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 American Airlines. Depending on what airport in Australia you fly from, you may be able to find flights with any of these popular airlines.

Japan Airlines Flights to Chicago

Japan Airlines will jet to Chicago around 16 times in an average week. Where you fly from will dictate what kind of deals you can get for Japan Airlines, but prices as low as $1,944 have been found from Perth to Chicago. Japan Airlines has scored 8.3/10 in momondo user reviews.

Cathay Pacific Flights to Chicago

Cathay Pacific flights to Chicago can start from as low as $1,462 (return, from Brisbane, found in the last 72 hours). Over 7 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 Boston Logan Intl. Cathay Pacific has been rated 7.6/10 by momondo users, in 993 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 40m on average. Another popular route from Australia to Chicago is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 20h 37m. Keep in mind that layovers or delays could extend your travel time.

$764 Cheap Flights to Chicago in 2025

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Find the cheapest flights from Australia to Chicago

Round-trip

One-way

Last minute

Cheap return flights

10:00 - 15:00BNE-ORD

20h 00m1 stop

09:55 - 07:05ORD-BNE

30h 10m2 stops

$1,159Air Canada

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Mon, 6 Oct - Tue, 21 Oct

10:20 - 15:00BNE-ORD

19h 40m1 stop

11:15 - 07:45ORD-BNE

29h 30m2 stops

$1,164Air Canada

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Tue, 7 Oct - Tue, 28 Oct

09:10 - 15:51SYD-ORD

21h 41m1 stop

18:03 - 09:00ORD-SYD

21h 57m1 stop

$1,416Qantas Airways

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Tue, 30 Sep - Wed, 12 Nov

19:40 - 16:03BNE-ORD

35h 23m1 stop

15:00 - 05:00ORD-BNE

22h 00m1 stop

$1,467Qantas Airways

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Mon, 27 Oct - Mon, 3 Nov

11:55 - 23:12MEL-ORD

27h 17m1 stop

18:25 - 10:00ORD-MEL

22h 35m1 stop

$1,562United Airlines

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Thu, 16 Oct - Sun, 2 Nov

12:00 - 19:30MEL-ORD

23h 30m2 stops

14:35 - 09:30ORD-MEL

25h 55m2 stops

$1,568United Airlines

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Mon, 27 Oct - Mon, 3 Nov

00:10 - 13:00BNE-ORD

28h 50m1 stop

14:40 - 10:30ORD-BNE

27h 50m1 stop

$1,655Cathay Pacific

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Wed, 12 Nov - Sat, 29 Nov

00:10 - 13:00BNE-ORD

28h 50m1 stop

14:40 - 22:40ORD-BNE

40h 00m1 stop

$1,658Cathay Pacific

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Wed, 12 Nov - Sat, 29 Nov

14:15 - 14:25TSV-ORD

39h 10m3 stops

18:00 - 22:10ORD-TSV

36h 10m3 stops

$2,229Virgin Australia

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Mon, 27 Oct - Mon, 3 Nov

06:10 - 15:40ADL-ORD

26h 00m2 stops

21:21 - 08:30ORD-ADL

43h 39m1 stop

$2,960Virgin Australia

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Sun, 8 Mar - Wed, 11 Mar

Fly from

Route

Depart

Return

Price

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Mon 6/10

10:00-15:00

1 stop20h 00m

Chicago O'Hare Intl

Tue 21/10

09:55-07:05

2 stops30h 10m

$1,159

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 7/10

10:20-15:00

1 stop19h 40m

Chicago O'Hare Intl

Tue 28/10

11:15-07:45

2 stops29h 30m

$1,164

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 30/9

09:10-15:51

1 stop21h 41m

Chicago O'Hare Intl

Wed 12/11

18:03-09:00

1 stop21h 57m

$1,416

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Mon 27/10

19:40-16:03

1 stop35h 23m

Chicago O'Hare Intl

Mon 3/11

15:00-05:00

1 stop22h 00m

$1,467

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Thu 16/10

11:55-23:12

1 stop27h 17m

Chicago O'Hare Intl

Sun 2/11

18:25-10:00

1 stop22h 35m

$1,562

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Mon 27/10

12:00-19:30

2 stops23h 30m

Chicago O'Hare Intl

Mon 3/11

14:35-09:30

2 stops25h 55m

$1,568

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Wed 12/11

00:10-13:00

1 stop28h 50m

Chicago O'Hare Intl

Sat 29/11

14:40-10:30

1 stop27h 50m

$1,655

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Wed 12/11

00:10-13:00

1 stop28h 50m

Chicago O'Hare Intl

Sat 29/11

14:40-22:40

1 stop40h 00m

$1,658

TownsvilleChicago

TSV - ORD

TSVORD

Townsville

Mon 27/10

14:15-14:25

3 stops39h 10m

Chicago O'Hare Intl

Mon 3/11

18:00-22:10

3 stops36h 10m

$2,229

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Sun 8/3

06:10-15:40

2 stops26h 00m

Chicago O'Hare Intl

Wed 11/3

21:21-08:30

1 stop43h 39m

$2,960

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 February, then you should wait until March to fly from Australia, when ticket prices are also cheap, with an average price of $1,120.

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 $1,688. Flights from Australia to Chicago on a Saturday will generally be more expensive and average around $1,987. 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 $1,685. Flights in the morning are often more expensive, with an average ticket price of $1,864.

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 $1,534 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 $1,167 on momondo.

Cheapest flights to Chicago

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

Find flights from Sydney to Milwaukee

CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEY	February	29% cheaper	Flying from Sydney to Chicago costs on average just $1,114 in February
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEY	December	51% more expensive	It costs about $2,369 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEY	July	245% 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	$764
Best Round-Trip Price	$1,159
Fastest flight time	20h 00m
Popular in	December

The best one-way flight price to Chicago from Australia in the last 72 hours is $764 (Brisbane 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 $1,159 (Brisbane to Chicago O'Hare Intl).

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The fastest flight to Chicago from Australia takes 20h 00m (Brisbane to Chicago O'Hare Intl).

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December has the highest demand for flights to Chicago, with a 18% 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 $1,559.

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 $143 on average, but that price can change based on your departure airport. To save money, try momondo’s Airport-to-Airport Pricing Tool.

What is the absolute cheapest flight to Chicago?

The best price found on momondo to Chicago was $63/pp from New York, which is 69% cheaper than the average flight price to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

Are there flights to West Town?

Yes. To go to West Town, book a flight to Chicago O'Hare Intl which is in Chicago and is about 21.4 km away from West Town.

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 10 operators available for flights to Chicago as of September 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.