$219+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — OAK
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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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
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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 August 22, 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 August 22, 2026.
This Trip.com deal was found by Cheapflights users on 8/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:10 am -
2 stops27h 41m
Tue 10/1312:47 pm -
2 stops21h 28m
Deal found 8/22![Multiple Airlines logo]()
$365
This FlightHub deal was found by Cheapflights users on 8/22. 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.
Sat 9/196:00 am -
2 stops14h 55m
Sat 9/267:51 pm -
2 stops22h 24m
Deal found 8/22![Multiple Airlines logo]()
$532
This Delta deal was found by Cheapflights users on 8/18. 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.
Tue 9/226:40 am -
2 stops19h 19m
Sat 9/266:00 am -
2 stops8h 54m
Deal found 8/18![Delta logo]()
$823
This Delta deal was found by Cheapflights users on 8/21. 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 10/146:40 am -
2 stops19h 16m
Sun 10/185:02 pm -
2 stops24h 51m
Deal found 8/21![Delta logo]()
$1,101
This Delta deal was found by Cheapflights users on 8/20. 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 8/235:42 pm -
2 stops8h 14m
Tue 8/256:00 am -
2 stops15h 30m
Deal found 8/20![Delta logo]()
$1,290
This Mytrip deal was found by Cheapflights users on 8/20. 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 8/236:15 am -
3 stops38h 19m
Tue 8/258:22 pm -
3 stops35h 23m
Deal found 8/20![Multiple Airlines logo]()
$2,347
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 August 22, 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 August 22, 2026.
This FlightHub deal was found by Cheapflights users on 8/22. 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.
Sat 9/196:00 am -
2 stops14h 55m
Sat 9/267:51 pm -
2 stops22h 24m
Deal found 8/22![Multiple Airlines logo]()
$532
This Delta deal was found by Cheapflights users on 8/18. 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.
Tue 9/226:40 am -
2 stops19h 19m
Sat 9/266:00 am -
2 stops8h 54m
Deal found 8/18![Delta logo]()
$823
This Delta deal was found by Cheapflights users on 8/21. 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 10/146:40 am -
2 stops19h 16m
Sun 10/185:02 pm -
2 stops24h 51m
Deal found 8/21![Delta logo]()
$1,101
This Mytrip deal was found by Cheapflights users on 8/22. 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.
Tue 10/64:55 pm -
3 stops30h 49m
Tue 10/1311:15 pm -
3 stops23h 40m
Deal found 8/22![Multiple Airlines logo]()
$1,199
Last-minute flights from Winnipeg to OaklandDiscover last-minute flight deals from Winnipeg to Oakland. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Oakland. Data last updated August 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/20. 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 8/235:42 pm -
2 stops8h 14m
Tue 8/256:00 am -
2 stops15h 30m
Deal found 8/20![Delta logo]()
$1,290
This Mytrip deal was found by Cheapflights users on 8/20. 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 8/236:15 am -
3 stops38h 19m
Tue 8/258:22 pm -
3 stops35h 23m
Deal found 8/20![Multiple Airlines logo]()
$2,347
This FlightHub deal was found by Cheapflights users on 8/22. 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.
Sat 9/196:00 am -
2 stops14h 55m
Sat 9/267:51 pm -
2 stops22h 24m
Deal found 8/22![Multiple Airlines logo]()
$532
This Delta deal was found by Cheapflights users on 8/18. 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.
Tue 9/226:40 am -
2 stops19h 19m
Sat 9/266:00 am -
2 stops8h 54m
Deal found 8/18![Delta logo]()
$823
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 August 22, 2026.
Search for one-way flight options from Winnipeg to Oakland. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 10/210:10 am -
2 stops27h 41m
Deal found 8/18![Multiple Airlines logo]()
$219
This Mytrip deal was found by Cheapflights users on 8/19. 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 10/186:00 am -
2 stops14h 54m
Deal found 8/19![Multiple Airlines logo]()
$543
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 August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $532 (FlightHub) |
One-way from | $219 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $337 |
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 August 22, 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
Sat 9/19
6:00 am-6:55 pm
2 stops14h 55m
Oakland
Sat 9/26
7:51 pm-8:15 pm
2 stops22h 24m
$532
Quickest round-trip
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Tue 9/22
6:40 am-11:59 pm
2 stops19h 19m
Oakland
Sat 9/26
6:00 am-4:54 pm
2 stops8h 54m
$823
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Wed 10/14
6:40 am-11:56 pm
2 stops19h 16m
Oakland
Sun 10/18
5:02 pm-7:53 pm
2 stops24h 51m
$1,101
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Tue 10/6
4:55 pm-9:44 pm
3 stops30h 49m
Oakland
Tue 10/13
11:15 pm-12:55 am
3 stops23h 40m
$1,199
Cheapest one-way
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Fri 10/2
10:10 am-11:51 am
2 stops27h 41m
$219
Quickest one-way
WinnipegOakland
YWG Winnipeg - OAK Oakland
YWGOAK
Winnipeg
Sun 10/18
6:00 am-6:54 pm
2 stops14h 54m
$543
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.
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