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Kissimmee

$82+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
nov. 15 — nov. 221
sáb. 11/15
sáb. 11/22
1 adult, Economy
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Cheapflights Tip: The best prices from Pueblo to Kissimmee are usually found in January or February, booked 80 days in advance, depart on a Tuesday or Wednesday and return on a Friday

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 octubre 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$155
(Kiwi.com)

One-way from

$82
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$317
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 October 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 octubre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/14. 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.
mar. 10/2812:59 amDEN - MCO
1 stop8h 25mMultiple Airlines
vie. 10/316:00 amMCO - DEN
1 stop9h 56mMultiple Airlines
Deal found 10/14$155
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
mié. 11/59:07 amDEN - MCO
2 stops11h 01mMultiple Airlines
sáb. 11/157:45 amMCO - DEN
1 stop16h 44mMultiple Airlines
Deal found 10/15$156
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
mar. 11/49:05 pmDEN - MCO
1 stop13h 55mFrontier
lun. 11/109:05 amMCO - DEN
1 stop10h 39mFrontier
Deal found 10/15$157
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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.
mar. 10/2112:36 amDEN - MCO
Nonstop3h 28mFrontier
mié. 10/297:45 amMCO - DEN
1 stop13h 34mFrontier
Deal found 10/16$158
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
dom. 11/212:59 amDEN - MCO
1 stop7h 03mFrontier
vie. 11/78:59 pmMCO - DEN
Nonstop4h 17mFrontier
Deal found 10/15$159
This CheapOair deal was found by Cheapflights users on 10/15. 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.
sáb. 11/86:00 amDEN - MCO
1 stop11h 56mFrontier
lun. 11/178:00 amMCO - DEN
1 stop15h 13mFrontier
Deal found 10/15$160
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
dom. 11/212:16 amDEN - MCO
Nonstop3h 28mFrontier
mié. 11/58:59 pmMCO - DEN
Nonstop4h 17mFrontier
Deal found 10/15$161
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
jue. 11/134:08 pmDEN - MCO
1 stop25h 23mMultiple Airlines
dom. 11/1610:17 amMCO - DEN
1 stop13h 32mMultiple Airlines
Deal found 10/15$162
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
lun. 11/38:28 amDEN - MCO
1 stop8h 04mMultiple Airlines
vie. 11/72:40 pmMCO - DEN
1 stop8h 48mMultiple Airlines
Deal found 10/15$163
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
dom. 11/212:16 amDEN - MCO
Nonstop3h 28mFrontier
lun. 11/108:00 amMCO - DEN
1 stop15h 13mFrontier
Deal found 10/15$164
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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.
mié. 12/31:00 pmDEN - MCO
Nonstop3h 41mFrontier
jue. 12/118:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 10/15$165
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
mié. 11/126:26 pmDEN - MCO
2 stops17h 09mMultiple Airlines
mié. 11/197:45 amMCO - DEN
1 stop10h 08mMultiple Airlines
Deal found 10/15$166

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 octubre 16, 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

mié. 12/3

11:59 pm-5:31 am

Nonstop3h 32m

Orlando

lun. 12/8

2:28 pm-9:38 pm

1 stop9h 10m

$176

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

vie. 12/5

11:55 pm-5:25 am

Nonstop3h 30m

Orlando

sáb. 1/17

7:05 pm-9:25 pm

Nonstop4h 20m

$187

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

jue. 12/11

6:31 pm-12:16 am

Nonstop3h 45m

Orlando

dom. 12/14

6:00 am-8:24 am

Nonstop4h 24m

$194

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

mié. 12/3

6:30 am-5:50 am

1 stop21h 20m

Orlando

lun. 12/8

6:30 am-8:40 pm

1 stop16h 10m

$210

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

dom. 1/11

11:59 pm-5:35 am

Nonstop3h 36m

Orlando

vie. 1/16

8:00 am-10:22 am

Nonstop4h 22m

$217

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

mié. 1/14

6:05 am-2:04 pm

1 stop5h 59m

Orlando

sáb. 1/17

6:40 am-2:00 pm

1 stop9h 20m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

vie. 11/14

11:55 pm-5:25 am

Nonstop3h 30m

Orlando

mar. 11/18

8:20 pm-10:30 pm

Nonstop4h 10m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

jue. 12/11

11:59 pm-5:31 am

Nonstop3h 32m

Orlando

dom. 12/21

6:00 am-8:24 am

Nonstop4h 24m

$245

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

sáb. 10/25

12:36 am-6:04 am

Nonstop3h 28m

Orlando

lun. 10/27

8:37 am-2:20 pm

1 stop7h 43m

$255

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

mié. 11/12

11:55 pm-5:25 am

Nonstop3h 30m

Orlando

vie. 11/14

6:40 am-8:55 am

Nonstop4h 15m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 22 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 October 10, 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, 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 December is currently the most expensive (average of $376). 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 octubre 16, 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 octubre 16, 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
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

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
7,984 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

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
8,982 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

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
11,043 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

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
5.8
Fair
3,137 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

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.

  • How long is the flight from Pueblo to Kissimmee?

    Southwest and Frontier 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?

    $89 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and American Airlines, with prices starting from $91 and $94, 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 December is currently the most expensive (average of $376). 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 octubre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$114Average$168FlexibilityNo cancel feeOn-time88%
DeltaCheapest$175Average$471FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$271Average$515FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$328Average$464FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$329Average$470FlexibilityNo cancel feeOn-time69%

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