Rome2Rio

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

Find Transport to Kingston

See all options

There are 9 ways to get from Chicago to Kingston by plane, bus, bus (Amtrak, Flixbus), train (Amtrak), car, train, shuttle, or bus (Greyhound, Flixbus)

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 Ottawa Macdonald-Cartier International Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Ottawa Macdonald-Cartier International Airport (YOW)plane plane ORD - YOW
    2. Take the bus from Ottawa to Kingstonbus bus
    8h 48m
    $450–1,551

  2. Bus

    cheapest
    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus Greyhound US0160
    2. Take the bus from Detroit Bus Station to Kingstonbus bus FlixBus 2701
    18h 10m
    $150–274

  3. Bus via Detroit

    1. Take the bus from Chicago Union Station to Detroitbus bus Amtrak Thruway Connecting Service
    2. Take the bus from Detroit Bus Station to Kingstonbus bus FlixBus 2701
    17h 51m
    $225–351

  4. Train

    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 train from Toronto Union Station to Kingstontrain train
    19h 21m
    $335–985

  5. Drive 1,076.2 km

    1. Drive from Chicago to Kingstoncar car 1,076.2 km
    11h 18m
    $213–307

  6. 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 Toronto Union Station to Kingstontrain train
    8h 34m
    $312–2,071

  7. Fly Chicago O'Hare International Airport to Toronto Pearson International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    2. Take the train from Toronto Union Station to Kingstontrain train
    8h 58m
    $531–1,784

  8. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, train

    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 train from Toronto Union Station to Kingstontrain train
    9h 57m
    $411–944

  9. Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, shuttle, train

    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 train from Toronto Union Station to Kingstontrain train
    10h 23m
    $421–864

Chicago to Kingston by bus and foot

Calendar2Weekly Services
Duration17h 51mAverage Duration
Ticket$225Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Kingston.ExpandLaunch map view
  • Distance: 1,261.3 km
  • Duration: 8h 48m

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

You can take a bus from Chicago Union Station to Kingston via Detroit, Woodward & Baltimore, Larned & Griswold, and Detroit Bus Station in around 17h 51m. Alternatively, you can take a train from Chicago Union Station to Bus Terminal via Buffalo, Toronto Union Station, Kingston, and John Counter / Old Mill in around 19h 21m.

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