$105 Find Cheap Flights from Key West to Maryland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Maryland departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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KAYAK searches hundreds of travel sites at once for deals on flights to Maryland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Maryland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Maryland, as well as popular online travel agencies
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Best Maryland Flight Deals from Key West

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Cheap Flights from Key West to Maryland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Maryland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Key West to Maryland

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Key West to Maryland.
Discover the best prices for you by selecting your travel dates on KAYAK.
Delta Logo
2:05 pm - 9:46 pmEYW-DCA
7h 41m1 stop
Delta Logo
6:00 am - 10:51 amDCA-EYW
4h 51m1 stop
$239Delta
Find Deal
Fri, Jul 4 - Tue, Jul 15
Delta Logo
6:25 pm - 12:48 amEYW-BWI
6h 23m1 stop
Delta Logo
8:00 am - 12:56 pmBWI-EYW
4h 56m1 stop
$259Delta
Find Deal
Wed, May 21 - Tue, May 27
American Airlines Logo
11:28 am - 6:15 pmEYW-BWI
6h 47m1 stop
American Airlines Logo
6:30 am - 4:52 pmBWI-EYW
10h 22m2 stops
$264American Airlines
Find Deal
Wed, May 21 - Tue, May 27
American Airlines Logo
5:30 pm - 11:53 pmEYW-BWI
6h 23m2 stops
American Airlines Logo
6:30 am - 4:52 pmBWI-EYW
10h 22m2 stops
$269American Airlines
Find Deal
Wed, May 21 - Tue, May 27
United Airlines Logo
1:41 pm - 10:27 pmEYW-IAD
8h 46m1 stop
United Airlines Logo
10:10 pm - 2:00 pmIAD-EYW
15h 50m1 stop
$326United Airlines
Find Deal
Wed, Jul 2 - Mon, Jul 7
 Logo
5:31 pm - 5:48 pmEYW-BWI
24h 17m3 stops
 Logo
6:35 pm - 3:03 pmBWI-EYW
20h 28m1 stop
Mon, Jun 2 - Fri, Jun 6
United Airlines Logo
1:41 pm - 10:27 pmEYW-IAD
8h 46m1 stop
United Airlines Logo
12:35 pm - 12:15 pmIAD-EYW
23h 40m1 stop
$332United Airlines
Find Deal
Wed, Jul 2 - Sat, Jul 5
 Logo
5:31 pm - 5:48 pmEYW-BWI
24h 17m3 stops
 Logo
6:20 am - 3:03 pmBWI-EYW
32h 43m2 stops
Mon, Jun 2 - Fri, Jun 6
JetBlue Logo
8:45 am - 4:00 pmEYW-DCA
7h 15m1 stop
JetBlue Logo
10:00 am - 6:05 pmDCA-EYW
8h 05m1 stop
$450JetBlue
Find Deal
Mon, May 19 - Wed, May 21
JetBlue Logo
8:45 am - 4:00 pmEYW-DCA
7h 15m1 stop
JetBlue Logo
10:00 am - 6:05 pmDCA-EYW
8h 05m1 stop
$469JetBlue
Find Deal
Mon, Jun 2 - Fri, Jun 6
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KAYAK's insights & trends for Key West to Maryland flights

Get data-powered insights and trends into flights from Key West to Maryland to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Key West to Maryland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Key West to Maryland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Key West to Maryland is December, when tickets cost $289 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $731 and $547 respectively.

What’s the cheapest day of the week to fly from Key West to Maryland?

The average price of all round-trip flights from Key West to Maryland clicked on KAYAK for each day over the last 12 months.

When flying from Key West to Maryland, you should consider leaving on a Thursday and avoid Fridays if you are looking for the best rates. For your return to Key West, you’ll find the best rates on Tuesdays and the most expensive ones on Sundays.


Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$105
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Key West to Reagan Washington National Airport

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from Key West to Maryland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Key West to Maryland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Maryland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Key West to Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Key West to Maryland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Key West to Maryland with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West to Maryland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Key West to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Maryland?

    The cheapest time of day to fly to Maryland is generally in the evening, when round-trip flights cost $419 on average. Morning departures are around 7% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,068.

Top tips for finding cheap flights to Maryland

  • Looking for a cheap flight? 25% of our users found tickets from Key West to the following destinations at these prices or less: Washington, D.C. $243 one-way - $364 round-trip; Philadelphia $186 one-way - $262 round-trip

Top airlines flying from Key West to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Key West to Maryland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Key West to Maryland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7936 reviews
7.9Comfort
8.2Boarding
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

10.0 ExcellentGary, Apr 2025TPA - LAX
Read more Delta reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Great - This was the last flight before hurricane closures and did a quick turnaround to get the plane heading north. Much appreciated.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Per usual, flight status, staff courtesy and professionalism were excellent

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

Everything you need to know for your flight from Key West to Maryland

Information on your arrival and departure airports

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