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Look for other cheap flights to Chicago

$777 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 22/1. 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

These are some of the best return flight deals from Australia to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Australia to Chicago.

Cheap last-minute flights

Planning a quick getaway from Australia to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals to Chicago

Find recent round-trip train or bus tickets from Australia to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
17:25 - 23:59SYD-ORD
22h 34m1 stop
15:00 - 07:05ORD-SYD
25h 05m1 stop
$1,231Qantas Airways
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Sat, 15 Mar - Sat, 12 Apr
17:25 - 15:59SYD-ORD
39h 34m1 stop
09:50 - 09:00ORD-SYD
30h 10m1 stop
$1,307Qantas Airways
Find Deal
Mon, 10 Feb - Mon, 24 Feb
11:20 - 22:13SYD-ORD
51h 53m2 stops
15:40 - 20:40ORD-SYD
36h 00m2 stops
$1,436Air Canada
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Thu, 23 Jan - Thu, 30 Jan
11:20 - 19:55SYD-ORD
25h 35m2 stops
15:35 - 09:35ORD-SYD
49h 00m2 stops
$1,451Air Canada
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Wed, 22 Jan - Tue, 28 Jan
11:20 - 14:35SYD-ORD
20h 15m1 stop
13:55 - 09:15ORD-SYD
26h 20m2 stops
$1,689United Airlines
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Mon, 20 Jan - Mon, 27 Jan
11:50 - 19:10SYD-ORD
24h 20m1 stop
21:05 - 07:00ORD-SYD
40h 55m1 stop
$1,707United Airlines
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Mon, 20 Jan - Sun, 26 Jan
21:55 - 05:54PER-ORD
45h 59m2 stops
16:25 - 20:30ORD-PER
38h 05m1 stop
$1,712ANA
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Mon, 20 Jan - Tue, 4 Feb
21:55 - 05:54PER-ORD
45h 59m2 stops
06:30 - 20:30ORD-PER
48h 00m2 stops
$2,208ANA
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Mon, 20 Jan - Tue, 4 Feb
21:40 - 19:59ADL-ORD
38h 49m2 stops
06:30 - 22:00ORD-ADL
47h 00m2 stops
$3,398Virgin Australia
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Thu, 9 Jan - Thu, 16 Jan
07:20 - 19:59OOL-ORD
28h 39m2 stops
14:35 - 14:20ORD-OOL
31h 45m2 stops
$3,657Virgin Australia
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Thu, 9 Jan - Thu, 16 Jan
06:00 - 17:59SYD-ORD
52h 59m3 stops
Wed, 22 Jan
06:00 - 17:59SYD-ORD
52h 59m3 stops
Sun, 26 Jan
11:15 - 19:31SYD-ORD
25h 16m1 stop
$920Qantas Airways
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Sun, 26 Jan
11:15 - 17:23SYD-ORD
22h 08m1 stop
$963Qantas Airways
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Thu, 20 Mar
10:20 - 11:36SYD-ORD
40h 16m1 stop
$1,302United Airlines
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Mon, 7 Apr
11:20 - 23:59SYD-ORD
29h 39m1 stop
$1,327Virgin Australia
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Wed, 22 Jan
11:50 - 12:16SYD-ORD
41h 26m1 stop
$1,498United Airlines
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Thu, 26 Dec
12:10 - 21:09SYD-ORD
25h 59m1 stop
$1,858Virgin Australia
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Sun, 1 Dec
09:20 - 08:02SYD-ORD
37h 42m3 stops
$2,280Air Canada
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Mon, 7 Apr
11:20 - 07:56SYD-ORD
37h 36m3 stops
$3,026Air Canada
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Thu, 12 Dec
11:15 - 15:52SYD-ORD
21h 37m1 stop
20:25 - 09:00ORD-SYD
43h 35m1 stop
$1,868Qantas Airways
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Thu, 28 Nov - Thu, 12 Dec
11:20 - 19:32SYD-ORD
49h 12m2 stops
15:40 - 08:40ORD-SYD
48h 00m2 stops
$2,007Air Canada
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Wed, 27 Nov - Wed, 11 Dec
11:20 - 08:05SYD-ORD
37h 45m2 stops
07:20 - 09:35ORD-SYD
33h 15m2 stops
$2,044Air Canada
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Fri, 29 Nov - Thu, 5 Dec
11:15 - 15:52SYD-ORD
21h 37m1 stop
14:24 - 10:20ORD-SYD
26h 56m2 stops
$2,094Qantas Airways
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Wed, 27 Nov - Wed, 11 Dec
11:15 - 13:55SYD-ORD
19h 40m1 stop
14:24 - 07:25ORD-SYD
24h 01m1 stop
$2,249American Airlines
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Fri, 29 Nov - Wed, 11 Dec
11:15 - 15:52SYD-ORD
21h 37m1 stop
17:10 - 09:00ORD-SYD
22h 50m2 stops
$2,298American Airlines
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Fri, 29 Nov - Thu, 5 Dec
11:30 - 09:36MEL-ORD
39h 06m2 stops
06:15 - 10:00ORD-MEL
34h 45m1 stop
$2,371United Airlines
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Wed, 27 Nov - Sun, 1 Dec
12:10 - 16:57SYD-ORD
45h 47m2 stops
20:10 - 07:00ORD-SYD
41h 50m1 stop
$2,421United Airlines
Find Deal
Thu, 28 Nov - Thu, 12 Dec
00:15 - 13:00PER-ORD
26h 45m1 stop
14:40 - 09:35ORD-PER
28h 55m1 stop
$5,960Cathay Pacific
Find Deal
Thu, 28 Nov - Sat, 11 Jan
00:15 - 13:00PER-ORD
26h 45m1 stop
14:40 - 22:45ORD-PER
42h 05m1 stop
$5,985Cathay Pacific
Find Deal
Thu, 28 Nov - Sun, 12 Jan

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 $1,701.

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 $1,724. Flights from Australia to Chicago on a Saturday will generally be more expensive and average around $2,054. 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 $1,723. Flights in the morning are often more expensive, with an average ticket price of $1,910.

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

We recommend purchasing flights from Australia to Chicago 24 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 $1,897.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
CHEAPEST MONTH TO FLY TO CHICAGO FROM SYDNEYMarch13% cheaperFlying from Sydney to Chicago costs on average just $1,661 in March
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM SYDNEYDecember27% more expensiveIt costs about $2,414 for flights to Chicago from Sydney in December
MOST POPULAR MONTH TO FLY TO CHICAGO FROM SYDNEYDecember273% more users visitedMore momondo users searched in flights to Chicago from Sydney in December than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

$777

Best Round-Trip Price

$1,231

Fastest flight time

20h 05m

Popular in

December
The best one-way flight price to Chicago from Australia in the last 72 hours is $777 (Sydney Kingsford Smith to Chicago O'Hare Intl).
The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,231 (Sydney Kingsford Smith to Chicago O'Hare Intl).
The fastest flight to Chicago from Australia takes 20h 05m (Melbourne to Chicago O'Hare Intl).
December has the highest demand for flights to Chicago, with a 21% price increase on average.

Frequently asked questions about flying to Chicago

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

Sights like Cloud Gate are most enjoyable in months with moderate weather conditions like May or June. Plan your flight to Chicago for those months.

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).

Is there a cheaper alternative to flying into Chicago?

You can find deals at Chicago Midway Airport for $308 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 $78/pp from Orlando, which is 75% 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 Lake View?

Yes. To go to Lake View, book a flight to Chicago O'Hare Intl which is in Chicago and is about 20.7 km away from Lake View.

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?

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

Cheapest flight routes to Chicago

These routes have the cheapest flights to Chicago found by momondo users in Australia
DepartingDestinationBest TimeBest Price
SydneyChicago20h 59m$1,231
BrisbaneChicago19h 16m$1,615
MelbourneChicago22h 45m$1,681
PerthChicago26h 23m$1,911
CairnsChicago24h 15m$2,863
CoolangattaChicago41h 26m$3,201
AdelaideChicago38h 49m$3,398
TownsvilleChicago33h 54m$6,060