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Oakland

$680+ Cheap flights from Winnipeg (YWG) to Oakland, CA (OAK)

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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OAK
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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Cheap flight deals from Winnipeg to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Oakland (OAK). 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 October 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$680
(Delta)

Popular in

December

Cheapest in

September

Average price

$249
Provider with most accurate pricing for Winnipeg-Oakland flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Oakland flights.
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From Winnipeg to Oakland
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Highest demand for flights based on searches. 12% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Winnipeg to Oakland

Cheapest flights from Winnipeg to Oakland
Explore the most affordable flight options available from Winnipeg to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2025.

This Delta deal was found by Cheapflights users on 10/30. 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.
Thu 11/277:50 amYWG - OAK
2 stops12h 23mDelta
Thu 12/44:50 pmOAK - YWG
2 stops20h 17mDelta
Deal found 10/30$680
This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 amYWG - OAK
3 stops17h 30mMultiple Airlines
Sun 12/147:33 pmOAK - YWG
2 stops21h 35mMultiple Airlines
Deal found 10/29$871
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 12/1212:35 pmYWG - OAK
2 stops13h 33mDelta
Sun 12/145:55 amOAK - YWG
2 stops10h 11mDelta
Deal found 10/29$978
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:15 amYWG - OAK
2 stops15h 15mMultiple Airlines
Thu 12/49:17 pmOAK - YWG
3 stops25h 24mMultiple Airlines
Deal found 10/30$1,000

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Oakland 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 October 31, 2025.
Use the filters below to find and compare flights from Winnipeg to Oakland that are best for you.

Fly from

Winnipeg

Fly to

Oakland

Route

Depart

Return

Price

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 11/27

7:50 am-6:13 pm

2 stops12h 23m

Oakland

Thu 12/4

4:50 pm-3:07 pm

2 stops20h 17m

$680

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Fri 12/12

6:00 am-9:30 pm

3 stops17h 30m

Oakland

Sun 12/14

7:33 pm-7:08 pm

2 stops21h 35m

$871

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Fri 12/12

12:35 pm-12:08 am

2 stops13h 33m

Oakland

Sun 12/14

5:55 am-6:06 pm

2 stops10h 11m

$978

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 11/27

8:15 am-9:30 pm

2 stops15h 15m

Oakland

Thu 12/4

9:17 pm-12:41 am

3 stops25h 24m

$1,000

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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

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

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

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Oakland, California (average of $140). Flying from Winnipeg to Oakland, California in February is currently the most expensive (average of $226). 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 Winnipeg to Oakland. 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 Winnipeg to Oakland, California?

    Delta can get you from Winnipeg to Oakland, California in just under 12h 23m. Your travel time can differ by up to . Airlines will cover a distance of 1492 mi.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Oakland, California (average of $140). Flying from Winnipeg to Oakland, California in February is currently the most expensive (average of $226). 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.

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