What Is The Closest Canadian City To Chicago?

Chicago, Illinois is a major metropolitan area located in the Midwest region of the United States. Many people are curious what the closest major Canadian city is to the Windy City for various reasons from proximity for travel to cultural similarities.

If you’re short on time, here’s a quick answer to your question: The closest major Canadian city to Chicago, Illinois is Toronto, Ontario located about 455 miles (732 km) to the northeast.

In this comprehensive article, we will explore several Canadian cities sorted by closest proximity to Chicago and detail their exact distance in miles and kilometers. We will highlight travel information between Chicago and these top Canadian destinations along with some background on their size, attractions, and any direct travel routes available.


Distance and Travel Time from Chicago

Toronto is the closest Canadian city to Chicago, making it a convenient destination for travelers looking to experience a different country without venturing too far. The distance between Chicago and Toronto is approximately 540 miles (870 kilometers).

If you’re driving, the travel time can range from around 8 to 9 hours, depending on traffic conditions and your preferred route. Alternatively, you can also choose to fly, with several airlines offering direct flights between Chicago and Toronto, with a flight duration of around 1.5 to 2 hours.

Size and Significance

Toronto is the largest city in Canada, both in terms of population and area. It is a bustling metropolis with a diverse population and a thriving economy. The city is known for its vibrant arts and culture scene, as well as its status as a major financial and business hub.

Toronto is home to many multinational corporations and is considered one of the most important cities in North America. Its significance in various industries, including finance, technology, and entertainment, has earned it the nickname “Canada’s New York City.”

Major Attractions and Entertainment

Toronto offers a wide range of attractions and entertainment options for visitors. One of the city’s most iconic landmarks is the CN Tower, which offers breathtaking views of the city and Lake Ontario.

The Royal Ontario Museum and the Art Gallery of Ontario are must-visit destinations for art and history enthusiasts. Toronto is also known for its diverse culinary scene, with a plethora of restaurants offering cuisines from around the world.

The city is home to several professional sports teams, including the Toronto Raptors (NBA) and the Toronto Blue Jays (MLB), making it a great destination for sports fans. For those seeking entertainment, Toronto has a vibrant theater district, with the famous Mirvish Productions offering a variety of Broadway shows and musicals.

For more information about Toronto and its attractions, you can visit the official tourism website: https://www.seetorontonow.com/.


When it comes to the closest Canadian city to Chicago, Windsor takes the crown. Located in Ontario, Canada, Windsor is just across the border from Detroit, Michigan, making it the ideal choice for those looking for a quick trip from the Windy City.

Distance and Travel Time from Chicago

With a distance of approximately 280 miles (450 kilometers) between Chicago and Windsor, the travel time can vary depending on the mode of transportation. By car, it typically takes around 4-5 hours to reach Windsor from Chicago, depending on traffic conditions.

However, if you prefer to fly, there are direct flights available from Chicago to Windsor, which can get you there in just under an hour.

Size and Economy

Despite being a smaller city compared to Chicago, Windsor still has a lot to offer. With a population of around 230,000 people, it is known for its diverse and vibrant community. The city’s economy is driven by a variety of industries, including manufacturing, automotive, and tourism.

In fact, Windsor is home to several major automotive companies, making it an important hub for the industry.

Casinos and Attractions

One of the highlights of visiting Windsor is its thriving casino scene. The city is home to several world-class casinos, including Caesars Windsor, which offers a wide range of gaming options, entertainment shows, and restaurants.

For those who are interested in exploring the cultural side of the city, there are also museums, art galleries, and beautiful parks to enjoy.


Distance and Travel Time from Chicago

When it comes to the closest Canadian city to Chicago, London takes the spotlight. Located in the province of Ontario, London is approximately 380 miles (610 kilometers) away from the Windy City. The travel time between the two cities can vary depending on the mode of transportation chosen.

By car, it takes around 6 to 7 hours to drive from Chicago to London, taking into account border crossings and traffic conditions. If you prefer flying, there are direct flights available that can get you from Chicago to London in around 1.5 hours, making it a convenient option for travelers.

Size and Economy

London is the 11th largest city in Canada by population, with a metropolitan area that is home to over 500,000 people. The city has a diverse economy, with key industries including healthcare, education, manufacturing, and technology.

London is known for its strong medical and research sector, with several renowned hospitals and medical research facilities located within the city. The education sector is also a major contributor to the local economy, with various universities and colleges attracting students from all over the world.

In recent years, London has seen significant growth in its technology sector, with numerous startups and tech companies choosing to establish their presence in the city.

Parks, Culture and Entertainment

London offers a vibrant cultural scene with a variety of parks, museums, and entertainment options. The city is home to numerous parks and green spaces, including Victoria Park, which is considered the “jewel” of London’s park system.

The park features beautiful gardens, walking trails, and a lake, providing a perfect spot for outdoor activities and relaxation. London also boasts a rich arts and culture scene, with several museums, art galleries, and theaters showcasing local and international talent.

The city hosts various festivals and events throughout the year, including the London Ribfest, which celebrates delicious barbecued ribs, and the London International Film Festival, which showcases a diverse selection of films from around the world.

For more information about London and its attractions, you can visit the official website of City of London.

Sault Ste. Marie

When it comes to finding the closest Canadian city to Chicago, look no further than Sault Ste. Marie. Located in Ontario, Canada, this vibrant city is just a stone’s throw away from the bustling streets of the Windy City.

With its rich history, stunning natural beauty, and close proximity to major attractions, Sault Ste. Marie is a popular destination for both American and Canadian travelers.

A Convenient Location

Sault Ste. Marie sits on the northeastern tip of Michigan’s Upper Peninsula and is separated from its Canadian counterpart by the St. Marys River. The city’s prime location makes it an ideal gateway for those looking to explore both the United States and Canada. With its strategic position, Sault Ste.

Marie offers easy access to a variety of attractions, including national parks, historical sites, and cultural landmarks.

Border Crossing

Traveling between Sault Ste. Marie and Chicago is a breeze thanks to the International Bridge, which connects the two cities. The bridge is open year-round and allows for smooth transit between the United States and Canada.

Visitors can choose to drive or take a scenic train ride across the border, enjoying picturesque views of the surrounding landscapes along the way.

Attractions in Sault Ste. Marie

Sault Ste. Marie offers plenty of attractions to keep visitors entertained. History enthusiasts can delve into the city’s past by exploring the Canadian Bushplane Heritage Centre or visiting the Sault Ste. Marie Canal National Historic Site.

Nature lovers can take in the breathtaking beauty of the nearby Agawa Canyon or embark on a boat tour of the stunning Great Lakes. And for those looking for a little excitement, the Kewadin Casino offers a variety of gaming options and live entertainment.

Comparison with Other Canadian Cities

City Distance from Chicago
~349 miles
Toronto ~550 miles
Ottawa ~560 miles
Montreal ~710 miles

As the table above shows, Sault Ste. Marie is significantly closer to Chicago compared to other major Canadian cities. This makes it an attractive option for day trips or weekend getaways for those looking to experience a taste of Canada without venturing too far from the United States.

So, if you find yourself in Chicago and want to explore the beauty and charm of Canada, Sault Ste. Marie is the closest Canadian city you should consider. With its convenient location, rich history, and array of attractions, it’s no wonder why this city is a popular destination for travelers from both sides of the border.


In summary, while Toronto is the closest major city to Chicago at about 455 miles away, Windsor and London offer even closer options at respective distances of about 280 and 430 miles from the Windy City.

Fast highway access and even trains and buses provide relatively convenient transportation between Chicago and Southwestern Ontario.

We covered exact distances and routes along with details on size, economy, major attractions, and other useful knowledge for travelers or those just curious what Canadian cities can be accessed fairly easily from Chicago in the Midwest U.S. region.

Let us know in the comments if you have any other questions!

Similar Posts