Kissimmee

$70+ 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
Mar 14 — Mar 211
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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 August, booked 22 days in advance, depart on a Wednesday or Tuesday and return on a Friday

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 February 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 4/511:59 pm
DEN
-
MCO
Nonstop3h 44m
Frontier
Tue 4/149:00 pm
MCO
-
DEN
1 stop18h 32m
Frontier
Deal found 2/11$155
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Thu 4/161:09 pm
DEN
-
MCO
2 stops8h 49m
Multiple Airlines
Wed 4/2212:08 pm
MCO
-
DEN
Nonstop4h 24m
Multiple Airlines
Deal found 2/10$156
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:59 am
DEN
-
MCO
1 stop12h 05m
Frontier
Mon 3/168:39 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 2/10$157
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
DEN
-
MCO
1 stop6h 22m
Frontier
Tue 3/106:00 am
MCO
-
DEN
Nonstop4h 20m
Frontier
Deal found 2/10$158
This Frontier deal was found by Cheapflights users on 2/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:59 pm
DEN
-
MCO
Nonstop3h 44m
Frontier
Sun 4/266:45 am
MCO
-
DEN
1 stop6h 51m
Frontier
Deal found 2/10$159
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:59 pm
DEN
-
MCO
Nonstop3h 44m
Frontier
Fri 4/242:35 pm
MCO
-
DEN
1 stop9h 14m
Frontier
Deal found 2/9$160
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Thu 3/267:00 am
DEN
-
MCO
Nonstop3h 45m
Multiple Airlines
Tue 3/3112:04 pm
MCO
-
DEN
1 stop8h 32m
Multiple Airlines
Deal found 2/9$161
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/212:59 am
DEN
-
MCO
1 stop6h 27m
Frontier
Sun 3/86:00 am
MCO
-
DEN
Nonstop4h 20m
Frontier
Deal found 2/11$162
This Frontier deal was found by Cheapflights users on 2/11. 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.
Tue 4/213:41 pm
DEN
-
MCO
Nonstop3h 52m
Frontier
Tue 4/288:28 pm
MCO
-
DEN
Nonstop4h 31m
Frontier
Deal found 2/11$163
This Frontier deal was found by Cheapflights users on 2/11. 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.
Wed 4/2211:59 pm
DEN
-
MCO
Nonstop3h 44m
Frontier
Fri 4/249:28 pm
MCO
-
DEN
1 stop14h 15m
Frontier
Deal found 2/11$164
This WAYA deal was found by Cheapflights users on 2/11. 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.
Wed 3/118:17 am
DEN
-
MCO
1 stop7h 43m
Multiple Airlines
Wed 3/186:00 am
MCO
-
DEN
Nonstop4h 20m
Multiple Airlines
Deal found 2/11$165
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/73:41 pm
DEN
-
MCO
Nonstop3h 42m
Frontier
Sun 3/158:39 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 2/9$166

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 February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$155
(Kiwi.com)

One-way from

$70
(WAYA)

Popular in

March

Cheapest in

January

Average price

$287
Provider with most accurate pricing for Denver Intl-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Denver Intl-Orlando (ORL) flights.
From Pueblo to Kissimmee
One-way flight from Pueblo to Kissimmee
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 12, 2026.
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 4/22

11:59 pm-5:43 am

Nonstop3h 44m

Orlando

Fri 4/24

2:47 pm-11:03 pm

1 stop10h 16m

$163

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 3/28

7:00 am-12:45 pm

Nonstop3h 45m

Orlando

Sat 4/4

5:58 pm-8:24 pm

Nonstop4h 26m

$167

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 2/20

8:18 am-6:26 pm

1 stop8h 08m

Orlando

Tue 2/24

4:05 pm-9:41 pm

1 stop7h 36m

$208

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Thu 4/23

3:41 pm-9:33 pm

Nonstop3h 52m

Orlando

Sun 4/26

6:45 am-11:36 am

1 stop6h 51m

$231

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 4/20

12:55 am-8:42 am

1 stop5h 47m

Orlando

Sat 4/25

5:30 am-9:25 am

1 stop5h 55m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 5/10

8:15 am-1:58 pm

Nonstop3h 43m

Orlando

Fri 5/15

8:00 am-10:19 am

Nonstop4h 19m

$237

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Mon 4/27

4:30 pm-12:06 am

1 stop5h 36m

Orlando

Wed 4/29

9:00 am-3:17 pm

1 stop8h 17m

$247

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 4/24

4:30 pm-1:08 am

1 stop6h 38m

Orlando

Sat 4/25

5:30 am-9:25 am

1 stop5h 55m

$247

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 4/24

4:30 pm-1:08 am

1 stop6h 38m

Orlando

Wed 4/29

6:14 pm-11:15 pm

1 stop7h 01m

$247

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 4/18

9:40 am-7:44 pm

1 stop8h 04m

Orlando

Wed 4/22

5:30 am-12:04 pm

1 stop8h 34m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

Showing 1-10 of 21 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 February 6, 2026.

To ensure you get the cheapest price possible for a flight from Pueblo to Kissimmee, you should look to book at least 22 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.

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 February 12, 2026.
See what other customers who have flown with Southwest, United Airlines, and American 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.

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

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

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

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

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

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

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

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

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

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

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

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 and Delta can get you from Pueblo to Kissimmee in just under 3h 44m. Your travel time can differ by up to 2h 03m. 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?

    $54 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 $93 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 $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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Pueblo to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$106Average$170FlexibilityNo cancel feeOn-time88%
DeltaCheapest$118Average$473FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$519FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$485FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$319Average$460FlexibilityNo cancel feeOn-time63%

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