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Cheap flights from Winnipeg to Oakland, CA from C$ 969

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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OAK
13 Apr — 20 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Oakland

Enter your travel dates to find the best prices.

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 14 March 2026.

Sat 9/512:26 p.m.
YWG
-
OAK
2 stops12h 08m
Delta
Tue 12/55:05 p.m.
OAK
-
YWG
2 stops20h 15m
Delta
Deal found 10/3C$ 969

Find 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 14 March 2026.

Round-trip from

C$ 969

Popular in

February

Cheapest in

September

Average price

C$ 508
Delta
  • Delta
  • 9/5-12/5
  • 4 total stops
  • 32h 23m total
  • Winnipeg to Oakland
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 103 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 23 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 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 629,999 searches. Data last updated 14 March 2026.
Use the filters below to find and compare flights from Winnipeg to Oakland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Sat 9/5

12:26 p.m.-10:34 p.m.

2 stops12h 08m

Oakland

Tue 12/5

5:05 p.m.-3:20 p.m.

2 stops20h 15m

C$ 969

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/3

Sorted by cheapest first

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, January is the cheapest month in which you can book a flight from Winnipeg to Oakland, California (average of C$ 166). Flying from Winnipeg to Oakland, California in February is currently the most expensive (average of C$ 438). 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?

    A quick flight from Winnipeg to Oakland, California can take about 12h 08m. Delta provides one of the quickest options available for as low as C$ 969. Airlines will cover a distance of 2401 km.

  • 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, January is the cheapest month in which you can book a flight from Winnipeg to Oakland, California (average of C$ 166). Flying from Winnipeg to Oakland, California in February is currently the most expensive (average of C$ 438). 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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How does Cheapflights help users find flights from Winnipeg to Oakland?

Cheapflights makes it easy to find Winnipeg to Oakland flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Oakland?

Cheapflights helps you find that perfect flight to Oakland from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to Oakland with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Oakland, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Oakland become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Oakland flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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