One Way

Popular Filters

One Way Price

CAD 422 CAD 600

Duration

1 h 50 m 12 h 0 m

Stops From Toronto

Departure From Toronto

6 AM - 12 PM

CAD 499

12 PM - 6 PM

CAD 422

Arrival at Chicago

6 AM - 12 PM

CAD 538

12 PM - 6 PM

CAD 422

After 6 PM

CAD 499

Alliances & Airlines

Oneworld

(1)

SkyTeam

()

Star Alliance

(7)

Layover Airports

Layover Duration

1 h 13 m 7 h 30 m

Top Flights From Toronto

Toronto To Chicago Flights

Book Toronto to Chicago flight tickets at lowest price. Get best deals on your upcoming Toronto to Chicago flights only on MakeMyTrip. Also Book Chicago to Toronto Flights. Currently 18 flights flying from Toronto to Chicago. To save maximum on flight booking click on below Fare Calendar button and choose your dates.Avail Zero Cancellation for flight bookings.


Sorted By:
Departure
Duration
Arrival
Price
Air Transat

CAD 422

Toronto to Chicago-Midway , 8 Mar

Air Transat TS | 7314 | Operated By Porter Airlines

14:30

Sun, 8 Mar 26

Toronto, Canada

01 h 50 m

15:20

Sun, 8 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Porter Airlines

CAD 429

Toronto to Chicago-Midway , 8 Mar

Porter Airlines PD | 2393

14:30

Sun, 8 Mar 26

Toronto, Canada

01 h 50 m

15:20

Sun, 8 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet

More Timing Options

CAD 499

Toronto to Chicago-Midway , 8 Mar

WestJet WS | 8135

06:10

Sun, 8 Mar 26

Terminal T3

Toronto, Canada

02 h 34 m

08:44

Sun, 8 Mar 26

Terminal I

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet WS | 7433 | Operated By Delta Air Lines

11:05

Sun, 8 Mar 26

Terminal S

Atlanta, United States

01 h 57 m

12:02

Sun, 8 Mar 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

More Timing Options

CAD 538

Toronto to Chicago , 8 Mar

Air Canada AC | 8901

08:15

Sun, 8 Mar 26

Terminal T1

Toronto, Canada

01 h 58 m

09:13

Sun, 8 Mar 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

CAD 557

Toronto to Chicago , 8 Mar

American Airlines AA | 3604

11:40

Sun, 8 Mar 26

Terminal T3

Toronto, Canada

01 h 55 m

12:35

Sun, 8 Mar 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago Address

Toronto Address

Toronto to Chicago Flights Information:-

Looking for Toronto to Chicago Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to Chicago is Chicago Midway Intl and the IATA code for the same is CHI.
Currently, there are 6 airlines operating flights between the two destinations and approximately 18 flights take off from Toronto to Chicago every week.

Need information on Toronto to Chicago airfare?

The minimum airfare for a Toronto to Chicago flight would be 422, which may go up to 557 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Toronto to Chicago

If you are looking for Toronto to Chicago flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Air Canada, Air Transat, American Airlines, Porter Airlines, United Airlines, WestJet. Out of these, only 10 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Air Canada : 4, Air Transat : 4, American Airlines : 4, Porter Airlines : 4, United Airlines : 4, WestJet : 4

To board the first Toronto to Chicago flight, choose WestJet, which departs at 06:10 The last flight for this route is WestJet, departing at 17:10

Chicago Airport Information

Chicago Midway Intl

About Toronto (YTO)

Lying on the North-West shore of Lake Ontario, Toronto is one of the most fascinating and populated cities in Canada. Tourists visiting here call it one of the true and magnificent cities on the map of world, with diverse attractions to lure the attention of travelers across the globe. Some of the attractions will leave long lasting memories in your life. From sky-touching buildings to architectural masterpieces, from lush green fields to clean and wide roads, you will find everything here which will add some remarkable days in your life. The deep-rooted culture and warm hospitality are the things which you love to talk about. The nightlife of the city is the real delight for the visitors as people love to hang-out in pubs and bars. During nights, you will find the city quite vivacious and vibrant. Nothing is more beautiful than visiting Toronto's attractions which are St. Lawrence Market, CN Tower, Toronto Zoo, and The Eaton Center. The city welcomes you everywhere and let you enjoy every moment of your life with fun and laughter. It is said that the summers are the right time to pay a visit in this part of the world as during the months of May to September, the climate of the city becomes quite enjoyable and pleasant. You will also find many splendid shopping malls, restaurants and luxury hotels in different corners of the city. Toronto Pearson International Airport (YTO) is here which connects the city with many other countries. All the major flights fly in and out of Toronto to/from every corner of the world. To book Toronto Flights, you can simply log onto MakeMyTrip.com where you can also book your rooms in hotels well in advance. To get the best deals on your every booking, you just need to explore this leading online travel portal. So, forget your worries, just log onto MakeMyTrip and enjoy a happy journey.

About Chicago (CHI)

The most populous city in the U.S. State of Illinois and the third most populous city in United States, Chicago is the city full of glittering lights and joyous atmosphere. It is a huge vibrant city with metropolitan luxuries of theater, shopping and fine dining. Chicago is one of the world's great cities with the asset of iconic sights and neighborhoods. The meaning of Chicago is found in movement through elevated tracks and subways, in the honor of tired feet and eyes raised once more towards the sky. It is a city full of world-class museums of art and science, sandy beaches, huge parks, public art and one of the finest collections of architectures in the entire world. The Adler Planetarium has all the information for space and astronomy, the Field Museum of Natural History has all the information of Egyptian treasures and Shedd Aquarium has the best collection of marine life, together called as Museum campus is one the most beautiful spot along the lake. The Art Institute of Chicago has an exclusive collection of Impressions, modern and classical art, and tons of historical artifacts. It is a place of beaches and waterfront parks where you can go for a quite picnic and enjoy the calm and peaceful evening away from the crowded city. It is a delightful snow-filled wonderland and even referred to as a very passionate sports town. Chicago is a place for shoppers where you can buy things on a budget or in luxury. The most famous shopping street is The Magnificent Mile which includes designer boutiques and multi-storey malls. State Street is great for department stores. It is one of the great restaurant towns and you can find every cuisine which reflects the city's ethnic and working class roots. It is a major transport hub and has the third largest inter-modal port. Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you with a host of services such as hotel deals, flight deals and holiday packages. You have the freedom to book cheap air tickets and hotels to any destinations in the world according to your budget and need.

Frequently Asked Questions - Toronto to Chicago Flights

Can I cancel my ticket from Toronto to Chicago without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

Which airlines offer cheapest airfare from Toronto to Chicago?

There is no set pricing for airlines to offer cheap flight fare from Toronto to Chicago. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Toronto to Chicago.

How do MakeMyTrip finds the lowest available dare for flights from Toronto to Chicago?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Is there a way to make flexible departure date bookings for your Toronto to Chicago flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Toronto to Chicago. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

Can I find cheap accommodation near to airport when travelling from Toronto to Chicago?

There are several accommodation options available near the Chicago Midway Intl. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.

Is passport mandatory to travel from Toronto to Chicago?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

What is the best time to book cheap flight tickets from Toronto to Chicago?

To get cheap flight tickets from Toronto to Chicago, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Toronto (YTO) to Chicago (CHI) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.