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$430+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
COS — YWG
Feb 21 — Feb 281
Sat 2/21
Sat 2/28
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 January 22, 2026.

This United Airlines deal was found by Cheapflights users on 1/19. 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 3/101:32 pm
COS
-
YWG
2 stops21h 25m
United Airlines
Wed 3/112:20 pm
YWG
-
COS
2 stops19h 29m
United Airlines
Deal found 1/19$430
This United Airlines deal was found by Cheapflights users on 1/21. 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 5/2112:50 pm
COS
-
YWG
1 stop6h 58m
United Airlines
Fri 5/298:30 am
YWG
-
COS
1 stop5h 41m
United Airlines
Deal found 1/21$645
This Air Canada deal was found by Cheapflights users on 1/21. 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.
Thu 5/215:13 pm
COS
-
YWG
2 stops18h 51m
Air Canada
Fri 5/2910:55 am
YWG
-
COS
2 stops10h 13m
Air Canada
Deal found 1/21$782

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 January 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$430
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$756
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. 14% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 22, 2026.
Use the filters below to find and compare flights from Colorado Springs to Winnipeg that are best for you.

Fly from

Colorado Springs

Fly to

Winnipeg

Route

Depart

Return

Price

Colorado SpringsWinnipeg

COS - YWG

COSYWG

Colorado Springs

Tue 3/10

1:32 pm-11:57 am

2 stops21h 25m

Winnipeg

Wed 3/11

2:20 pm-8:49 am

2 stops19h 29m

$430

Colorado SpringsWinnipeg

COS - YWG

COSYWG

Colorado Springs

Thu 5/21

12:50 pm-8:48 pm

1 stop6h 58m

Winnipeg

Fri 5/29

8:30 am-1:11 pm

1 stop5h 41m

$645

Colorado SpringsWinnipeg

COS - YWG

COSYWG

Colorado Springs

Thu 5/21

5:13 pm-1:04 pm

2 stops18h 51m

Winnipeg

Fri 5/29

10:55 am-8:08 pm

2 stops10h 13m

$782

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

  • 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 $96). Flying from Colorado Springs to Winnipeg in March is currently the most expensive (average of $783). 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 21h 25m. 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 $96). Flying from Colorado Springs to Winnipeg in March is currently the most expensive (average of $783). 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?

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Portage la Prairie

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