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Find cheap one-way flights from Winnipeg to Oakland starting at US$240.

Discover our range of affordable one-way and round-trip flights from Winnipeg to Oakland and kick-start your next adventure today!

  • One way
  • Round-trip
      • YWG07:30
        18h 21m
        2 stops
        OAK23:51
        Fri, Dec 6|Winnipeg - Oakland|WestJet
        US$240US$1,419
        83% OFF
        83% OFF
        US$1,419US$240

        Choose WestJet flights from Winnipeg to Oakland.The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Fri, Dec 6, arriving at Oakland International Airport.One-way Prices start from US$240 including taxes and charges.

      • YWG07:30
        18h 26m
        2 stops
        OAK23:56
        Tue, Jan 14|Winnipeg - Oakland|Delta Air Lines
        US$275US$1,419
        81% OFF
        81% OFF
        US$1,419US$275

        Choose Delta Air Lines flights from Winnipeg to Oakland.The one-way connecting flight with Delta Air Lines departs from Winnipeg James Armstrong Richardson International Airport on Tue, Jan 14, arriving at Oakland International Airport.One-way Prices start from US$275 including taxes and charges.

      • YWG06:00
        16h 52m
        2 stops
        OAK20:52
        Sat, Dec 14|Winnipeg - Oakland|WestJet
        US$323US$1,419
        77% OFF
        77% OFF
        US$1,419US$323

        Choose WestJet flights from Winnipeg to Oakland.The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Sat, Dec 14, arriving at Oakland International Airport.One-way Prices start from US$323 including taxes and charges.

      • YWG14:40
        21h 21m
        2 stops
        OAK10:01
        Tue, Jan 14|Winnipeg - Oakland|WestJet
        US$333
        US$333

        Choose WestJet flights from Winnipeg to Oakland.The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Tue, Jan 14, arriving at Oakland International Airport.One-way Prices start from US$333 including taxes and charges.

      • YWG06:55
        11h 21m
        2 stops
        OAK16:16
        Fri, Dec 6|Winnipeg - Oakland|Delta Air Lines
        US$342
        US$342

        Choose Delta Air Lines flights from Winnipeg to Oakland.The one-way connecting flight with Delta Air Lines departs from Winnipeg James Armstrong Richardson International Airport on Fri, Dec 6, arriving at Oakland International Airport.One-way Prices start from US$342 including taxes and charges.

      • YWG06:55
        11h 25m
        2 stops
        OAK16:20
        Sat, Dec 14|Winnipeg - Oakland|Delta Air Lines
        US$347
        US$347

        Choose Delta Air Lines flights from Winnipeg to Oakland.The one-way connecting flight with Delta Air Lines departs from Winnipeg James Armstrong Richardson International Airport on Sat, Dec 14, arriving at Oakland International Airport.One-way Prices start from US$347 including taxes and charges.

      • YWG12:45
        12h 9m
        2 stops
        OAK22:54
        Sat, Jan 11|Winnipeg - Oakland|Delta Air Lines
        US$348
        US$348

        Choose Delta Air Lines flights from Winnipeg to Oakland.The one-way connecting flight with Delta Air Lines departs from Winnipeg James Armstrong Richardson International Airport on Sat, Jan 11, arriving at Oakland International Airport.One-way Prices start from US$348 including taxes and charges.

      • YWG05:00
        20h 51m
        2 stops
        OAK23:51
        Sun, Dec 8|Winnipeg - Oakland|Porter Airlines
        US$396
        US$396

        Choose Porter Airlines flights from Winnipeg to Oakland.The one-way connecting flight with Porter Airlines departs from Winnipeg James Armstrong Richardson International Airport on Sun, Dec 8, arriving at Oakland International Airport.One-way Prices start from US$396 including taxes and charges.

      • YWG06:55
        11h 21m
        2 stops
        OAK16:16
        Sun, Dec 8|Winnipeg - Oakland|Delta Air Lines
        US$397
        US$397

        Choose Delta Air Lines flights from Winnipeg to Oakland.The one-way connecting flight with Delta Air Lines departs from Winnipeg James Armstrong Richardson International Airport on Sun, Dec 8, arriving at Oakland International Airport.One-way Prices start from US$397 including taxes and charges.

      • YWG08:15
        17h 44m
        2 stops
        OAK23:59
        Sun, Dec 22|Winnipeg - Oakland|WestJet
        US$433
        US$433

        Choose WestJet flights from Winnipeg to Oakland.The one-way connecting flight with WestJet departs from Winnipeg James Armstrong Richardson International Airport on Sun, Dec 22, arriving at Oakland International Airport.One-way Prices start from US$433 including taxes and charges.

      • YWG13:00
        3h 5m
        Nonstop
        OAK14:00
        Thu, Dec 12|Winnipeg - Oakland|WestJet
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights from Winnipeg to Oakland?

Explore the best time to buy affordable tickets to Oakland with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Winnipeg to Oakland

Which airline provides the cheapest flights from Winnipeg to Oakland? Discover the option that best suits your travel needs before embarking on your journey.

WestJet
From US$240
Delta Air Lines
From US$275
Porter Airlines
From US$396
United Airlines
From US$1,231

Find more flights and airlines

Find cheap flights from Winnipeg to Oakland by different airports

There are various non-direct routes from Winnipeg to Oakland which could be cheaper and faster! Check out these alternative options to see if they could work for your trip.

  • Cheapest
    WestJet
    YWG
    07:30
    18h 21m
    2 transfer
    OAK
    23:51
    Winnipeg James Armstrong Richardson International Airport - Oakland International Airport
    Fri, Dec 6WestJet
    US$240
  • WestJet
    YWG
    07:30
    18h 21m
    2 transfer
    OAK
    23:51
    Winnipeg James Armstrong Richardson International Airport - Oakland International Airport
    Fri, Dec 6WestJet
    US$240
    Find More Flights

Frequently Asked Questions

  • When are flight tickets from Winnipeg (YWG) to Oakland (OAK) the cheapest?

    Airlines adjust prices for flights from Winnipeg to Oakland based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Winnipeg (YWG) to Oakland (OAK) cost?

    According to Trip.com's data, the lowest price is around $514.

  • What is the transportation method from the main airport to downtown in Oakland?

    • The distance from Oakland International Airport to downtown is about 11 km. It takes about 30 minutes by taxi.

How to find a cheap flight from Winnipeg to Oakland

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Winnipeg to Oakland Flight Information

Off-season for travelOctober
Peak season for travelNovember
Flight distance2,407.63 km
Popular airlineDelta Air Lines

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