One Way

Popular Filters

One Way Price

CAD 983 CAD 18,300

Duration

21 h 50 m 41 h 0 m

Stops From Chicago

Departure From Chicago

Before 6 AM

CAD 2,182

6 AM - 12 PM

CAD 984

12 PM - 6 PM

CAD 1,341

After 6 PM

CAD 1,946

Arrival at Singapore

Before 6 AM

CAD 1,265

6 AM - 12 PM

CAD 1,946

12 PM - 6 PM

CAD 1,153

After 6 PM

CAD 984

Alliances & Airlines

Oneworld

(1)

SkyTeam

(6)

Star Alliance

(12)

+ 4 more

Layover Airports

+ 7 more

Layover Duration

50 m 16 h 0 m

Top Flights From Singapore

Chicago To Singapore Flights

Book Chicago to Singapore flight tickets at lowest price. Get best deals on your upcoming Chicago to Singapore flights only on MakeMyTrip. Also Book Singapore to Chicago Flights. Currently 20 flights flying from Chicago to Singapore. 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
Delta Air Lines

CAD 1,019

CAD 984

Transit Visa may be required

Chicago to Singapore , 9 Jun

Delta Air Lines DL | 4456

08:52

Tue, 9 Jun 26

Terminal T5

Chicago, United States

01 h 31 m

11:23

Tue, 9 Jun 26

Terminal M

Detroit, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 159

12:55

Tue, 9 Jun 26

Terminal M

Detroit, United States

14 h 30 m

16:25

Wed, 10 Jun 26

Terminal T2

Seoul-Incheon, South Korea

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 7821 | Operated By Korean Air

18:40

Wed, 10 Jun 26

Terminal T2

Seoul-Incheon, South Korea

06 h 15 m

23:55

Wed, 10 Jun 26

Terminal T4

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

IndiGo

CAD 1,190

CAD 1,153

Transit Visa may be required

Chicago to Singapore , 9 Jun

IndiGo 6E | 4034 | Operated By Turkish Airlines

11:25

Tue, 9 Jun 26

Terminal T5

Chicago, United States

10 h 20 m

05:45

Wed, 10 Jun 26

Istanbul, Turkey

BAGGAGE : CHECK INCABIN

Information not available

IndiGo 6E | 18

18:25

Wed, 10 Jun 26

Istanbul, Turkey

01:30

Thu, 11 Jun 26

Ras Al Khaimah, United Arab Emirates

BAGGAGE : CHECK INCABIN

Information not available

IndiGo 6E | 18

02:30

Thu, 11 Jun 26

Ras Al Khaimah, United Arab Emirates

06:50

Thu, 11 Jun 26

Terminal T2

Mumbai, India

BAGGAGE : CHECK INCABIN

Information not available

IndiGo 6E | 1011

08:55

Thu, 11 Jun 26

Terminal T2

Mumbai, India

05 h 55 m

17:20

Thu, 11 Jun 26

Terminal T2

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

More Timing Options

CAD 1,302

CAD 1,265

Transit Visa may be required

Chicago to Singapore , 9 Jun

Air Canada AC | 4027 | Operated By United Airlines

08:40

Tue, 9 Jun 26

Terminal T1

Chicago, United States

03 h 52 m

11:32

Tue, 9 Jun 26

Calgary, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 2029

19:10

Tue, 9 Jun 26

Calgary, Canada

01 h 38 m

19:48

Tue, 9 Jun 26

Terminal M

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 19

22:10

Tue, 9 Jun 26

Terminal M

Vancouver, Canada

16 h 05 m

05:15

Thu, 11 Jun 26

Terminal T2

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 1,344

CAD 1,307

Transit Visa may be required

Chicago to Singapore , 9 Jun

Air Canada AC | 5101 | Operated By United Airlines

08:45

Tue, 9 Jun 26

Terminal T1

Chicago, United States

04 h 48 m

11:33

Tue, 9 Jun 26

Terminal M

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 19

22:10

Tue, 9 Jun 26

Terminal M

Vancouver, Canada

16 h 05 m

05:15

Thu, 11 Jun 26

Terminal T2

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 1,341

Transit Visa may be required

Chicago to Singapore , 9 Jun

Air Canada AC | 1049

15:40

Tue, 9 Jun 26

Terminal T2

Chicago, United States

04 h 31 m

18:11

Tue, 9 Jun 26

Terminal M

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 19

22:10

Tue, 9 Jun 26

Terminal M

Vancouver, Canada

16 h 05 m

05:15

Thu, 11 Jun 26

Terminal T2

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 1,983

CAD 1,946

Chicago to Singapore , 9 Jun

United Airlines UA | 1116

07:30

Tue, 9 Jun 26

Terminal T1

Chicago, United States

04 h 49 m

10:19

Tue, 9 Jun 26

Terminal T3

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 29

11:10

Tue, 9 Jun 26

Terminal I

San Francisco, United States

16 h 25 m

18:35

Wed, 10 Jun 26

Terminal T2

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Eva Airways

CAD 2,182

Transit Visa may be required

Chicago to Singapore , 9 Jun

Eva Airways BR | 55

00:30

Tue, 9 Jun 26

Terminal T5

Chicago, United States

15 h 05 m

04:35

Wed, 10 Jun 26

Terminal T2

Taipei - Taoyuan Apt, Taiwan

BAGGAGE : CHECK INCABIN

Information not available

Eva Airways BR | 225

07:30

Wed, 10 Jun 26

Terminal T2

Taipei - Taoyuan Apt, Taiwan

04 h 25 m

11:55

Wed, 10 Jun 26

Terminal T3

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines, Korean Air

CAD 2,468

CAD 2,431

Transit Visa may be required

Chicago to Singapore , 9 Jun

Delta Air Lines DL | 7862 | Operated By Korean Air

12:30

Tue, 9 Jun 26

Terminal T5

Chicago, United States

14 h 20 m

16:50

Wed, 10 Jun 26

Terminal T2

Seoul-Incheon, South Korea

BAGGAGE : CHECK INCABIN

Information not available

Korean Air KE | 645

18:40

Wed, 10 Jun 26

Terminal T2

Seoul-Incheon, South Korea

06 h 15 m

23:55

Wed, 10 Jun 26

Terminal T4

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Korean Air

CAD 2,469

CAD 2,432

Transit Visa may be required

Chicago to Singapore , 9 Jun

Korean Air KE | 38

12:30

Tue, 9 Jun 26

Terminal T5

Chicago, United States

14 h 20 m

16:50

Wed, 10 Jun 26

Terminal T2

Seoul-Incheon, South Korea

BAGGAGE : CHECK INCABIN

Information not available

Korean Air KE | 645

18:40

Wed, 10 Jun 26

Terminal T2

Seoul-Incheon, South Korea

06 h 15 m

23:55

Wed, 10 Jun 26

Terminal T4

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Emirates

CAD 2,470

CAD 2,433

Chicago to Singapore , 9 Jun

Emirates EK | 236

20:35

Tue, 9 Jun 26

Terminal T5

Chicago, United States

14 h 10 m

19:45

Wed, 10 Jun 26

Terminal T3

Dubai, United Arab Emirates

BAGGAGE : CHECK INCABIN

Information not available

Emirates EK | 314

21:00

Wed, 10 Jun 26

Terminal T3

Dubai, United Arab Emirates

07 h 35 m

08:35

Thu, 11 Jun 26

Terminal T1

Singapore, Singapore

BAGGAGE : CHECK INCABIN

Information not available

Singapore Address

Chicago Address

Chicago to Singapore Flights Information:-

Looking for Chicago to Singapore Flight? Here’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 Singapore is Changi Intl and the IATA code for the same is SIN.
Currently, there are 10 airlines operating flights between the two destinations and approximately 20 flights take off from Chicago to Singapore every week.

Need information on Chicago to Singapore airfare?

The minimum airfare for a Chicago to Singapore flight would be 983, which may go up to 17588 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 Chicago to Singapore

If you are looking for Chicago to Singapore 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, All Nippon Airways, Delta Air Lines, Emirates, Eva Airways, IndiGo, Korean Air, Qantas Airways, Swiss, United Airlines. Out of these, only 0 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, All Nippon Airways : 7, Delta Air Lines : 7, Emirates : 7, Eva Airways : 7, IndiGo : 7, Korean Air : 7, Qantas Airways : 7, Swiss : 7, United Airlines : 7

To board the first Chicago to Singapore flight, choose Eva Airways, which departs at 00:30 The last flight for this route is Emirates, Qantas Airways, departing at 20:35

Singapore Airport Information

Changi Intl

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:
• The Art Institute of Chicago
• Millennium Park and the famous Cloud Gate sculpture
• Navy Pier, offering entertainment and stunning lake views
• Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium
• The Magnificent Mile for shopping
• 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:
• Lou Malnati's Pizzeria for deep-dish pizza
• Portillo's for Chicago-style hot dogs
• Alinea for an upscale dining experience

Practical Travel Tips

• Currency: The US Dollar (USD)
• Language: English
• Safety: Chicago is generally safe, but be aware of your surroundings and avoid less populated areas at night
• 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.

About Singapore (SIN)

Singapore is a dazzling destination that offers a blend of modernity and rich cultural heritage, making it an attractive spot for visitors from Canada. Known for its clean streets, efficient public transport, and lush green spaces, Singapore presents a unique urban experience. The city-state is renowned for its multicultural environment where diverse ethnic groups coexist harmoniously, offering a vibrant array of festivals, cuisines, and traditions.

Best Time to Visit

For travelers from Canada, the best time to visit Singapore is from February to April when the weather is relatively dry and pleasant. These months also avoid the peak tourist season, ensuring a more relaxed experience. Singapore's tropical climate means it is warm year-round, but the monsoon seasons from November to January and June to September can bring heavy rains. Notable events include the Chinese New Year in January/February and the Great Singapore Sale in June/July.

Getting There

Flights to Singapore from Canada are readily available, with major airlines offering direct and connecting routes. The primary international gateway is Changi Airport (SIN), known for its exceptional amenities and efficient services. Seletar Airport (XSP) caters to private jets and chartered flights. Canadian citizens must ensure they have a valid passport and can enter Singapore visa-free for up to 30 days. Airlines such as Air Canada, Singapore Airlines, and Cathay Pacific provide excellent connectivity and service.

Where to Stay

Singapore offers a wide range of accommodation options to suit all budgets. For luxury travelers, Marina Bay Sands and The Fullerton Hotel provide opulent stays with stunning views. Mid-range options like Hotel Boss and Ibis Singapore on Bencoolen offer comfortable stays without breaking the bank. Budget travelers can consider hostels like The Pod Boutique Capsule Hotel or Chic Capsule Otel. Popular areas for tourists include Orchard Road for shopping, Clarke Quay for nightlife, and Sentosa Island for resort-style relaxation.

Must-See Places & Experiences

Singapore is packed with must-see attractions and experiences:
• Gardens by the Bay
• Marina Bay Sands SkyPark
• Sentosa Island
• Singapore Zoo and Night Safari
• Jurong Bird Park
• Chinatown and Little India
• Orchard Road for shopping
• Singapore Flyer
• National Gallery Singapore

For a unique cultural experience, explore the vibrant street markets and hawker centers, where you can sample local delicacies.

Local Transportation

Getting around Singapore is straightforward thanks to its efficient public transportation system. The MRT (Mass Rapid Transit) network connects most parts of the city, and buses are frequent and reliable. Taxis are readily available and reasonably priced. For a scenic option, consider the river taxis that offer views of the cityscape. From Changi Airport, you can easily reach the city center via MRT, taxi, or shuttle services.

Food & Dining

Singapore is a food lover's paradise with a diverse culinary scene. Must-try dishes include Hainanese chicken rice, chili crab, laksa, and satay. Hawker centers like Maxwell Food Centre and Lau Pa Sat offer a wide variety of affordable local dishes. For fine dining, restaurants like Odette and Burnt Ends provide exquisite gastronomic experiences. Don't miss the chance to try Peranakan cuisine, which blends Chinese and Malay flavors.

Practical Travel Tips

• Currency: Singapore Dollar (SGD)
• Language: English is widely spoken
• Safety: Singapore is one of the safest cities in the world
• Apps: Download apps like Grab for taxis and MyTransport.SG for public transport information
• Tipping: Not customary, service charges are typically included in bills
• Power outlets: Type G, compatible with Canadian plugs

With its seamless blend of tradition and modernity, Singapore promises an unforgettable experience for Canadian travelers. Whether you're seeking adventure, relaxation, or cultural immersion, this city has something to offer everyone.

Frequently Asked Questions - Chicago to Singapore Flights

Which airlines offer cheapest airfare from Chicago to Singapore?

There is no set pricing for airlines to offer cheap flight fare from Chicago to Singapore. 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 Chicago to Singapore.

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

There are several accommodation options available near the Changi 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.

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

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 Chicago to Singapore?

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 Chicago to Singapore flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Chicago to Singapore. 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 Chicago to Singapore?

To get cheap flight tickets from Chicago to Singapore, 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 Chicago (CHI) to Singapore (SIN) 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 Chicago to Singapore 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.