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Oakland

$275+ Cheap flights from Winnipeg (YWG) to Oakland, CA (OAK)

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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OAK
Jul 1 — Jul 81
Wed 7/1
Wed 7/8
1 adult, Economy
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Cheap 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 June 1, 2026.

This Delta deal was found by Cheapflights users on 5/27. 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.
Sun 10/258:00 am
YWG
-
OAK
2 stops30h 25m
Delta
Thu 10/291:15 pm
OAK
-
YWG
2 stops29h 01m
Delta
Deal found 5/27$598
This Delta deal was found by Cheapflights users on 5/30. 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.
Wed 11/46:35 am
YWG
-
OAK
2 stops19h 21m
Delta
Sun 11/85:55 am
OAK
-
YWG
2 stops15h 39m
Delta
Deal found 5/30$610
This Delta deal was found by Cheapflights users on 5/31. 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 11/56:35 am
YWG
-
OAK
2 stops19h 21m
Delta
Sun 11/85:55 am
OAK
-
YWG
2 stops15h 39m
Delta
Deal found 5/31$665
This FlightHub deal was found by Cheapflights users on 5/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/164:55 pm
YWG
-
OAK
2 stops18h 31m
Multiple Airlines
Sat 6/202:55 pm
OAK
-
YWG
2 stops21h 10m
Multiple Airlines
Deal found 5/29$908
This Mytrip deal was found by Cheapflights users on 5/30. 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.
Wed 11/410:55 am
YWG
-
OAK
3 stops32h 47m
Multiple Airlines
Sun 11/810:47 pm
OAK
-
YWG
3 stops35h 03m
Multiple Airlines
Deal found 5/30$1,025
This Mytrip deal was found by Cheapflights users on 5/31. 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 11/57:50 am
YWG
-
OAK
3 stops39h 26m
Multiple Airlines
Sun 11/810:47 pm
OAK
-
YWG
3 stops32h 18m
Multiple Airlines
Deal found 5/31$1,095

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 June 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$598
(Delta)

One-way from

$275
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$324
Provider with most accurate pricing for Winnipeg-Oakland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Oakland flights.
Search Deals
From Winnipeg to Oakland
Search Deals
One-way flight from Winnipeg to Oakland
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 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 2,558,603 searches. Data last updated June 1, 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

Sun 10/25

8:00 am-12:25 pm

2 stops30h 25m

Oakland

Thu 10/29

1:15 pm-8:16 pm

2 stops29h 01m

$598
Quickest round-trip

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Wed 11/4

6:35 am-11:56 pm

2 stops19h 21m

Oakland

Sun 11/8

5:55 am-11:34 pm

2 stops15h 39m

$610

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 11/5

6:35 am-11:56 pm

2 stops19h 21m

Oakland

Sun 11/8

5:55 am-11:34 pm

2 stops15h 39m

$665

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Tue 6/16

4:55 pm-9:26 am

2 stops18h 31m

Oakland

Sat 6/20

2:55 pm-2:05 pm

2 stops21h 10m

$908

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Wed 11/4

10:55 am-5:42 pm

3 stops32h 47m

Oakland

Sun 11/8

10:47 pm-11:50 am

3 stops35h 03m

$1,025

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 11/5

7:50 am-9:16 pm

3 stops39h 26m

Oakland

Sun 11/8

10:47 pm-9:05 am

3 stops32h 18m

$1,095
Cheapest one-way

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Sun 7/12

9:05 pm-9:26 am

2 stops38h 21m

$287

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Sat 7/18

6:00 am-7:46 pm

2 stops15h 46m

$315

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Thu 7/16

6:00 am-7:33 pm

2 stops15h 33m

$315

WinnipegOakland

YWG - OAK

YWGOAK

Winnipeg

Mon 7/13

7:00 am-9:57 am

3 stops28h 57m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/28

Showing 1-10 of 13 resultsSorted by cheapest first
1
2
  • 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.

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 30h 25m. 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.

See more FAQs

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