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Look for other cheap flights to Chicago

$861 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 2/9. 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.
Qantas Airways Logo
09:45 - 17:47
MEL
-
ORD
23h 02m
1 stop
Qantas Airways Logo
17:15 - 06:45
ORD
-
MEL
22h 30m
1 stop
$1,311Qantas Airways
Tue, 11 Aug - Fri, 21 Aug
Qantas Airways Logo
13:35 - 19:28
MEL
-
ORD
20h 53m
1 stop
Qantas Airways Logo
14:59 - 05:00
ORD
-
MEL
23h 01m
1 stop
$1,322Qantas Airways
Sat, 6 Jun - Sat, 13 Jun
Qantas Airways Logo
09:45 - 21:59
MEL
-
ORD
27h 14m
1 stop
Qantas Airways Logo
12:04 - 06:45
ORD
-
MEL
27h 41m
1 stop
$1,347Qantas Airways
Sat, 6 Jun - Sat, 13 Jun
United Airlines Logo
09:30 - 20:16
MEL
-
ORD
25h 46m
2 stops
United Airlines Logo
16:45 - 08:15
ORD
-
MEL
24h 30m
2 stops
$1,348United Airlines
Fri, 5 Jun - Sun, 14 Jun
United Airlines Logo
10:55 - 20:11
MEL
-
ORD
24h 16m
2 stops
United Airlines Logo
15:47 - 08:15
ORD
-
MEL
25h 28m
2 stops
$1,350United Airlines
Fri, 5 Jun - Tue, 23 Jun
American Airlines Logo
09:10 - 19:52
SYD
-
ORD
25h 42m
2 stops
American Airlines Logo
19:01 - 07:05
ORD
-
SYD
21h 04m
1 stop
$1,427American Airlines
Tue, 8 Sep - Mon, 21 Sep
American Airlines Logo
11:15 - 06:01
SYD
-
ORD
34h 46m
1 stop
American Airlines Logo
08:35 - 06:10
ORD
-
SYD
28h 35m
1 stop
$1,482American Airlines
Sat, 31 Oct - Wed, 4 Nov
Qatar Airways Logo
15:25 - 14:30
OOL
-
ORD
39h 05m
2 stops
Qatar Airways Logo
18:50 - 07:40
ORD
-
OOL
44h 50m
2 stops
$2,687Qatar Airways
Fri, 6 Nov - Tue, 10 Nov
Air Canada Logo
18:55 - 05:40
ADL
-
ORD
49h 15m
2 stops
Air Canada Logo
15:40 - 13:55
ORD
-
ADL
31h 45m
2 stops
$2,785Air Canada
Mon, 8 Jun - Sun, 14 Jun
Air Canada Logo
06:00 - 14:41
OOL
-
ORD
24h 41m
2 stops
Air Canada Logo
15:40 - 12:40
ORD
-
OOL
29h 00m
2 stops
$2,786Air Canada
Fri, 6 Nov - Tue, 10 Nov

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 15 May 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Tue 11/8

09:45-17:47

1 stop23h 02m

Chicago O'Hare Intl

Fri 21/8

17:15-06:45

1 stop22h 30m

$1,311
Fastest return journey

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Sat 6/6

13:35-19:28

1 stop20h 53m

Chicago O'Hare Intl

Sat 13/6

14:59-05:00

1 stop23h 01m

$1,322

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Sat 6/6

09:45-21:59

1 stop27h 14m

Chicago O'Hare Intl

Sat 13/6

12:04-06:45

1 stop27h 41m

$1,347

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 5/6

09:30-20:16

2 stops25h 46m

Chicago O'Hare Intl

Sun 14/6

16:45-08:15

2 stops24h 30m

$1,348

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 5/6

10:55-20:11

2 stops24h 16m

Chicago O'Hare Intl

Tue 23/6

15:47-08:15

2 stops25h 28m

$1,350

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 8/9

09:10-19:52

2 stops25h 42m

Chicago O'Hare Intl

Mon 21/9

19:01-07:05

1 stop21h 04m

$1,427

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 31/10

11:15-06:01

1 stop34h 46m

Chicago O'Hare Intl

Wed 4/11

08:35-06:10

1 stop28h 35m

$1,482

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Fri 6/11

15:25-14:30

2 stops39h 05m

Chicago O'Hare Intl

Tue 10/11

18:50-07:40

2 stops44h 50m

$2,687

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Mon 8/6

18:55-05:40

2 stops49h 15m

Chicago O'Hare Intl

Sun 14/6

15:40-13:55

2 stops31h 45m

$2,785

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Fri 6/11

06:00-14:41

2 stops24h 41m

Chicago O'Hare Intl

Tue 10/11

15:40-12:40

2 stops29h 00m

$2,786

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 August, then you should wait until October to fly from Australia, when ticket prices are also cheap, with an average price of $1,514.

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 $1,825 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 $1,364 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 SYDNEYAugust11% cheaperFlying from Sydney to Chicago costs on average just $1,451 in August
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEYDecember12% more expensiveIt costs about $1,833 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEYJune753% more users visitedMore momondo users searched in flights to Chicago from Sydney in June than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$861

Best Round-Trip Price

$1,311

Fastest flight time

32h 04m

Popular in

December
The best one-way flight price to Chicago from Australia in the last 72 hours is $861 (Sydney Kingsford Smith to Chicago O'Hare Intl).
Search Deals
The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,311 (Melbourne to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from Australia takes 32h 04m (Sydney Kingsford Smith to Chicago O'Hare Intl).
Search Deals
December has the highest demand for flights to Chicago, with a 3% 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 Chicago Riverwalk, 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 72 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 $1,628. In the past 72 hours, momondo users found flights from Australia to Chicago for as low as $1,073.

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 $132 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 $70/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 Grand Boulevard?

Yes. To go to Grand Boulevard, book a flight to Chicago Midway which is in Chicago and is about 11.0 km away from Grand Boulevard.

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 10 operators available for flights to Chicago as of May 2026.

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
Sydney Kingsford Smith to Chicago Flightsfrom $1,052
Melbourne to Chicago Flightsfrom $949
Perth to Chicago Flightsfrom $1,525
Brisbane to Chicago Flightsfrom $1,181
Cairns to Chicago Flightsfrom $2,145
Adelaide to Chicago Flightsfrom $2,044
Coolangatta Gold Coast to Chicago Flightsfrom $1,587
Townsville to Chicago Flightsfrom $2,087