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How to get fromKingston to Chicago Union Stationby bus, plane, train (Amtrak), bus (Flixbus, Amtrak), car, train, or shuttle

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There are 8 ways to get from Kingston to Chicago Union Station by bus, plane, train (Amtrak), bus (Flixbus, Amtrak), car, train, 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. 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 17m
    $311–1,134

  2. Bus, train

    cheapest
    1. Take the bus from Kingston to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Gary Bus Stationbus bus
    3. Take the train from Gary to Van Buren St.train train Ssl
    18h 44m
    $108–189

  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 36m
    $189–596

  4. Bus

    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 14m
    $155–244

  5. Drive 669.2 mi

    1. Drive from Kingston to Chicago Union Stationcar car 669.2 mi
    11h 18m
    $154–222

  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
    10h 31m
    $295–688

  7. Train, shuttle 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 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
    10h 57m
    $305–618

  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
    $233–723

Kingston to Chicago Union Station by bus, train, and car

Calendar21Weekly Services
Duration15h 36mAverage Duration
Ticket$189Cheapest Price
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Questions & Answers

Map of how to get from Kingston to Chicago Union Station.ExpandLaunch map view
  • Distance: 784.7 mi
  • Duration: 8h 17m

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

You can take a bus from Bagot / William to Chicago Union Station via VIA Rail Station, Kingston, Toronto Union Station, Windsor, and Detroit in around 15h 36m. Alternatively, you can take a bus from Kingston to Chicago Union Station via Detroit Bus Station, Jefferson & Griswold, Woodward & Baltimore Milwaukee, and Detroit in around 18h 14m.

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