One Way

Popular Filters

+ 1 more

One Way Price

CAD 426 CAD 700

Duration

1 h 50 m 7 h 30 m

Stops From Toronto

Departure From Toronto

6 AM - 12 PM

CAD 426

12 PM - 6 PM

CAD 563

After 6 PM

CAD 601

Arrival at Chicago

6 AM - 12 PM

CAD 426

12 PM - 6 PM

CAD 564

After 6 PM

CAD 563

Alliances & Airlines

Oneworld

()

SkyTeam

()

Star Alliance

(8)

Layover Airports

Layover Duration

35 m 5 h 0 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
Porter Airlines

CAD 426

Toronto to Chicago-Midway , 9 May

Porter Airlines PD | 2387

08:55

Sat, 9 May 26

Toronto, Canada

01 h 50 m

09:45

Sat, 9 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Transat

CAD 459

Toronto to Chicago-Midway , 9 May

Air Transat TS | 7060

08:55

Sat, 9 May 26

Toronto, Canada

01 h 50 m

09:45

Sat, 9 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet

More Timing Options

CAD 563

Toronto to Chicago-Midway , 9 May

WestJet WS | 6342

06:10

Sat, 9 May 26

Terminal T3

Toronto, Canada

01 h 30 m

07:40

Sat, 9 May 26

Terminal M

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet WS | 7053 | Operated By Delta Air Lines

08:25

Sat, 9 May 26

Terminal M

Detroit, United States

01 h 18 m

08:43

Sat, 9 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet

More Timing Options

CAD 564

Toronto to Chicago , 9 May

WestJet WS | 6342

06:10

Sat, 9 May 26

Terminal T3

Toronto, Canada

01 h 30 m

07:40

Sat, 9 May 26

Terminal M

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

WestJet WS | 5562 | Operated By Delta Air Lines

08:15

Sat, 9 May 26

Terminal M

Detroit, United States

01 h 30 m

08:45

Sat, 9 May 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

More Timing Options

CAD 601

Toronto to Chicago , 9 May

Air Canada AC | 507

12:25

Sat, 9 May 26

Terminal T1

Toronto, Canada

02 h

13:25

Sat, 9 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

More Timing Options

CAD 627

Toronto to Chicago , 9 May

Air Canada AC | 5141 | Operated By United Airlines

07:00

Sat, 9 May 26

Terminal T1

Toronto, Canada

02 h

08:00

Sat, 9 May 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 634

Toronto to Chicago , 9 May

United Airlines UA | 8287

16:00

Sat, 9 May 26

Terminal T1

Toronto, Canada

01 h 59 m

16:59

Sat, 9 May 26

Terminal T2

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 5 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 426, which may go up to 634 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, 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 : 7, Air Transat : 7, Porter Airlines : 7, United Airlines : 7, WestJet : 7

To board the first Toronto to Chicago flight, choose WestJet, which departs at 06:10 The last flight for this route is Air Canada, departing at 18:40

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)

Chicago is a dazzling city that captivates visitors with its vibrant atmosphere and stunning architecture. For travelers from Canada, Chicago offers an array of experiences, from world-class museums to picturesque waterfront parks. The city's rich cultural heritage and dynamic arts scene make it a must-visit destination.

Best Time to Visit

The ideal time to visit Chicago is during the spring (April to June) and fall (September to November) when the weather is pleasant, and the city is alive with festivals. Summers can be warm and bustling, while winters are cold and snowy, perfect for those who enjoy winter sports.

Getting There

Chicago is served by two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). There are numerous flights to Chicago from Canada, including direct flights from Toronto, Vancouver, and Montreal. Ensure you have a valid passport and check visa requirements before booking your flight. Airlines such as Air Canada and United Airlines offer cheap flights to Chicago, making it accessible for Canadian travelers.

Where to Stay

Chicago boasts a wide range of accommodation options to suit all budgets. For luxury, consider staying in the Magnificent Mile area, home to upscale hotels and designer boutiques. Budget travelers can find affordable options in neighborhoods like Lincoln Park and Wicker Park. The Loop, Chicago's downtown area, is ideal for tourists wanting to be close to major attractions.

Must-See Places & Experiences

Chicago is renowned for its iconic landmarks and cultural institutions. Don't miss:
โ€ข The Art Institute of Chicago
โ€ข Millennium Park and the famous Cloud Gate sculpture
โ€ข Navy Pier, offering entertainment and stunning lake views
โ€ข Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium
โ€ข The Magnificent Mile for shopping
โ€ข Willis Tower Skydeck for breathtaking city views

Local Transportation

Chicago's public transportation system is efficient and easy to navigate. The Chicago Transit Authority (CTA) operates buses and trains that connect the city and suburbs. Taxis and ride-sharing services like Uber and Lyft are readily available. For a scenic option, consider renting a bike and exploring the city's extensive bike paths.

Food & Dining

Chicago's culinary scene is diverse and delicious. Be sure to try local specialties such as deep-dish pizza, Chicago-style hot dogs, and Italian beef sandwiches. The city offers a variety of dining options, from Michelin-starred restaurants to casual eateries. Recommended spots include:
โ€ข Lou Malnati's Pizzeria for deep-dish pizza
โ€ข Portillo's for Chicago-style hot dogs
โ€ข Alinea for an upscale dining experience

Practical Travel Tips

โ€ข Currency: The US Dollar (USD)
โ€ข Language: English
โ€ข Safety: Chicago is generally safe, but be aware of your surroundings and avoid less populated areas at night
โ€ข Useful Apps: Download the CTA Transit app for public transport information and OpenTable for restaurant reservations

Start planning your trip and book your Chicago flight today. With so much to offer, Chicago is a city that promises unforgettable experiences for Canadian travelers.

Frequently Asked Questions - Toronto to Chicago Flights

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.

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.

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 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.

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.

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.