

Baltimore/Washington

Sat 7/11

3:21 pm-11:25 am

1 stop20h 04m

$385

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Fri 7/24

1:11 pm-10:33 pm

2 stops9h 22m

Philadelphia

Fri 7/31

5:25 am-11:27 am

1 stop6h 02m

$395

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Thu 10/8

11:45 am-6:14 pm

1 stop6h 29m

Washington, D.C. Reagan-National

Sun 10/11

6:00 am-10:58 am

1 stop4h 58m

$401

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Thu 7/2

7:53 pm-10:42 am

1 stop14h 49m

Baltimore/Washington

Mon 7/6

6:35 am-12:34 pm

2 stops29h 59m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

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

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 June 17, 2026.
Read through reviews of airlines operating flights from Key West to Maryland, such as American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,670 reviews

Comfort

7.2

Crew

7.9

Boarding

7.5

Food

6.4

Entertainment

6.8

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,670 reviews
American Airlines
7.1
Good
11,670 reviews

Comfort

7.2

Crew

7.9

Boarding

7.5

Food

6.4

Entertainment

6.8

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

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 5h 54m. The distance between Key West and Maryland is about 1123 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 - 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.

See more FAQs

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Alternative routes for Key West to Maryland

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Top airline flying from Key West to Maryland

Discover the top airline 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 June 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$229Average$353FlexibilityNo cancel feeOn-time71%

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