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Kissimmee

$93+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Pueblo to Kissimmee are usually found in January or August, booked 80 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 July 2, 2025.

Round-trip from

$185
(Priceline)

One-way from

$93
(FlightHub)

Popular in

March

Cheapest in

January

Average price

$273
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. 4% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 2, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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.
Wed 7/2312:23 amDEN - MCO
Nonstop3h 37mFrontier
Sun 7/276:00 amMCO - DEN
Nonstop4h 02mFrontier
Deal found 7/2$186
This JetBlue deal was found by Cheapflights users on 6/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/511:49 amDEN - MCO
1 stop9h 48mJetBlue
Mon 11/106:00 amMCO - DEN
1 stop8h 32mJetBlue
Deal found 6/29$235

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 July 2, 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 7/24

8:52 am-2:43 pm

Nonstop3h 51m

Orlando

Sun 7/27

6:00 am-8:02 am

Nonstop4h 02m

$186

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 8/9

6:40 am-12:20 pm

Nonstop3h 40m

Orlando

Sat 8/16

6:40 am-8:35 am

Nonstop3h 55m

$207

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 9/16

11:57 pm-8:17 am

1 stop6h 20m

Orlando

Tue 9/23

7:15 am-11:51 am

1 stop6h 36m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 8/29

7:53 pm-10:44 pm

1 stop24h 51m

$93

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 9/30

4:45 pm-10:25 pm

Nonstop3h 40m

$99

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 9/16

2:47 pm-10:28 pm

1 stop5h 41m

$109

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 8/5

12:55 am-11:20 am

1 stop8h 25m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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 June 27, 2025.

To ensure you get the cheapest price possible for a flight from Pueblo to Kissimmee, you should look to book at least 80 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, May is the cheapest month in which you can book a flight from Pueblo to Kissimmee (average of $206). Flying from Pueblo to Kissimmee in November is currently the most expensive (average of $289). 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 July 2, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pueblo to Kissimmee as you normally would.

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 July 2, 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
4,272 reviews

Entertainment

7.6

Food

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Comfort

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
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Comfort

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
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Comfort

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
8,861 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Comfort

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
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Comfort

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
5.9
Fair
3,290 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Food

7.0

Boarding

8.2

Overall

8.0

Crew

8.6

Comfort

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.

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

    $93 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $99 and $108, 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, May is the cheapest month in which you can book a flight from Pueblo to Kissimmee (average of $206). Flying from Pueblo to Kissimmee in November is currently the most expensive (average of $289). 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 4 airlines flying from Pueblo to Kissimmee

Discover the top 4 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$285Average$485FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$298Average$432FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$334Average$484FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$335Average$495FlexibilityNo cancel feeOn-time63%

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