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Kissimmee

$68+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Dec 11 — Dec 181
Thu 12/11
Thu 12/18
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

Keep the following information in mind while searching for Pueblo to Kissimmee flight deals. Data was last updated November 11, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$146
(Cheapflightsfares)

One-way from

$68
(Super.com)

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. 3% potential increase in price ($10 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 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/10. 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 11/256:00 amDEN - MCO
1 stop8h 05mFrontier
Tue 12/23:57 pmMCO - DEN
1 stop20h 21mFrontier
Deal found 11/10$146
This Super.com deal was found by Cheapflights users on 11/8. 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.
Sun 12/1411:59 pmDEN - MCO
Nonstop3h 32mFrontier
Wed 12/178:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/8$147
This Super.com deal was found by Cheapflights users on 11/8. 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.
Thu 12/411:59 pmDEN - MCO
Nonstop3h 32mFrontier
Sat 12/66:00 amMCO - DEN
Nonstop4h 24mFrontier
Deal found 11/8$148
This Kiwi.com deal was found by Cheapflights users on 11/10. 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
Mon 12/156:00 amMCO - DEN
Nonstop4h 24mFrontier
Deal found 11/10$149
This CheapOair deal was found by Cheapflights users on 11/8. 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.
Thu 12/49:34 amDEN - MCO
Nonstop3h 40mFrontier
Thu 12/115:15 amMCO - DEN
1 stop18h 34mFrontier
Deal found 11/8$151
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/1611:59 pmDEN - MCO
Nonstop3h 32mFrontier
Tue 12/238:40 pmMCO - DEN
1 stop14h 15mFrontier
Deal found 11/9$152
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 12/206:34 pmDEN - MCO
Nonstop3h 45mFrontier
Thu 12/258:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/9$153
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 12/87:45 amDEN - MCO
1 stop9h 13mMultiple Airlines
Sat 12/135:27 pmMCO - DEN
1 stop9h 56mMultiple Airlines
Deal found 11/10$154
This CheapOair deal was found by Cheapflights users on 11/10. 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.
Wed 12/312:59 amDEN - MCO
1 stop7h 13mFrontier
Tue 12/98:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/10$155
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/157:05 amDEN - MCO
1 stop9h 48mFrontier
Mon 12/225:01 amMCO - DEN
1 stop13h 40mFrontier
Deal found 11/8$156
This Super.com deal was found by Cheapflights users on 11/10. 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.
Mon 12/16:00 amDEN - MCO
1 stop8h 05mFrontier
Tue 12/95:51 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/10$157

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 11, 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

Wed 2/18

12:55 pm-9:55 pm

2 stops7h 00m

Orlando

Sat 2/28

6:30 am-10:30 am

1 stop6h 00m

$228

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Thu 12/18

3:08 pm-10:06 pm

1 stop28h 58m

Orlando

Tue 12/23

7:30 pm-5:44 pm

1 stop24h 14m

$295

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 1/24

5:09 pm-7:35 am

1 stop12h 26m

Orlando

Wed 1/28

7:17 pm-6:41 pm

2 stops25h 24m

$315

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 1/6

6:02 am-5:40 am

2 stops21h 38m

Orlando

Mon 1/12

7:00 am-11:35 pm

2 stops18h 35m

$335

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Thu 12/4

6:59 pm-5:55 am

1 stop8h 56m

Orlando

Thu 12/11

7:00 am-7:24 pm

2 stops14h 24m

$348

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 12/6

3:42 pm-11:58 pm

1 stop30h 16m

Orlando

Sat 12/13

7:36 pm-7:24 pm

2 stops25h 48m

$365

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 1/31

8:04 am-6:17 pm

1 stop8h 13m

Orlando

Wed 2/4

9:00 am-11:58 pm

2 stops16h 58m

$368

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 1/3

12:20 am-9:55 am

1 stop7h 35m

Orlando

Sat 1/10

6:00 am-1:35 pm

1 stop9h 35m

$378

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Thu 2/19

6:45 pm-5:40 am

1 stop8h 55m

Orlando

Thu 2/26

7:44 am-11:59 pm

2 stops18h 15m

$378

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 2/7

7:00 am-3:26 pm

2 stops30h 26m

Orlando

Thu 2/12

7:00 am-6:33 pm

1 stop13h 33m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 20 results
1
2

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 7, 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 11, 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 11, 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
4,235 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
8,007 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
9,012 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
11,045 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
3,113 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

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, Sun Country Air, and Alaska Airlines can get you from Pueblo to Kissimmee in just under 7h. Your travel time can differ by up to 21h 58m. 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?

    $69 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Southwest and Frontier, with prices starting from $69 and $69, 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 November 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$114Average$168FlexibilityNo cancel feeOn-time88%
DeltaCheapest$175Average$471FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$271Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$463FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$328Average$460FlexibilityNo cancel feeOn-time63%

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