Which airlines fly to Chicago?

When flying to Chicago from Australia, momondo travellers will most often fly with one of these popular airlines: Qantas Airways, Air Canada, United Airlines or Air New Zealand. Depending on what airport in Australia you fly from, you may be able to find flights with any of these popular airlines.

ANA Flights to Chicago

ANA will jet to Chicago around 15 times in an average week. Where you fly from will dictate what kind of deals you can get for ANA, but prices as low as $1,600 have been found from Sydney Kingsford Smith to Chicago. ANA has scored 8.4/10 in momondo user reviews.

Cathay Pacific Flights to Chicago

Cathay Pacific flights to Chicago can start from as low as $1,481 (return, from Brisbane, found in the last 72 hours). Over 4 flights that Cathay Pacific operates to Chicago in a normal week, prices can vary significantly. The most popular Cathay Pacific flight to Chicago is from Baltimore/Washington. Cathay Pacific has been rated 7.6/10 by momondo users, in 1,044 reviews.

How long does it take to fly to Chicago?

Flight times from Australia to Chicago vary, but if you’re flying out of Sydney Kingsford Smith and flying into Chicago O'Hare Intl (one of the most popular routes), then the duration is 20h 07m on average. Another popular route from Australia to Chicago is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 22h 16m. Keep in mind that layovers or delays could extend your travel time.

$897 Cheap Flights to Chicago in 2025/26

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05:05 - 19:53BNE-ORD

29h 48m2 stops

07:15 - 07:05ORD-BNE

32h 50m2 stops

$1,291Air Canada

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Tue, 17 Mar - Wed, 1 Apr

05:05 - 19:53BNE-ORD

29h 48m2 stops

08:45 - 07:05ORD-BNE

31h 20m1 stop

$1,323Air Canada

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Tue, 17 Mar - Wed, 1 Apr

12:10 - 23:10MEL-ORD

28h 00m2 stops

10:45 - 10:55ORD-MEL

31h 10m2 stops

$1,413Air New Zealand

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Fri, 21 Nov - Fri, 5 Dec

09:55 - 19:30SYD-ORD

26h 35m2 stops

10:38 - 10:30ORD-SYD

30h 52m2 stops

$1,428Air New Zealand

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Tue, 18 Nov - Wed, 3 Dec

19:40 - 23:59BNE-ORD

19h 19m1 stop

15:16 - 05:00ORD-BNE

22h 44m1 stop

$1,492Qantas Airways

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Tue, 17 Mar - Wed, 1 Apr

11:20 - 15:55SYD-ORD

21h 35m1 stop

13:49 - 09:00ORD-SYD

26h 11m1 stop

$1,495American Airlines

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Mon, 17 Nov - Mon, 1 Dec

11:20 - 16:52SYD-ORD

22h 32m1 stop

17:25 - 09:00ORD-SYD

22h 35m2 stops

$1,503American Airlines

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Mon, 17 Nov - Mon, 1 Dec

16:05 - 21:21MEL-ORD

22h 16m1 stop

13:15 - 05:00ORD-MEL

22h 45m1 stop

$1,556Qantas Airways

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Mon, 17 Nov - Wed, 10 Dec

11:20 - 06:08SYD-ORD

34h 48m1 stop

21:21 - 06:55ORD-SYD

42h 34m1 stop

$1,587United Airlines

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Sun, 29 Mar - Sat, 11 Apr

11:20 - 14:32SYD-ORD

20h 12m1 stop

19:58 - 06:20ORD-SYD

41h 22m1 stop

$1,811United Airlines

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Thu, 25 Dec - Sat, 24 Jan

Fly from

Route

Depart

Return

Price

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 17/3

05:05-19:53

2 stops29h 48m

Chicago O'Hare Intl

Wed 1/4

07:15-07:05

2 stops32h 50m

$1,291

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 17/3

05:05-19:53

2 stops29h 48m

Chicago O'Hare Intl

Wed 1/4

08:45-07:05

1 stop31h 20m

$1,323

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 21/11

12:10-23:10

2 stops28h 00m

Chicago O'Hare Intl

Fri 5/12

10:45-10:55

2 stops31h 10m

$1,413

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 18/11

09:55-19:30

2 stops26h 35m

Chicago O'Hare Intl

Wed 3/12

10:38-10:30

2 stops30h 52m

$1,428

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 17/3

19:40-23:59

1 stop19h 19m

Chicago O'Hare Intl

Wed 1/4

15:16-05:00

1 stop22h 44m

$1,492

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 17/11

11:20-15:55

1 stop21h 35m

Chicago O'Hare Intl

Mon 1/12

13:49-09:00

1 stop26h 11m

$1,495

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 17/11

11:20-16:52

1 stop22h 32m

Chicago O'Hare Intl

Mon 1/12

17:25-09:00

2 stops22h 35m

$1,503

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Mon 17/11

16:05-21:21

1 stop22h 16m

Chicago O'Hare Intl

Wed 10/12

13:15-05:00

1 stop22h 45m

$1,556

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 29/3

11:20-06:08

1 stop34h 48m

Chicago O'Hare Intl

Sat 11/4

21:21-06:55

1 stop42h 34m

$1,587

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 25/12

11:20-14:32

1 stop20h 12m

Chicago O'Hare Intl

Sat 24/1

19:58-06:20

1 stop41h 22m

$1,811

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

Prices

Other information

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in March, then you should wait until May to fly from Australia, when ticket prices are also cheap, with an average price of $1,125.

What is the cheapest day to depart on your flight to Chicago?

Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $1,710. Flights from Australia to Chicago on a Saturday will generally be more expensive and average around $2,013. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Chicago?

Our data shows that the cheapest Australia to Chicago flights are usually those with departure times in the afternoon. Our users have found flights to Chicago in the afternoon for as low as $1,707. Flights in the morning are often more expensive, with an average ticket price of $1,888.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Australia when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,482 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Australia for as low as $1,182 on momondo.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport

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CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEY	March	27% cheaper	Flying from Sydney to Chicago costs on average just $1,119 in March
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEY	December	50% more expensive	It costs about $2,298 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEY	July	348% more users visited	More momondo users searched in flights to Chicago from Sydney in July than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price	$897
Best Round-Trip Price	$1,291
Fastest flight time	20h 21m
Popular in	December

The best one-way flight price to Chicago from Australia in the last 72 hours is $897 (Sydney Kingsford Smith to Chicago O'Hare Intl).

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The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,291 (Brisbane to Chicago O'Hare Intl).

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The fastest flight to Chicago from Australia takes 20h 21m (Sydney Kingsford Smith to Chicago O'Hare Intl).

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December has the highest demand for flights to Chicago, with a 17% price increase on average.

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Frequently asked questions about flying to Chicago

When is it best to fly to Chicago to go sightseeing?

Sights like Millennium Park and Art Institute of Chicago are most enjoyable in months with moderate weather conditions like May or June. Plan your flight to Chicago for those months.

How far in advance should I book a flight to Chicago?

We recommend purchasing flights from Australia to Chicago 82 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago for $1,530.

Is there an alternative airport near Chicago?

Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (14 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre).

Is there a cheaper alternative to flying into Chicago?

You can find deals at Chicago Greater Rockford Airport for $145 on average, but that price can change based on your departure airport. To save money, try momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Near North Side?

Yes. To go to Near North Side, book a flight to Chicago O'Hare Intl which is in Chicago and is about 24.7 km away from Near North Side.

What’s the closest airport to River North?

The closest airport to River North is 24.1 km away - Chicago’s Chicago O'Hare Intl airport.

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago refresh daily.

How many operators does momondo search for flights to Chicago?

There are 9 operators available for flights to Chicago as of October 2025.

How old do you have to be to fly to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal to Chicago?

It is quick and easy to find flights to Chicago on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for flights to Chicago to just show those with flexible booking policies.

How can momondo help me find flights to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Chicago.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track flight prices for Chicago and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.