One Way

Popular Filters

One Way Price

CAD 1,259 CAD 5,200

Duration

21 h 6 m 32 h 0 m

Stops From Chicago

Departure From Chicago

6 AM - 12 PM

CAD 1,267

12 PM - 6 PM

CAD 1,259

After 6 PM

CAD 1,530

Arrival at Sydney

6 AM - 12 PM

CAD 1,259

Alliances & Airlines

Oneworld

(10)

SkyTeam

(1)

Star Alliance

(12)

Layover Airports

+ 3 more

Layover Duration

1 h 42 m 11 h 30 m

Top Flights From Sydney

Chicago To Sydney Flights

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

CAD 1,259

Transit Visa may be required

Chicago to Sydney , 20 Jun

Air Canada AC | 1049

15:40

Sat, 20 Jun 26

Terminal T2

Chicago, United States

04 h 32 m

18:12

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

22:50

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

15 h 30 m

07:20

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

More Timing Options

CAD 1,305

CAD 1,267

Transit Visa may be required

Chicago to Sydney , 20 Jun

Air Canada AC | 4131 | Operated By United Airlines

12:40

Sat, 20 Jun 26

Terminal T1

Chicago, United States

04 h 07 m

15:47

Sat, 20 Jun 26

Edmonton, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 8123

17:30

Sat, 20 Jun 26

Edmonton, Canada

01 h 42 m

18:12

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

22:50

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

15 h 30 m

07:20

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 1,316

CAD 1,278

Transit Visa may be required

Chicago to Sydney , 20 Jun

Air Canada AC | 506

14:15

Sat, 20 Jun 26

Terminal T2

Chicago, United States

01 h 46 m

17:01

Sat, 20 Jun 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

19:00

Sat, 20 Jun 26

Toronto, Canada

20:55

Sat, 20 Jun 26

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

22:50

Sat, 20 Jun 26

Vancouver, Canada

07:20

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 1,321

CAD 1,283

Transit Visa may be required

Chicago to Sydney , 20 Jun

Air Canada AC | 8480

11:05

Sat, 20 Jun 26

Terminal T2

Chicago, United States

02 h 18 m

14:23

Sat, 20 Jun 26

Montreal, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 419

16:10

Sat, 20 Jun 26

Montreal, Canada

01 h 25 m

17:35

Sat, 20 Jun 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

19:00

Sat, 20 Jun 26

Toronto, Canada

20:55

Sat, 20 Jun 26

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

22:50

Sat, 20 Jun 26

Vancouver, Canada

07:20

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 1,442

CAD 1,404

Transit Visa may be required

Chicago to Sydney , 20 Jun

Air Canada AC | 5101 | Operated By United Airlines

08:45

Sat, 20 Jun 26

Terminal T1

Chicago, United States

04 h 48 m

11:33

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

22:50

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

15 h 30 m

07:20

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Air Canada

CAD 1,446

CAD 1,408

Transit Visa may be required

Chicago to Sydney , 20 Jun

Air Canada AC | 8480

11:05

Sat, 20 Jun 26

Terminal T2

Chicago, United States

02 h 18 m

14:23

Sat, 20 Jun 26

Montreal, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 315

18:35

Sat, 20 Jun 26

Montreal, Canada

05 h 31 m

21:06

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC | 33

22:50

Sat, 20 Jun 26

Terminal M

Vancouver, Canada

15 h 30 m

07:20

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

CAD 1,568

CAD 1,530

Chicago to Sydney , 20 Jun

United Airlines UA | 2179

18:20

Sat, 20 Jun 26

Terminal T1

Chicago, United States

04 h 58 m

21:18

Sat, 20 Jun 26

Terminal T3

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA | 863

23:00

Sat, 20 Jun 26

Terminal I

San Francisco, United States

14 h 55 m

06:55

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

American Airlines, Qantas Airways

CAD 1,576

CAD 1,538

Chicago to Sydney , 20 Jun

American Airlines AA | 1437

17:10

Sat, 20 Jun 26

Terminal T3

Chicago, United States

04 h 27 m

19:37

Sat, 20 Jun 26

Los Angeles, United States

BAGGAGE : CHECK INCABIN

Information not available

Qantas Airways QF | 4112 | Operated By American Airlines

23:05

Sat, 20 Jun 26

Los Angeles, United States

15 h

07:05

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Qantas Airways

CAD 1,594

CAD 1,556

Chicago to Sydney , 20 Jun

Qantas Airways QF | 3102 | Operated By American Airlines

18:59

Sat, 20 Jun 26

Terminal T3

Chicago, United States

04 h 24 m

21:23

Sat, 20 Jun 26

Los Angeles, United States

BAGGAGE : CHECK INCABIN

Information not available

Qantas Airways QF | 4112 | Operated By American Airlines

23:05

Sat, 20 Jun 26

Los Angeles, United States

15 h

07:05

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

CAD 1,556

Chicago to Sydney , 20 Jun

Delta Air Lines DL | 2298

17:00

Sat, 20 Jun 26

Terminal T5

Chicago, United States

04 h 27 m

19:27

Sat, 20 Jun 26

Terminal T3

Los Angeles, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 41

22:45

Sat, 20 Jun 26

Terminal T3

Los Angeles, United States

15 h 05 m

06:50

Mon, 22 Jun 26

Terminal T1

Sydney, Australia

BAGGAGE : CHECK INCABIN

Information not available

Sydney Address

Sydney Airport Corporation Limited, Sydney International Terminal, NSW 2020
Tel: +61 2 9667 9111

Chicago Address

Chicago to Sydney Flights Information:-

Looking for Chicago to Sydney 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 Sydney is Sydney Airport and the IATA code for the same is SYD.
Currently, there are 5 airlines operating flights between the two destinations and approximately 20 flights take off from Chicago to Sydney every week.

Need information on Chicago to Sydney airfare?

The minimum airfare for a Chicago to Sydney flight would be 1259, which may go up to 5056 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 Sydney

If you are looking for Chicago to Sydney 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, American Airlines, Delta Air Lines, Qantas Airways, 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 : 10, American Airlines : 10, Delta Air Lines : 10, Qantas Airways : 10, United Airlines : 10

To board the first Chicago to Sydney flight, choose Air Canada, which departs at 08:40 The last flight for this route is American Airlines, Qantas Airways, departing at 18:59

Sydney Airport Information

Sydney Airport
Sydney Airport Corporation Limited, Sydney International Terminal, NSW 2020
Tel: +61 2 9667 9111

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.

About Sydney (SYD)

Sydney is famous as the Harbour city and the most amazing cosmopolitan city in Australia. With an excellent reputation as one of the world's most amazing and liveable cities, Sydney becomes a most famous tourist destination. Stuffed with lots of ancient history, nature, culture, art, fashion, cuisine, design that makes Sydney an attractive tourist spot which is set next to miles of ocean coastline and numerous sandy surf beaches. It is counted among the most culturally and ethnically diverse cities in Australia. Sydney is also considered as a dwell to the Sydney Opera House and the Sydney Harbour Bridge. These two are the most iconic structures on the planet. It is a high ranking world-class city which has till date hosted multiple number of major international sporting events. Some of the major tourist destinations in Sydney include The Sydney Harbour Bridge, The Sydney Opera House, Sydney Olympic Park, Royal Botanic Garden, St Mary's Cathedral, Chinese Garden of Friendship, Sydney Park, Hyde Park, The Domain and the Royal Botanic Gardens, Australian Museum (natural history and anthropology), the Powerhouse Museum (science, technology and design), the Art Gallery of New South Wales, the Museum of Contemporary Art, the Australian National Maritime Museum and many others which altogether makes Sydney a wonderful place to visit at least once. It is also famous for its wildlife as here you can find Koala Park Sanctuary number of zoo and other wildlife parks such as Taronga Zoo, Koala Park Sanctuary, Sydney Aquarium, Sydney Wildlife World, Featherdale Wildlife Park, Australian Reptile Park and so on. It has smooth transport services which allow you to explore Sydney's major attractions through public transport. MakeMyTrip.com is a most trustworthy travel portal where you can get proper information about the city, tourist attractions and transportation online. Here, you can also book your air tickets which will save your time and money as well. You can choose the best deal as per your need and can make a plan for unforgettable trip with family and friends.

Frequently Asked Questions - Chicago to Sydney Flights

Is there a way to make flexible departure date bookings for your Chicago to Sydney flight tickets?

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

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

There are several accommodation options available near the Sydney Airport. 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.

Can I cancel my ticket from Chicago to Sydney 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.

Is passport mandatory to travel from Chicago to Sydney?

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.

Which airlines offer cheapest airfare from Chicago to Sydney?

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

What is the best time to book cheap flight tickets from Chicago to Sydney?

To get cheap flight tickets from Chicago to Sydney, 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 Sydney (SYD) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

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

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.