One Way

Popular Filters

+ 1 more

One Way Price

MYR 1,195 MYR 1,800

Duration

1 h 50 m 6 h 0 m

Stops From Toronto

Departure From Toronto

6 AM - 12 PM

MYR 1,196

12 PM - 6 PM

MYR 1,320

After 6 PM

MYR 1,745

Arrival at Chicago

6 AM - 12 PM

MYR 1,196

12 PM - 6 PM

MYR 1,320

After 6 PM

MYR 1,745

Alliances & Airlines

Oneworld

()

SkyTeam

()

Star Alliance

(8)

Layover Airports

Layover Duration

1 h 15 m 2 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 16 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

MYR 1,201

MYR 1,196

Toronto to Chicago-Midway , 17 May

Porter Airlines PD | 2387 | Operated By Passaredo Transportes Aereos

08:55

Sun, 17 May 26

Toronto, Canada

01 h 50 m

09:45

Sun, 17 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Porter Airlines

MYR 1,325

MYR 1,320

Toronto to Chicago-Midway , 17 May

Porter Airlines PD | 2393 | Operated By Passaredo Transportes Aereos

13:45

Sun, 17 May 26

Toronto, Canada

01 h 50 m

14:35

Sun, 17 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Transat

MYR 1,406

MYR 1,401

Toronto to Chicago-Midway , 17 May

Air Transat TS | 7060

08:55

Sun, 17 May 26

Toronto, Canada

01 h 50 m

09:45

Sun, 17 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Transat

MYR 1,544

MYR 1,539

Toronto to Chicago-Midway , 17 May

Air Transat TS | 7314

13:45

Sun, 17 May 26

Toronto, Canada

01 h 50 m

14:35

Sun, 17 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

MYR 1,705

MYR 1,700

Toronto to Chicago , 17 May

Air Canada AC | 7958

10:45

Sun, 17 May 26

Toronto, Canada

01 h 15 m

12:00

Sun, 17 May 26

Montreal, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 8481

13:15

Sun, 17 May 26

Montreal, Canada

02 h 38 m

14:53

Sun, 17 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

MYR 1,732

MYR 1,704

Toronto to Chicago , 17 May

Air Canada AC | 7862

07:40

Sun, 17 May 26

Toronto, Canada

56 m

08:36

Sun, 17 May 26

Ottawa, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 4113 | Operated By United Airlines

10:44

Sun, 17 May 26

Ottawa, Canada

02 h 33 m

12:17

Sun, 17 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Porter Airlines

More Timing Options

MYR 1,750

MYR 1,745

Toronto to Chicago , 17 May

Porter Airlines PD | 6005 | Operated By American Airlines

06:15

Sun, 17 May 26

Terminal T3

Toronto, Canada

02 h 10 m

07:25

Sun, 17 May 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

MYR 1,782

MYR 1,747

Toronto to Chicago , 17 May

United Airlines UA | 8533 | Operated By Air Canada

08:00

Sun, 17 May 26

Terminal T1

Toronto, Canada

02 h

09:00

Sun, 17 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

MYR 1,777

MYR 1,772

Toronto to Chicago , 17 May

Air Canada AC | 5137

14:45

Sun, 17 May 26

Terminal T1

Toronto, Canada

01 h 58 m

15:43

Sun, 17 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

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 4 airlines operating flights between the two destinations and approximately 16 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 1195, which may go up to 1771 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. Out of these, only 14 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 : 3, Air Transat : 3, Porter Airlines : 3, United Airlines : 3

To board the first Toronto to Chicago flight, choose Porter Airlines, which departs at 06:15 The last flight for this route is United Airlines, 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.

Important Information about Toronto to Chicago Flight

Lowest Fare to Travel with Date MYR undefined- 17 May
Total flights from Toronto to Chicago in a week 16 Flights
First Flight Porter Airlines, departs at 06:15
Last FlightUnited Airlines, departs at 18:40
Non-Stop Flights from Toronto to Chicago14
Airport Name & codes of Toronto & Chicago City Centre, Toronto-YTO, Chicago Midway Intl,Chicago-CHI

Toronto Address

About Chicago (CHI)

Chicago, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.

Airports

Chicago is served by two major airports:
โ€ข O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago
โ€ข Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center

Hotels and Restaurants

Chicago offers a wide range of accommodation options to suit every budget:
โ€ข The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan
โ€ข The Drake Hotel - Historic hotel with elegant rooms and top-notch service
โ€ข Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor
โ€ข HI Chicago Hostel - Budget-friendly option with modern amenities

When it comes to dining, Chicago is a food lover's paradise:
โ€ข Alinea - Renowned for its innovative and artistic dishes
โ€ข Lou Malnati's Pizzeria - Famous for its deep-dish pizza
โ€ข Girl & the Goat - Popular spot for creative small plates
โ€ข Portillo's - Iconic for its Chicago-style hot dogs

Transportation

Getting around Chicago is convenient with various transportation options:
โ€ข Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains
โ€ข Metra - Commuter rail system connecting the suburbs to the city
โ€ข Taxis and Rideshares - Widely available across the city
โ€ข Divvy Bikes - Bike-sharing program with numerous docking stations

Must-See Places

Chicago boasts numerous attractions that should not be missed:
โ€ข Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean)
โ€ข The Art Institute of Chicago - Houses an impressive collection of artworks
โ€ข Navy Pier - Entertainment hub with rides, restaurants, and shops
โ€ข Willis Tower Skydeck - Offers breathtaking views from the 103rd floor
โ€ข Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium

Climate

Chicago experiences a continental climate with distinct seasons:
โ€ข Winter (December to February) - Cold and snowy, ideal for winter sports
โ€ข Spring (March to May) - Mild temperatures and blooming flowers
โ€ข Summer (June to August) - Warm and humid, perfect for outdoor activities
โ€ข Autumn (September to November) - Cool and crisp, great for sightseeing

The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.

Chicago Address

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.

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 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.

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.

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 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.

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.