$286+ Cheap flights from Oakland, CA (OAK) to Winnipeg (YWG)
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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — YWG
Jul 25 — Aug 11
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Winnipeg 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 Oakland to Winnipeg
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Best
Last-minute
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Cheapest flights from Oakland to WinnipegExplore the most affordable flight options available from Oakland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 25, 2026.
Explore the most affordable flight options available from Oakland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 25, 2026.
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Wed 7/226:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$764
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Mon 7/206:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$791
This KAYAK deal was found by Cheapflights users on 6/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:13 pm
OAK
- YWG
2 stops24h 57m
Multiple Airlines
Fri 8/216:00 am
YWG
- OAK
2 stops18h 54m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$825
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Sun 7/196:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$834
This Delta deal was found by Cheapflights users on 6/21. 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.
Fri 7/1712:30 pm
OAK
- YWG
2 stops32h 59m
Delta
Thu 7/236:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$842
This Booking.com deal was found by Cheapflights users on 6/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:48 am
OAK
- YWG
2 stops16h 07m
Multiple Airlines
Tue 9/229:20 am
YWG
- OAK
2 stops15h 34m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$863
This Delta deal was found by Cheapflights users on 6/21. 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.
Fri 7/1712:30 pm
OAK
- YWG
2 stops32h 59m
Delta
Mon 7/206:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$870
This KAYAK deal was found by Cheapflights users on 6/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:22 am
OAK
- YWG
2 stops9h 03m
Multiple Airlines
Thu 8/136:00 am
YWG
- OAK
2 stops9h 59m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$897
This Delta deal was found by Cheapflights users on 6/21. 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.
Sat 7/1812:30 pm
OAK
- YWG
2 stops32h 59m
Delta
Thu 7/236:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$898
Best flights from Oakland to WinnipegDiscover carefully curated flight deals from Oakland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 25, 2026.
Discover carefully curated flight deals from Oakland to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 25, 2026.
This Delta deal was found by Cheapflights users on 6/21. 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.
Fri 7/1712:30 pm
OAK
- YWG
2 stops32h 59m
Delta
Wed 7/226:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$842
This KAYAK deal was found by Cheapflights users on 6/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:35 pm
OAK
- YWG
2 stops26h 35m
Multiple Airlines
Fri 8/219:05 pm
YWG
- OAK
2 stops27h 49m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$894
This KAYAK deal was found by Cheapflights users on 6/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:22 am
OAK
- YWG
2 stops9h 03m
Multiple Airlines
Thu 8/136:00 am
YWG
- OAK
2 stops9h 59m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$897
This Delta deal was found by Cheapflights users on 6/21. 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 7/156:00 am
OAK
- YWG
2 stops15h 29m
Delta
Thu 7/236:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$977
This Delta deal was found by Cheapflights users on 6/21. 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.
Thu 7/165:05 pm
OAK
- YWG
2 stops28h 24m
Delta
Wed 7/226:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$977
This Mytrip deal was found by Cheapflights users on 6/24. 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.
Sat 9/1911:15 pm
OAK
- YWG
3 stops33h 55m
Multiple Airlines
Sun 9/276:05 pm
YWG
- OAK
3 stops29h 39m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$994
This Delta deal was found by Cheapflights users on 6/21. 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.
Thu 7/165:05 pm
OAK
- YWG
2 stops28h 24m
Delta
Mon 7/206:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$1,005
This Delta deal was found by Cheapflights users on 6/21. 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 7/156:00 am
OAK
- YWG
2 stops15h 29m
Delta
Sun 7/196:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$1,048
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Tue 7/216:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$1,054
Last-minute flights from Oakland to WinnipegDiscover last-minute flight deals from Oakland to Winnipeg. Data last updated June 25, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Winnipeg. Data last updated June 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/21. 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 7/16:00 am
OAK
- YWG
2 stops15h 29m
Delta
Sat 7/113:59 pm
YWG
- OAK
2 stops7h 39m
Delta
Deal found 6/21![Delta logo]()
$1,202
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Wed 7/226:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$764
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Mon 7/206:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$791
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Sun 7/196:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$834
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 7/146:00 am
OAK
- YWG
2 stops15h 29m
Delta
Tue 7/216:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$1,054
This Delta deal was found by Cheapflights users on 6/21. 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 7/156:00 am
OAK
- YWG
2 stops15h 29m
Delta
Wed 7/226:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$977
This Delta deal was found by Cheapflights users on 6/21. 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 7/156:00 am
OAK
- YWG
2 stops15h 29m
Delta
Mon 7/206:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$1,005
This Delta deal was found by Cheapflights users on 6/21. 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 7/156:00 am
OAK
- YWG
2 stops15h 29m
Delta
Sun 7/196:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$1,048
This Delta deal was found by Cheapflights users on 6/21. 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.
Fri 7/1712:30 pm
OAK
- YWG
2 stops32h 59m
Delta
Thu 7/236:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$842
This Delta deal was found by Cheapflights users on 6/21. 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.
Fri 7/1712:30 pm
OAK
- YWG
2 stops32h 59m
Delta
Mon 7/206:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$870
This Delta deal was found by Cheapflights users on 6/21. 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.
Sat 7/1812:30 pm
OAK
- YWG
2 stops32h 59m
Delta
Thu 7/236:40 am
YWG
- OAK
2 stops19h 10m
Delta
Deal found 6/21![Delta logo]()
$898
This Delta deal was found by Cheapflights users on 6/21. 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.
Sat 7/186:00 am
OAK
- YWG
2 stops15h 29m
Delta
Mon 7/206:40 am
YWG
- OAK
2 stops31h 06m
Delta
Deal found 6/21![Delta logo]()
$940
One-way flights from Oakland to WinnipegSearch for one-way flight options from Oakland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated June 25, 2026.
Search for one-way flight options from Oakland to Winnipeg. Find affordable one-way fares based on user searches. Data last updated June 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:22 am
OAK
- YWG
3 stops13h 18m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$286
Find flight deals from Oakland to Winnipeg
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Winnipeg (YWG). 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 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $764 (Delta) |
One-way from | $286 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $521 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Winnipeg 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 25, 2026.
Use the filters below to find and compare flights from Oakland to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Fri 7/17
12:30 pm-11:29 pm
2 stops32h 59m
Winnipeg
Wed 7/22
6:40 am-11:50 pm
2 stops19h 10m
$842
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Mon 8/17
5:35 pm-10:10 pm
2 stops26h 35m
Winnipeg
Fri 8/21
9:05 pm-10:54 pm
2 stops27h 49m
$894
Quickest round-trip
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Mon 8/10
6:22 am-5:25 pm
2 stops9h 03m
Winnipeg
Thu 8/13
6:00 am-1:59 pm
2 stops9h 59m
$897
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Wed 7/15
6:00 am-11:29 pm
2 stops15h 29m
Winnipeg
Thu 7/23
6:40 am-11:50 pm
2 stops19h 10m
$977
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Thu 7/16
5:05 pm-11:29 pm
2 stops28h 24m
Winnipeg
Wed 7/22
6:40 am-11:50 pm
2 stops19h 10m
$977
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Sat 9/19
11:15 pm-11:10 am
3 stops33h 55m
Winnipeg
Sun 9/27
6:05 pm-9:44 pm
3 stops29h 39m
$994
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Thu 7/16
5:05 pm-11:29 pm
2 stops28h 24m
Winnipeg
Mon 7/20
6:40 am-11:46 am
2 stops31h 06m
$1,005
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Wed 7/15
6:00 am-11:29 pm
2 stops15h 29m
Winnipeg
Sun 7/19
6:40 am-11:50 pm
2 stops19h 10m
$1,048
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Tue 7/14
6:00 am-11:29 pm
2 stops15h 29m
Winnipeg
Tue 7/21
6:40 am-11:50 pm
2 stops19h 10m
$1,054
Cheapest one-way
Quickest one-way
OaklandWinnipeg
OAK - YWG
OAKYWG
Oakland
Wed 7/22
6:22 am-9:40 pm
3 stops13h 18m
$286
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Oakland, California-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Winnipeg flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Winnipeg 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 Oakland, California-Winnipeg 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 Oakland to Winnipeg
Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Oakland with our price prediction graph.
OAK-YWG
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 Oakland to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
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