How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are return flights from Toronto to Chicago?

The best price we found for a return flight from Toronto to Chicago is £152. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Toronto to Chicago?

1 hour and 50 minutes is the average flight time from Toronto to Chicago.

Which airlines fly direct from Toronto to Chicago?

American Airlines, United and Alaska Airlines fly direct from Toronto to Chicago.

How many flights are there a week from Toronto to Chicago?

As of April 2024, there are 1,964 flights per week flying from Toronto to Chicago.

When is the cheapest time to fly from Toronto to Chicago?

The cheapest month to fly from Toronto to Chicago is usually May.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Toronto, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £152 .

Which upcoming date is cheapest to fly from Toronto to Chicago on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Toronto to Chicago on Wednesday, 8 May 2024 .

Can I get a direct flight from Toronto to Chicago?

Yes – the average flight time is 1 hour and 50 minutes.

How can I get the best flight deal from Toronto to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from Toronto to Chicago with?

The cheapest airline that flies to Chicago is Flair Airlines. And the cheapest airline that flies to Chicago O'Hare International Airport is Porter Airlines (Canada) Ltd.

Cheap Flights from Toronto to Chicago ✈ from £152 Return

Compare Toronto to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Toronto to Chicago

Looking for a cheap last-minute deal or the best return flight from Toronto to Chicago? Find the lowest prices on one-way and return tickets right here.

Chicago.£152 per passenger.Departing Wed, 8 May, returning Wed, 15 May.Return flight with Flair Airlines and Spirit Airlines.Outbound indirect flight with Flair Airlines, departs from Toronto Pearson International on Wed, 8 May, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Wed, 15 May, arriving in Toronto Pearson International.Price includes taxes and charges.From £152, select.

Chicago.£185 per passenger.Departing Sat, 15 Jun, returning Wed, 19 Jun.Return flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departs from Toronto Island on Sat, 15 Jun, arriving in Chicago Midway.Inbound direct flight with Porter Airlines (Canada) Ltd departs from Chicago Midway on Wed, 19 Jun, arriving in Toronto Island.Price includes taxes and charges.From £185, select.

Chicago.£186 per passenger.Departing Fri, 5 Jul, returning Sun, 7 Jul.Return flight with Air Canada.Outbound direct flight with Air Canada departs from Toronto Pearson International on Fri, 5 Jul, arriving in Chicago O'Hare International.Inbound direct flight with Air Canada departs from Chicago O'Hare International on Sun, 7 Jul, arriving in Toronto Pearson International.Price includes taxes and charges.From £186, select.

Chicago.£199 per passenger.Departing Fri, 31 May, returning Mon, 3 Jun.Return flight with Porter Airlines (Canada) Ltd.Outbound direct flight with Porter Airlines (Canada) Ltd departs from Toronto Island on Fri, 31 May, arriving in Chicago Midway.Inbound direct flight with Porter Airlines (Canada) Ltd departs from Chicago Midway on Mon, 3 Jun, arriving in Toronto Island.Price includes taxes and charges.From £199, select.

Stay one step ahead. Find the best value travel with the latest deals, tips and news.

Find the cheapest month to fly from Toronto to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Toronto to Chicago flights are currently cheapest in May.

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Direct flights from Toronto to Chicago

Alternative Toronto to Chicago routes

Looking for the cheapest, fastest or easiest route from Toronto to Chicago? You could fly into the following airports instead.

Toronto to Chicago: Flight information

The things to know before you go.

Cheapest flight found	£152
Cheapest month to fly	May
Average flight time	1 hr, 50 mins
Most popular airline	American Airlines
Average flights per week	491

Finding cheap flights from Toronto to Chicago: Frequently asked questions

: There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
: The best price we found for a return flight from Toronto to Chicago is £152. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
: 1 hour and 50 minutes is the average flight time from Toronto to Chicago.
: American Airlines, United and Alaska Airlines fly direct from Toronto to Chicago.
: As of April 2024, there are 1,964 flights per week flying from Toronto to Chicago.
: The cheapest month to fly from Toronto to Chicago is usually May.
: If you're flying from Toronto, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £152.
: After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Toronto to Chicago on Wednesday, 8 May 2024.
: Yes – the average flight time is 1 hour and 50 minutes.
: We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
: We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
: In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
: The cheapest airline that flies to Chicago is Flair Airlines. And the cheapest airline that flies to Chicago O'Hare International Airport is Porter Airlines (Canada) Ltd.

How to find cheap flights to Chicago from Toronto

Looking for cheap tickets from Toronto to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Toronto to Chicago. And with us there are no hidden fees - what you see is what you pay.
Compare flight deals to Chicago from Toronto from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
Flex your dates to find the best Toronto-Chicago ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago from Toronto.
Set up a Price Alert. You can easily track the fare of your cheap Toronto-Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
Fly without stops. Only interested in direct flights between Toronto and Chicago? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
Find the cheapest Business class flights from Toronto and Chicago. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
Include nearby airports in your search. Widen your search for Toronto to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

Combine your flight to Chicago from Toronto with hotels and car hire

Once you've secured your cheap flight ticket from Toronto to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.

More flight options

Cheap car hire at Orlando International Airport

Cheap hotels in New York

Return flights from Georgetown to Florida

Plane tickets from Paramaribo to Florida

Return plane tickets from Buenos Aires to Florida

Book hotels in London

Tickets from Toronto to Hawaii

Return tickets from Detroit to Hawaii

Cheap tickets from Atlanta to Hawaii

Cheap return tickets from Tampa to Hawaii

Cheap flights from Pittsburgh to Hawaii