Rome2Rio

How to get fromQuebec City–Windsor Corridor to Chicagoby train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, shuttle, or bus (Flixbus, Amtrak)

Find Transport to Chicago

See all options

There are 10 ways to get from Quebec City–Windsor Corridor to Chicago by train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, 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. Train to Toronto Island Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Napanee to Toronto Union Stationtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    7h 27m
    $159–683

  2. Bus

    cheapest
    1. Take the bus from Napanee, ON to Pearson International Airport Terminal 1bus 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
    17h 31m
    $101–234

  3. Train via Detroit

    1. Take the train from Napanee 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
    14h 16m
    $168–401

  4. Drive 644.5 mi

    1. Drive from Quebec City–Windsor Corridor to Chicagocar car 644.5 mi
    10h 55m
    $148–214

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

    1. Take the train from Napanee to Ottawatrain train
    2. Fly from Ottawa Macdonald-Cartier International Airport (YOW) to Chicago O'Hare International Airport (ORD)plane plane YOW - ORD
    8h 32m
    $333–1,236

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

    1. Take the train from Napanee 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 6m
    $249–853

  7. Train, train to Rochester, fly to Chicago Midway International Airport

    1. Take the train from Napanee to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Rochestertrain train
    3. Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane plane ROC - MDW
    12h 18m
    $193–742

  8. Train, train to Rochester, fly to Chicago O'Hare International Airport

    1. Take the train from Napanee to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Rochestertrain train
    3. Fly from Rochester (ROC) to Chicago O'Hare International Airport (ORD)plane plane ROC - ORD
    12h 41m
    $178–672

  9. Bus via Detroit

    1. Take the bus from Napanee, ON to Pearson International Airport Terminal 1bus bus
    2. Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus bus
    3. Take the bus from Detroit to Chicago Union Stationbus bus
    17h 44m
    $151–274

  10. Train

    1. Take the train from Napanee 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
    19h 16m
    $220–533

Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW) flights

Calendar13Weekly Planes
Duration1h 50mAverage Duration
Ticket$107Cheapest Price
See schedules

Questions & Answers

What companies run services between Quebec City–Windsor Corridor, ON, Canada and Chicago, IL, USA?

You can take a vehicle from Quebec City–Windsor Corridor to Chicago Union Station via Napanee, Toronto Union Station, Windsor, and Detroit in around 14h 16m. Alternatively, you can take a vehicle from Quebec City–Windsor Corridor to Chicago Bus Station via Napanee, ON, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 17h 31m.

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

Where to next?

Trips from Quebec City–Windsor Corridor

Trips to Chicago

Popular routes