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$953+ Cheap flights from Oakland, CA (OAK) 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.
OAK — YWG
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
1 adult, Economy
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Find flight deals from Oakland to Winnipeg

Best flights from Oakland to Winnipeg
Discover carefully curated flight deals from Oakland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated noviembre 13, 2025.

This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/105:55 amOAK - YWG
2 stops9h 05mDelta
mié. 3/115:38 pmYWG - OAK
2 stops24h 56mDelta
Deal found 11/12$953

Cheap flight deals from Oakland to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) 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 noviembre 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$953
(Delta)

Popular in

December

Cheapest in

September

Average price

$458
Provider with most accurate pricing for Oakland-Winnipeg flight deals.
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Provider most trusted by Cheapflights users for Oakland-Winnipeg flights.
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From Oakland to Winnipeg
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($127 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland 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 noviembre 13, 2025.
Use the filters below to find and compare flights from Oakland to Winnipeg that are best for you.

Fly from

Oakland

Fly to

Winnipeg

Route

Depart

Return

Price

OaklandWinnipeg

OAK - YWG

OAKYWG

Oakland

mar. 3/10

5:55 am-5:00 pm

2 stops9h 05m

Winnipeg

mié. 3/11

5:38 pm-4:34 pm

2 stops24h 56m

$953

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Compare providers for flights from Oakland to Winnipeg

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Winnipeg in November.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Oakland, California-Winnipeg flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Oakland, California-Winnipeg flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Oakland, California-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Oakland, California-Winnipeg flights, Cheapflights users trust eDreams the most. eDreams 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 Oakland, California-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 Oakland to Winnipeg

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

What is the cheapest month to book a flight from Oakland, California to Winnipeg?

Currently, March is the cheapest month in which you can book a flight from Oakland, California to Winnipeg (average of $111). Flying from Oakland, California to Winnipeg in November is currently the most expensive (average of $290). 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 Oakland 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 Oakland, California to Winnipeg?

    Departing from Oakland, California to Winnipeg will take you 9h 05m. The distance from Oakland, California to Winnipeg is about 1492 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland 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 Oakland, California to Winnipeg?

    Currently, March is the cheapest month in which you can book a flight from Oakland, California to Winnipeg (average of $111). Flying from Oakland, California to Winnipeg in November is currently the most expensive (average of $290). 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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