One Way

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One Way Price

SGD 388 SGD 1,000

Duration

1 h 50 m 2 h 30 m

Stops From Toronto

Departure From Toronto

6 AM - 12 PM

SGD 388

12 PM - 6 PM

SGD 388

After 6 PM

SGD 564

Arrival at Chicago

6 AM - 12 PM

SGD 388

12 PM - 6 PM

SGD 388

After 6 PM

SGD 564

Alliances & Airlines

Oneworld

()

SkyTeam

()

Star Alliance

(6)

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 15 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

SGD 388

Toronto to Chicago-Midway , 19 May

Porter Airlines PD | 2387 | Operated By Passaredo Transportes Aereos

08:55

Tue, 19 May 26

Toronto, Canada

01 h 50 m

09:45

Tue, 19 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Transat

SGD 456

Toronto to Chicago-Midway , 19 May

Air Transat TS | 7060

08:55

Tue, 19 May 26

Toronto, Canada

01 h 50 m

09:45

Tue, 19 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

SGD 557

Toronto to Chicago , 19 May

Air Canada AC | 8909

16:00

Tue, 19 May 26

Terminal T1

Toronto, Canada

01 h 59 m

16:59

Tue, 19 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Porter Airlines

More Timing Options

SGD 564

Toronto to Chicago , 19 May

Porter Airlines PD | 6005 | Operated By American Airlines

06:15

Tue, 19 May 26

Terminal T3

Toronto, Canada

02 h 10 m

07:25

Tue, 19 May 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

SGD 590

Toronto to Chicago , 19 May

United Airlines UA | 2066

07:00

Tue, 19 May 26

Terminal T1

Toronto, Canada

02 h

08:00

Tue, 19 May 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

SGD 998

Toronto to Chicago , 19 May

Air Canada AC | 5137

14:45

Tue, 19 May 26

Terminal T1

Toronto, Canada

01 h 58 m

15:43

Tue, 19 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 15 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 388, which may go up to 998 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 15 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 : 2, Air Transat : 2, Porter Airlines : 2, United Airlines : 2

To board the first Toronto to Chicago flight, choose Porter Airlines, which departs at 06:15 The last flight for this route is Porter Airlines, departing at 19:15

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 SGD null- 19 May
Total flights from Toronto to Chicago in a week 15 Flights
First Flight Porter Airlines, departs at 06:15
Last FlightPorter Airlines, departs at 19:15
Non-Stop Flights from Toronto to Chicago15
Airport Name & codes of Toronto & Chicago City Centre, Toronto-YTO, Chicago Midway Intl,Chicago-CHI

Toronto Address

About Chicago (CHI)

Chicago is a dynamic city that offers a blend of modernity and rich cultural heritage, making it an exciting destination for travelers from Singapore. Known for its stunning skyline, vibrant arts scene, and diverse neighborhoods, Chicago promises a variety of experiences that cater to all interests. Whether you're exploring world-class museums, indulging in deep-dish pizza, or strolling along the scenic Lake Michigan, Chicago has something for everyone.

Best Time to Visit

For Singapore travelers, the best time to visit Chicago is during the spring (April to June) and fall (September to October) when the weather is pleasant and the city is bustling with activities. Summers are warm and ideal for outdoor festivals, while winters can be quite cold and snowy, offering a magical winter wonderland experience.

Getting There

Chicago is well-connected to Singapore with direct flights from Changi Airport (SIN) to O'Hare International Airport (ORD). Major airlines such as Singapore Airlines and United Airlines offer flights to Chicago, making it convenient for travelers. Ensure you have a valid visa for entry into the United States, and check for any travel advisories before booking your trip.

Where to Stay

Chicago offers a range of accommodations to suit different budgets. For luxury stays, consider hotels in the Magnificent Mile area, such as the Peninsula Chicago or the Four Seasons Hotel. Budget travelers can find affordable options in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean) and beautiful gardens.
โ€ข Art Institute of Chicago: Renowned for its impressive collection of art from around the world.
โ€ข Navy Pier: A lively entertainment hub with rides, restaurants, and stunning lake views.
โ€ข Willis Tower Skydeck: Offers breathtaking views of the city from its observation deck.
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium.

Local Transportation

Getting around Chicago is easy with its extensive public transportation system. The 'L' trains and buses operated by the Chicago Transit Authority (CTA) connect various parts of the city. Taxis and rideshare services like Uber and Lyft are also widely available.

Food & Dining

Chicago is a culinary paradise with a diverse food scene. Don't miss trying the famous deep-dish pizza at Giordano's or Lou Malnati's. For fine dining, Alinea offers an unforgettable experience. Explore the ethnic neighborhoods for authentic cuisines, such as Chinatown for dim sum and Pilsen for Mexican delicacies.

Practical Travel Tips

โ€ข Currency: The US Dollar (USD) is used in Chicago.
โ€ข Language: English is the primary language.
โ€ข Safety: Chicago is generally safe for tourists, but stay vigilant in crowded areas.
โ€ข Apps: Download the CTA app for public transport info and Yelp for restaurant reviews.

Start planning your trip and get your tickets booked from MakeMyTrip.com. The website offers you a host of services such as hotel deals, flight deals, and holiday packages. You have the freedom to book cheap flight tickets to Chicago and hotels to any destination in the world according to your budget and need.

Chicago Address

Frequently Asked Questions - Toronto to Chicago Flights

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.

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.

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.

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.

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.