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Cheap flights from Winnipeg to Oakland, CA from C$ 383

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 23/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OAK
14 Jul — 21 Jul1
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 June 2026.

Thu 3/97:00 a.m.
YWG
-
OAK
2 stops13h 12m
Multiple Airlines
Sun 6/98:04 a.m.
OAK
-
YWG
2 stops12h 06m
Multiple Airlines
Deal found 10/6C$ 758
Fri 4/97:00 a.m.
YWG
-
OAK
2 stops13h 12m
Multiple Airlines
Sun 6/98:04 a.m.
OAK
-
YWG
2 stops12h 06m
Multiple Airlines
Deal found 10/6C$ 811
Sat 3/106:40 a.m.
YWG
-
OAK
2 stops17h 21m
Delta
Wed 7/101:15 p.m.
OAK
-
YWG
2 stops32h 19m
Delta
Deal found 9/6C$ 881
Thu 2/710:10 a.m.
YWG
-
OAK
2 stops13h 31m
Multiple Airlines
Wed 8/78:10 p.m.
OAK
-
YWG
2 stops26h 45m
Multiple Airlines
Deal found 10/6C$ 916
Sat 17/108:00 a.m.
YWG
-
OAK
2 stops10h 32m
Delta
Sun 18/105:05 p.m.
OAK
-
YWG
2 stops25h 11m
Delta
Deal found 13/6C$ 1,148
Fri 19/65:41 p.m.
YWG
-
OAK
2 stops8h 13m
Delta
Sun 21/612:33 p.m.
OAK
-
YWG
2 stops8h 56m
Delta
Deal found 9/6C$ 2,161

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 June 2026.

Round-trip from

C$ 758

One-way from

C$ 383

Popular in

February

Cheapest in

September

Average price

C$ 519
3/9-6/9
  • 3/9-6/9
  • 4 total stops
  • 25h 18m total
  • Winnipeg to Oakland
Search Deals
23/7
  • 23/7
  • 3 total stops
  • 17h 41m total
  • Winnipeg to Oakland
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 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

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Sat 3/10

6:40 a.m.-10:01 p.m.

2 stops17h 21m

Oakland

Wed 7/10

1:15 p.m.-11:34 p.m.

2 stops32h 19m

C$ 881

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 2/7

10:10 a.m.-9:41 p.m.

2 stops13h 31m

Oakland

Wed 8/7

8:10 p.m.-12:55 a.m.

2 stops26h 45m

C$ 916
Quickest round-trip

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Sat 17/10

8:00 a.m.-4:32 p.m.

2 stops10h 32m

Oakland

Sun 18/10

5:05 p.m.-8:16 p.m.

2 stops25h 11m

C$ 1,148

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 3/9

6:15 a.m.-9:44 p.m.

2 stops17h 29m

Oakland

Sun 6/9

11:15 p.m.-12:55 a.m.

3 stops23h 40m

C$ 1,337

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Fri 4/9

12:00 p.m.-11:52 a.m.

3 stops25h 52m

Oakland

Sun 6/9

11:15 p.m.-12:55 a.m.

3 stops23h 40m

C$ 1,429
Cheapest one-way

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 23/7

7:00 a.m.-10:41 p.m.

3 stops17h 41m

C$ 383

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Sat 11/7

6:00 a.m.-9:23 a.m.

2 stops29h 23m

C$ 490

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 16/7

7:45 a.m.-9:25 p.m.

3 stops39h 40m

C$ 663
Quickest one-way

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 16/7

5:41 p.m.-11:50 p.m.

2 stops8h 09m

C$ 718

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/6

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.

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 17h 21m. Delta provides one of the quickest options available for as low as C$ 881. 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.

See more FAQs

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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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