HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$49+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
ene. 1 — ene. 81
jue. 1/1
jue. 1/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pueblo to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 diciembre 2, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/30. 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. 12/912:59 amDEN - MCO
1 stop11h 28mFrontier
mar. 12/168:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/30$124
This Frontier deal was found by Cheapflights users on 11/30. 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.
vie. 12/129:34 amDEN - MCO
Nonstop3h 40mFrontier
lun. 12/156:00 amMCO - DEN
Nonstop4h 24mFrontier
Deal found 11/30$125
This WAYA deal was found by Cheapflights users on 11/30. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/98:00 amDEN - MCO
1 stop7h 52mFrontier
dom. 12/143:09 pmMCO - DEN
Nonstop4h 24mFrontier
Deal found 11/30$126
This WAYA deal was found by Cheapflights users on 11/30. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/712:59 amDEN - MCO
1 stop7h 17mMultiple Airlines
dom. 12/143:09 pmMCO - DEN
Nonstop4h 24mMultiple Airlines
Deal found 11/30$127
This Kiwi.com deal was found by Cheapflights users on 11/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/139:30 amDEN - MCO
1 stop10h 11mMultiple Airlines
dom. 12/143:09 pmMCO - DEN
Nonstop4h 24mMultiple Airlines
Deal found 11/29$130
This eDestinos deal was found by Cheapflights users on 11/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/86:31 pmDEN - MCO
Nonstop3h 45mFrontier
dom. 12/143:09 pmMCO - DEN
Nonstop4h 24mFrontier
Deal found 11/30$132
This Kiwi.com deal was found by Cheapflights users on 11/30. 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. 12/109:00 pmDEN - MCO
1 stop24h 41mFrontier
dom. 12/148:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 11/30$134
This WAYA 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/98:00 amDEN - MCO
1 stop7h 52mFrontier
mié. 12/178:42 pmMCO - DEN
Nonstop4h 22mFrontier
Deal found 12/1$137
This Cheapflightsfares deal was found by Cheapflights users on 11/30. 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. 12/1411:59 pmDEN - MCO
Nonstop3h 32mFrontier
mié. 12/174:33 pmMCO - DEN
1 stop22h 43mFrontier
Deal found 11/30$139
This Kiwi.com deal was found by Cheapflights users on 11/30. 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.
dom. 12/712:59 amDEN - MCO
1 stop7h 17mMultiple Airlines
mar. 12/98:42 pmMCO - DEN
Nonstop4h 22mMultiple Airlines
Deal found 11/30$140

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 diciembre 2, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$118
(Frontier)

One-way from

$49
(eDestinos)

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 diciembre 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

mar. 1/27

12:30 am-8:49 am

1 stop6h 19m

Orlando

mar. 2/3

4:20 pm-10:50 pm

1 stop8h 30m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

vie. 2/6

12:30 am-8:49 am

1 stop6h 19m

Orlando

sáb. 2/14

12:24 pm-7:19 pm

1 stop8h 55m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

mar. 1/27

8:04 am-6:17 pm

1 stop8h 13m

Orlando

mar. 2/3

7:17 pm-11:58 pm

2 stops30h 41m

$261

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

lun. 1/26

12:34 pm-7:35 am

2 stops17h 01m

Orlando

sáb. 1/31

7:00 am-4:13 pm

1 stop11h 13m

$265

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

lun. 1/12

9:45 am-3:25 pm

Nonstop3h 40m

Orlando

mar. 1/13

8:23 am-10:35 am

Nonstop4h 12m

$297

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

dom. 1/11

11:59 pm-5:35 am

Nonstop3h 36m

Orlando

mar. 1/13

4:00 pm-6:23 pm

Nonstop4h 23m

$297

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

jue. 2/12

5:05 am-10:45 am

Nonstop3h 40m

Orlando

jue. 2/12

6:40 pm-9:05 pm

Nonstop4h 25m

$307

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

dom. 2/1

7:00 am-5:35 am

2 stops20h 35m

Orlando

jue. 2/5

5:43 pm-12:41 pm

1 stop20h 58m

$316

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

mié. 1/7

6:00 am-2:08 pm

1 stop6h 08m

Orlando

mié. 1/7

6:35 pm-10:55 pm

1 stop6h 20m

$318

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

vie. 2/27

1:10 pm-5:40 am

1 stop14h 30m

Orlando

mar. 3/3

8:09 pm-5:48 pm

2 stops23h 39m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 22 results
1
2
3

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 diciembre 2, 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.

How much does it cost to fly round-trip from Pueblo to Kissimmee?

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 diciembre 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
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
9,063 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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
3,094 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

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?

    Delta, Alaska Airlines, and United Airlines can get you from Pueblo to Kissimmee in just under 3h 40m. Your travel time can differ by up to 4h 33m. 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?

    $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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Pueblo to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
Denver to Miami flights
Denver to Orlando flights
Denver to Fort Lauderdale flights
Denver to Tampa flights
Denver to Fort Myers flights
Denver to West Palm Beach flights
Denver to Jacksonville flights
Denver to Sarasota flights
Denver to Pensacola flights
Denver to Key West flights
Colorado Springs to Tampa flights
Colorado Springs to Orlando flights
Denver to Panama City flights
Colorado Springs to Miami flights
Denver to Orlando Sanford Intl flights
Denver to St Petersburg flights
Colorado Springs to Fort Myers flights
Colorado Springs to Fort Lauderdale flights
Denver to Valparaiso flights
Grand Junction to Miami flights
Colorado Springs to Sarasota flights
Denver to Daytona Beach flights
Denver to Melbourne flights
Grand Junction to Fort Myers flights
Grand Junction to Tampa flights
Colorado Springs to Key West flights
Denver to Tallahassee flights
Denver to Gainesville flights
Grand Junction to Orlando flights
Montrose to Fort Lauderdale flights
Durango to Jacksonville flights
Grand Junction to Fort Lauderdale flights
Colorado Springs to West Palm Beach flights
Durango to Orlando flights
Vail to Miami flights
Colorado Springs to Panama City flights
Durango to Miami flights
Colorado Springs to Pensacola flights
Durango to Tampa flights
Montrose to Tampa flights
Montrose to Orlando flights
Hayden to West Palm Beach flights
Grand Junction to Panama City flights
Aspen to Orlando flights
Grand Junction to Jacksonville flights
Colorado Springs to Jacksonville flights
Vail to Tampa flights
Vail to Fort Myers flights
Grand Junction to West Palm Beach flights
Durango to Panama City flights

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 diciembre 2, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.