HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$105+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
May 4 — May 111
Sun 5/4
Sun 5/11
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

Keep the following information in mind while searching for Key West to Maryland flight deals. Data was last updated April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$239
(Delta)

One-way from

$137
(Trip.com)

Popular in

March

Cheapest in

December

Average price

$547
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. 22% potential increase in price ($125 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 29, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/42:05 pmEYW - DCA
1 stop4h 29mDelta
Tue 7/1512:10 pmDCA - EYW
1 stop7h 39mDelta
Deal found 4/28$239
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:25 pmEYW - IAD
1 stop6h 03mDelta
Mon 6/23:37 pmIAD - EYW
1 stop4h 30mDelta
Deal found 4/28$239
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 7/411:53 amEYW - DCA
Nonstop2h 51mAmerican Airlines
Tue 7/158:29 amDCA - EYW
Nonstop3h 02mAmerican Airlines
Deal found 4/28$249
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:25 pmEYW - BWI
1 stop6h 23mDelta
Tue 5/201:52 pmBWI - EYW
1 stop6h 15mDelta
Deal found 4/28$274
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 5/147:29 pmEYW - BWI
1 stop4h 23mAmerican Airlines
Tue 5/206:30 amBWI - EYW
2 stops6h 21mAmerican Airlines
Deal found 4/28$279
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Mon 6/25:31 pmEYW - BWI
3 stops24h 17mMultiple Airlines
Fri 6/66:35 pmBWI - EYW
1 stop20h 28mMultiple Airlines
Deal found 4/29$328
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 7/412:39 pmEYW - IAD
1 stop5h 33mAmerican Airlines
Tue 7/159:03 amIAD - EYW
1 stop7h 15mAmerican Airlines
Deal found 4/28$334
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 5/278:45 amEYW - IAD
1 stop26h 29mUnited Airlines
Thu 5/296:50 pmIAD - EYW
1 stop23h 15mUnited Airlines
Deal found 4/28$381
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 7/46:45 pmEYW - DCA
2 stops19h 37mUnited Airlines
Tue 7/156:00 amDCA - EYW
2 stops12h 05mUnited Airlines
Deal found 4/28$394
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Mon 6/210:23 amEYW - IAD
2 stops25h 03mMultiple Airlines
Fri 6/63:13 pmIAD - EYW
2 stops23h 50mMultiple Airlines
Deal found 4/29$396
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/64:54 pmEYW - PHL
Nonstop3h 06mAmerican Airlines
Tue 6/1010:44 amPHL - EYW
Nonstop3h 04mAmerican Airlines
Deal found 4/29$438
This United Airlines deal was found by Cheapflights users on 4/29. 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 6/126:45 pmEYW - PHL
2 stops19h 24mUnited Airlines
Mon 6/166:15 amPHL - EYW
2 stops11h 50mUnited Airlines
Deal found 4/29$439

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 April 29, 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

2:05 pm-6:34 pm

1 stop4h 29m

Washington, D.C. Reagan-National

Tue 7/15

12:10 pm-7:49 pm

1 stop7h 39m

$239

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Thu 5/29

6:25 pm-12:28 am

1 stop6h 03m

Washington, D.C. Dulles Intl

Mon 6/2

3:37 pm-8:07 pm

1 stop4h 30m

$239

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 7/4

11:53 am-2:44 pm

Nonstop2h 51m

Washington, D.C. Reagan-National

Tue 7/15

8:29 am-11:31 am

Nonstop3h 02m

$249

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Wed 5/14

6:25 pm-12:48 am

1 stop6h 23m

Baltimore/Washington

Tue 5/20

1:52 pm-8:07 pm

1 stop6h 15m

$274

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Wed 5/14

7:29 pm-11:52 pm

1 stop4h 23m

Baltimore/Washington

Tue 5/20

6:30 am-12:51 pm

2 stops6h 21m

$279

Key WestBaltimore

EYW - BWI

EYWBWI

Key West

Mon 6/2

5:31 pm-5:48 pm

3 stops24h 17m

Baltimore/Washington

Fri 6/6

6:35 pm-3:03 pm

1 stop20h 28m

$328

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Fri 7/4

12:39 pm-6:12 pm

1 stop5h 33m

Washington, D.C. Dulles Intl

Tue 7/15

9:03 am-4:18 pm

1 stop7h 15m

$334

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Tue 5/27

8:45 am-11:14 am

1 stop26h 29m

Washington, D.C. Dulles Intl

Thu 5/29

6:50 pm-6:05 pm

1 stop23h 15m

$381

Key WestWashington, D.C.

EYW - DCA

EYWDCA

Key West

Fri 7/4

6:45 pm-2:22 pm

2 stops19h 37m

Washington, D.C. Reagan-National

Tue 7/15

6:00 am-6:05 pm

2 stops12h 05m

$394

Key WestWashington, D.C.

EYW - IAD

EYWIAD

Key West

Mon 6/2

10:23 am-11:26 am

2 stops25h 03m

Washington, D.C. Dulles Intl

Fri 6/6

3:13 pm-3:03 pm

2 stops23h 50m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 31 results
1
2
3
4

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 April 29, 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 April 29, 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
7,929 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
8,696 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
2,922 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
7,929 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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 United Airlines. According to our data, you can fly for as low as $196. Users have also found prices from $197 and $215 on American 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 - Philadelphia 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

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 LaGuardia flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Miami to Newark flights
Miami to LaGuardia flights
Orlando to LaGuardia flights
Orlando to John F Kennedy Intl flights
Orlando to Seattle flights
Tampa to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
Orlando to Las Vegas flights
Tampa to Seattle flights
Orlando to Dallas/Fort Worth flights
Fort Lauderdale to Las Vegas flights
Orlando to Newark flights
Orlando to Los Angeles flights
Miami to Los Angeles flights
Fort Lauderdale to Dallas/Fort Worth flights
Tampa to Las Vegas flights
West Palm Beach to John F Kennedy Intl flights
Orlando to Denver flights
Tampa to O'Hare Intl flights
Orlando to O'Hare Intl flights
Fort Lauderdale to Atlanta flights
Tampa to LaGuardia flights
Orlando to Boston flights
Tampa to Denver flights
Fort Lauderdale to O'Hare Intl flights
Fort Lauderdale to Los Angeles flights
Tampa to Boston flights
Miami to Denver flights
Orlando to Baltimore flights
Miami to O'Hare Intl flights
Orlando to Hobby flights
Miami to Boston flights
Miami to Atlanta flights
Miami to Seattle flights
Fort Lauderdale to Boston flights
Miami to Hobby flights
Tampa to Atlanta flights
Orlando to Philadelphia flights
Fort Lauderdale to Hobby flights
Fort Lauderdale to Seattle flights
West Palm Beach to Newark flights
Fort Lauderdale to Philadelphia flights
Jacksonville to Newark flights
Orlando to San Francisco flights
Miami to Las Vegas flights
Tampa 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$258FlexibilityNo cancel feeOn-time71%
DeltaCheapest$253Average$313FlexibilityNo 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.