Rome2Rio

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

Find Transport to Orillia

See all options

There are 12 ways to get from Chicago to Orillia by plane, bus, train, bus (Greyhound, 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 VAUGHAN - HWY 407 terminal to Orillia Transitbus bus
    7h 21m
    $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 terminal to Orillia Transitbus bus
    16h 44m
    $116–264

  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 King City Go Station to Orillia Transitbus bus
    14h 36m
    $144–344

  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 terminal to Orillia Transitbus bus
    16h 14m
    $125–212

  5. Drive 882.7 km

    1. Drive from Chicago to Orilliacar car 882.7 km
    10h 37m
    $172–248

  6. 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 terminal to Orillia Transitbus bus
    8h 51m
    $321–1,309

  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 VAUGHAN - HWY 407 terminal to Orillia Transitbus bus
    8h 21m
    $391–1,709

  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
    $143–517

  9. 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 King City Go Station to Orillia Transitbus bus
    8h 52m
    $295–723

  10. 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 King City Go Station to Orillia Transitbus bus
    8h 36m
    $185–723

  11. Train, bus

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train
    2. Take the train from Buffalo Depew Station to Niagara Falls Amtrak Stationtrain train
    3. Take the train from Canadian Border to Torontotrain train
    4. Take the bus from VAUGHAN - HWY 407 terminal to Orillia Transitbus bus
    18h 26m
    $177–487

  12. Train, bus #2

    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 Union Station Bus Terminal to Orillia Transitbus bus
    19h 1m
    $133–388

Chicago to Orillia by train, car, and bus

Calendar14Weekly Services
Duration14h 36mAverage Duration
Ticket$144Cheapest Price
See schedules

Questions & Answers

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

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 terminal in around 16h 14m.

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

Trips from Chicago

Trips to Orillia

Popular routes