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There are 11 ways to get from Chicago to Canada by plane, bus, train or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to Billy Bishop Toronto City  •  4 h 24 min

  1. Fly from Chicago Midway (MDW) to Billy Bishop Toronto City (YTZ) MDW - YTZ

$105 - $367

Cheapest option

Bus Greyhound Canada  •  13 h 19 min

  1. Take the bus from Chicago, IL to Toronto - Royal York Hotel 5500 / ...

$53 - $118

9 alternative options

Fly Chicago O'Hare to Toronto  •  4 h 59 min

  1. Fly from Chicago O'Hare (ORD) to Toronto (YYZ) ORD - YYZ

$107 - $367

Fly Chicago O'Hare to Montreal  •  5 h 33 min

  1. Fly from Chicago O'Hare (ORD) to Montreal (YUL) ORD - YUL

$135 - $448

Fly Chicago O'Hare to Ottawa  •  5 h 32 min

  1. Fly from Chicago O'Hare (ORD) to Ottawa (YOW) ORD - YOW

$178 - $561

Fly Chicago O'Hare to Winnipeg  •  5 h 50 min

  1. Fly from Chicago O'Hare (ORD) to Winnipeg (YWG) ORD - YWG

$205 - $488

Fly Chicago Midway to Buffalo, bus  •  6 h 39 min

  1. Fly from Chicago Midway (MDW) to Buffalo (BUF) MDW - BUF
  2. Take the bus from Buffalo Airport to Toronto, ON

$143 - $427

Train via Detroit Amtrak Station  •  10 h 41 min

  1. Take the train from Chicago Union Station to Detroit Amtrak Station Wolverine
  2. Take the train from Windsor to Toronto VIA Rail

$115 - $253

Bus Greyhound USA  •  14 h 16 min

  1. Take the bus from Chicago Amtrak, Il to Toronto Pearson Airport, On 5508

$58 - $141

Train  •  16 h 15 min

  1. Take the train from Chicago Union Station to Buffalo Depew Station Lake Shore Limited
  2. Take the train from Buffalo to Toronto VIA Rail

$130 - $316

Drive  •  8 h 46 min

  1. Drive from Chicago to Toronto 513.7 miles

$65 - $100

Questions & Answers

The cheapest way to get from Chicago to Canada is to drive which costs $65 - $100 and takes 8 h 46 min.

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The quickest way to get from Chicago to Canada is to fly which costs $100 - $370 and takes 4 h 24 min.

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No, there is no direct bus from Chicago to Canada. However, there are services departing from Chicago, IL and arriving at Eglinton Ave West At Russell Hill Rd via Yonge St At King St East and Eglinton Station. The journey, including transfers, takes approximately 13 h 19 min.

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The distance between Chicago and Canada is 1584 miles. The road distance is 513.7 miles.

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The best way to get from Chicago to Canada without a car is to bus which takes 13 h 19 min and costs $50 - $120.

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It takes approximately 4 h 24 min to get from Chicago to Canada, including transfers.

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Chicago to Canada bus services, operated by Greyhound Canada, depart from Chicago, IL station.

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The best way to get from Chicago to Canada is to fly which takes 4 h 24 min and costs $100 - $370. Alternatively, you can train, which costs $110 - $260 and takes 10 h 41 min, you could also bus, which costs $50 - $120 and takes 13 h 19 min.

Mode details

The quickest flight from Chicago Midway Airport to Billy Bishop Toronto City Airport is the direct flight which takes 1 h 34 min.

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Chicago to Canada bus services, operated by Greyhound Canada, arrive at Toronto - Royal York Hotel station.

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Map of how to get from Chicago to Canada.
Launch map view
  • Distance: 1584 miles
  • Duration: 4 h 24 min

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

Porter Airlines flies from Chicago to Old Toronto 5 times a day. Alternatively, you can take a train from Chicago to Toronto via Detroit Amtrak Station, Windsor, Toronto, and UNION STATION - NORTHBOUND PLATFORM towards FINCH in around 10 h 41 min.

Airlines
Air Canada
Website
aircanada.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 37 min
When
Every day
Estimated price
$140 - $700
Flights from Chicago O'Hare to Montreal
Ave. Duration
2 h 8 min
When
Every day
Estimated price
$160 - $1,000
Flights from Chicago O'Hare to Montreal via Toronto
Ave. Duration
4 h 2 min
When
Every day
Estimated price
$150 - $1,000
Flights from Chicago O'Hare to Ottawa
Ave. Duration
2 h 8 min
When
Every day
Estimated price
$230 - $1,300
Flights from Chicago O'Hare to Ottawa via Toronto
Ave. Duration
3 h 53 min
When
Every day
Estimated price
$180 - $900
Flights from Chicago O'Hare to Ottawa via Washington Dulles
Ave. Duration
4 h 10 min
When
Every day
Estimated price
$230 - $1,300
Flights from Chicago O'Hare to Ottawa via Montreal
Ave. Duration
4 h 52 min
When
Every day
Estimated price
$180 - $900
Flights from Chicago O'Hare to Winnipeg
Ave. Duration
2 h 31 min
When
Every day
Estimated price
$240 - $1,200
Flights from Chicago O'Hare to Winnipeg via Toronto
Ave. Duration
5 h 51 min
When
Every day
Estimated price
$250 - $1,300
United Airlines
Website
united.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 43 min
When
Every day
Estimated price
$150 - $700
Flights from Chicago O'Hare to Montreal
Ave. Duration
2 h 16 min
When
Every day
Estimated price
$170 - $950
Flights from Chicago O'Hare to Ottawa
Ave. Duration
2 h 8 min
When
Every day
Estimated price
$230 - $1,300
Flights from Chicago O'Hare to Ottawa via Washington Dulles
Ave. Duration
4 h 10 min
When
Every day
Estimated price
$230 - $1,300
Flights from Chicago O'Hare to Winnipeg
Ave. Duration
2 h 31 min
When
Every day
Estimated price
$240 - $1,200
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Toronto
Ave. Duration
1 h 40 min
When
Every day
Estimated price
$130 - $800
Flights from Chicago O'Hare to Montreal
Ave. Duration
2 h 16 min
When
Every day
Estimated price
$170 - $850
Porter Airlines
Website
flyporter.com
Flights from Chicago Midway to Billy Bishop Toronto City
Ave. Duration
1 h 36 min
When
Every day
Estimated price
$120 - $700
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Buffalo
Ave. Duration
1 h 23 min
When
Every day
Estimated price
$160 - $750
Delta
Website
delta.com
Flights from Chicago O'Hare to Ottawa via Detroit
Ave. Duration
3 h 59 min
When
Sunday
Estimated price
$230 - $1,300
Flights from Chicago O'Hare to Winnipeg via Minneapolis
Ave. Duration
4 h 52 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$300 - $1,200
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Chicago Union Station to Detroit Amtrak Station
Ave. Duration
5 h 4 min
Frequency
3 times a day
Estimated price
$50 - $130
Website
amtrak.com
Coach Seat
$50 - $75
Flexi Coach Seat
$90 - $130
Business Coach Seat
$90 - $130
Room
$230 - $320
Train from Chicago Union Station to Buffalo Depew Station
Ave. Duration
10 h 16 min
Frequency
Twice daily
Estimated price
$75 - $220
Website
amtrak.com
Coach Seat
$75 - $120
Flexi Coach Seat
$140 - $200
Business Coach Seat
$150 - $220
Room
$330 - $460
VIA Rail
Phone
+1 1 888 842-7245
Website
viarail.ca
Train from Windsor to Toronto
Ave. Duration
4 h 6 min
Frequency
4 times a day
Estimated price
$60 - $120
Website
viarail.ca
Escape
$40 - $60
Economy
$60 - $90
EconomyPlus
$80 - $120
Business
$100 - $140
Train from Buffalo to Toronto
Ave. Duration
4 h 30 min
Frequency
Once daily
Estimated price
$45 - $95
Website
viarail.ca
Escape
$25 - $50
Economy
$45 - $65
EconomyPlus
$65 - $95
Business
$70 - $95
Bus operators
Megabus Canada
Greyhound Canada
Phone
+1 1-800-661-8747
Email
Canada.info@greyhound.ca
Website
greyhound.ca
Bus from Chicago, IL to Toronto - Royal York Hotel
Ave. Duration
12 h 34 min
Frequency
Twice daily
Estimated price
$45 - $120
Website
Greyhound.ca
Advanced Purchase
$45 - $70
Online Fare
$60 - $90
Standard Fare
$75 - $120
Refundable
$85 - $130
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Chicago Amtrak, Il to Toronto Pearson Airport, On
Ave. Duration
12 h 55 min
Frequency
Twice daily
Estimated price
$50 - $130
Website
greyhound.com
Economy
$50 - $85
Flexible
$100 - $130

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.

More Questions & Answers

Yes, the driving distance between Chicago to Canada is 514 miles. It takes approximately 8 h 46 min to drive from Chicago to Canada.

Get driving directions

Porter Airlines offers flights from Chicago Midway Airport to Billy Bishop Toronto City Airport.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $2 - $4.

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