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

Find Transport to Chicago

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There are 8 ways to get from Kingston to Chicago by train (Amtrak), bus (Flixbus, Greyhound), car, train, plane, bus (Flixbus, Amtrak), or bus

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 via Detroit

    best
    1. Take the train from Kingston to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    15h 14m
    $248–645

  2. Bus

    cheapest
    1. Take the bus from Kingston Bus Terminal to Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floorbus bus
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus
    18h 5m
    $82–188

  3. Drive  665.5 mi

    1. Drive from Kingston to Chicagocar car 665.5 mi
    11h 5m
    $153–220

  4. Train to Ottawa Macdonald-Cartier International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Kingston to Ottawatrain train
    2. Fly from Ottawa Macdonald-Cartier International Airport (YOW) to Chicago O'Hare International Airport (ORD)plane plane YOW - ORD
    9h 14m
    $307–1,280

  5. Bus via Dearborn

    1. Take the bus from Kingston Bus Terminal to Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floorbus bus
    2. Take the bus from Toronto to Detroit Bus Stationbus bus
    3. Take the bus from Dearborn to Chicago Union Stationbus bus
    18h 23m

  6. Train

    1. Take the train from Kingston to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    20h 15m
    $362–812

  7. Train, bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the train from Kingston to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    12h 32m
    $225–563

  8. Train, bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Kingston to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Buffalobus bus
    3. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    12h 57m
    $235–553

Kingston to Chicago by bus

Calendar25Weekly Buses
Duration18h 5mAverage Duration
Ticket$82Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Kingston to Chicago.ExpandLaunch map view
  • Distance: 668.6 mi
  • Duration: 15h 14m

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

You can take a bus from Bus Terminal to Chicago Union Station via John Counter / Old Mill, Kingston, Toronto Union Station, Windsor, and Detroit in around 15h 14m. Alternatively, you can take a bus from Kingston Bus Terminal to Chicago Bus Station via Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor, Toronto, and Detroit Bus Station in around 18h 5m.

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