HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$88+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Jun 4 — Jun 111
Thu 6/4
Thu 6/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Key West to Maryland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 5, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/51:11 pm
EYW
-
PHL
1 stop11h 55m
Multiple Airlines
Sun 6/76:26 pm
PHL
-
EYW
1 stop13h 45m
Multiple Airlines
Deal found 4/30$215
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/2112:05 pm
EYW
-
IAD
1 stop6h 37m
Multiple Airlines
Sun 5/245:30 pm
IAD
-
EYW
2 stops19h 01m
Multiple Airlines
Deal found 4/30$222
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/2212:07 pm
EYW
-
PHL
2 stops26h 42m
Multiple Airlines
Wed 5/279:12 pm
PHL
-
EYW
1 stop13h 12m
Multiple Airlines
Deal found 5/1$232
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/121:11 pm
EYW
-
PHL
1 stop12h 06m
Multiple Airlines
Thu 6/186:45 pm
PHL
-
EYW
1 stop14h 56m
Multiple Airlines
Deal found 5/4$247
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 6/1812:05 pm
EYW
-
PHL
1 stop12h 39m
Multiple Airlines
Mon 6/228:43 pm
PHL
-
EYW
1 stop15h 51m
Multiple Airlines
Deal found 5/3$249
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/2811:04 am
EYW
-
PHL
2 stops37h 40m
Multiple Airlines
Thu 6/46:27 pm
PHL
-
EYW
1 stop13h 44m
Multiple Airlines
Deal found 4/30$252
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/1212:07 pm
EYW
-
BWI
1 stop8h 28m
Multiple Airlines
Mon 6/159:32 pm
BWI
-
EYW
2 stops37h 34m
Multiple Airlines
Deal found 5/1$256
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/219:24 pm
EYW
-
BWI
2 stops14h 51m
Multiple Airlines
Sun 5/241:43 pm
BWI
-
EYW
1 stop24h 18m
Multiple Airlines
Deal found 4/30$257
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 8/104:32 pm
EYW
-
BWI
1 stop18h 13m
Multiple Airlines
Wed 8/127:27 pm
BWI
-
EYW
1 stop18h 15m
Multiple Airlines
Deal found 5/4$264
This Kiwi.com deal was found by Cheapflights users on 4/30. 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
Fri 5/153:59 pm
IAD
-
EYW
1 stop19h 05m
Multiple Airlines
Deal found 4/30$272
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 8/67:53 pm
EYW
-
IAD
1 stop15h 50m
Multiple Airlines
Mon 8/1012:28 pm
IAD
-
EYW
1 stop24h 06m
Multiple Airlines
Deal found 5/4$276
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 8/612:05 pm
EYW
-
BWI
1 stop8h 28m
Multiple Airlines
Mon 8/1011:30 am
BWI
-
EYW
1 stop25h 04m
Multiple Airlines
Deal found 5/4$277

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 May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$215
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$577
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. 16% potential increase in price ($79 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 5, 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 5/21

9:24 pm-12:15 pm

2 stops14h 51m

Baltimore/Washington

Sun 5/24

1:43 pm-2:01 pm

1 stop24h 18m

$257

Key WestPhiladelphia

EYW - PHL

EYWPHL

Key West

Fri 5/22

12:07 pm-1:52 pm

1 stop25h 45m

Philadelphia

Wed 5/27

5:04 pm-11:25 am

1 stop18h 21m

$268

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Thu 8/6

12:05 pm-8:33 pm

1 stop8h 28m

Baltimore/Washington

Mon 8/10

11:30 am-12:34 pm

1 stop25h 04m

$277

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Thu 8/6

12:06 pm-3:08 pm

Nonstop3h 02m

Washington, D.C. Reagan-National

Mon 8/10

8:20 am-11:36 am

Nonstop3h 16m

$289

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

11:50 am-7:19 pm

1 stop7h 29m

$299

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Mon 6/1

12:07 pm-9:15 am

1 stop21h 08m

Baltimore/Washington

Thu 6/4

3:26 pm-11:27 am

1 stop20h 01m

$302

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 6/18

11:04 am-11:22 pm

2 stops12h 18m

Washington, D.C. Dulles Intl

Sun 6/21

1:38 pm-11:27 am

1 stop21h 49m

$304

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Sat 6/6

7:30 am-2:59 pm

1 stop7h 29m

Washington, D.C. Reagan-National

Sat 6/20

6:00 am-10:56 am

1 stop4h 56m

$309

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 6/5

2:00 pm-7:45 pm

1 stop5h 45m

Washington, D.C. Reagan-National

Sat 6/20

6:00 am-10:56 am

1 stop4h 56m

$309

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 6/26

6:24 pm-12:44 am

1 stop6h 20m

Washington, D.C. Dulles Intl

Sun 7/12

6:00 am-11:00 am

1 stop5h 00m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
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 May 5, 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
8,459 reviews

Comfort

7.9

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

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
8,459 reviews
Delta
7.9
Good
8,459 reviews

Comfort

7.9

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

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
11,668 reviews
Delta
7.9
Good
8,459 reviews

Comfort

7.9

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

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 3h 02m. 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 - Philadelphia or Key West - Washington, D.C. Reagan-National.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Key West to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to John F Kennedy Intl flights
Orlando to Newark flights
Orlando to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Miami to Newark flights
Miami to LaGuardia flights
Orlando to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Miami to John F Kennedy Intl flights
Orlando to Dallas/Fort Worth flights
Fort Lauderdale to Dallas/Fort Worth flights
Orlando to Las Vegas flights
Orlando to Seattle flights
Tampa to Newark flights
Fort Lauderdale to O'Hare Intl flights
Miami to Hobby flights
Orlando to O'Hare Intl flights
Tampa to Seattle flights
Miami to O'Hare Intl flights
West Palm Beach to John F Kennedy Intl flights
Tampa to LaGuardia flights
Orlando to Hobby flights
Fort Lauderdale to Philadelphia flights
Miami to Dallas/Fort Worth flights
Tampa to John F Kennedy Intl flights
Miami to Atlanta flights
Miami to George Bush Intcntl flights
Fort Lauderdale to Hobby flights
Tampa to O'Hare Intl flights
Fort Lauderdale to Baltimore flights
Orlando to Denver flights
Fort Lauderdale to Las Vegas flights
Orlando to Los Angeles flights
West Palm Beach to LaGuardia flights
Fort Lauderdale to Los Angeles flights
Orlando to Philadelphia flights
Orlando to Dulles Intl flights
Tampa to Denver flights
Fort Lauderdale to George Bush Intcntl flights
Fort Lauderdale to Boston flights
Miami to Seattle flights
Miami to Philadelphia flights
Orlando to Atlanta flights
Fort Lauderdale to Atlanta flights
West Palm Beach to Newark flights
Orlando to Baltimore flights
Orlando to White Plains flights
Orlando to Boston flights
Orlando to Detroit flights
Miami to Baltimore flights

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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$224Average$299FlexibilityNo cancel feeOn-time71%
DeltaCheapest$308Average$368FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.