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$39+ Cheap flights from Kissimmee, FL 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BWI
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Kissimmee to Maryland

Discover tips and strategies to find the most affordable flight options for your journey from Kissimmee (K1S) to Maryland (USMD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$69
(FlightHub)

One-way from

$40
(FlightHub)

Popular in

June

Cheapest in

February

Average price

$156
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From Kissimmee to Maryland
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One-way flight from Kissimmee to Maryland
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Highest demand for flights based on searches. 4% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Kissimmee to Maryland

Cheapest flights from Kissimmee to Maryland
Explore the most affordable flight options available from Kissimmee to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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.
Wed 2/124:41 pmMCO - BWI
Nonstop2h 16mSpirit Airlines
Wed 2/196:45 amBWI - MCO
1 stop9h 03mSpirit Airlines
Deal found 1/28$72
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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.
Tue 2/46:45 amMCO - BWI
Nonstop2h 25mFrontier
Tue 2/1110:10 amBWI - MCO
Nonstop2h 35mFrontier
Deal found 1/30$73
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/142:23 pmMCO - BWI
Nonstop2h 13mMultiple Airlines
Sun 2/164:47 pmBWI - MCO
Nonstop2h 35mMultiple Airlines
Deal found 1/29$78
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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.
Wed 2/123:00 pmMCO - IAD
Nonstop2h 13mFrontier
Sun 2/167:31 pmIAD - MCO
Nonstop2h 29mFrontier
Deal found 1/30$82
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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.
Sat 2/158:20 pmMCO - PHL
1 stop10h 33mSpirit Airlines
Wed 2/199:00 amPHL - MCO
1 stop6h 48mSpirit Airlines
Deal found 1/29$90
This Trip.com deal was found by Cheapflights users on 1/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/145:01 amMCO - PHL
Nonstop2h 29mFrontier
Thu 3/136:45 pmPHL - MCO
1 stop14h 50mFrontier
Deal found 1/30$91
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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.
Wed 3/266:03 pmMCO - PHL
Nonstop2h 34mMultiple Airlines
Mon 3/3110:57 amPHL - MCO
Nonstop2h 45mMultiple Airlines
Deal found 1/29$97
This Frontier deal was found by Cheapflights users on 1/28. 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.
Wed 3/58:59 pmMCO - DCA
1 stop15h 04mFrontier
Wed 3/126:00 pmDCA - MCO
1 stop12h 09mFrontier
Deal found 1/28$110
This JetBlue deal was found by Cheapflights users on 1/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/268:30 amMCO - DCA
Nonstop2h 15mJetBlue
Wed 2/262:45 pmDCA - MCO
Nonstop2h 39mJetBlue
Deal found 1/29$111
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/82:40 pmMCO - DCA
Nonstop2h 15mSouthwest
Tue 4/87:35 pmDCA - MCO
Nonstop2h 25mSouthwest
Deal found 1/30$112
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/207:50 pmMCO - DCA
Nonstop2h 12mDelta
Sun 2/236:45 amDCA - MCO
Nonstop2h 35mDelta
Deal found 1/29$127
This American Airlines deal was found by Cheapflights users on 1/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/219:04 pmMCO - DCA
Nonstop2h 11mAmerican Airlines
Sun 2/233:40 pmDCA - MCO
Nonstop2h 30mAmerican Airlines
Deal found 1/30$137

Find flights from Kissimmee to Maryland within your budget

Customize your flight search to find flights from Kissimmee 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 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Fri 2/14

4:57 pm-7:13 pm

Nonstop2h 16m

Baltimore/Washington

Wed 2/19

8:39 pm-11:14 pm

Nonstop2h 35m

$69

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Thu 2/13

5:05 am-7:21 am

Nonstop2h 16m

Baltimore/Washington

Tue 2/18

8:21 am-11:01 am

Nonstop2h 40m

$70

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Tue 2/25

5:05 am-7:21 am

Nonstop2h 16m

Baltimore/Washington

Tue 3/4

6:45 am-12:06 pm

1 stop5h 21m

$75

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Wed 2/26

3:00 pm-5:13 pm

Nonstop2h 13m

Washington, D.C. Dulles Intl

Sun 3/2

5:21 pm-12:42 am

1 stop7h 21m

$81

OrlandoPhiladelphia

MCO - PHL

MCOPHL

Orlando

Sat 2/15

6:37 pm-9:15 pm

Nonstop2h 38m

Philadelphia

Sun 2/23

5:15 am-7:58 am

Nonstop2h 43m

$90

OrlandoPhiladelphia

MCO - PHL

MCOPHL

Orlando

Fri 2/14

5:01 am-7:30 am

Nonstop2h 29m

Philadelphia

Fri 2/21

10:47 pm-10:46 am

1 stop11h 59m

$91

OrlandoPhiladelphia

MCO - PHL

MCOPHL

Orlando

Wed 3/26

6:03 pm-8:37 pm

Nonstop2h 34m

Philadelphia

Mon 3/31

10:57 am-1:42 pm

Nonstop2h 45m

$97

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Wed 2/26

8:30 am-10:45 am

Nonstop2h 15m

Washington, D.C. Reagan-National

Wed 2/26

2:45 pm-5:24 pm

Nonstop2h 39m

$111

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Tue 4/8

2:40 pm-4:55 pm

Nonstop2h 15m

Washington, D.C. Reagan-National

Tue 4/8

7:35 pm-10:00 pm

Nonstop2h 25m

$112

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Thu 2/6

12:27 pm-2:40 pm

Nonstop2h 13m

Washington, D.C. Reagan-National

Mon 2/10

6:45 am-9:20 am

Nonstop2h 35m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 47 results
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Best time to book a flight from Kissimmee to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Kissimmee 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.

Travel insights for flights from Kissimmee to Maryland

Get recent, data-driven insights about flights from Kissimmee to Maryland including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Kissimmee to Maryland?

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

What is the cheapest time of day to fly from K1S to MD?

Find hourly flight availability from Kissimmee 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 January 30, 2025.

When flying from Kissimmee to Maryland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Kissimmee to Maryland

Explore weekly flight availability from Kissimmee to Maryland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 30, 2025.

The most flights from K1S to USMD are scheduled on a Thursday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 30, 2025.
See what other customers who have flown with Southwest, Breeze Airways and Delta from Kissimmee to Maryland have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Breeze Airways
8.1
Very good
144 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,153 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,906 reviews
Southwest
8.1
Very good
4,585 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Food

7.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

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

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

    One-way options have recently been found by users for as low as $40 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $41 and American Airlines from $59 one-way.

  • What are the most popular routes from Kissimmee to Maryland?

    While some choose either Orlando - Philadelphia or Orlando - Baltimore/Washington, Orlando - Washington, D.C. Dulles Intl is the most popular route from Kissimmee to Maryland.

  • What are the most reliable airlines from Kissimmee to Maryland?

    No one likes to see their flight delayed. When booking a flight from Kissimmee to Maryland consider choosing Frontier (94%), Spirit Airlines (93%) or Southwest (83%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Kissimmee to Maryland?

    On average you can expect to pay $164 for a flight from Kissimmee to Maryland. The cheapest flight overall is $39 while the most popular route, (Orlando - Washington, D.C. Dulles Intl) is currently priced at $66.

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

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

  • How can I find direct flights from Kissimmee to Maryland?

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

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

    Yes. Cheapflights offers flight deals from Kissimmee 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 Kissimmee to Maryland?

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

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Alternative routes for Kissimmee to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Kissimmee to Maryland

Discover the top 7 airlines that operate flights from Kissimmee 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$48Average$129FlexibilityNo cancel feeOn-time65%
FrontierCheapest$50Average$121FlexibilityNo cancel feeOn-time62%
DeltaCheapest$68Average$349FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$107Average$151FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$131Average$216FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$198Average$330FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$230Average$490FlexibilityNo cancel feeOn-time71%
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