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Kissimmee

$261+ Cheap flights from Odessa, TX to Kissimmee, FL

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MCO
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Cheap flight deals from Odessa to Kissimmee

Keep the following information in mind while searching for Odessa to Kissimmee flight deals. Data was last updated November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$261
(Southwest)

Popular in

January

Cheapest in

August

Average price

$435
Provider with most accurate pricing for Midland Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Midland Intl-Orlando (ORL) flights.
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From Odessa to Kissimmee
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Highest demand for flights based on searches. 12% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 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 Odessa to Kissimmee

Cheapest flights from Odessa to Kissimmee
Explore the most affordable flight options available from Odessa to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2025.

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.
Wed 12/32:25 pmMAF - MCO
1 stop6h 50mSouthwest
Tue 12/99:30 amMCO - MAF
1 stop7h 35mSouthwest
Deal found 11/3$261
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.
Thu 12/43:35 pmMAF - MCO
1 stop5h 35mSouthwest
Tue 12/99:30 amMCO - MAF
1 stop5h 15mSouthwest
Deal found 11/3$290
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Wed 12/38:49 amMAF - MCO
1 stop11h 30mAmerican Airlines
Wed 12/105:13 amMCO - MAF
1 stop5h 31mAmerican Airlines
Deal found 11/4$388
This Southwest deal was found by Cheapflights users on 11/4. 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 11/281:55 pmMAF - MCO
1 stop8h 55mSouthwest
Tue 12/25:15 pmMCO - MAF
1 stop5h 55mSouthwest
Deal found 11/4$393
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.
Thu 11/203:35 pmMAF - MCO
1 stop5h 35mSouthwest
Tue 12/25:15 pmMCO - MAF
1 stop5h 55mSouthwest
Deal found 11/2$404
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:00 amMAF - MCO
1 stop4h 45mUnited Airlines
Wed 12/35:05 pmMCO - MAF
1 stop5h 54mUnited Airlines
Deal found 11/2$444

Cheapflights Fare Finder

 
Customize your flight search to find flights from Odessa 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 4, 2025.
Use the filters below to find and compare flights from Odessa to Kissimmee that are best for you.

Fly from

Odessa

Fly to

Kissimmee

Route

Depart

Return

Price

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 12/3

2:25 pm-10:15 pm

1 stop6h 50m

Orlando

Tue 12/9

9:30 am-4:05 pm

1 stop7h 35m

$261

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Mon 1/12

4:20 pm-9:55 pm

1 stop4h 35m

Orlando

Thu 1/15

5:05 pm-10:15 pm

1 stop6h 10m

$263

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Sun 2/1

1:35 pm-6:55 pm

1 stop4h 20m

Orlando

Tue 2/3

2:10 pm-9:35 pm

1 stop8h 25m

$294

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 1/14

7:00 am-3:46 pm

1 stop7h 46m

Orlando

Tue 1/20

11:47 am-4:21 pm

1 stop5h 34m

$341

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 12/3

8:49 am-9:19 pm

1 stop11h 30m

Orlando

Wed 12/10

5:13 am-9:44 am

1 stop5h 31m

$388

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Thu 11/20

3:35 pm-10:10 pm

1 stop5h 35m

Orlando

Tue 12/2

5:15 pm-10:10 pm

1 stop5h 55m

$404

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Thu 12/4

2:25 pm-10:10 pm

2 stops6h 45m

Orlando

Tue 12/9

10:10 am-5:35 pm

2 stops8h 25m

$408

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Best time to book a flight from Odessa to Kissimmee

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

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

Currently, July is the cheapest month in which you can book a flight from Odessa to Kissimmee (average of $213). Flying from Odessa to Kissimmee in January is currently the most expensive (average of $342). 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.

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 4, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Odessa to Kissimmee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
8,003 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

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.
United Airlines
7.4
Good
9,002 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
11,040 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Entertainment

7.5

Crew

8.6

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 Odessa 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 Odessa to Kissimmee?

    Airlines like Southwest fly from Odessa to Kissimmee in about 6h 50m. The time it takes to get you to your destination can typically vary by up to . Odessa and Kissimmee are separated by a distance of 1268 mi.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Odessa to Kissimmee (average of $213). Flying from Odessa to Kissimmee in January is currently the most expensive (average of $342). 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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Top 4 airlines flying from Odessa to Kissimmee

Discover the top 4 airlines that operate flights from Odessa 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$428FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$442FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$276FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$296Average$386FlexibilityNo cancel feeOn-time69%

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