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Toronto to Chicago, IL from $46: 11 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Toronto, Canada
to
Chicago, United States of America

How to Get from Toronto to Chicago: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$46 by trainBest price
704.8 kmDistance
4h 26m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Toronto to Chicago with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
Porter Airlines
Plane
Average Duration
4h  26m
Estimated price
$142-566
Recommended
Company
VIA Rail, Lake Shore Limited
Train
Average Duration
15h  53m
Estimated price
$46-267
Cheapest
route map
Distance: 704.8 km
Duration: 4h 26m

See more options

Company
Various
Bus
Average Duration
14h  30m
Estimated price
$48-167
Company
VIA Rail, Wolverine
Train
Average Duration
11h  30m
Estimated price
$50-222
Company
Various
Train
Average Duration
12h  2m
Estimated price
$54-305
Company
Various
Bus
Average Duration
15h  37m
Estimated price
$84-172
Company
N/A
Drive
Average Duration
8h  45m
Estimated price
$110-180
Company
Various
Plane
Average Duration
5h  12m
Estimated price
$154-414
Company
Various
Plane
Average Duration
6h  40m
Estimated price
$189-884
Company
Various
Plane
Average Duration
6h  17m
Estimated price
$199-984
Company
Various
Plane
Average Duration
6h  48m
Estimated price
$214-614
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Traveling From Toronto to Chicago

The journey from Toronto to Chicago offers a vibrant contrast between Canada's multicultural charm and the dynamic urban energy of the Windy City.

Best Neighbourhoods in Chicago

Chicago's neighborhoods each offer distinct flavors and experiences for visitors.

Wicker Park
• Known for its trendy cafes and boutiques.
• Vibrant nightlife with live music venues.
Lincoln Park
• Offers beautiful green spaces and the zoo.
• Great selection of restaurants and shops.
The Loop
• Chicago's central business district with iconic skyscrapers.
• Home to museums and theaters for cultural exploration.

Best Times To Visit Chicago's Attractions

Timing your visits can greatly enhance your Chicago experience.

Millennium Park
Visit early on weekdays to enjoy the serenity and avoid crowds.
Navy Pier
Go during weekday mornings for a peaceful stroll and fewer visitors.
Art Institute of Chicago
Visit late on Thursdays for extended hours and a quieter atmosphere.

Chicago Weather: What to Expect Year-Round

Chicago experiences a humid continental climate with distinct seasons, making summer warm and winters quite cold. Planning your visit during spring or fall can provide pleasant weather, enhancing your experience as you explore the city's attractions.

Dining Recommendation

A trip to Chicago isn’t complete without trying deep-dish pizza, a hearty and cheesy experience that stands in stark contrast to Toronto's more diverse culinary scene. The lively pizzerias in Chicago not only serve this iconic dish but also offer a vibrant atmosphere and local ingredients that highlight the city's unique flavor profile.

Toronto - Chicago operators

Explore transport companies operating between Toronto and Chicago, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane Show flights
Website
flyporter.com

Plane from Billy Bishop Toronto City to Chicago Midway

Average Duration
1h 49m
Estimated price
$140-600
Website
aa.com

Plane from Toronto to Chicago O'Hare

Average Duration
2h 9m
Estimated price
$200-650

Plane from Buffalo to Chicago O'Hare

Average Duration
1h 59m
Estimated price
$150-1000
Website
united.com

Plane from Toronto to Chicago O'Hare

Average Duration
2h 6m
Estimated price
$170-550

Plane from Buffalo to Chicago O'Hare

Average Duration
2h 3m
Estimated price
$130-800
Website
delta.com

Plane from Toronto to Chicago O'Hare

Average Duration
3h 48m
Estimated price
$140-400

Plane from Toronto to Chicago Midway

Average Duration
4h 49m
Estimated price
$190-850

Plane from Buffalo to Chicago O'Hare

Average Duration
4h 7m
Estimated price
$110-400
Train Show train routes
Contact phone
+1 888 842-7245
Website
viarail.ca

Train from Toronto Union Station to Buffalo

Average Duration
4h 20m
Estimated price
23-90

Train from Toronto Union Station to Windsor

Average Duration
4h 18m
Estimated price
35-100

Train from Toronto Union Station to London

Average Duration
2h 16m
Estimated price
23-90
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Buffalo Depew Station to Chicago Union Station

Average Duration
10h 33m
Estimated price
$22-180

Train from Dearborn to Chicago Union Station

Average Duration
5h 11m
Estimated price
$11-120

Train from Port Huron Amtrak Station to Chicago Union Station

Average Duration
6h 25m
Estimated price
$13-130
Bus Show bus routes
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from Toronto to Detroit Bus Station

Average Duration
6h 25m
Estimated price
$22-80

Bus from Detroit Bus Station to Chicago Bus Station

Average Duration
5h 10m
Estimated price
$26-90
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from Detroit Bus Station to Chicago Bus Station

Average Duration
7h 5m
Estimated price
$30-85

Bus from South Bend Transpo to Chicago Bus Station

Average Duration
1h 40m
Estimated price
$10-45
Contact phone
6474775500
Website
onexbus.com

Bus from Toronto, ON - 44 York St. to Windsor, ON - 1320 Wyandotte St. W

Average Duration
5h
Estimated price
21-35
Contact phone
+1 800-544-2383
Website
hoosierride.com

Bus from Detroit, MI to South Street Station - South Bend

Average Duration
4h 45m
Estimated price
$45-85
Contact phone
+1 888-378-3823
Website
baronsbus.com

Bus from South Bend, IN to Chicago

Average Duration
1h 45m
Estimated price
$9-45
all-pages.other Show other routes
Contact phone
905-374-8111
Website
niagaraairbus.com

Other from Pearson International Airport Terminal 1 to Buffalo Airport

Average Duration
2h
Estimated price
95-320

Toronto to Chicago: Overview of Bus, Train, Flight, and Car Trips

Traveling between Toronto and Chicago offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a scenic road trip from Toronto to Chicago, spanning 522 miles of diverse landscapes and charming towns along the way. 💰 Experience the flexibility of car travel with prices ranging from C$149 to C$243, allowing you to budget according to your preferences and needs for the journey. 🌆 Arrive in the vibrant city of Chicago after approximately 8 hours and 45 minutes of driving, ready to explore its iconic architecture, delicious cuisine, and rich cultural offerings.
Average price
C$152 - C$249
🚆 Experience a scenic and comfortable train journey from Toronto to Chicago with a transfer at Buffalo Depew Station. The total travel time, including transfers, is approximately 15 hours and 53 minutes. 🌉 The train route covers a distance of 1,033 km, offering stunning views along the way as you pass through cities and countryside. The first leg of the journey involves a VIA Rail train towards Niagara Falls, followed by an Amtrak train towards Chicago Union Station. 💰 Ticket prices for the Toronto to Chicago train vary from C$62 to C$361.
Departure Point
Toronto Union Station
Arrival Point
Chicago Union Station
Useful tips for train travellers
Onboard Services: If you're traveling with Amtrak, their catering services include a Café Car featuring a variety of snacks, sandwiches, and beverages available for purchase. Additionally, if you’re in a sleeper car, you can enjoy complimentary meals served in your room or dining car.
Seating Options: Amtrak offers three main seating options on the Toronto to Chicago route: Coach Class (Economy), Business Class, and Sleeper Car options. Coach Class provides spacious seats with standard amenities, Business Class offers wider seats with additional legroom and complimentary non-alcoholic beverages, while Sleeper Cars come with private rooms, bedding, and meals included.
Arrival Station Tip: Upon arriving at Chicago Union Station, take advantage of the luggage services available; you can check your bags for a fee, allowing you to explore the city without the burden of your luggage. The station features clean restrooms but no shower facilities.
🛫 Flying from Toronto to Chicago is a quick and convenient journey with a direct flight taking just 1 hour and 47 minutes. Porter Airlines operates flights from Billy Bishop Toronto City Airport to Chicago Midway Airport. 🌍 The total travel time from Toronto to Chicago by plane is approximately 4 hours and 26 minutes, making it a fairly efficient option for those looking to get from one city to the other. Whether for business or leisure, flying is a popular choice for this route. 💸 Flight prices between Chicago and Toronto can range anywhere from C$192 to C$765, offering travelers a range of options to suit their budget and preferences. Keep an eye out for deals and promotions to secure the best fare for your trip.
Departure Point
Billy Bishop Toronto City Airport
Arrival Point
Chicago Midway Airport
🚌 Starting from Toronto the bus journey to Chicago includes transfers at Detroit Bus Station and takes approximately 14.5 hours. 🛤️ Route 1 involves 4 transfers and a travel time of 23 hours and 40 minutes covering a distance of 1,363 km from Toronto to Chicago. 🚏 Route 2 offers a 22-hour 25-minute journey with 5 transfers spanning 1,390 km from Toronto to Chicago, providing a scenic travel experience.
Departure Point
Toronto station
Arrival Point
Chicago Bus Station
Useful tips for bus travellers
• When booking your tickets, consider using FlixBus to get from Toronto to Buffalo, and then switch to Barons Bus for Cincinnati to Chicago; this combination can help streamline your journey for better timing and potential savings. Visit FlixBus and Barons Bus for schedules and tickets.
• Expect a comfortable transit experience at the Detroit Bus Station during your transfer, but keep your boarding passes readily available, as the station can get busy; check out Detroit Bus Station Map for guidance.
• Upon arrival at the Chicago Bus Station (Greyhound), take a moment to familiarize yourself with the surrounding area, as it's conveniently located near Union Station and several public transport options; a quick trip on the CTA can easily take you further into the city. For better insights, visit the Chicago Transit Authority for routes and schedules.

Frequently asked questions

Find out more about the route from Toronto to Chicago.

Or choose the category:
The cheapest way to travel from Toronto to Chicago is by bus. One option is to take a bus from Toronto to Ann Arbor, Michigan and then transfer to a bus headed to Chicago. This journey can take around 16 hours and costs between C$75 to C$246, depending on the time and date of travel. While it may not be the fastest option, it is a cost-effective choice for budget-conscious travelers.
The fastest way to travel from Toronto to Chicago is by flying. The flight duration is approximately 4 hours and 29 minutes, and flights can range in price from C$191 to C$506. There are multiple airlines that operate this route, offering daily flights with various departure and arrival times. It is recommended to book your flight in advance to secure the best fares and availability.
The distance from Toronto to Chicago is approximately 438 miles. If you plan to drive, the road distance is around 522 miles. The actual travel time can vary depending on the route taken and traffic conditions. It is recommended to use a GPS or map service for the most accurate and up-to-date directions.
The best way to travel from Toronto to Chicago without a car is by bus. The journey takes approximately 14 hours and 30 minutes, and ticket prices range from C$62 to C$328. There are several bus companies that operate this route, offering both direct routes and transfers in cities like Detroit or Buffalo. It is advisable to book your tickets in advance to secure the best fares and ensure availability.
The total travel time from Toronto to Chicago is approximately 5 hours and 3 minutes, including transfers. The duration may vary depending on the mode of transportation you choose. If you fly directly from Toronto Pearson International Airport to Chicago O'Hare International Airport, the flight time is approximately 1 hour and 30 minutes. On the other hand, if you take a train or drive, the travel time may be longer.
The cheapest way to get from Toronto to Chicago is by bus via Ann Arbor. This option takes approximately 16 hours and costs between C$75 and C$246. If you are looking for a faster option, flying is the best choice, with a travel time of 5 hours and costs ranging from C$205 to C$506. Alternatively, you can take a train, which takes 11 hours and 29 minutes and costs between C$62 and C$301.
There are numerous accommodation options available near Chicago. With over 1116 hotels to choose from, there is something to suit every budget and preference. Prices for these hotels start at C$79 per night, but can vary depending on the location, facilities, and season. It is advisable to book in advance to secure the best deals and ensure availability during your stay in Chicago.
Yes, you can drive from Toronto to Chicago. The driving distance is around 522 miles, and it typically takes about 8 hours and 45 minutes to complete the journey. However, please note that this estimate may vary depending on traffic and road conditions.
Yes, there is no direct bus between Toronto and Chicago. However, you can take a bus from Toronto Union Station Bus Terminal to Detroit Bus Station and then transfer to another bus that goes from Detroit to Chicago Bus Station. The total journey time, including transfers, is approximately 14 hours and 30 minutes.
To catch the bus from Toronto to Chicago, you will need to go to the Toronto Union Station Bus Terminal. This is the departure point for the bus services operated by Flixbus USA. Make sure to arrive at the terminal ahead of your scheduled departure time to ensure a smooth journey. Additionally, it is recommended to check the bus schedule in advance to plan your travel accordingly.
The bus from Toronto to Chicago arrives at the Chicago Bus Station. The Chicago Bus Station is a major transportation hub located in downtown Chicago, making it convenient for travelers to access other parts of the city. From here, passengers can easily transfer to other forms of transportation or explore nearby attractions.
To get from Toronto to Chicago from the airport, you can take a taxi, which is the quickest and most convenient option. The journey takes around 30 minutes, depending on traffic, and can cost between $50 to $70. Alternatively, you can also use public transportation by taking the UP Express train from Toronto Pearson International Airport to Union Station, and then transfer to a bus or train to Chicago. This option is more affordable, costing around $16 for the UP Express train ticket and approximately $25-$40 for the bus or train to Chicago.
Air Canada, American Airlines, and United Airlines are the main airlines that offer flights from Toronto Airport in Canada to Chicago O'Hare Airport in the United States. These airlines provide regular and direct flights between the two cities, making it convenient for travelers. It is recommended to check the airlines' websites or use flight search engines to find the most suitable and affordable options for the desired travel dates.
The fastest way to travel from Toronto to Chicago is by plane. The quickest flight from Toronto Airport to Chicago O'Hare Airport takes approximately 1 hour and 49 minutes. Airlines such as Air Canada, American Airlines, and United Airlines provide direct flights between the two cities. The duration of the entire journey by plane is around 5 hours and 3 minutes. The cost of a flight ticket between Chicago and Toronto ranges from C$211 to C$498.
The flight duration from Toronto to Chicago is approximately 1 hour and 49 minutes for a direct flight. However, the total travel time may vary depending on factors such as layovers and the specific airline chosen. It is recommended to check the flight schedules and durations with different airlines to find the most convenient option for your journey.
Trains from Toronto to Chicago arrive at Chicago Union Station. This iconic train station is located in the heart of downtown Chicago, making it convenient for travelers to access nearby attractions and accommodations. Chicago Union Station is a historic landmark with beautiful architecture and several amenities, including food outlets and transportation services, making it a great starting point for exploring the city.
Yes, there is no direct train between Toronto and Chicago. However, there are train services that depart from Toronto Union Station and arrive at Chicago Union Station via Buffalo Depew Station. The journey, including transfers, takes approximately 16h 23m. Passengers will need to make a transfer at Buffalo Depew Station during the journey.
The Toronto to Chicago train departs from Toronto Union Station. This is the main train station in Toronto, located at 65 Front Street West. The station is easily accessible by public transportation and offers various amenities for travelers. VIA Rail operates the train service, so make sure to check their website or contact their customer service for the most accurate and up-to-date information on schedules and tickets.
The cost of a flight from Toronto to Chicago can range from C$211 to C$498. The price varies depending on factors such as the airline, the time and date of travel, and whether it is a direct or connecting flight. It is recommended to compare prices on different travel websites or with different airlines to find the best deal. Additionally, booking in advance and being flexible with travel dates can potentially help secure a lower fare.
The cost of a train ticket from Toronto to Chicago ranges from C$62 to C$362. The exact price will depend on factors such as the class of service, availability, and the time of travel. It is recommended to book in advance and compare prices from different train operators to find the best deal.
The cost of a bus ticket from Toronto to Chicago ranges from C$63 to C$324. Various factors such as the time of booking, bus company, and availability can affect the price. It is recommended to compare prices from different bus operators to find the best deal.
The cost to drive from Toronto to Chicago can vary depending on factors such as fuel prices, tolls, and vehicle efficiency. On average, the estimated cost ranges from C$150 to C$246 for a round trip. It is important to consider additional expenses such as parking fees and potential overnight accommodations. Keep in mind that these prices are subject to change, so it is advisable to check current rates before planning your trip.

Trips from Toronto

Trips to Chicago