One Way

Popular Filters

+ 1 more

One Way Price

SGD 440 SGD 700

Duration

1 h 39 m 8 h 30 m

Stops From Chicago

Departure From Chicago

6 AM - 12 PM

SGD 440

12 PM - 6 PM

SGD 440

After 6 PM

SGD 665

Arrival at Toronto

12 PM - 6 PM

SGD 440

After 6 PM

SGD 440

Alliances & Airlines

Oneworld

()

SkyTeam

(1)

Star Alliance

(7)

Layover Airports

Layover Duration

3 h 23 m 4 h 30 m

Chicago to Canada Flights

Sorted By:
Departure
Duration
Arrival
Price
Porter Airlines

SGD 440

Chicago-Midway to Toronto , 31 May

Porter Airlines PD | 2388 | Operated By Passaredo Transportes Aereos

10:30

Sun, 31 May 26

Chicago-Midway, United States

01 h 40 m

13:10

Sun, 31 May 26

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Transat

SGD 515

Chicago-Midway to Toronto , 31 May

Air Transat TS | 7058 | Operated By Porter Airlines

10:30

Sun, 31 May 26

Chicago-Midway, United States

01 h 40 m

13:10

Sun, 31 May 26

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

SGD 623

Chicago to Toronto , 31 May

Delta Air Lines DL | 2633

07:05

Sun, 31 May 26

Terminal T5

Chicago, United States

02 h 16 m

10:21

Sun, 31 May 26

Terminal C

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 5233

14:29

Sun, 31 May 26

Terminal C

New York-LaGuardia Apt, United States

01 h 43 m

16:12

Sun, 31 May 26

Terminal T3

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

SGD 647

Chicago to Toronto , 31 May

Air Canada AC | 4106 | Operated By United Airlines

13:55

Sun, 31 May 26

Terminal T2

Chicago, United States

02 h 12 m

17:07

Sun, 31 May 26

Ottawa, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 7875

20:30

Sun, 31 May 26

Ottawa, Canada

01 h 02 m

21:32

Sun, 31 May 26

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Porter Airlines

More Timing Options

SGD 665

Chicago to Toronto , 31 May

Porter Airlines PD | 6061 | Operated By American Airlines

09:42

Sun, 31 May 26

Terminal T3

Chicago, United States

01 h 52 m

12:34

Sun, 31 May 26

Terminal T3

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

SGD 667

Chicago to Toronto , 31 May

Air Canada AC | 504

09:55

Sun, 31 May 26

Terminal T2

Chicago, United States

01 h 40 m

12:35

Sun, 31 May 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

SGD 672

Chicago to Toronto , 31 May

United Airlines UA | 8027 | Operated By Air Canada

09:55

Sun, 31 May 26

Terminal T2

Chicago, United States

01 h 40 m

12:35

Sun, 31 May 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Book cheap Chicago to Canada International Flight ✈ tickets at MakeMyTrip India. Get best deals, Lowest airfare ticket booking from Chicago to Canada International air travel route. Check flight reservation status, schedules of Chicago to Canada International flight ticket online.Also book tickets for Canada to Chicago

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

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

• Currency: The US Dollar (USD) is used in Chicago.
• Language: English is the primary language.
• Safety: Chicago is generally safe for tourists, but stay vigilant in crowded areas.
• 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.

About Canada (CA)

The world’s second largest country, Canada, racks up an astonishing diversity of landscapes, vast Canadian prairies rise abruptly to glacier topped Rocky mountains, unspoiled coastlines give way to immense forests, emerald lakes, countless rivers, pristine beaches and exceptionally snowy winters provide a world-class backdrop for all kinds of adventures. Canadian cities are progressive, vibrant, and regularly feature on the lists of ‘best places to live’. Toronto, a multicultural city, has charming neighborhoods, idyllic beachside on the shore of Lake Ontario. It hosts the famous landmark, the CN Tower! Another highly visited attraction is the gigantic Niagara Falls! While Canada’s capital Ottawa, is home to fantastic museums, art galleries and gorgeous Rideau Canal for ice skating. Montreal invites you to its French heritage, cobbled streets, jazz clubs and amazing cuisines. Calgary flaunts its cowboy traditions during the annual event, Stampede, Canada’s premier event. City offers low-cost activities like kayaking, skiing, water rafting and camping. Chilled out Vancouver, has it all- mountains, beaches, downtown parks, cosmopolitan dining scenes. And across the Georgia Strait, Vancouver Island offers a wide variety of marine and land activities and festivals. For something wilder, indulge in Ski Steep Chutes in British Columbia and experience the kayak secluded bays with whales in Nova Scotia or snowboard the snowy mountains of Whistler. Alberta, a true paradise for adventure travelers, has one of the most beautiful Canadian parks, Banff, where crystal clear lakes, glaciers, kilometers of hiking trails and dark starry nights await you. Experience all this and more; book your flights with MakeMyTrip India.