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Kissimmee

$46+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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1. Tell us where you want to go

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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

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 December 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 amDEN - MCO
1 stop10h 16mFrontier
Sat 1/108:37 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 12/2$118
This Super.com deal was found by Cheapflights users on 12/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:31 pmDEN - MCO
Nonstop3h 45mFrontier
Mon 12/158:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 12/1$124
This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amDEN - MCO
1 stop13h 25mFrontier
Sat 1/108:37 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 12/2$126
This Mytrip deal was found by Cheapflights users on 12/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:31 pmDEN - MCO
Nonstop3h 45mFrontier
Wed 12/178:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 12/1$127
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 amDEN - MCO
1 stop10h 16mFrontier
Fri 1/96:00 amMCO - DEN
Nonstop4h 24mFrontier
Deal found 12/2$136
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:05 amDEN - MCO
1 stop15h 24mMultiple Airlines
Sat 1/108:37 pmMCO - DEN
Nonstop4h 22mMultiple Airlines
Deal found 12/2$138
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1611:00 amDEN - MCO
Nonstop3h 41mFrontier
Sat 12/208:29 amMCO - DEN
1 stop13h 57mFrontier
Deal found 12/2$140
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 amDEN - MCO
1 stop16h 26mFrontier
Wed 1/77:20 amMCO - DEN
1 stop13h 17mFrontier
Deal found 12/2$141
This Kiwi.com deal was found by Cheapflights users on 12/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:45 pmDEN - MCO
1 stop12h 27mMultiple Airlines
Fri 1/98:37 pmMCO - DEN
Nonstop4h 22mMultiple Airlines
Deal found 12/4$142
This Frontier deal was found by Cheapflights users on 12/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1511:59 pmDEN - MCO
Nonstop3h 32mFrontier
Tue 12/168:00 amMCO - DEN
1 stop8h 53mFrontier
Deal found 12/3$143
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/109:00 pmDEN - MCO
1 stop13h 16mFrontier
Mon 12/158:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 12/2$144

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 December 4, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$117
(Kiwi.com)

One-way from

$46
(Frontier)

Popular in

March

Cheapest in

January

Average price

$351
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. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 4, 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

Sat 2/7

1:28 pm-7:10 pm

Nonstop3h 42m

Orlando

Tue 2/10

8:50 am-3:27 pm

1 stop8h 37m

$191

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 1/19

2:00 pm-7:35 pm

Nonstop3h 35m

Orlando

Tue 1/27

8:23 am-10:35 am

Nonstop4h 12m

$199

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 2/7

11:55 pm-5:25 am

Nonstop3h 30m

Orlando

Tue 2/10

7:25 pm-9:45 pm

Nonstop4h 20m

$227

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 1/6

6:05 am-5:10 pm

1 stop9h 05m

Orlando

Thu 1/15

6:00 am-1:33 pm

1 stop9h 33m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 1/6

6:05 am-5:10 pm

1 stop9h 05m

Orlando

Sat 1/10

5:30 am-9:36 am

1 stop6h 06m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 1/7

7:05 am-5:24 pm

1 stop8h 19m

Orlando

Sun 1/11

6:00 am-1:33 pm

1 stop9h 33m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 1/6

6:05 am-5:10 pm

1 stop9h 05m

Orlando

Mon 1/12

6:15 am-11:58 am

1 stop7h 43m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 1/7

9:55 am-7:04 pm

1 stop7h 09m

Orlando

Fri 1/16

6:00 am-1:33 pm

1 stop9h 33m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 1/6

6:05 am-5:10 pm

1 stop9h 05m

Orlando

Sun 1/11

6:00 am-1:33 pm

1 stop9h 33m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 1/9

2:42 pm-11:04 pm

1 stop6h 22m

Orlando

Thu 1/15

6:00 am-1:33 pm

1 stop9h 33m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 21 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 28, 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 December 4, 2025.

It’s typically best to fly out from Pueblo to Kissimmee in the morning. Doing so could potentially save you 25% 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 December 4, 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
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
8,011 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
9,066 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
11,047 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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
3,091 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.5

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?

    Frontier, United Airlines, and Southwest can get you from Pueblo to Kissimmee in just under 3h 30m. Your travel time will be generally consistent. The distance between Pueblo and Kissimmee is about 1544 mi. All flights are typically nonstop.

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

    $57 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 United Airlines, with prices starting from $99 and $114, 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 $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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$114Average$168FlexibilityNo cancel feeOn-time88%
DeltaCheapest$175Average$464FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$472FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$328Average$457FlexibilityNo cancel feeOn-time63%

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