• Our partners include:

  • Greyhound USA
  • VIA Rail
  • Amtrak
  • Acela Express
  • Megabus
  • SuperShuttle
  • Booking.com
  • Skyscanner
  • Airbnb
  • Expedia

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 Billy Bishop Toronto City to Chicago Midway  •  4 h 44 min

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

$104 - $366

Cheapest option

Bus  •  10 h 45 min

  1. Take the bus from Toronto, ON to Chicago, IL 5515 / ...

$45 - $120

8 alternative options

Fly Toronto to Chicago O'Hare  •  5 h 6 min

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

$106 - $364

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

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

$143 - $427

Bus to Buffalo, fly to Chicago O'Hare  •  6 h 48 min

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

$133 - $398

Train to Rochester, fly to Chicago O'Hare  •  10 h 16 min

  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  •  7 h 16 min

  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  •  10 h 20 min

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

$114 - $248

Train  •  16 h 9 min

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

$122 - $311

Drive  •  8 h 48 min

  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 10 h 45 min.

More details

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

More details

Yes, there is a direct bus departing from Toronto, ON and arriving at Chicago, IL. Services depart once daily, and operate every day. The journey takes approximately 10 h 45 min.

More details

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 Amtrak. The journey, including transfers, takes approximately 16 h 9 min.

More details

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

Get driving directions

The best way to get from Toronto to Chicago without a car is to bus which takes 10 h 45 min and costs $60 - $150.

More details

It takes approximately 4 h 44 min to get from Toronto to Chicago, including transfers.

More details

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

More details

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

More details

The best way to get from Toronto to Chicago is to fly which takes 4 h 44 min and costs $130 - $480. Alternatively, you can train, which costs $140 - $330 and takes 10 h 20 min, you could also bus, which costs $60 - $150 and takes 10 h 45 min.

Mode details

Map of how to get from Toronto to Chicago.
Launch map view
  • Distance: 438.1 miles
  • Duration: 4 h 44 min

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

Porter Airlines flies from Toronto to Chicago 5 times a day. Alternatively, you can take a train from Toronto to Chicago via Windsor and Detroit Amtrak in around 10 h 20 min.

Airlines
Air Canada
Website
aircanada.com
Flights from Toronto to Chicago O'Hare
Ave. Duration
1 h 56 min
When
Every day
Estimated price
$140 - $700
Flights from Buffalo to Chicago O'Hare
Ave. Duration
1 h 57 min
When
Every day
Estimated price
$140 - $750
Flights from Rochester to Chicago O'Hare
Ave. Duration
1 h 59 min
When
Every day
Estimated price
$180 - $700
Flights from Toronto to Milwaukee
Ave. Duration
1 h 44 min
When
Every day
Estimated price
$370 - $1,600
United Airlines
Website
united.com
Flights from Toronto to Chicago O'Hare
Ave. Duration
2 h
When
Every day
Estimated price
$150 - $700
Flights from Buffalo to Chicago O'Hare
Ave. Duration
1 h 57 min
When
Every day
Estimated price
$140 - $750
Flights from Buffalo to Chicago O'Hare via Washington Dulles
Ave. Duration
4 h 14 min
When
Every day
Estimated price
$140 - $750
Flights from Rochester to Chicago O'Hare
Ave. Duration
1 h 59 min
When
Every day
Estimated price
$180 - $700
Flights from Toronto to Milwaukee
Ave. Duration
1 h 44 min
When
Every day
Estimated price
$370 - $1,600
Flights from Toronto to Milwaukee via Chicago O'Hare
Ave. Duration
3 h 43 min
When
Every day
Estimated price
$330 - $1,000
American Airlines
Website
aa.com
Flights from Toronto to Chicago O'Hare
Ave. Duration
2 h 1 min
When
Every day
Estimated price
$130 - $800
Flights from Buffalo to Chicago O'Hare
Ave. Duration
2 h 6 min
When
Every day
Estimated price
$120 - $650
Flights from Rochester to Chicago O'Hare
Ave. Duration
2 h 6 min
When
Every day
Estimated price
$160 - $700
Flights from Toronto to Milwaukee via Chicago O'Hare
Ave. Duration
4 h 11 min
When
Every day
Estimated price
$260 - $750
Delta
Website
delta.com
Flights from Toronto to Chicago O'Hare via Detroit
Ave. Duration
3 h 43 min
When
Every day
Estimated price
$170 - $1,000
Flights from Buffalo to Chicago Midway via Detroit
Ave. Duration
3 h 43 min
When
Monday to Saturday
Estimated price
$130 - $800
Flights from Buffalo to Chicago O'Hare via Detroit
Ave. Duration
3 h 42 min
When
Monday, Tuesday, Wednesday, Saturday and Sunday
Estimated price
$130 - $800
Flights from Rochester to Chicago O'Hare via Detroit
Ave. Duration
4 h 2 min
When
Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday
Estimated price
$160 - $800
Flights from Toronto to Milwaukee via Detroit
Ave. Duration
3 h 45 min
When
Every day
Estimated price
$270 - $950
Southwest Airlines
Website
southwest.com
Flights from Buffalo to Chicago Midway
Ave. Duration
1 h 48 min
When
Every day
Estimated price
$160 - $750
Porter Airlines
Website
flyporter.com
Flights from Billy Bishop Toronto City to Chicago Midway
Ave. Duration
1 h 50 min
When
Every day
Estimated price
$120 - $700
Train operators
VIA Rail
Phone
+1 1 888 842-7245
Website
viarail.ca
Train from Toronto to Rochester
Ave. Duration
5 h 33 min
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
4 h 9 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 Toronto to Buffalo
Ave. Duration
4 h 39 min
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
1 h 29 min
Frequency
Every 4 hours
Estimated price
$25
Website
amtrak.com
Coach Seat
$25
Train from Detroit Amtrak to Chicago Union Station
Ave. Duration
4 h 59 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 Buffalo Depew Station Amtrak to Chicago Union Station
Ave. Duration
10 h 30 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
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
4 h 45 min
Frequency
3 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
12 h 10 min
Frequency
Once daily
Estimated price
$50 - $140
Website
greyhound.com
Economy
$50 - $85
Flexible
$100 - $140
Greyhound Canada
Phone
+1 1-800-661-8747
Email
Canada.info@greyhound.ca
Website
greyhound.ca
Bus from Toronto, ON to Chicago, IL
Ave. Duration
10 h 45 min
Frequency
4 times a day
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 Billy Bishop Toronto City Airport to Chicago Midway Airport is the direct flight which takes 1 h 50 min.

Search flights

Toronto to Chicago bus services, operated by Greyhound Canada, arrive at Chicago, IL station.

More details

Chicago is 1 h behind Toronto. It is currently 6:18 PM in Toronto and 5:18 PM in Chicago.

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

More details

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

Get driving directions

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

Search flights

Book your Toronto to Chicago bus tickets online with Busbud.

Search and book

There are 576+ hotels available in Chicago. Prices start at $90 USD per night.

More details

The best way to get from Toronto to Billy Bishop Toronto City Airport is to line 509 tram which takes 12 min and costs $3.

More details