Rome2Rio

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

Find Transport to Orillia

See all options

There are 10 ways to get from Chicago to Orillia by plane, bus, train, bus (Amtrak, 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. 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 Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus bus
    7h 5m
    $478–1,432

  2. Train, bus via Kitchener

    cheapest
    1. Take the train from Van Buren St. to Gary Metro Centertrain train Ssl
    2. Take the bus from Gary Bus Station to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Kitchenerbus bus
    4. Take the bus from Kitchener GO Bus to Hwy 407 Bus Terminalbus bus 30
    5. Take the bus from Vaughan - Hwy 407 to Orillia Transitbus bus
    19h 2m
    $132–240

  3. Train, bus via Detroit

    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 bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus bus
    13h 56m
    $213–575

  4. Bus

    1. Take the bus from Chicago Union Station to Dearbornbus bus
    2. Take the bus from Detroit Bus Station to Toronto Pearson Airportbus bus
    3. Take the bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus bus
    15h 40m
    $190–279

  5. Drive 882.7 km

    1. Drive from Chicago to Orilliacar car 882.7 km
    10h 37m
    $175–253

  6. Fly Chicago O'Hare International Airport to Toronto Island Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane plane ORD - YTZ
    2. Take the bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus bus
    7h 55m
    $258–1,832

  7. 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 Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus bus
    8h 4m
    $358–692

  8. 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 Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus bus
    8h 30m
    $368–612

  9. Fly Chicago Midway International Airport to Toronto Island Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane plane MDW - YTZ
    2. Take the bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus bus
    7h 43m
    $208–582

  10. 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 Toronto to Orillia Downtown Terminal Bus Stopbus bus
    18h 47m
    $275–733

Chicago to Orillia by train, car, and bus

Calendar4Weekly Services
Duration13h 56mAverage Duration
Ticket$213Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Orillia.ExpandLaunch map view
  • Distance: 854 km
  • Duration: 7h 5m

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

You can take a bus from Chicago Union Station to Orillia Downtown Terminal Bus Stop via Dearborn Transit Center, Cass & Michigan, Rosa Parks Transit Center - Bay 10, Lafayette & Fifth, Detroit Bus Station, and Toronto Pearson Airport in around 15h 40m.

Airlines
Train operators
Bus operators

Want to know more about travelling around Canada

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers