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How to get fromChicago to Orilliaby plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle or train

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There are 11 ways to get from Chicago to Orillia by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, or train

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

  1. Fly Chicago O'Hare International Airport to Toronto Pearson International Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    2. Take the bus from Vaughan - Hwy 407 to Orillia Transitbus bus
    7h 19m
    $271–699
  2. Bus via Kitchener

    cheapest
    1. Take the bus from Chicago Bus 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 Hwy 407 Bus Terminalbus bus 30
    4. Take the bus from Vaughan - Hwy 407 to Orillia Transitbus bus
    16h 44m
    $116–265
  3. Train

    1. Take the train from Chicago Union Station to Detroittrain train
    2. Take the train from Windsor to Toronto Union Stationtrain train
    3. Take the train from Union Station GO to Allandale Waterfront GOtrain train Br
    15h 3m
    $145–335
  4. Bus

    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Toronto Pearson Airportbus bus
    3. Take the bus from Vaughan - Hwy 407 to Orillia Transitbus bus
    16h 12m
    $125–223
  5. Drive 882.7 km

    1. Drive from Chicago to Orilliacar car 882.7 km
    10h 37m
    $171–246
  6. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, bus

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Vaughan - Hwy 407 to Orillia Transitbus bus
    8h 18m
    $381–1,609
  7. Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, shuttle, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Vaughan - Hwy 407 to Orillia Transitbus bus
    8h 48m
    $311–1,209
  8. Fly Chicago O'Hare International Airport to Erie International Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Erie International Airport (ERI)plane plane ORD - ERI
    2. Drive from Erie-Airport-ERI to Orilliacar car
    8h 3m
    $143–507
  9. Fly Chicago O'Hare International Airport to Toronto Island Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane plane ORD - YTZ
    2. Take the train from Union Station GO to Allandale Waterfront GOtrain train
    9h 19m
    $296–716
  10. Fly Chicago Midway International Airport to Toronto Island Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane plane MDW - YTZ
    2. Take the train from Union Station GO to Allandale Waterfront GOtrain train
    9h 4m
    $186–716
  11. Train, bus

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train
    2. Take the train from Buffalo to Toronto Union Stationtrain train
    3. Take the bus from Union Station Bus Terminal to Orillia Transitbus bus
    19h 1m
    $132–388

Chicago to Orillia by train, car, and bus

Calendar21Weekly Services
Duration15h 3mAverage Duration
Ticket$145Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Orillia, ON, Canada?

You can take a train from Chicago Union Station to Orillia Transit via Detroit, Windsor, Union Station GO, Allandale Waterfront GO, and Barrie Allandale Terminal in around 15h 3m. Alternatively, you can take a bus from Chicago Bus Station to Orillia Transit via Detroit Bus Station, Toronto Pearson Airport, Pearson International Airport Terminal 1, Hwy 407 Bus Terminal, and Vaughan - Hwy 407 in around 16h 12m.

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