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Kissimmee

$51+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
1 adult, Economy
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Find cheap flights from Pueblo to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Pueblo to Kissimmee are usually found in January or February, booked 90 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Pueblo to Kissimmee

Keep the following information in mind while searching for Pueblo to Kissimmee flight deals. Data was last updated November 25, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$124
(Cheapflightsfares)

One-way from

$51
(Cheapflightsfares)

Popular in

March

Cheapest in

January

Average price

$344
Provider with most accurate pricing for Denver Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Denver Intl-Orlando (ORL) flights.
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From Pueblo to Kissimmee
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One-way flight from Pueblo to Kissimmee
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Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 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 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 November 25, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/25. 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.
Tue 12/912:59 amDEN - MCO
1 stop11h 28mFrontier
Tue 12/168:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/25$124
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/1211:59 pmDEN - MCO
Nonstop3h 32mFrontier
Wed 12/178:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/24$125
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Sat 12/1312:59 amDEN - MCO
1 stop21h 22mFrontier
Tue 12/168:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/25$126
This CheapOair deal was found by Cheapflights users on 11/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/139:34 amDEN - MCO
Nonstop3h 40mFrontier
Tue 12/168:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/24$127
This FlightHub deal was found by Cheapflights users on 11/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:59 pmDEN - MCO
Nonstop3h 32mFrontier
Wed 12/105:51 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/24$129
This Frontier deal was found by Cheapflights users on 11/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:59 pmDEN - MCO
Nonstop3h 32mFrontier
Thu 12/116:00 amMCO - DEN
Nonstop4h 24mFrontier
Deal found 11/25$130
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
Sun 12/146:00 amDEN - MCO
2 stops47h 45mMultiple Airlines
Tue 12/168:42 pmMCO - DEN
Nonstop4h 22mMultiple Airlines
Deal found 11/25$132
This WAYA deal was found by Cheapflights users on 11/24. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1711:59 pmDEN - MCO
Nonstop3h 32mMultiple Airlines
Wed 1/76:00 amMCO - DEN
1 stop7h 26mMultiple Airlines
Deal found 11/24$134
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/912:59 amDEN - MCO
2 stops10h 25mMultiple Airlines
Sun 12/146:00 amMCO - DEN
Nonstop4h 24mMultiple Airlines
Deal found 11/24$136
This FlightHub deal was found by Cheapflights users on 11/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/98:00 amDEN - MCO
1 stop7h 52mFrontier
Wed 12/105:51 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/25$138

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 November 25, 2025.
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

Thu 1/8

6:40 am-2:55 pm

1 stop6h 15m

Orlando

Mon 1/12

7:05 am-9:30 am

Nonstop4h 25m

$147

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 1/9

11:59 pm-5:35 am

Nonstop3h 36m

Orlando

Tue 1/13

8:23 am-10:35 am

Nonstop4h 12m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 1/11

11:59 pm-5:35 am

Nonstop3h 36m

Orlando

Tue 1/13

8:23 am-10:35 am

Nonstop4h 12m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 1/5

12:15 am-5:51 am

Nonstop3h 36m

Orlando

Fri 1/9

8:23 am-10:35 am

Nonstop4h 12m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 1/7

11:59 pm-5:35 am

Nonstop3h 36m

Orlando

Tue 1/13

8:23 am-10:35 am

Nonstop4h 12m

$218

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 1/9

6:00 am-2:08 pm

1 stop6h 08m

Orlando

Fri 1/9

6:40 pm-10:55 pm

1 stop6h 15m

$236

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 1/6

11:35 am-11:08 pm

1 stop9h 33m

Orlando

Sat 1/10

6:00 am-12:45 pm

1 stop8h 45m

$236

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 1/26

12:30 am-8:49 am

1 stop6h 19m

Orlando

Tue 2/3

5:30 am-9:40 am

1 stop6h 10m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Thu 1/8

7:05 am-4:15 pm

1 stop7h 10m

Orlando

Wed 1/14

8:00 am-12:13 pm

1 stop6h 13m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 2/18

11:59 pm-5:36 am

Nonstop3h 37m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 17 results
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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 November 21, 2025.

To ensure you get the cheapest price possible for a flight from Pueblo to Kissimmee, you should look to book at least 90 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 $121). 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.

What is the cheapest time of day to fly from PU5 to K1S?

Find hourly flight availability from Pueblo 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 25, 2025.

It’s typically best to fly out from Pueblo to Kissimmee in the morning. Doing so could potentially save you 27% on the flight price compared to flying at noon, which is usually more expensive.

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 25, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,254 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

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
Delta
7.9
Good
7,999 reviews
Southwest
8.0
Very good
4,254 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

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
9,046 reviews
Southwest
8.0
Very good
4,254 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

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
11,038 reviews
Southwest
8.0
Very good
4,254 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

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
5.8
Fair
3,099 reviews
Southwest
8.0
Very good
4,254 reviews

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

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 United Airlines can get you from Pueblo to Kissimmee in just under 3h 36m. Your travel time can differ by up to 2h 39m. The distance between Pueblo and Kissimmee is about 1544 mi. This flight may include one or multiple stops.

  • 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 $121). 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 November 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$114Average$168FlexibilityNo cancel feeOn-time88%
DeltaCheapest$175Average$468FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$511FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$474FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$328Average$457FlexibilityNo cancel feeOn-time63%

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