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Kissimmee

$73+ Cheap flights from Pueblo, CO 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheapflights Tip: The best prices from Pueblo to Kissimmee are usually found in February or January, booked 26 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Pueblo to Kissimmee

Cheapest flights from Pueblo to Kissimmee
Explore the most affordable flight options available from Pueblo to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Mon 2/235:01 am
DEN
-
MCO
Nonstop3h 45m
Frontier
Mon 3/24:56 pm
MCO
-
DEN
1 stop19h 01m
Frontier
Deal found 1/25$147
This Cheapflightsfares deal was found by Cheapflights users on 1/25. 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 2/1411:59 pm
DEN
-
MCO
Nonstop3h 34m
Frontier
Wed 2/188:29 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 1/25$148
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Tue 3/312:59 am
DEN
-
MCO
2 stops10h 50m
Multiple Airlines
Wed 3/113:25 pm
MCO
-
DEN
1 stop9h 39m
Multiple Airlines
Deal found 1/26$149
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Wed 3/43:36 pm
DEN
-
MCO
1 stop7h 23m
Multiple Airlines
Fri 3/69:54 pm
MCO
-
DEN
1 stop21h 06m
Multiple Airlines
Deal found 1/26$150
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Wed 2/258:00 pm
DEN
-
MCO
1 stop17h 18m
Frontier
Wed 3/44:05 pm
MCO
-
DEN
1 stop7h 30m
Frontier
Deal found 1/26$151
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Thu 2/267:24 pm
DEN
-
MCO
Nonstop3h 38m
Frontier
Mon 3/25:01 am
MCO
-
DEN
1 stop16h 17m
Frontier
Deal found 1/27$152
This Frontier deal was found by Cheapflights users on 1/27. 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 2/1812:59 am
DEN
-
MCO
1 stop6h 58m
Frontier
Thu 2/268:29 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 1/27$153
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Mon 2/1611:59 pm
DEN
-
MCO
Nonstop3h 34m
Multiple Airlines
Fri 2/208:36 pm
MCO
-
DEN
1 stop12h 26m
Multiple Airlines
Deal found 1/26$154
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/203:51 pm
DEN
-
MCO
1 stop20h 29m
Multiple Airlines
Wed 2/254:05 pm
MCO
-
DEN
1 stop7h 30m
Multiple Airlines
Deal found 1/26$155
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Tue 2/108:00 pm
DEN
-
MCO
1 stop15h 15m
Multiple Airlines
Wed 2/181:58 pm
MCO
-
DEN
1 stop20h 13m
Multiple Airlines
Deal found 1/25$156
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.
Mon 2/1611:59 pm
DEN
-
MCO
Nonstop3h 34m
Frontier
Fri 2/208:29 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 1/28$157
This Frontier deal was found by Cheapflights users on 1/27. 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.
Tue 2/241:42 pm
DEN
-
MCO
1 stop8h 43m
Frontier
Wed 2/254:05 pm
MCO
-
DEN
1 stop7h 30m
Frontier
Deal found 1/27$158

Find flight deals from Pueblo to Kissimmee

Keep the following information in mind while searching for Pueblo to Kissimmee flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$147
(Kiwi.com)

One-way from

$73
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$270
Provider with most accurate pricing for Denver Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Denver Intl-Orlando (ORL) flights.
Search Deals
From Pueblo to Kissimmee
Search Deals
One-way flight from Pueblo to Kissimmee
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pueblo 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 January 28, 2026.
Use the filters below to find and compare flights from Pueblo to Kissimmee that are best for you.

Fly from

Pueblo

Fly to

Kissimmee

Route

Depart

Return

Price

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 3/7

7:20 am-12:50 pm

Nonstop3h 30m

Orlando

Tue 3/10

6:50 pm-9:10 pm

Nonstop4h 20m

$197

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Thu 2/26

11:55 pm-5:25 am

Nonstop3h 30m

Orlando

Sat 3/7

8:45 pm-11:05 pm

Nonstop4h 20m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 3/3

11:55 pm-5:25 am

Nonstop3h 30m

Orlando

Thu 3/5

6:05 am-8:25 am

Nonstop4h 20m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 3/3

8:45 am-3:55 pm

1 stop5h 10m

Orlando

Sat 3/7

7:45 am-10:05 am

Nonstop4h 20m

$227

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 3/18

12:55 am-10:19 am

1 stop7h 24m

Orlando

Tue 3/24

7:50 pm-12:09 am

1 stop6h 19m

$277

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 4/5

12:55 am-10:19 am

1 stop7h 24m

Orlando

Fri 4/10

12:24 pm-6:51 pm

1 stop8h 27m

$297

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 4/6

6:10 am-4:52 pm

1 stop8h 42m

Orlando

Sat 4/11

11:30 am-5:52 pm

1 stop8h 22m

$297

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 4/5

4:17 pm-1:04 am

1 stop6h 47m

Orlando

Sat 4/11

11:30 am-5:52 pm

1 stop8h 22m

$297

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 4/6

6:10 am-4:52 pm

1 stop8h 42m

Orlando

Mon 4/13

12:29 pm-7:05 pm

1 stop8h 36m

$297

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 3/28

7:00 pm-12:30 am

Nonstop3h 30m

Orlando

Tue 3/31

7:05 am-9:25 am

Nonstop4h 20m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 24 results
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2
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Best time to book a flight from Pueblo to Kissimmee

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

How far ahead should I book a flight from Pueblo to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Pueblo to Kissimmee. Price data was last updated on January 23, 2026.

To ensure you get the cheapest price possible for a flight from Pueblo to Kissimmee, you should look to book at least 26 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, April is the cheapest month in which you can book a flight from Pueblo to Kissimmee (average of $114). Flying from Pueblo to Kissimmee in July is currently the most expensive (average of $355). 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 January 28, 2026.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Pueblo to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
United Airlines
7.4
Good
9,213 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
American Airlines
7.2
Good
11,199 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
Sun Country Air
6.9
Okay
343 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

Related info for your journey

Find useful and relevant information for your journey from Pueblo 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 Pueblo to Kissimmee?

    Southwest and Delta can get you from Pueblo to Kissimmee in just under 3h 30m. Your travel time can differ by up to 3h 54m. The distance between Pueblo and Kissimmee is about 1544 mi. This flight may include one or multiple stops.

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

    $55 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $99 and $107, respectively.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Pueblo to Kissimmee (average of $114). Flying from Pueblo to Kissimmee in July is currently the most expensive (average of $355). 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 5 airlines flying from Pueblo to Kissimmee

Discover the top 5 airlines that operate flights from Pueblo 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$106Average$170FlexibilityNo cancel feeOn-time88%
DeltaCheapest$118Average$473FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$508FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$475FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$319Average$458FlexibilityNo cancel feeOn-time63%

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