Kissimmee

$131+ Cheap flights from Odessa, TX 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — MCO
Mar 7 — Mar 141
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Cheap 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 February 5, 2026.

This American Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 2/286:20 pm
MAF
-
MCO
1 stop5h 32m
American Airlines
Fri 3/65:20 am
MCO
-
MAF
1 stop5h 22m
American Airlines
Deal found 2/4$291
This Southwest deal was found by Cheapflights users on 2/3. 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.
Mon 3/96:40 pm
MAF
-
MCO
1 stop4h 40m
Southwest
Wed 3/116:25 am
MCO
-
MAF
1 stop6h 25m
Southwest
Deal found 2/3$321
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/312:02 pm
MAF
-
MCO
1 stop7h 10m
United Airlines
Wed 5/612:12 pm
MCO
-
MAF
2 stops11h 03m
United Airlines
Deal found 2/4$326
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Tue 3/312:22 pm
MAF
-
MCO
1 stop7h 07m
American Airlines
Tue 3/106:40 am
MCO
-
MAF
1 stop6h 13m
American Airlines
Deal found 2/4$331
This Southwest deal was found by Cheapflights users on 2/2. 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 5/611:00 am
MAF
-
MCO
2 stops6h 50m
Southwest
Wed 5/136:30 am
MCO
-
MAF
1 stop4h 55m
Southwest
Deal found 2/2$341
This Southwest deal was found by Cheapflights users on 2/3. 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 3/53:20 pm
MAF
-
MCO
1 stop14h 45m
Southwest
Sun 3/86:20 am
MCO
-
MAF
1 stop6h 25m
Southwest
Deal found 2/3$344
This United Airlines deal was found by Cheapflights users on 2/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:00 am
MAF
-
MCO
1 stop7h 47m
United Airlines
Thu 4/307:01 pm
MCO
-
MAF
1 stop5h 14m
United Airlines
Deal found 2/3$353
This Southwest deal was found by Cheapflights users on 2/4. 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.
Sat 2/286:20 am
MAF
-
MCO
2 stops11h 00m
Southwest
Fri 3/67:50 am
MCO
-
MAF
1 stop8h 05m
Southwest
Deal found 2/4$359
This United Airlines deal was found by Cheapflights users on 2/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:50 pm
MAF
-
MCO
1 stop8h 40m
United Airlines
Tue 3/1011:52 am
MCO
-
MAF
2 stops11h 23m
United Airlines
Deal found 2/4$376

Find flight deals from Odessa to Kissimmee

Keep the following information in mind while searching for Odessa to Kissimmee flight deals. Data was last updated February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$291
(American Airlines)

One-way from

$131
(Southwest)

Popular in

May

Cheapest in

August

Average price

$388
Provider with most accurate pricing for Midland Intl-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Midland Intl-Orlando (ORL) flights.
From Odessa to Kissimmee
One-way flight from Odessa to Kissimmee
Highest demand for flights based on searches. 24% potential increase in price ($134 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 5, 2026.
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

Sat 2/28

6:20 pm-12:52 am

1 stop5h 32m

Orlando

Fri 3/6

5:20 am-9:42 am

1 stop5h 22m

$291

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 5/6

7:00 am-1:42 pm

1 stop5h 42m

Orlando

Wed 5/13

9:42 am-4:31 pm

1 stop7h 49m

$321

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 5/6

11:00 am-6:50 pm

2 stops6h 50m

Orlando

Wed 5/13

6:30 am-10:25 am

1 stop4h 55m

$341

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Thu 3/5

3:20 pm-7:05 am

1 stop14h 45m

Orlando

Sun 3/8

6:20 am-11:45 am

1 stop6h 25m

$344

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 4/15

7:00 am-3:47 pm

1 stop7h 47m

Orlando

Thu 4/30

7:01 pm-11:15 pm

1 stop5h 14m

$353

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Sat 2/28

6:20 am-6:20 pm

2 stops11h 00m

Orlando

Fri 3/6

7:50 am-2:55 pm

1 stop8h 05m

$359

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Tue 3/3

1:50 pm-11:30 pm

1 stop8h 40m

Orlando

Tue 3/10

11:52 am-10:15 pm

2 stops11h 23m

$376

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Mon 3/9

3:30 pm-12:10 am

1 stop7h 40m

Orlando

Wed 3/11

3:40 pm-10:55 pm

2 stops8h 15m

$379

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Wed 4/15

2:20 pm-12:15 am

1 stop8h 55m

Orlando

Thu 4/30

11:25 am-6:55 pm

2 stops8h 30m

$379

MidlandOrlando

MAF - MCO

MAFMCO

Midland Intl

Sun 5/3

3:45 pm-12:15 am

1 stop7h 30m

Orlando

Wed 5/6

6:40 am-11:55 am

1 stop6h 15m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 17 results
1
2

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 $212). Flying from Odessa to Kissimmee in March is currently the most expensive (average of $285). 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 February 5, 2026.
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.

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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.

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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.

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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.

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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.

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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 American Airlines, United Airlines, and Southwest fly from Odessa to Kissimmee in about 5h 32m. The time it takes to get you to your destination can typically vary by up to 1h 18m. Odessa and Kissimmee are separated by a distance of 1268 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    One-way options have recently been found by users for as low as $108 on United Airlines. Other airlines that offer cheap prices include Southwest from $108 and American Airlines from $148 one-way.

  • 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 $212). Flying from Odessa to Kissimmee in March is currently the most expensive (average of $285). 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 Odessa to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$393FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$216Average$347FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$216Average$354FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$300FlexibilityNo cancel feeOn-timeN/A

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