$321+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OAK
Oct 31 — Nov 71
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Winnipeg to Oakland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Winnipeg to Oakland
Cheapest
Best
Last-minute
One-way
Cheapest flights from Winnipeg to OaklandExplore 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 1, 2026.
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 1, 2026.
This Delta deal was found by Cheapflights users on 9/30. 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.
Sat 10/315:40 pm -
2 stops21h 21m
Wed 11/412:41 pm -
2 stops21h 07m
Deal found 9/30![Delta logo]()
$911
This Delta deal was found by Cheapflights users on 9/28. 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 10/1412:38 pm -
2 stops29h 44m
Sun 10/186:00 am -
2 stops32h 50m
Deal found 9/28![Delta logo]()
$1,130
Best flights from Winnipeg to OaklandDiscover carefully curated flight deals from Winnipeg to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 1, 2026.
Discover carefully curated flight deals from Winnipeg to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 1, 2026.
This Delta deal was found by Cheapflights users on 9/30. 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.
Sat 10/315:40 pm -
2 stops21h 21m
Wed 11/412:41 pm -
2 stops21h 07m
Deal found 9/30![Delta logo]()
$911
This Delta deal was found by Cheapflights users on 9/28. 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 10/1412:38 pm -
2 stops29h 44m
Sun 10/186:00 am -
2 stops32h 50m
Deal found 9/28![Delta logo]()
$1,130
Last-minute flights from Winnipeg to OaklandDiscover last-minute flight deals from Winnipeg to Oakland. Data last updated October 1, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Oakland. Data last updated October 1, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/28. 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 10/1412:38 pm -
2 stops29h 44m
Sun 10/186:00 am -
2 stops32h 50m
Deal found 9/28![Delta logo]()
$1,130
This Delta deal was found by Cheapflights users on 9/30. 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.
Sat 10/315:40 pm -
2 stops21h 21m
Wed 11/412:41 pm -
2 stops21h 07m
Deal found 9/30![Delta logo]()
$911
One-way flights from Winnipeg to OaklandSearch for one-way flight options from Winnipeg to Oakland. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
Search for one-way flight options from Winnipeg to Oakland. Find affordable one-way fares based on user searches. Data last updated October 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:10 am -
3 stops55h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$321
This Mytrip deal was found by Cheapflights users on 9/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/189:05 pm -
2 stops27h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$380
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 October 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $911 (Delta) |
One-way from | $321 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $330 |
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 7,457,451 searches. Data last updated October 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
Cheapest round-trip
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Sun 11/15
6:10 am-11:53 am
3 stops55h 43m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$321
Quickest round-trip
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Sun 10/18
9:05 pm-10:55 pm
2 stops27h 50m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$380
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Sat 10/31
5:40 pm-1:01 pm
2 stops21h 21m
Oakland
Wed 11/4
12:41 pm-11:48 am
2 stops21h 07m
$911
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Wed 10/14
12:38 pm-4:22 pm
2 stops29h 44m
Oakland
Sun 10/18
6:00 am-4:50 pm
2 stops32h 50m
$1,130
Sorted by cheapest first
- 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.
YWG-OAK
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Oakland flight routes
Other flight options
Other flights from Winnipeg
Popular flights