Cheap flights from Winnipeg to Pueblo from C$ 165

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 21/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — COS
17 Jan — 24 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap 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 18 December 2025.

Wed 31/124:55 p.m.YWG - DEN
1 stop17h 00mMultiple Airlines
Sun 4/110:37 p.m.DEN - YWG
2 stops25h 06mMultiple Airlines
Deal found 17/12C$ 817
Fri 26/125:55 a.m.YWG - DEN
2 stops38h 18mWestJet
Sun 4/15:57 p.m.DEN - YWG
1 stop16h 06mWestJet
Deal found 16/12C$ 934
Tue 30/125:55 a.m.YWG - DEN
2 stops34h 18mWestJet
Sun 4/15:57 p.m.DEN - YWG
1 stop16h 06mWestJet
Deal found 16/12C$ 1,040
Wed 31/128:05 p.m.YWG - DEN
2 stops21h 39mWestJet
Sun 4/17:10 a.m.DEN - YWG
2 stops29h 42mWestJet
Deal found 17/12C$ 1,061
Wed 31/128:40 a.m.YWG - DEN
Nonstop2h 44mAir Canada
Sun 4/18:05 a.m.DEN - YWG
1 stop16h 09mAir Canada
Deal found 17/12C$ 1,090
Sat 20/125:45 p.m.YWG - DEN
1 stop6h 05mWestJet
Fri 26/124:14 p.m.DEN - YWG
1 stop6h 30mWestJet
Deal found 17/12C$ 1,109

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 18 December 2025.

Round-trip from

C$ 685

One-way from

C$ 165

Popular in

December

Cheapest in

July

Average price

C$ 814
Air Canada
  • Air Canada
  • 2/2-5/2
  • 2 total stops
  • 16h 41m total
  • Winnipeg to Pueblo
21/2
  • 21/2
  • 2 total stops
  • 16h 05m total
  • Winnipeg to Pueblo
Highest demand for flights based on searches. 12% potential increase in price (C$ 115 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 26 potential savings vs. average RT price).
Average for round-trip flights in December 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 18 December 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

Mon 2/2

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

1 stop7h 37m

Denver Intl

Thu 5/2

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

1 stop9h 04m

C$ 685

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Wed 31/12

4:55 p.m.-8:55 a.m.

1 stop17h 00m

Denver Intl

Sun 4/1

10:37 p.m.-12:43 a.m.

2 stops25h 06m

C$ 817

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Mon 2/2

5:55 a.m.-7:29 p.m.

2 stops14h 34m

Denver Intl

Thu 5/2

7:00 a.m.-6:05 p.m.

2 stops10h 05m

C$ 856

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Tue 30/12

5:55 a.m.-3:13 p.m.

2 stops34h 18m

Denver Intl

Sun 4/1

5:57 p.m.-11:03 a.m.

1 stop16h 06m

C$ 1,040

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Wed 31/12

8:05 p.m.-4:44 p.m.

2 stops21h 39m

Denver Intl

Sun 4/1

7:10 a.m.-1:52 p.m.

2 stops29h 42m

C$ 1,061

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 21/2

5:55 a.m.-9:00 p.m.

2 stops16h 05m

C$ 165

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Fri 30/1

12:40 p.m.-2:54 p.m.

2 stops27h 14m

C$ 172

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 31/1

9:00 p.m.-12:19 p.m.

2 stops16h 19m

C$ 189

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 21/2

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

1 stop7h 37m

C$ 378

WinnipegDenver

YWG - DEN

YWGDEN

Winnipeg

Sat 31/1

10:45 a.m.-5:59 p.m.

1 stop8h 14m

C$ 378

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/12

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 12 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.

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

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 18 December 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.

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

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.

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

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.

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

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.

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.6

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?

    Air Canada can get you from Winnipeg to Pueblo in just under 7h 37m. 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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