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Cheap flights from Winnipeg to Pueblo from C$ 157

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 25/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — COS
27 ene. — 3 feb.1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Pueblo

Enter your travel dates to find the best prices.

Best flights from Winnipeg to Pueblo
Discover carefully curated flight deals from Winnipeg to Pueblo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 28 diciembre 2025.

lun. 19/14:55 p.m.YWG - DEN
1 stop18h 32mMultiple Airlines
mar. 27/19:44 p.m.DEN - YWG
2 stops19h 22mMultiple Airlines
Deal found 27/12C$ 267
lun. 19/14:10 p.m.YWG - DEN
2 stops19h 17mMultiple Airlines
lun. 26/16:00 a.m.DEN - YWG
1 stop17h 43mMultiple Airlines
Deal found 27/12C$ 272
mar. 20/14:10 p.m.YWG - DEN
2 stops19h 17mMultiple Airlines
mar. 27/19:44 p.m.DEN - YWG
1 stop25h 59mMultiple Airlines
Deal found 27/12C$ 273
mié. 21/14:10 p.m.YWG - DEN
2 stops17h 44mMultiple Airlines
mar. 27/19:44 p.m.DEN - YWG
1 stop25h 59mMultiple Airlines
Deal found 27/12C$ 297
mié. 21/14:10 p.m.YWG - DEN
2 stops17h 44mMultiple Airlines
lun. 26/16:00 a.m.DEN - YWG
1 stop17h 43mMultiple Airlines
Deal found 27/12C$ 303
sáb. 24/15:55 a.m.YWG - DEN
2 stops12h 54mMultiple Airlines
sáb. 31/19:44 p.m.DEN - YWG
1 stop25h 52mMultiple Airlines
Deal found 27/12C$ 384
lun. 9/24:10 p.m.YWG - DEN
2 stops16h 44mMultiple Airlines
lun. 16/29:00 a.m.DEN - YWG
1 stop14h 36mMultiple Airlines
Deal found 26/12C$ 394

Find flight deals from Winnipeg to Pueblo

Keep the following information in mind while searching for Winnipeg to Pueblo flight deals. Data was last updated 28 diciembre 2025.

Round-trip from

C$ 267

One-way from

C$ 157

Popular in

December

Cheapest in

July

Average price

C$ 808
19/1-27/1
  • 19/1-27/1
  • 3 total stops
  • 37h 54m total
  • Winnipeg to Pueblo
Search Deals
25/1
  • 25/1
  • 2 total stops
  • 20h 59m total
  • Winnipeg to Pueblo
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 25 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 Winnipeg to Pueblo 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 629,999 searches. Data last updated 28 diciembre 2025.
Use the filters below to find and compare flights from Winnipeg to Pueblo that are best for you.

Fly from

Winnipeg

Fly to

Pueblo

Route

Depart

Return

Price

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

lun. 19/1

4:55 p.m.-10:27 a.m.

1 stop18h 32m

Denver Intl

mar. 27/1

9:44 p.m.-6:06 p.m.

2 stops19h 22m

C$ 267

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

lun. 19/1

4:10 p.m.-10:27 a.m.

2 stops19h 17m

Denver Intl

lun. 26/1

6:00 a.m.-12:43 a.m.

1 stop17h 43m

C$ 272

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

mar. 20/1

4:10 p.m.-10:27 a.m.

2 stops19h 17m

Denver Intl

mar. 27/1

9:44 p.m.-12:43 a.m.

1 stop25h 59m

C$ 273

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

mié. 21/1

4:10 p.m.-8:54 a.m.

2 stops17h 44m

Denver Intl

mar. 27/1

9:44 p.m.-12:43 a.m.

1 stop25h 59m

C$ 297

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

mié. 21/1

4:10 p.m.-8:54 a.m.

2 stops17h 44m

Denver Intl

lun. 26/1

6:00 a.m.-12:43 a.m.

1 stop17h 43m

C$ 303

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

sáb. 24/1

5:55 a.m.-5:49 p.m.

2 stops12h 54m

Denver Intl

sáb. 31/1

9:44 p.m.-12:36 a.m.

1 stop25h 52m

C$ 384

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

lun. 9/2

4:10 p.m.-7:54 a.m.

2 stops16h 44m

Denver Intl

lun. 16/2

9:00 a.m.-12:36 a.m.

1 stop14h 36m

C$ 394

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

dom. 25/1

12:55 p.m.-8:54 a.m.

2 stops20h 59m

C$ 157

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

lun. 9/2

4:10 p.m.-12:03 p.m.

2 stops20h 53m

C$ 165

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

vie. 13/2

6:45 a.m.-10:59 p.m.

2 stops17h 14m

C$ 351

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/12

Showing 1-10 of 11 results
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2

Best time to book a flight from Winnipeg to Pueblo

Have a flexible travel schedule? Discover the best time to fly to Pueblo from Winnipeg 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 Winnipeg to Pueblo

How far ahead should I book a flight from Winnipeg to Pueblo?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Pueblo. Price data was last updated on 26 December 2025.

To ensure you get the cheapest price possible for a flight from Winnipeg to Pueblo, you should look to book at least 44 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.

Reviews of airlines servicing Pueblo

Get insights into the airlines that provide service to Pueblo. 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 Pueblo. Reviews last updated 28 diciembre 2025.
Check out reviews from past customers who have flown with United Airlines,WestJet, andAir Canada from Winnipeg to Pueblo to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,113 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,113 reviews
United Airlines
7.4
Good
9,113 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
WestJet
7.2
Good
3,222 reviews
United Airlines
7.4
Good
9,113 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Air Canada
7.1
Good
10,562 reviews
United Airlines
7.4
Good
9,113 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Pueblo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Pueblo?

    For a flight from Winnipeg to Pueblo, you will be flying from Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city. Winnipeg is the only Winnipeg airport and it handles 2 outbound flights to Pueblo per day. 0 airlines have flights to Pueblo from Winnipeg on a regular basis.

  • Can I find deals for flights from Winnipeg to Pueblo that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Pueblo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Pueblo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Pueblo.

  • Can I find deals for business class flights from Winnipeg to Pueblo?

    Yes. Cheapflights offers flight deals from Winnipeg to Pueblo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Winnipeg to Pueblo

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Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Pueblo?

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