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

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

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

  1. Bus to Ottawa Macdonald-Cartier International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Kingston to Ottawabus bus
    2. Fly from Ottawa Macdonald-Cartier International Airport (YOW) to Chicago O'Hare International Airport (ORD)plane plane YOW - ORD
    8h 5m
    $322–1,136

  2. Bus

    cheapest
    1. Take the bus from Kingston to Detroit Bus Stationbus bus FlixBus 2701
    2. Take the bus from Detroit Bus Station to Chicago Bus Stationbus bus Greyhound US0160
    18h 10m
    $107–195

  3. Train via Detroit

    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
    $194–596

  4. Drive 668.7 mi

    1. Drive from Kingston to Chicagocar car 668.7 mi
    11h 17m
    $153–222

  5. Train to Toronto Island Airport, fly to Chicago Midway International Airport

    1. Take the train from Kingston to Toronto Union Stationtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    8h 25m
    $185–628

  6. Train, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take the train from Kingston 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 59m
    $295–688

  7. Bus via Detroit

    1. Take the bus from Kingston to Detroit Bus Stationbus bus FlixBus 2701
    2. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    18h 22m
    $162–250

  8. 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
    $243–723

Kingston to Chicago by bus, train, and car

Calendar21Weekly Services
Duration15h 14mAverage Duration
Ticket$194Cheapest Price
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Questions & Answers

Map of how to get from Kingston to Chicago.ExpandLaunch map view
  • Distance: 783.8 mi
  • Duration: 8h 5m

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 to Chicago Bus Station via Detroit Bus Station in around 18h 10m.

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