Cheap flights from Winnipeg to Pueblo from C$ 188

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — COS
26 Dec — 2 Jan1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Winnipeg to Pueblo

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Pueblo
Explore the most affordable flight options available from Winnipeg to Pueblo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 November 2025.

Fri 12/125:35 p.m.YWG - DEN
1 stop16h 20mMultiple Airlines
Mon 15/1210:37 p.m.DEN - YWG
2 stops18h 29mMultiple Airlines
Deal found 24/11C$ 426
Wed 31/129:05 a.m.YWG - DEN
2 stops40h 20mMultiple Airlines
Mon 5/112:26 p.m.DEN - YWG
1 stop11h 17mMultiple Airlines
Deal found 26/11C$ 542
Mon 29/124:10 p.m.YWG - DEN
2 stops12h 48mMultiple Airlines
Tue 30/1210:29 p.m.DEN - YWG
1 stop25h 14mMultiple Airlines
Deal found 25/11C$ 669
Fri 12/128:40 a.m.YWG - DEN
Nonstop2h 41mUnited Airlines
Mon 15/128:30 p.m.DEN - YWG
1 stop14h 27mUnited Airlines
Deal found 24/11C$ 793
Fri 12/1210:55 a.m.YWG - DEN
2 stops32h 37mWestJet
Mon 15/126:05 a.m.DEN - YWG
2 stops15h 36mWestJet
Deal found 24/11C$ 835
Sat 20/129:40 p.m.YWG - DEN
1 stop15h 46mAir Canada
Fri 26/125:25 p.m.DEN - YWG
Nonstop2h 26mAir Canada
Deal found 26/11C$ 859

Cheap flight deals from Winnipeg to Pueblo

Keep the following information in mind while searching for Winnipeg to Pueblo flight deals. Data was last updated 26 November 2025.

Round-trip from

C$ 426

One-way from

C$ 188

Popular in

February

Cheapest in

July

Average price

C$ 618
12/12-15/12
  • 12/12-15/12
  • 3 total stops
  • 34h 49m total
  • Winnipeg to Pueblo
10/1
  • 10/1
  • 2 total stops
  • 21h 00m total
  • Winnipeg to Pueblo
Highest demand for flights based on searches. 8% potential increase in price (C$ 84 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 27 potential savings vs. average RT price).
Average for round-trip flights in November 2025

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 26 November 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

Fri 12/12

5:35 p.m.-8:55 a.m.

1 stop16h 20m

Denver Intl

Mon 15/12

10:37 p.m.-6:06 p.m.

2 stops18h 29m

C$ 426

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 3/1

5:55 a.m.-12:40 a.m.

2 stops19h 45m

Denver Intl

Sat 10/1

10:29 p.m.-12:43 a.m.

1 stop25h 14m

C$ 533

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sun 11/1

6:40 a.m.-10:31 a.m.

1 stop4h 51m

Denver Intl

Wed 14/1

7:00 a.m.-11:38 p.m.

2 stops15h 38m

C$ 666

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Mon 29/12

4:10 p.m.-3:58 a.m.

2 stops12h 48m

Denver Intl

Tue 30/12

10:29 p.m.-12:43 a.m.

1 stop25h 14m

C$ 669

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sun 11/1

6:00 a.m.-12:37 p.m.

1 stop7h 37m

Denver Intl

Wed 14/1

8:05 a.m.-6:09 p.m.

1 stop9h 04m

C$ 687

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 3/1

6:00 a.m.-12:37 p.m.

1 stop7h 37m

Denver Intl

Sat 10/1

8:05 a.m.-6:09 p.m.

1 stop9h 04m

C$ 718

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Thu 8/1

9:05 a.m.-9:06 p.m.

2 stops13h 01m

C$ 190

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 10/1

6:55 p.m.-9:38 p.m.

3 stops27h 43m

C$ 190

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Thu 4/12

9:05 a.m.-8:25 p.m.

2 stops12h 20m

C$ 261

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 10/1

6:00 a.m.-12:37 p.m.

1 stop7h 37m

C$ 380

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/11

Showing 1-10 of 12 results
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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 21 November 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 26 November 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.

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

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.

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

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.

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

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.

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

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.

  • How long is the flight from Winnipeg to Pueblo?

    Delta can get you from Winnipeg to Pueblo in just under 4h 51m. Your travel time can differ by up to . There are 1259 km between Winnipeg and Pueblo.

  • 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.

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