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Kissimmee

$59+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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Find cheap flights from Pueblo to Kissimmee with Cheapflights

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 48 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 27, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/25. 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.
Mon 12/296:50 amDEN - MCO
1 stop11h 09mFrontier
Wed 1/78:37 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 12/25$322
This Super.com deal was found by Cheapflights users on 12/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:21 pmDEN - MCO
1 stop6h 52mFrontier
Thu 1/810:00 amMCO - DEN
1 stop12h 05mFrontier
Deal found 12/25$327
This Cheapflightsfares deal was found by Cheapflights users on 12/25. 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.
Mon 12/296:50 amDEN - MCO
1 stop11h 09mFrontier
Thu 1/812:57 pmMCO - DEN
1 stop10h 41mFrontier
Deal found 12/25$329
This Super.com deal was found by Cheapflights users on 12/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:21 pmDEN - MCO
1 stop6h 52mFrontier
Wed 1/711:12 amMCO - DEN
1 stop8h 51mFrontier
Deal found 12/26$342
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 12/3011:06 amDEN - MCO
2 stops45h 50mMultiple Airlines
Thu 1/810:00 amMCO - DEN
1 stop12h 05mMultiple Airlines
Deal found 12/25$343
This CheapOair deal was found by Cheapflights users on 12/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:59 pmDEN - MCO
Nonstop3h 32mFrontier
Mon 1/55:01 amMCO - DEN
1 stop10h 40mFrontier
Deal found 12/25$348
This Cheapflightsfares deal was found by Cheapflights users on 12/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:26 pmDEN - MCO
1 stop14h 49mFrontier
Fri 1/96:00 amMCO - DEN
Nonstop4h 24mFrontier
Deal found 12/24$352

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 27, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$120
(WAYA)

One-way from

$59
(eDestinos)

Popular in

March

Cheapest in

January

Average price

$368
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.
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 ($6 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 27, 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

Tue 1/13

7:15 pm-11:44 pm

1 stop26h 29m

Orlando

Sat 1/17

12:15 pm-4:41 pm

1 stop30h 26m

$133

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 2/9

11:05 am-9:39 pm

1 stop8h 34m

Orlando

Wed 2/18

8:29 pm-10:59 pm

Nonstop4h 30m

$134

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 1/14

11:40 am-8:27 pm

1 stop6h 47m

Orlando

Mon 1/19

6:05 am-9:39 pm

1 stop17h 34m

$175

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Thu 1/15

1:52 pm-11:58 pm

1 stop8h 06m

Orlando

Mon 1/19

6:30 am-1:43 pm

1 stop9h 13m

$200

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 1/7

2:47 pm-11:44 pm

1 stop6h 57m

Orlando

Sat 1/10

8:37 pm-10:59 pm

Nonstop4h 22m

$200

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 1/14

12:14 am-9:47 am

1 stop7h 33m

Orlando

Mon 1/19

6:59 pm-12:17 pm

2 stops19h 18m

$209

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 2/24

5:49 pm-11:30 pm

Nonstop3h 41m

Orlando

Sat 2/28

6:10 am-8:28 am

Nonstop4h 18m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 2/15

7:24 pm-1:02 am

Nonstop3h 38m

$63

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 1/25

6:30 am-5:11 pm

1 stop8h 41m

$76

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 1/18

5:41 pm-2:38 pm

1 stop18h 57m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 16 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 December 19, 2025.

To ensure you get the cheapest price possible for a flight from Pueblo to Kissimmee, you should look to book at least 48 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.

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 27, 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 27, 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
4,258 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
8,018 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
9,116 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
11,068 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
3,071 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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?

    Frontier can get you from Pueblo to Kissimmee in just under 26h 29m. Your travel time can differ by up to . The distance between Pueblo and Kissimmee is about 1544 mi.

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

    $56 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 $113, 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 December 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$114Average$168FlexibilityNo cancel feeOn-time88%
DeltaCheapest$175Average$471FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$470FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$328Average$460FlexibilityNo cancel feeOn-time63%

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