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Kissimmee

$69+ Cheap flights from Love Field (DAL) to Kissimmee, FL

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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — MCO
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from Dallas Love Field to Kissimmee are usually found in September or July, booked 88 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Love Field to Kissimmee

Keep the following information in mind while searching for Love Field to Kissimmee flight deals. Data was last updated November 3, 2025.

Round-trip from

$137
(Southwest)

One-way from

$69
(Southwest)

Popular in

March

Cheapest in

September

Average price

$355
From Dallas Love Field to Kissimmee
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One-way flight from Dallas Love Field to Kissimmee
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Highest demand for flights based on searches. 14% potential increase in price ($64 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Love Field to Kissimmee

Cheapest flights from Love Field to Kissimmee
Explore the most affordable flight options available from Love Field to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Southwest deal was found by Cheapflights users on 11/2. 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.
Wed 12/315:15 pmDAL - MCO
Nonstop2h 30mSouthwest
Thu 1/86:05 amMCO - DAL
Nonstop3h 00mSouthwest
Deal found 11/2$137
This Southwest deal was found by Cheapflights users on 11/2. 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.
Sat 12/137:50 amDAL - MCO
Nonstop2h 30mSouthwest
Thu 1/88:20 amMCO - DAL
Nonstop3h 00mSouthwest
Deal found 11/2$148
This Southwest deal was found by Cheapflights users on 11/2. 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.
Wed 12/36:45 pmDAL - MCO
Nonstop2h 25mSouthwest
Sat 12/66:20 amMCO - DAL
Nonstop3h 00mSouthwest
Deal found 11/2$159
This Southwest deal was found by Cheapflights users on 11/2. 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.
Mon 12/18:25 pmDAL - MCO
Nonstop2h 25mSouthwest
Fri 12/58:15 pmMCO - DAL
Nonstop2h 55mSouthwest
Deal found 11/2$169
This Southwest deal was found by Cheapflights users on 11/2. 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.
Wed 12/177:00 amDAL - MCO
1 stop5h 00mSouthwest
Wed 12/246:10 pmMCO - DAL
Nonstop2h 55mSouthwest
Deal found 11/2$173
This Southwest deal was found by Cheapflights users on 11/2. 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.
Fri 12/127:00 amDAL - MCO
Nonstop2h 30mSouthwest
Tue 12/166:10 pmMCO - DAL
Nonstop2h 55mSouthwest
Deal found 11/2$174
This Southwest deal was found by Cheapflights users on 11/3. 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 12/29:55 amDAL - MCO
Nonstop2h 30mSouthwest
Thu 12/49:25 amMCO - DAL
1 stop5h 30mSouthwest
Deal found 11/3$184

Cheapflights Fare Finder

 
Customize your flight search to find flights from Love Field to Kissimmee 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 November 3, 2025.
Use the filters below to find and compare flights from Dallas Love Field Airport to Kissimmee that are best for you.

Fly from

Love Field

Fly to

Kissimmee

Route

Depart

Return

Price

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Mon 1/12

5:05 pm-8:35 pm

Nonstop2h 30m

Orlando

Fri 1/16

6:10 am-8:10 am

Nonstop3h 00m

$137

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Sat 2/14

6:50 pm-10:20 pm

Nonstop2h 30m

Orlando

Wed 2/18

7:05 pm-9:05 pm

Nonstop3h 00m

$137

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Fri 2/20

2:30 pm-6:00 pm

Nonstop2h 30m

Orlando

Mon 2/23

8:30 pm-10:30 pm

Nonstop3h 00m

$137

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Sat 1/10

2:25 pm-8:05 pm

1 stop4h 40m

Orlando

Fri 1/16

8:30 pm-10:30 pm

Nonstop3h 00m

$147

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Wed 1/7

1:45 pm-6:40 pm

1 stop3h 55m

Orlando

Wed 1/14

7:45 am-1:10 pm

1 stop6h 25m

$152

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Tue 12/2

5:15 pm-8:45 pm

Nonstop2h 30m

Orlando

Thu 12/4

7:40 am-9:40 am

Nonstop3h 00m

$159

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Sat 12/6

7:10 pm-10:35 pm

Nonstop2h 25m

Orlando

Tue 12/9

8:15 pm-10:10 pm

Nonstop2h 55m

$159

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Tue 12/9

12:30 pm-6:00 pm

1 stop4h 30m

Orlando

Fri 12/12

6:15 am-8:15 am

Nonstop3h 00m

$184

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Fri 1/9

5:05 pm-8:35 pm

Nonstop2h 30m

Orlando

Mon 1/12

6:05 am-8:05 am

Nonstop3h 00m

$208

DallasOrlando

DAL - MCO

DALMCO

Dallas Love Field

Wed 12/31

6:45 pm-10:10 pm

Nonstop2h 25m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 19 results
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Best time to book a flight from Love Field to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Love Field 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 Dallas Love Field Airport to Kissimmee

How far ahead should I book a flight from Dallas Love Field Airport to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Love Field to Kissimmee. Price data was last updated on October 31, 2025.

The price you pay for your flight from Dallas Love Field Airport to Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Dallas Love Field Airport to Kissimmee?

Currently, January is the cheapest month in which you can book a flight from Dallas Love Field Airport to Kissimmee (average of $84). Flying from Dallas Love Field Airport to Kissimmee in March is currently the most expensive (average of $225). 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 DAL to K1S?

Find hourly flight availability from Love Field to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

It’s optimal to fly from Dallas Love Field Airport to Kissimmee in the evening. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Dallas Love Field Airport to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Love Field to Kissimmee. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Dallas Love Field Airport to Kissimmee flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated November 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Dallas Love Field Airport to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,036 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
5.8
Fair
3,117 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Love Field to Kissimmee. 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 Dallas Love Field Airport to Kissimmee?

    Airlines like Southwest fly from Dallas Love Field Airport to Kissimmee in about 2h 30m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 971 mi. Most flights are nonstop.

  • What are the cheapest flights from Dallas Love Field Airport to Kissimmee?

    Looking for the cheapest flight from Dallas Love Field Airport to Kissimmee? While on average our users pay $289, our data indicates the cheapest price to be $79. The most popular route (Dallas Love Field - Orlando), is priced around $137.

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

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

  • How can I find direct flights from Love Field to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Love Field to Kissimmee 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 Dallas Love Field Airport to Kissimmee?

    Currently, January is the cheapest month in which you can book a flight from Dallas Love Field Airport to Kissimmee (average of $84). Flying from Dallas Love Field Airport to Kissimmee in March is currently the most expensive (average of $225). 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.

See more FAQs

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Alternative routes for Love Field to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Love Field to Kissimmee

Discover the top 4 airlines that operate flights from Love Field to Kissimmee. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$211FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$163Average$344FlexibilityNo cancel feeOn-time63%
DeltaCheapest$234Average$414FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$259Average$480FlexibilityNo cancel feeOn-time71%

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