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$48+ Cheap flights from Florida Keys 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Oct 23 — Oct 301
Thu 10/23
Thu 10/30
1 adult, Economy
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Cheap flight deals from Florida Keys to Maryland

Keep the following information in mind while searching for Florida Keys to Maryland flight deals. Data was last updated September 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$66
(Cheapflightsfares)

One-way from

$48
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$251
Provider with most accurate pricing for Key West-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Key West-Washington, D.C. (WAS) flights.
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From Florida Keys to Maryland
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One-way flight from Florida Keys to Maryland
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Highest demand for flights based on searches. 25% potential increase in price ($139 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Florida Keys to Maryland

Cheapest flights from Florida Keys to Maryland
Explore the most affordable flight options available from Florida Keys to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/103:45 pmMIA - BWI
Nonstop2h 42mSpirit Airlines
Mon 10/135:01 pmBWI - MIA
Nonstop2h 42mSpirit Airlines
Deal found 9/19$66
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/208:50 amMIA - BWI
Nonstop2h 45mFrontier
Mon 10/2712:30 pmBWI - MIA
Nonstop2h 46mFrontier
Deal found 9/20$67
This Mytrip deal was found by Cheapflights users on 9/20. 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.
Fri 10/34:01 pmMIA - BWI
Nonstop2h 49mFrontier
Sun 10/512:00 pmBWI - MIA
Nonstop2h 55mFrontier
Deal found 9/20$75
This CheapOair deal was found by Cheapflights users on 9/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/34:01 pmMIA - BWI
Nonstop2h 49mFrontier
Sat 10/47:48 pmBWI - MIA
Nonstop2h 54mFrontier
Deal found 9/21$76
This Cheapflightsfares deal was found by Cheapflights users on 9/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/243:45 pmMIA - BWI
Nonstop2h 42mSpirit Airlines
Mon 10/275:01 pmBWI - MIA
Nonstop2h 42mSpirit Airlines
Deal found 9/20$78
This CheapOair deal was found by Cheapflights users on 9/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/24:00 pmMIA - BWI
Nonstop2h 49mFrontier
Mon 10/612:00 pmBWI - MIA
Nonstop2h 55mFrontier
Deal found 9/20$79
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 9/264:01 pmMIA - BWI
Nonstop2h 49mFrontier
Mon 9/2912:00 pmBWI - MIA
Nonstop2h 55mFrontier
Deal found 9/20$80
This CheapOair deal was found by Cheapflights users on 9/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:59 pmMIA - PHL
Nonstop2h 55mFrontier
Mon 11/245:50 pmPHL - MIA
Nonstop2h 59mFrontier
Deal found 9/22$80
This CheapOair deal was found by Cheapflights users on 9/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/269:16 pmMIA - PHL
Nonstop2h 57mFrontier
Fri 10/35:05 pmPHL - MIA
Nonstop3h 01mFrontier
Deal found 9/22$82
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sun 10/128:50 amMIA - BWI
Nonstop2h 45mMultiple Airlines
Mon 10/135:01 pmBWI - MIA
Nonstop2h 42mMultiple Airlines
Deal found 9/21$83
This CheapOair deal was found by Cheapflights users on 9/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:25 amMIA - BWI
Nonstop2h 43mFrontier
Sun 12/149:03 amBWI - MIA
Nonstop3h 00mFrontier
Deal found 9/20$84
This CheapOair deal was found by Cheapflights users on 9/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/257:32 pmMIA - PHL
Nonstop2h 58mFrontier
Sun 10/265:51 pmPHL - MIA
Nonstop2h 54mFrontier
Deal found 9/22$84

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys 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 September 23, 2025.
Use the filters below to find and compare flights from Florida Keys to Maryland that are best for you.

Fly from

Florida Keys

Fly to

Maryland

Route

Depart

Return

Price

MiamiPhiladelphia

MIA - PHL

MIAPHL

Miami

Mon 10/20

6:02 pm-8:57 pm

Nonstop2h 55m

Philadelphia

Mon 10/27

4:35 pm-7:29 pm

Nonstop2h 54m

$88

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Fri 10/24

3:45 pm-6:27 pm

Nonstop2h 42m

Baltimore/Washington

Sun 10/26

11:56 am-5:01 pm

1 stop5h 05m

$103

MiamiPhiladelphia

MIA - PHL

MIAPHL

Miami

Wed 12/10

6:00 am-8:47 am

Nonstop2h 47m

Philadelphia

Thu 1/29

9:11 pm-12:16 am

Nonstop3h 05m

$107

MiamiWashington, D.C.

MIA - IAD

MIAIAD

Miami

Sat 10/4

1:15 pm-3:50 pm

Nonstop2h 35m

Washington, D.C. Dulles Intl

Tue 10/14

8:25 am-11:16 am

Nonstop2h 51m

$117

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Sat 10/11

10:34 am-1:25 pm

Nonstop2h 51m

Baltimore/Washington

Sun 10/12

6:05 am-5:01 pm

1 stop10h 56m

$132

MiamiWashington, D.C.

MIA - DCA

MIADCA

Miami

Mon 10/6

11:15 am-1:45 pm

Nonstop2h 30m

Washington, D.C. Reagan-National

Wed 10/8

2:40 pm-5:17 pm

Nonstop2h 37m

$137

MiamiWashington, D.C.

MIA - DCA

MIADCA

Miami

Fri 10/17

11:15 am-1:45 pm

Nonstop2h 30m

Washington, D.C. Reagan-National

Sun 10/19

2:40 pm-5:17 pm

Nonstop2h 37m

$137

MiamiWashington, D.C.

MIA - DCA

MIADCA

Miami

Mon 10/6

11:15 am-1:45 pm

Nonstop2h 30m

Washington, D.C. Reagan-National

Tue 10/7

2:40 pm-5:17 pm

Nonstop2h 37m

$137

MiamiPhiladelphia

MIA - PHL

MIAPHL

Miami

Mon 10/27

10:24 am-3:40 pm

1 stop5h 16m

Philadelphia

Tue 11/11

1:18 pm-6:58 pm

1 stop5h 40m

$138

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Thu 10/16

6:57 pm-12:13 am

1 stop5h 16m

Baltimore/Washington

Fri 10/17

6:17 pm-6:19 am

1 stop12h 02m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

Showing 1-10 of 60 results
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Best time to book a flight from Florida Keys to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Florida Keys 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 Florida Keys to Maryland

What is the cheapest time of day to fly from EOA to MD?

Find hourly flight availability from Florida Keys 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 September 23, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Florida Keys to Maryland as you normally would.

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 September 23, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines from Florida Keys to Maryland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,974 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,031 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Frontier
5.8
Fair
3,166 reviews
Southwest
8.0
Very good
4,244 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Florida Keys to Maryland?

    Departing from Florida Keys to Maryland will take you 2h 30m. Florida Keys and Maryland are separated by a distance of 921 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Florida Keys to Maryland one-way?

    $50 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $54 and $59, respectively.

  • Can I find deals for flights from Florida Keys to Maryland that include hotel bookings?

    Yes. In addition to deals on Florida Keys to Maryland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida Keys to Maryland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to Maryland.

  • Can I find deals for business class flights from Florida Keys to Maryland?

    Yes. Cheapflights offers flight deals from Florida Keys 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 Florida Keys to Maryland?

    Currently, August is the cheapest month in which you can book a flight from Florida Keys to Maryland (average of $241). Flying from Florida Keys 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

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Alternative routes for Florida Keys to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Florida Keys to Maryland

Discover the top 2 airlines that operate flights from Florida Keys 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 September 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$224Average$288FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$363FlexibilityNo cancel feeOn-timeN/A

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