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There are 10 ways to get from Toronto to Chicago 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 Toronto to Chicago O'Hare  •  5h 1m

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

$106 - $364

Cheapest option

Bus  •  12h 35m

  1. Take the bus from Toronto, ON - 610 Bay Street to Chicago, IL - Amtrack Station Toronto / ...

$45 - $120

8 alternative options

Fly Billy Bishop Toronto City to Chicago Midway  •  4h 44m

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

$104 - $366

Bus to Buffalo, fly to Chicago Midway  •  6h 30m

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

$147 - $427

Bus to Buffalo, fly to Chicago O'Hare  •  7h 1m

  1. Take the bus from Toronto, ON to Buffalo Airport
  2. Fly from Buffalo (BUF) to Chicago O'Hare (ORD) BUF - ORD

$137 - $398

Train to Rochester, fly to Chicago O'Hare  •  10h 23m

  1. Take the train from Toronto to Rochester
  2. Fly from Rochester (ROC) to Chicago O'Hare (ORD) ROC - ORD

$199 - $461

Fly Toronto to Milwaukee, train  •  7h 14m

  1. Fly from Toronto (YYZ) to Milwaukee (MKE) YYZ - MKE
  2. Take the train from Milwaukee Intermodal Station to Chicago Union Station

$171 - $490

Train via Detroit Amtrak Station  •  10h 10m

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

$114 - $248

Train  •  16h 9m

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

$122 - $311

Drive  •  8h 48m

  1. Drive from Toronto to Chicago 521.5 miles

$65 - $100

Questions & Answers

The cheapest way to get from Toronto to Chicago is to bus which costs $60 - $150 and takes 12h 35m.

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The quickest way to get from Toronto to Chicago is to fly which costs $130 - $480 and takes 4h 44m.

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Yes, there is a direct bus departing from Toronto, ON - 610 Bay Street and arriving at Chicago, IL - Amtrack Station station. Services depart twice daily, and operate every day. The journey takes approximately 12h 35m.

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No, there is no direct train from Toronto to Chicago station. However, there are services departing from Toronto and arriving at Chicago Union Station via Buffalo Depew Station. The journey, including transfers, takes approximately 16h 9m.

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The distance between Toronto and Chicago is 701 km. The road distance is 834.5 km.

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The best way to get from Toronto to Chicago without a car is to bus which takes 12h 35m and costs $60 - $150.

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It takes approximately 5h 1m to get from Toronto to Chicago, including transfers.

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Toronto to Chicago bus services, operated by Greyhound Canada, depart from Toronto, ON - 610 Bay Street station.

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Toronto to Chicago train services, operated by VIA Rail, depart from Toronto station.

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The best way to get from Toronto to Chicago is to fly which takes 5h 1m and costs $130 - $480. Alternatively, you can train, which costs $140 - $330 and takes 10h 10m, you could also bus, which costs $60 - $150 and takes 12h 35m.

Mode details

Map of how to get from Toronto to Chicago.
Launch map view
  • Distance: 438.1 miles
  • Duration: 5h 1m

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

Air Canada, United Airlines and two other airlines fly from Toronto to Chicago hourly. Alternatively, you can take a train from Toronto to Chicago via Windsor and Detroit Amtrak Station in around 10h 10m.

Airlines
United Airlines
Website
united.com
Flights from Toronto to Chicago O'Hare
Ave. Duration
1h 57m
When
Every day
Estimated price
$150 - $700
Flights from Buffalo to Chicago O'Hare
Ave. Duration
2h 5m
When
Every day
Estimated price
$140 - $750
Flights from Buffalo to Chicago O'Hare via Washington Dulles
Ave. Duration
4h 31m
When
Monday, Wednesday, Thursday, Friday and Sunday
Estimated price
$140 - $750
Flights from Rochester to Chicago O'Hare
Ave. Duration
2h 9m
When
Every day
Estimated price
$180 - $700
Flights from Rochester to Chicago O'Hare via Washington Dulles
Ave. Duration
4h 31m
When
Every day
Estimated price
$180 - $700
Flights from Toronto to Milwaukee
Ave. Duration
1h 44m
When
Every day
Estimated price
$370 - $1,600
Flights from Toronto to Milwaukee via Chicago O'Hare
Ave. Duration
3h 53m
When
Every day
Estimated price
$340 - $1,200
Air Canada
Website
aircanada.com
Flights from Toronto to Chicago O'Hare
Ave. Duration
1h 52m
When
Every day
Estimated price
$130 - $700
Flights from Buffalo to Chicago O'Hare
Ave. Duration
2h 5m
When
Every day
Estimated price
$140 - $750
Flights from Rochester to Chicago O'Hare
Ave. Duration
2h 9m
When
Every day
Estimated price
$180 - $700
Flights from Toronto to Milwaukee
Ave. Duration
1h 44m
When
Every day
Estimated price
$370 - $1,600
American Airlines
Website
aa.com
Flights from Toronto to Chicago O'Hare
Ave. Duration
2h 6m
When
Every day
Estimated price
$130 - $800
Flights from Buffalo to Chicago O'Hare
Ave. Duration
2h 6m
When
Every day
Estimated price
$120 - $650
Flights from Buffalo to Chicago O'Hare via Philadelphia
Ave. Duration
4h 47m
When
Every day
Estimated price
$120 - $650
Flights from Rochester to Chicago O'Hare
Ave. Duration
2h 10m
When
Every day
Estimated price
$160 - $700
Delta
Website
delta.com
Flights from Buffalo to Chicago Midway via Detroit
Ave. Duration
4h 10m
When
Every day
Estimated price
$130 - $800
Flights from Buffalo to Chicago O'Hare via Detroit
Ave. Duration
4h 12m
When
Monday, Saturday and Sunday
Estimated price
$130 - $800
Flights from Rochester to Chicago O'Hare via Detroit
Ave. Duration
4h 12m
When
Every day
Estimated price
$160 - $800
Flights from Toronto to Milwaukee via Detroit
Ave. Duration
4h 6m
When
Every day
Estimated price
$270 - $950
Porter Airlines
Website
flyporter.com
Flights from Billy Bishop Toronto City to Chicago Midway
Ave. Duration
1h 50m
When
Every day
Estimated price
$120 - $700
Southwest Airlines
Website
southwest.com
Flights from Buffalo to Chicago Midway
Ave. Duration
1h 49m
When
Every day
Estimated price
$160 - $750
Flights from Buffalo to Chicago Midway via Baltimore
Ave. Duration
4h 10m
When
Saturday
Estimated price
$160 - $750
Train operators
VIA Rail
Phone
+1 1 888 842-7245
Website
viarail.ca
Train from Toronto to Rochester
Ave. Duration
5h 33m
Frequency
Once daily
Estimated price
$55 - $110
Website
viarail.ca
Escape
$30 - $55
Economy
$55 - $80
EconomyPlus
$75 - $110
Business
$85 - $120
Train from Toronto to Windsor
Ave. Duration
3h 59m
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 Toronto to Buffalo
Ave. Duration
4h 39m
Frequency
Once daily
Estimated price
$45 - $95
Website
viarail.ca
Escape
$25 - $50
Economy
$45 - $65
EconomyPlus
$65 - $95
Business
$70 - $95
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 Milwaukee Intermodal Station to Chicago Union Station
Ave. Duration
1h 29m
Frequency
Every 4 hours
Estimated price
$25
Website
amtrak.com
Coach Seat
$25
Train from Detroit Amtrak Station to Chicago Union Station
Ave. Duration
4h 59m
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 Buffalo Depew Station to Chicago Union Station
Ave. Duration
10h 30m
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
Bus operators
Megabus Canada
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 Toronto, On to Buffalo Airport
Ave. Duration
4h 45m
Frequency
4 times a day
Estimated price
$17 - $40
Website
greyhound.com
Economy
$17 - $25
Flexible
$30 - $40
Bus from Toronto, On to Chicago, Il
Ave. Duration
12h 10m
Frequency
Once daily
Estimated price
$50 - $130
Website
greyhound.com
Economy
$50 - $85
Flexible
$100 - $130
Greyhound Canada
Phone
+1 1-800-661-8747
Email
Canada.info@greyhound.ca
Website
greyhound.ca
Bus from Toronto, ON - 610 Bay Street to Chicago, IL - Amtrack Station
Ave. Duration
12h 35m
Frequency
Once daily
Estimated price
$45 - $120
Website
Greyhound.ca
Advanced Purchase
$45 - $70
Online Fare
$60 - $90
Standard Fare
$75 - $120
Refundable
$85 - $130

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.

More Questions & Answers

The quickest flight from Toronto Airport to Chicago O'Hare Airport is the direct flight which takes 1h 48m.

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Toronto to Chicago bus services, operated by Greyhound Canada, arrive at Chicago, IL - Amtrack Station.

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Chicago is 1h behind Toronto. It is currently 2:41 PM in Toronto and 1:41 PM in Chicago.

Toronto to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.

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Yes, the driving distance between Toronto to Chicago is 834 km. It takes approximately 8h 48m to drive from Toronto to Chicago.

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United Airlines, American Airlines and Air Canada offer flights from Toronto Airport to Chicago O'Hare Airport.

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Book your Toronto to Chicago train tickets online with Rome2rio.

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Book your Toronto to Chicago bus tickets online with Busbud.

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There are 763+ hotels available in Chicago. Prices start at $75 USD per night.

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The best way to get from Toronto to Toronto Airport is to train which takes 25m and costs $5 - $13.

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