$98 Find Cheap Flights from Key West to Maryland - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Book Cheap Key West to Maryland Plane Tickets

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

Recent round-trip flight deals from Key West to Maryland

Mon, Nov 16 - Wed, Nov 18
Multiple Airlines Logo
12:59 pm - 11:43 amEYW  Key West-BWI Baltimore/Washington
22h 44m1 stop Tampa
Multiple Airlines Logo
8:41 pm - 2:16 pmBWI  Baltimore/Washington-EYW Key West
17h 35m2 stops Atlanta Hartsfield-Jackson Tampa
$261Multiple Airlines
Mon, Nov 16 - Wed, Nov 18
Multiple Airlines Logo
10:59 am - 2:08 pmEYW  Key West-BWI Baltimore/Washington
27h 09m1 stop Orlando
Multiple Airlines Logo
7:05 pm - 10:19 amBWI  Baltimore/Washington-EYW Key West
15h 14m1 stop Orlando
$296Multiple Airlines
Mon, Nov 16 - Thu, Nov 19
Multiple Airlines Logo
10:59 am - 2:08 pmEYW  Key West-BWI Baltimore/Washington
27h 09m1 stop Orlando
Multiple Airlines Logo
9:52 pm - 10:19 amBWI  Baltimore/Washington-EYW Key West
12h 27m1 stop Orlando
$312Multiple Airlines
Mon, Nov 16 - Thu, Nov 19
Multiple Airlines Logo
12:59 pm - 4:14 pmEYW  Key West-BWI Baltimore/Washington
27h 15m2 stops Tampa Atlanta Hartsfield-Jackson
Multiple Airlines Logo
9:52 pm - 10:19 amBWI  Baltimore/Washington-EYW Key West
12h 27m1 stop Orlando
$319Multiple Airlines
Thu, Nov 12 - Mon, Nov 16
Multiple Airlines Logo
12:01 pm - 1:01 pmEYW  Key West-BWI Baltimore/Washington
25h 00m2 stops Tampa Fort Lauderdale
Multiple Airlines Logo
9:59 pm - 12:36 pmBWI  Baltimore/Washington-EYW Key West
14h 37m1 stop Tampa
$324Multiple Airlines
Wed, Nov 11 - Sun, Nov 15
Multiple Airlines Logo
10:04 am - 1:01 pmEYW  Key West-BWI Baltimore/Washington
26h 57m2 stops Tampa Fort Lauderdale
Multiple Airlines Logo
3:11 pm - 10:19 amBWI  Baltimore/Washington-EYW Key West
19h 08m1 stop Orlando
$335Multiple Airlines
Tue, Nov 10 - Sat, Nov 14
Multiple Airlines Logo
1:16 pm - 1:01 pmEYW  Key West-BWI Baltimore/Washington
23h 45m2 stops Tampa Fort Lauderdale
Multiple Airlines Logo
9:52 pm - 10:19 amBWI  Baltimore/Washington-EYW Key West
12h 27m1 stop Orlando
$346Multiple Airlines
Thu, Nov 12 - Mon, Nov 16
Multiple Airlines Logo
10:59 am - 8:57 pmEYW  Key West-BWI Baltimore/Washington
9h 58m1 stop Orlando
Multiple Airlines Logo
9:59 pm - 12:36 pmBWI  Baltimore/Washington-EYW Key West
14h 37m1 stop Tampa
$348Multiple Airlines
Wed, Mar 24 - Wed, Mar 31
American Airlines Logo
6:32 pm - 11:08 pmEYW  Key West-BWI Baltimore/Washington
4h 36m1 stop Charlotte Douglas
American Airlines Logo
8:00 am - 3:41 pmBWI  Baltimore/Washington-EYW Key West
7h 41m1 stop Charlotte Douglas
$369American Airlines
Wed, Nov 11 - Sun, Nov 15
American Airlines Logo
6:35 pm - 10:58 pmEYW  Key West-BWI Baltimore/Washington
4h 23m1 stop Miami
American Airlines Logo
6:00 am - 1:12 pmBWI  Baltimore/Washington-EYW Key West
7h 12m1 stop Miami
$419American 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.

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

The cheapest time of day to fly to Maryland is generally in the afternoon, when round-trip flights cost $364 on average. Morning departures are around 1% 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 $388.

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

The cheapest month for flights from Key West to Maryland is May, when tickets cost $0 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $805 and $588 respectively.

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

When flying from Key West to Maryland, you should consider leaving on a Thursday and avoid Wednesdays 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.

Find deals

Good to know

Cheapest flight

$98
Flight from Key West to Baltimore

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.

Reviews of the top airline flying from Key West to Maryland

 
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.
7.0
American AirlinesOverall score based on 12209 reviews
7.4Boarding
7.9Crew
6.4Food
7.1Comfort
6.8Entertainment
Airline reviews

Seats were very tight for a 17 hour flight. Baby cried for 15 out of 17 hours.

4.0 OkayBarbara, Oct 2026
Read more American Airlines reviews

Seats were very tight for a 17 hour flight. Baby cried for 15 out of 17 hours.

Good flight, excellent personnel; poor comfort, small seats, big cost.

This trip on American was the WORST I have ever experienced. The plan was LATE taking off from Tucson due to mechanical issues. It caused me to arrive late in Dallas, so I tried to move flights so I would not miss my dinner meeting. First attempt, that flight was delayed, Second attempt, that flight was also delayed. Got back on original flight, the mechanical issue was NOT fixed, so we de-planed and had to find the new gate. Overall, was which was 4 hours delayed and missed the dinner meeting. Friday return, flight from Orlando was on time and landed early. Then the next flight was delayed due to crew coming in late, and them waiting on other passengers. After 90 minutes of delay, we boarded, and then were informed the Fist Officer could not fly due to time constraints. At 12:15 AM we were offered a hotel for a 4:20 boarding flight. Not happening. DFW was COLD and no place to sleep. Plane delayed again to 6:50, but was late taking off AGAIN. Finally landed in Tucson at around 8AM. Should be refunded 75% of the ticket costs due to negligence, nothing more.

Cabin was bone dry, no humidity whatsoever, and pretty warm; and beverage service didn't start for at least an hour. I had to go to the back for water and the FAs tried telling me it was always this way for all Miami flights, which is complete nonsense. Avoid the MAX8 like the plague.

Im sitting here waiting over an hour for my golf clubs

Flight was 2+ hours delayed and they “misplaced” all 3 of our checked-in bags.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

I have never been assaulted they way I was today in Charlotte - shame on American

The flight changed gates multiple times and flight had to be delayed multiple times

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

More options for your flight from Key West to Maryland

Complete your trip to Maryland with a hotel stay or car rental

Car rentals in Maryland
Hotels in Maryland
Vacations in Maryland