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$439+ Cheap flights from Colorado Springs (COS) to Winnipeg (YWG)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
COS — YWG
Apr 11 — Apr 181
Sat 4/11
Sat 4/18
1 adult, Economy
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Cheap flight deals from Colorado Springs to Winnipeg

Cheapest flights from Colorado Springs to Winnipeg
Explore the most affordable flight options available from Colorado Springs to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 12, 2026.

This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:57 pm
COS
-
YWG
2 stops15h 55m
United Airlines
Tue 5/52:00 pm
YWG
-
COS
1 stop9h 01m
United Airlines
Deal found 3/8$439
This United Airlines deal was found by Cheapflights users on 3/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:13 pm
COS
-
YWG
2 stops17h 39m
United Airlines
Thu 4/302:00 pm
YWG
-
COS
2 stops19h 47m
United Airlines
Deal found 3/9$455
This United Airlines deal was found by Cheapflights users on 3/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/211:33 pm
COS
-
YWG
1 stop6h 24m
United Airlines
Tue 4/282:00 pm
YWG
-
COS
1 stop8h 54m
United Airlines
Deal found 3/7$470
This Air Canada deal was found by Cheapflights users on 3/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:57 pm
COS
-
YWG
2 stops15h 55m
Air Canada
Tue 5/55:45 am
YWG
-
COS
2 stops16h 08m
Air Canada
Deal found 3/10$549

Find flight deals from Colorado Springs to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Colorado Springs (COS) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$439
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$978
Provider with most accurate pricing for Colorado Springs-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Colorado Springs-Winnipeg flights.
Search Deals
From Colorado Springs to Winnipeg
Search Deals
Highest demand for flights based on searches. 32% potential increase in price ($256 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($41 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Colorado Springs to Winnipeg 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 March 12, 2026.
Use the filters below to find and compare flights from Colorado Springs to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Colorado SpringsWinnipeg

COS - YWG

COSYWG

Colorado Springs

Fri 5/1

6:57 pm-11:52 am

2 stops15h 55m

Winnipeg

Tue 5/5

8:45 am-12:26 pm

1 stop4h 41m

$449

Colorado SpringsWinnipeg

COS - YWG

COSYWG

Colorado Springs

Tue 4/21

5:13 pm-11:52 am

2 stops17h 39m

Winnipeg

Tue 4/28

8:45 am-12:36 pm

1 stop4h 51m

$525

Colorado SpringsWinnipeg

COS - YWG

COSYWG

Colorado Springs

Thu 4/23

5:13 pm-11:52 am

2 stops17h 39m

Winnipeg

Thu 4/30

8:45 am-2:24 pm

1 stop6h 39m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Colorado Springs-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Colorado Springs-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Colorado Springs-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Colorado Springs-Winnipeg flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Colorado Springs-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Colorado Springs to Winnipeg

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

What is the cheapest month to book a flight from Colorado Springs to Winnipeg?

Currently, September is the cheapest month in which you can book a flight from Colorado Springs to Winnipeg (average of $95). Flying from Colorado Springs to Winnipeg in February is currently the most expensive (average of $833). 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.

Related info for your journey

Find useful and relevant information for your journey from Colorado Springs to Winnipeg. 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 Colorado Springs to Winnipeg?

    There are many flights that can get you from Colorado Springs to Winnipeg in 15h 55m. Fly via United Airlines to get the fastest option. There are 849 mi between Colorado Springs and Winnipeg.

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

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

  • How can I find direct flights from Colorado Springs to Winnipeg?

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

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

    Yes. Cheapflights offers flight deals from Colorado Springs to Winnipeg 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 Colorado Springs to Winnipeg?

    Currently, September is the cheapest month in which you can book a flight from Colorado Springs to Winnipeg (average of $95). Flying from Colorado Springs to Winnipeg in February is currently the most expensive (average of $833). 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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