$74 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 1/15. 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.
1 adult
1 adult, Economy, 0 bags

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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Flight Deals

Book Cheap Key West to Maryland Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Key West to Maryland

Thu, Jan 15 - Mon, Jan 26
Spirit Airlines Logo
12:51 pm - 8:01 pm
EYW
-
PHL
7h 10m1 stop
Spirit Airlines Logo
8:20 am - 1:30 pm
PHL
-
EYW
5h 10m1 stop
$148Spirit Airlines
Fri, Jan 16 - Sun, Jan 18
Multiple Airlines Logo
1:06 pm - 1:01 am
EYW
-
PHL
11h 55m1 stop
Multiple Airlines Logo
6:00 am - 2:56 pm
PHL
-
EYW
8h 56m1 stop
$174Multiple Airlines
Thu, Jan 15 - Mon, Jan 26
Multiple Airlines Logo
10:06 am - 10:50 pm
EYW
-
PHL
12h 44m2 stops
Multiple Airlines Logo
5:30 am - 12:26 pm
PHL
-
EYW
6h 56m1 stop
$211Multiple Airlines
Thu, Jan 15 - Mon, Jan 26
Multiple Airlines Logo
12:51 pm - 12:34 am
EYW
-
PHL
11h 43m2 stops
Multiple Airlines Logo
5:30 am - 12:26 pm
PHL
-
EYW
6h 56m1 stop
$220Multiple Airlines
Thu, Jan 15 - Thu, Jan 22
American Airlines Logo
5:21 pm - 8:04 pm
EYW
-
DCA
2h 43mnonstop
American Airlines Logo
7:30 am - 10:38 am
DCA
-
EYW
3h 08mnonstop
$229American Airlines
Thu, Jan 15 - Thu, Jan 22
United Airlines Logo
6:05 pm - 8:53 pm
EYW
-
IAD
2h 48mnonstop
United Airlines Logo
1:00 pm - 4:22 pm
IAD
-
EYW
3h 22mnonstop
$229United Airlines
Thu, Jan 15 - Thu, Jan 22
United Airlines Logo
2:25 pm - 9:13 pm
EYW
-
IAD
6h 48m1 stop
United Airlines Logo
1:00 pm - 4:22 pm
IAD
-
EYW
3h 22mnonstop
$239United Airlines
Fri, May 1 - Sun, May 3
Delta Logo
2:35 pm - 9:19 pm
EYW
-
DCA
6h 44m1 stop
Delta Logo
6:00 am - 10:58 am
DCA
-
EYW
4h 58m1 stop
$249Delta
Wed, Mar 4 - Sun, Mar 8
Delta Logo
6:07 pm - 12:24 am
EYW
-
IAD
6h 17m1 stop
Delta Logo
12:52 pm - 7:41 pm
IAD
-
EYW
6h 49m1 stop
$249Delta
Tue, Jan 20 - Tue, Jan 27
American Airlines Logo
2:44 pm - 10:00 pm
EYW
-
DCA
7h 16m1 stop
American Airlines Logo
7:30 am - 10:38 am
DCA
-
EYW
3h 08mnonstop
$286American Airlines
Booking Insights

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.

How much is a round-trip flight from Key West to Maryland?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Key West to Maryland departing in December.

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 September, when tickets cost $254 (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 $625 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 Wednesday 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 Thursdays.

Good to know

Low seasonJanuary
Cheapest flight$74
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Key West to Philadelphia

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 11% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the morning, which is peak travel time and where the average cost of a ticket is $465.

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. $223 one-way - $339 round-trip; Washington, D.C. $233 one-way - $357 round-trip

Reviews of the 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.
7.9
DeltaOverall score based on 8005 reviews
7.9Entertainment
8.1Boarding
8.5Crew
7.3Food
7.9Comfort
Airline reviews

The food is terrible. The staff is wonderful. Comfort is good.

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

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

Information on your arrival and departure airports