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How to get fromWisconsin to Oshawaby bus, plane, train, train (Amtrak), bus (Flixbus), car or shuttle

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There are 11 ways to get from Wisconsin to Oshawa by bus, plane, train, train (Amtrak), bus (Flixbus), car, or shuttle

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Chicago O'Hare International Airport, fly to Toronto Pearson International Airport, train

    best
    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    3. Take the train from Toronto Union Station to Oshawatrain train
    7h 36m
    $330–881
  2. Bus

    cheapest
    1. Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Mississaugabus bus
    3. Take the bus from Square One to Centre St. S. @ Athol St. W.bus bus 56
    17h 26m
    $116–201
  3. Train via Detroit

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Detroittrain train
    3. Take the train from Windsor to Toronto Union Stationtrain train
    4. Take the train from Toronto Union Station to Oshawatrain train
    14h 46m
    $201–552
  4. Drive 1,018.1 km

    1. Drive from Milwaukee to Oshawacar car 1,018.1 km
    10h 53m
    $202–291
  5. Bus to Chicago O'Hare International Airport, fly to Toronto Island Airport, train

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane plane ORD - YTZ
    3. Take the train from Toronto Union Station to Oshawatrain train
    7h 20m
    $361–918
  6. Train to Chicago Midway International Airport, fly to Toronto Island Airport, train

    1. Take the train from Kenosha to Chicago OTCtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane plane MDW - YTZ
    3. Take the train from Toronto Union Station to Oshawatrain train
    8h 14m
    $169–1,128
  7. Bus to Chicago O'Hare International Airport, fly to Buffalo Niagara International Airport, shuttle, train

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    3. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    4. Take the train from Toronto Union Station to Oshawatrain train
    9h 8m
    $380–1,441
  8. Train to Chicago Midway International Airport, fly to Buffalo Niagara International Airport, shuttle, train

    1. Take the train from Kenosha to Chicago OTCtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    3. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    4. Take the train from Toronto Union Station to Oshawatrain train
    9h 46m
    $418–1,901
  9. Bus to Chicago O'Hare International Airport, fly to Rochester, train

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Rochester (ROC)plane plane ORD - ROC
    3. Take the train from Rochester to Toronto Union Stationtrain train
    4. Take the train from Toronto Union Station to Oshawatrain train
    12h 40m
    $417–979
  10. Bus via Kitchener

    1. Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Kitchenerbus bus
    3. Take the bus from Kitchener GO Bus to Bramalea GO Busbus bus 30
    4. Take the bus from Bramalea GO Bus to Centre St. S. @ Athol St. W.bus bus 56
    17h 57m
    $123–206
  11. Train

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train
    3. Take the train from Buffalo to Toronto Union Stationtrain train
    4. Take the train from Union Station GO to Durham College Oshawa GOtrain train Le
    20h 1m
    $267–638

Wisconsin to Oshawa by train and car

Calendar21Weekly Services
Duration14h 46mAverage Duration
Ticket$201Cheapest Price
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Questions & Answers

What companies run services between Wisconsin, USA and Oshawa, ON, Canada?

You can take a train from Milwaukee to Oshawa via Chicago Union Station, Detroit, Windsor, and Toronto Union Station in around 14h 46m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Centre St. S. @ Athol St. W. via Detroit Bus Station, Mississauga, and Square One in around 17h 26m.

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