Question 1

What days are direct flights available from Toronto to Chicago?

Accepted Answer

You can find direct flights on the following days: Sunday, Monday, Tuesday, Wednesday, Saturday.

Question 2

How many flights depart from Toronto to Chicago on average per day?

Accepted Answer

Per day, 20 flights depart from Toronto to Chicago on average.
Morning (6am - Midday) - 45% of flight departures
Afternoon (Noon - 6pm) - 55% of flight departures

Question 3

How long is the flight from Toronto to Chicago?

Accepted Answer

Airlines like Porter Airlines, Air Canada, and United Airlines fly from Toronto to Chicago in about 1h 47m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 703 km. Most flights are nonstop.

Question 4

What are the cheapest airlines flying from Toronto to Chicago round-trip?

Accepted Answer

Our cheapest airline available from Toronto to Chicago is Porter Airlines. Our recent data shows that you can find tickets from as low as C$ 297 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 330 and C$ 331 round-trip. Users have found that Porter Airlines is 25% cheaper than the other options available to this destination.

Question 5

What are the cheapest airlines to fly from Toronto to Chicago one-way?

Accepted Answer

The cheapest airlines for a one-way flight from Toronto to Chicago are Porter Airlines (C$ 177), Air Canada (C$ 199), and United Airlines (C$ 200).

Question 6

When is the best time to book a flight from Toronto to Chicago?

Accepted Answer

Currently, January is the cheapest month in which you can book a flight from Toronto to Chicago (average of C$ 261). Flying from Toronto to Chicago in August is currently the most expensive (average of C$ 440). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

C$ 356

February

C$ 414

March

C$ 441

April

C$ 454

May

C$ 477

June

C$ 550

July

C$ 591

August

C$ 599

September

C$ 466

October

C$ 508

November

C$ 460

December

C$ 475

Question 7

When is the best time to book a flight from Toronto to Chicago?

Accepted Answer

To ensure you get the cheapest price possible for a flight from Toronto to Chicago, you should look to book at least 37 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Question 8

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

Accepted Answer

Travelers seeking maximum savings on their Toronto to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Question 9

How recently were the Toronto to Chicago flight deals updated?

Accepted Answer

The Toronto to Chicago flight deals you see on this page were last updated on 17/5.

Question 10

What are the most popular airlines that fly from Toronto to Chicago?

Accepted Answer

The most popular airlines flying from Toronto to Chicago are American Airlines, Air Canada and Alaska Airlines. Something to consider prior to booking your flight.

Question 11

What are the most popular routes from Toronto to Chicago?

Accepted Answer

When deciding which route to take from Toronto to Chicago consider Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago Midway or Toronto Pearson Intl - Chicago Midway as they are the most popular.

Question 12

What are the cheapest flights from Toronto to Chicago?

Accepted Answer

On average you can expect to pay C$ 3,225 for a flight from Toronto to Chicago. The cheapest flight overall is C$ 220 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 331.

Question 13

What are the most reliable airlines from Toronto to Chicago?

Accepted Answer

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Toronto to Chicago on time: Republic Airways (94%), Copa Airlines (93%), SkyWest Airlines (92%).

Question 14

Can I find flights from Toronto to Chicago for under C$ 300 on Cheapflights?

Accepted Answer

Yes, there are multiple flights from Toronto to Chicago for under C$ 300. The cheapest flight booked recently is on Porter Airlines for just C$ 297, but on average you can expect to pay C$ 317.

Question 15

Are there direct flights from Toronto to Chicago for under C$ 300 on Cheapflights?

Accepted Answer

Cheapflights has 20 direct flights from Toronto to Chicago under C$ 300. A good price for a direct flight from Toronto to Chicago is less than C$ 316.

Question 16

Are there last-minute flights available from Toronto to Chicago for under C$ 400?

Accepted Answer

There are currently 20+ open flights from Toronto to Chicago within the next 7 days for less than C$ 400.

Question 17

What is the cheapest day to fly round-trip from Toronto to Chicago?

Accepted Answer

Friday is generally a great day to depart. Flying on this day could help you save up to 10%.

Question 18

How far in advance should I book a flight from Toronto to Chicago?

Accepted Answer

Find a great deal and save up to 90% by booking at least 38 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Toronto to Chicago within the next two weeks, with the cheapest ticket starting at C$ 469.

Question 19

What is the cheapest month to fly from Toronto to Chicago?

Accepted Answer

April is one of the best times of the year to fly to Chicago from Toronto. Prices for April average C$ 398 per person but you can even find prices for as low as C$ 263. The most expensive prices can be found in the month of September. Opting for a April flight can save you 14% on your journey compared to booking in September

Question 20

When is the cheapest time to fly from Toronto to Chicago (YTO - CHI)?

Accepted Answer

Unlike in the afternoon, when flights are generally more expensive, you can save up to 5% on flights from Toronto to Chicago by exploring options for tickets in the evening.

Question 21

Accepted Answer

If you’re travelling from Toronto to Chicago, one of the more common airlines travelling that route is Air Canada. Flights from Air Canada travelling this route typically cost C$ 321.64 RT. This price is typically 102% cheaper than other airlines that offer Toronto to Chicago flights. When booking this route, the cheapest RT price found was C$ 237. When travelling from Toronto to Chicago on Air Canada, the most popular airport to depart from is Toronto Pearson Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Toronto to Chicago, Air Canada flights are 6% more popular than any other airline flying that same route.

Question 22

Accepted Answer

One of the most popular airlines travelling from Toronto to Chicago is United Airlines. Flights on this route from United Airlines typically cost C$ 240.73 RT, a price that is 138% more expensive than the average Toronto to Chicago flight. The cheapest flight found was C$ 219 RT. Toronto Pearson Intl Airport is the most common Toronto airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Toronto to Chicago, United Airlines flights are 4% more popular than any other airline flying that same route.

Question 23

What does YYZ to ORD mean?

Accepted Answer

YYZ and ORD are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. YYZ to ORD refers to a flight route from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Question 24

Can I find deals for flights from Toronto to Chicago that include extra baggage allowance?

Accepted Answer

The amount of baggage you can bring on your Toronto to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

Question 25

Can I find deals on flights from Toronto to Chicago with specific airlines?

Accepted Answer

Yes, Cheapflights allows you to browse and filter Toronto to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

Question 26

Can I find deals for flights from Toronto to Chicago that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Toronto to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 27

How can I find direct flights from Toronto to Chicago?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Chicago.

Question 28

Can I find deals for business class flights from Toronto to Chicago?

Accepted Answer

Yes. Cheapflights offers flight deals from Toronto to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Question 29

Can I find deals for flights from Toronto to Chicago that allow pets onboard?

Accepted Answer

Many airlines flying from Toronto to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

Question 30

Can I find deals on last-minute flights from Toronto to Chicago?

Accepted Answer

Yes, you can often find last-minute deals on Toronto to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

Question 31

How does Cheapflights help users find flights from Toronto to Chicago?

Accepted Answer

Deals for Toronto to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Question 32

Why should you use Cheapflights to find cheap flight tickets from Toronto to Chicago?

Accepted Answer

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Toronto.

Question 33

Can Cheapflights find flights from Toronto to Chicago with no change fees?

Accepted Answer

Cheapflights does show flights with no change fees to all users. To see these options for flights from Toronto to Chicago, users can toggle the no change fees filter when performing a flight search.

Question 34

Can Cheapflights notify me if prices for flights from Toronto to Chicago become cheaper?

Accepted Answer

Yes, Cheapflights offers price alerts on Toronto to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

Question 35

What airports serve Toronto to Chicago flights?

Accepted Answer

Flying out of Toronto to go to Chicago, you’ll show up to board your flight at Pearson International Airport in Toronto. Your flight will be heading for either Chicago O’Hare or Chicago Midway International Airport. You’ll find a variety of options for this route. You can fly direct, with one-stop, or more. There is a large range of prices for these flights.

O’Hare International Airport is on the northwest side of the city in Chicago. It’s about 14 miles away from the city centre. The airport was built to take over for Midway originally. It’s a busy airport that is a hub for major airlines like United and American Airlines.

Midway International Airport used to be the main airport in Chicago until O’Hare came along. This airport is still the second busiest one in the state of Illinois though. This is a major hub for Southwest Airlines.

Question 36

Which airlines fly directly from Toronto to Chicago?

Accepted Answer

You can find a lot of direct flights from Toronto to Chicago. American Airlines has a few from Pearson to O’Hare. They’re about two hours long. Air Canada flies the same route. United also flies non-stop between Pearson and O’Hare.

Question 37

What are the stopover options between Toronto to Chicago?

Accepted Answer

American Airlines has one-stop flights that land in Charlotte on the way to Chicago. This stopover varies in the time it adds to your travel day. You could be looking at six and a half hours, but also up to eleven hours. Delta makes a stopover in Detroit on the way to either Midway or O’Hare. These flights are only a few hours longer than the direct flights. Air Canada has a route that goes through Montreal before landing at O’Hare.

Question 38

Do I need a passport or visa to fly from Toronto to Chicago?

Accepted Answer

While you do need your passport because you’re passing over the border into the US, you do not need a visa if you’re only going for a leisure trip. If you will be working or going to school, or investing on your trip, then you will need some kind of visa.

Question 39

How can passengers contribute to sustainability when flying from Toronto to Chicago?

Accepted Answer

Pack a little if you want to minimize your carbon footprint when traveling from Toronto to Chicago. It is one of the easiest strategies for travelers to boost sustainable development. This is accurate since flying efficiently reduces the weight of the airplane, which in turn reduces fuel consumption. Before you even get to the runway, flying out of a green airport will reduce your carbon impact. These airports reduce their emissions through the use of alternative energy, the purchase of biofuels, or the application of green design principles during additions and upgrades.

Question 40

What sustainability practices does Toronto Pearson International Airport offer?

Accepted Answer

By 2030, Toronto Pearson International Airport (YYZ) wants to have net-zero carbon emissions. It includes "Scope 1" emissions from the fleet of vehicles and natural gas consumption of the airport, as well as "Scope 2" emissions from the production of the airport's electrical needs. The airport's Scope 2 emissions, which make up 93% of emission levels within its operational procedures, will be totally eradicated by cutting power use and transitioning to 100% green sources. Toronto Pearson  Airport will continue to prioritize operational management while concentrating on indirect "Scope 3" emissions.

Question 41

Which alternative means of transportation is available along this route?

Accepted Answer

If you intend to travel from Toronto to Chicago without adding to global warming emissions, a flight is your best bet. Flying is the most environmentally beneficial form of transportation since it allows for the most efficient long-distance transportation of people. However, you should opt for nonstop flights, as they consume less fuel per passenger as compared to connecting flights. Alternatively, you can opt for Amtrak trains which are more sustainable compared to trains as they produce at least 50% fewer carbon emissions. The best part is some of these trains adopt green energy; hence are sustainable.

Popular in	September
Cheapest in	April
Round-trip from	C$ 351
One-way from	C$ 217

Airline	Cheapest	Average	Flexibility	On-time
Porter Airlines	CheapestC$ 264	AverageC$ 367	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights
Air Canada	CheapestC$ 293	AverageC$ 474	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
United Airlines	CheapestC$ 294	AverageC$ 450	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Air New Zealand	CheapestC$ 298	AverageC$ 328	FlexibilityNo cancel fee	On-time78%	Search Air New Zealand flights
ANA	CheapestC$ 323	AverageC$ 438	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Alaska Airlines	CheapestC$ 329	AverageC$ 433	FlexibilityNo cancel fee	On-time75%	Search Alaska Airlines flights
Delta	CheapestC$ 346	AverageC$ 374	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights
American Airlines	CheapestC$ 352	AverageC$ 514	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
WestJet	CheapestC$ 432	AverageC$ 663	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
WestJet Encore	CheapestC$ 469	AverageC$ 801	FlexibilityNo cancel fee	On-timeN/A	Search WestJet Encore flights

7%of flight departures	Early morningMidnight to 6 am
34%of flight departures	Morning6 am to noon
49%of flight departures	AfternoonNoon to 6 pm
10%of flight departures	Evening6 pm to midnight

Sunday	54daily flights
Monday	57daily flights
Tuesday	51daily flights
Wednesday	48daily flights
Thursday	57daily flights
Friday	66daily flights
Saturday	46daily flights

Cheap flights from Toronto to Chicago from C$ 177

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

The best prices from Toronto to Chicago are usually found in April or February, booked 37 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

Cheap flight deals from Toronto to Chicago

Popular in

Cheapest in

Round-trip from

One-way from

What is the cheapest day to fly round-trip from Toronto to Chicago?

How far in advance should I book a flight from Toronto to Chicago?

What is the cheapest month to fly from Toronto to Chicago?

When is the cheapest time to fly from Toronto to Chicago (YTO - CHI)?

Cheap Air Canada flights from Toronto to Chicago

Take a look at some of the lowest-priced Air Canada flights heading from Toronto to Chicago. It's recommended that users confirm their flight details before booking.

Cheap United Airlines flights from Toronto to Chicago

Browse through some of the cheapest United Airlines flights travelling from Toronto to Chicago. Deals frequently update to provide users with more options.

Cheap Toronto to Chicago flights in May & June 2024

Find cheap flight options from Toronto to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 407,867 searches. Prices were last updated on 18 May 2024.

Listed are some of the best fares we've found on flights departing from Toronto to Chicago in 2024. For more flight deals, be sure to check back very soon.

Toronto to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Toronto and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 407,867 searches. Data last updated 18 May 2024.

Listed are some of the best fares we've found on flights departing from Toronto to Chicago in 2024. For more flight deals, be sure to check back very soon.

Direct flights to Chicago from Toronto

Take a look at some of the direct flights travelling from Toronto to Chicago in the near future. Those looking to potentially save on 1 or 2-stop flights from Toronto to Chicago should utilize the search form at the top of the page.

Toronto to Chicago flights leaving soon

Have a look at some of the flights available from Toronto to Chicago departing last-minute. Tip: verify your flight details before completing your reservation.

One-way flights to Chicago from Toronto

Take a look at some of the best available options we've come across on one-way flights from Toronto to Chicago. Those needing a return flight from Toronto to Chicago can use the search form above.

Find flights from Toronto to Chicago within your budget

When is the best time to book a flight from Toronto to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Chicago. Price data was last updated on 10 May 2024.

To ensure you get the cheapest price possible for a flight from Toronto to Chicago, you should look to book at least 37 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Use this chart to determine the cheapest time to fly round-trip from Toronto to Chicago. Price data was last updated on 12 May 2024.

Average price of flights to Chicago by month

Plan your trip from Toronto to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Toronto to Chicago is currently C$ 183 while a round-trip flight costs C$ 375. Price data was last updated on 12 May 2024.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 18 May 2024.

Toronto to Chicago Travel Guide

Related info for your journey

Find useful and relevant information for your journey from Toronto to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airports serve Toronto to Chicago flights?

Which airlines fly directly from Toronto to Chicago?

What are the stopover options between Toronto to Chicago?

Do I need a passport or visa to fly from Toronto to Chicago?

How can passengers contribute to sustainability when flying from Toronto to Chicago?

What sustainability practices does Toronto Pearson International Airport offer?

Which alternative means of transportation is available along this route?

Can I find flights from Toronto to Chicago for under C$ 300 on Cheapflights?

Are there direct flights from Toronto to Chicago for under C$ 300 on Cheapflights?

Are there last-minute flights available from Toronto to Chicago for under C$ 400?

What days are direct flights available from Toronto to Chicago?

How many flights depart from Toronto to Chicago on average per day?

How long is the flight from Toronto to Chicago?

What are the cheapest airlines flying from Toronto to Chicago round-trip?

What are the cheapest airlines to fly from Toronto to Chicago one-way?

What are the most popular routes from Toronto to Chicago?

What are the most popular airlines that fly from Toronto to Chicago?

What are the most reliable airlines from Toronto to Chicago?

What are the cheapest flights from Toronto to Chicago?

What does YYZ to ORD mean?

Can I find deals for flights from Toronto to Chicago that include extra baggage allowance?

Can I find deals on flights from Toronto to Chicago with specific airlines?

Can I find deals for flights from Toronto to Chicago that include hotel bookings?

How can I find direct flights from Toronto to Chicago?

Can I find deals for business class flights from Toronto to Chicago?

Can I find deals for flights from Toronto to Chicago that allow pets onboard?

Can I find deals on last-minute flights from Toronto to Chicago?

How recently were the Toronto to Chicago flight deals updated?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Toronto to Chicago on these airlinesChoose from the following airlines for your flight from Toronto to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 18 May 2024.

Choose from the following airlines for your flight from Toronto to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 18 May 2024.

Top 10 airlines flying from Toronto to Chicago

Helpful tips for your next trip to Chicago

Get useful tips and recommendations to enhance your travel experience on your next trip to Chicago. Learn about must-visit attractions, local customs, transportation options, weather conditions, and other valuable tips to make your trip more enjoyable and hassle-free.

Popular flight searches

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Fly from Toronto to Chicago on these airlines
Choose from the following airlines for your flight from Toronto to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 18 May 2024.