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$979 Cheap flights to Chicago

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 14/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Australia to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
American Airlines Logo
08:40 - 07:15
BNE
-
ORD
37h 35m2 stops
American Airlines Logo
13:15 - 05:00
ORD
-
BNE
24h 45m2 stops
$1,284American Airlines
Fri, 13 Mar - Tue, 17 Mar
American Airlines Logo
08:40 - 07:15
BNE
-
ORD
37h 35m2 stops
American Airlines Logo
19:59 - 05:00
ORD
-
BNE
42h 01m1 stop
$1,360American Airlines
Tue, 17 Mar - Wed, 1 Apr
Air Canada Logo
10:45 - 20:10
BNE
-
ORD
25h 25m2 stops
Air Canada Logo
07:15 - 08:45
ORD
-
BNE
33h 30m2 stops
$1,372Air Canada
Tue, 27 Jan - Tue, 3 Feb
Air Canada Logo
10:45 - 11:06
BNE
-
ORD
40h 21m2 stops
Air Canada Logo
15:35 - 08:45
ORD
-
BNE
25h 10m1 stop
$1,373Air Canada
Tue, 27 Jan - Tue, 3 Feb
Air Canada Logo
10:45 - 16:42
BNE
-
ORD
21h 57m1 stop
Air Canada Logo
15:35 - 08:45
ORD
-
BNE
25h 10m1 stop
$1,421Air Canada
Tue, 27 Jan - Tue, 3 Feb
United Airlines Logo
13:00 - 18:48
MEL
-
ORD
22h 48m1 stop
United Airlines Logo
16:10 - 10:00
ORD
-
MEL
24h 50m2 stops
$1,519United Airlines
Mon, 26 Jan - Mon, 2 Feb
United Airlines Logo
10:40 - 17:00
BNE
-
ORD
21h 20m2 stops
United Airlines Logo
16:00 - 06:30
ORD
-
BNE
23h 30m2 stops
$1,523United Airlines
Tue, 17 Mar - Wed, 1 Apr
Air New Zealand Logo
09:55 - 18:52
SYD
-
ORD
25h 57m2 stops
Air New Zealand Logo
15:53 - 08:45
ORD
-
SYD
23h 52m2 stops
$1,573Air New Zealand
Mon, 26 Jan - Mon, 2 Feb
Air New Zealand Logo
11:55 - 21:31
SYD
-
ORD
24h 36m2 stops
Air New Zealand Logo
16:00 - 08:45
ORD
-
SYD
25h 45m2 stops
$1,601Air New Zealand
Wed, 6 May - Wed, 13 May
Cathay Pacific Logo
12:00 - 12:55
ADL
-
ORD
41h 25m1 stop
Cathay Pacific Logo
14:35 - 15:45
ORD
-
ADL
32h 40m2 stops
$2,231Cathay Pacific
Sun, 25 Jan - Sun, 1 Feb

momondo Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 78,305 searches and data was last updated on 13 December 2025.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 13/3

08:40-07:15

2 stops37h 35m

Chicago O'Hare Intl

Tue 17/3

13:15-05:00

2 stops24h 45m

$1,284

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 17/3

08:40-07:15

2 stops37h 35m

Chicago O'Hare Intl

Wed 1/4

19:59-05:00

1 stop42h 01m

$1,360

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 27/1

10:45-20:10

2 stops25h 25m

Chicago O'Hare Intl

Tue 3/2

07:15-08:45

2 stops33h 30m

$1,372

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 27/1

10:45-11:06

2 stops40h 21m

Chicago O'Hare Intl

Tue 3/2

15:35-08:45

1 stop25h 10m

$1,373

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 27/1

10:45-16:42

1 stop21h 57m

Chicago O'Hare Intl

Tue 3/2

15:35-08:45

1 stop25h 10m

$1,421

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Mon 26/1

13:00-18:48

1 stop22h 48m

Chicago O'Hare Intl

Mon 2/2

16:10-10:00

2 stops24h 50m

$1,519

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 17/3

10:40-17:00

2 stops21h 20m

Chicago O'Hare Intl

Wed 1/4

16:00-06:30

2 stops23h 30m

$1,523

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 26/1

09:55-18:52

2 stops25h 57m

Chicago O'Hare Intl

Mon 2/2

15:53-08:45

2 stops23h 52m

$1,573

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 6/5

11:55-21:31

2 stops24h 36m

Chicago O'Hare Intl

Wed 13/5

16:00-08:45

2 stops25h 45m

$1,601

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Sun 25/1

12:00-12:55

1 stop41h 25m

Chicago O'Hare Intl

Sun 1/2

14:35-15:45

2 stops32h 40m

$2,231

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

Chicago flights insights and trends

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

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in March, then you should wait until February to fly from Australia, when ticket prices are also cheap, with an average price of $1,107.

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 $1,687. Flights from Australia to Chicago on a Saturday will generally be more expensive and average around $1,986. 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 $1,684. Flights in the morning are often more expensive, with an average ticket price of $1,863.

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 $1,444 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 $1,160 on momondo.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
Find flights from Sydney to Chicago O'Hare Intl Airport
CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEYMarch26% cheaperFlying from Sydney to Chicago costs on average just $1,100 in March
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEYDecember49% more expensiveIt costs about $2,198 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEYJuly363% more users visitedMore 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

$979

Best Round-Trip Price

$1,284

Fastest flight time

22h 48m

Popular in

December
The best one-way flight price to Chicago from Australia in the last 72 hours is $979 (Melbourne to Chicago O'Hare Intl).
Search Deals
The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,284 (Brisbane to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from Australia takes 22h 48m (Sydney Kingsford Smith to Chicago O'Hare Intl).
Search Deals
December has the highest demand for flights to Chicago, with a 8% price increase on average.
Search Deals

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 52 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 $1,468.

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.

Are there flights to Near North Side?

Yes. To go to Near North Side, book a flight to Chicago Midway which is in Chicago and is about 15.5 km away from Near North Side.

What’s the closest airport to River North?

The closest airport to River North is 15.1 km away - Chicago’s Chicago Midway 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 11 operators available for flights to Chicago as of December 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.

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Find better results for your trip to Chicago

Popular Flights to Chicago

Popular routes according to searches in the past day on momondo
Melbourne to Chicago Flightsfrom $1,005
Sydney Kingsford Smith to Chicago Flightsfrom $1,063
Brisbane to Chicago Flightsfrom $1,005
Adelaide to Chicago Flightsfrom $1,020
Coolangatta Gold Coast to Chicago Flightsfrom $1,173
Perth to Chicago Flightsfrom $1,176
Townsville to Chicago Flightsfrom $1,243
Cairns to Chicago Flightsfrom $1,335