Rome2Rio

How to get fromAlliston to Chicagoby train, plane, train (Amtrak), bus, car, shuttle or bus (Flixbus, Greyhound)

Find Transport to Chicago

See all options

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

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

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

    best
    1. Take the train from Bradford GO to Toronto Union Stationtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    8h 19m
    $194–471
  2. Train, bus

    cheapest
    1. Take the train from Bradford GO to Toronto Union Stationtrain train Br
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    17h 58m
    $77–196
  3. Train via Detroit

    1. Take the train from Bradford GO to Toronto Union Stationtrain train Br
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    14h 41m
    $88–244
  4. Drive 502.6 mi

    1. Drive from Alliston to Chicagocar car 502.6 mi
    9h 36m
    $115–167
  5. Train to Toronto Island Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Bradford GO to Toronto Union Stationtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    8h 22m
    $197–505
  6. Train to Toronto Pearson International Airport, fly to Chicago Midway International Airport

    1. Take the train from Bradford GO to Toronto Union Stationtrain train
    2. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane plane YYZ - MDW
    9h 49m
    $384–871
  7. Train to Toronto Island Airport, fly to Chicago Midway International Airport

    1. Take the train from Bradford GO to Toronto Union Stationtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    8h 12m
    $117–475
  8. Train, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Bradford GO to Toronto Union Stationtrain train
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    9h 59m
    $179–601
  9. Train, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the train from Bradford GO to Toronto Union Stationtrain train
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    9h 49m
    $204–841
  10. Bus

    1. Take the bus from Barrie to Toronto Pearson Airportbus bus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    19h 5m
    $81–266
  11. Train

    1. Take the train from Bradford GO to Toronto Union Stationtrain train Br
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    19h 42m
    $100–311

Alliston to Chicago by bus, train, and car

Calendar21Weekly Services
Duration14h 41mAverage Duration
Ticket$88Cheapest Price
See schedules

Questions & Answers

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

You can take a bus from Wellington St at Centre St S to Chicago Union Station via Bradford GO Station, Bradford GO, Toronto Union Station, Windsor, and Detroit in around 14h 41m. Alternatively, you can take a bus from Wellington St at Centre St S to Chicago Bus Station via Bradford GO Bus, Barrie Transit Terminal, Barrie, Toronto Pearson Airport, and Detroit Bus Station in around 19h 5m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

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