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$34+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BWI
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$58
(Frontier)

One-way from

$34
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$372
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. 23% potential increase in price ($136 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Frontier deal was found by Cheapflights users on 1/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:41 pmMIA - BWI
Nonstop2h 52mFrontier
Sat 3/149:28 pmBWI - MIA
Nonstop2h 53mFrontier
Deal found 1/7$58
This CheapOair deal was found by Cheapflights users on 1/7. 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 2/52:31 pmMIA - PHL
Nonstop2h 59mFrontier
Sun 2/88:00 amPHL - MIA
Nonstop3h 05mFrontier
Deal found 1/7$59
This Priceline deal was found by Cheapflights users on 1/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/234:03 pmMIA - PHL
Nonstop3h 02mMultiple Airlines
Sun 1/259:52 amPHL - MIA
Nonstop3h 04mMultiple Airlines
Deal found 1/7$61
This Frontier deal was found by Cheapflights users on 1/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/158:00 amMIA - PHL
Nonstop2h 56mFrontier
Tue 1/202:58 pmPHL - MIA
Nonstop2h 56mFrontier
Deal found 1/6$63
This Booking.com deal was found by Cheapflights users on 1/7. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/222:31 pmMIA - PHL
Nonstop2h 59mMultiple Airlines
Mon 1/269:52 amPHL - MIA
Nonstop3h 04mMultiple Airlines
Deal found 1/7$64
This Frontier deal was found by Cheapflights users on 1/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2011:38 amMIA - PHL
Nonstop3h 00mFrontier
Tue 2/246:10 pmPHL - MIA
Nonstop2h 58mFrontier
Deal found 1/7$65
This Priceline deal was found by Cheapflights users on 1/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/62:01 pmMIA - PHL
Nonstop2h 48mMultiple Airlines
Sun 2/88:00 amPHL - MIA
Nonstop3h 05mMultiple Airlines
Deal found 1/7$66
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/168:00 amMIA - PHL
Nonstop2h 56mFrontier
Sun 1/188:34 pmPHL - MIA
Nonstop2h 53mFrontier
Deal found 1/6$67
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/1510:19 amMIA - IAD
Nonstop2h 44mFrontier
Sat 1/172:58 pmIAD - MIA
Nonstop2h 52mFrontier
Deal found 1/6$67
This Frontier deal was found by Cheapflights users on 1/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1510:19 amMIA - IAD
Nonstop2h 44mFrontier
Mon 1/191:48 pmIAD - MIA
Nonstop2h 52mFrontier
Deal found 1/6$68
This CheapOair deal was found by Cheapflights users on 1/7. 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 2/64:03 pmMIA - PHL
Nonstop3h 02mFrontier
Sun 2/88:00 amPHL - MIA
Nonstop3h 05mFrontier
Deal found 1/7$69
This CheapOair deal was found by Cheapflights users on 1/6. 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 1/1610:19 amMIA - IAD
Nonstop2h 44mFrontier
Mon 1/191:48 pmIAD - MIA
Nonstop2h 52mFrontier
Deal found 1/6$69

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 January 8, 2026.
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

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Sat 2/14

11:28 am-2:19 pm

Nonstop2h 51m

Baltimore/Washington

Mon 2/16

8:54 am-11:50 am

Nonstop2h 56m

$88

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Fri 1/23

2:31 pm-5:19 pm

Nonstop2h 48m

Baltimore/Washington

Mon 1/26

8:11 pm-11:05 pm

Nonstop2h 54m

$98

MiamiPhiladelphia

MIA - PHL

MIAPHL

Miami

Mon 2/2

5:30 am-11:18 am

1 stop5h 48m

Philadelphia

Mon 2/9

2:55 pm-5:51 pm

Nonstop2h 56m

$102

MiamiPhiladelphia

MIA - PHL

MIAPHL

Miami

Thu 3/5

10:04 pm-12:59 am

Nonstop2h 55m

Philadelphia

Tue 3/10

7:10 pm-12:47 am

1 stop5h 37m

$104

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Wed 2/11

7:00 am-9:37 am

Nonstop2h 37m

Baltimore/Washington

Wed 2/18

7:22 pm-10:15 pm

Nonstop2h 53m

$122

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Fri 2/20

5:05 am-7:49 am

Nonstop2h 44m

Baltimore/Washington

Fri 2/27

8:44 am-11:40 am

Nonstop2h 56m

$124

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Wed 1/21

2:57 pm-12:21 am

1 stop9h 24m

Baltimore/Washington

Mon 1/26

8:11 pm-11:05 pm

Nonstop2h 54m

$124

MiamiWashington, D.C.

MIA - DCA

MIADCA

Miami

Fri 2/27

11:21 am-2:00 pm

Nonstop2h 39m

Washington, D.C. Reagan-National

Sun 3/1

2:00 pm-4:49 pm

Nonstop2h 49m

$127

MiamiWashington, D.C.

MIA - DCA

MIADCA

Miami

Fri 3/6

11:21 am-2:00 pm

Nonstop2h 39m

Washington, D.C. Reagan-National

Sun 3/8

1:45 pm-4:37 pm

Nonstop2h 52m

$127

MiamiBaltimore

MIA - BWI

MIABWI

Miami

Wed 2/11

6:59 pm-12:31 am

1 stop5h 32m

Baltimore/Washington

Wed 2/18

6:50 pm-12:42 am

1 stop5h 52m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

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
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 January 8, 2026.
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
4,248 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

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
7.9
Good
8,025 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

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
11,095 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

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
8,287 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

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
5.7
Fair
3,062 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.1

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 37m. Florida Keys and Maryland are separated by a distance of 947 mi. All flights are typically nonstop.

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

    $29 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 American Airlines, with prices starting from $40 and $68, 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.

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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$224Average$348FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$358FlexibilityNo cancel feeOn-timeN/A

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