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Cheap flights from Sydney to Chicago from $662

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney to Chicago departing on 10/3. 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 Sydney to Chicago

Cheap return flights

These are some of the best return flight deals from Sydney 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 Sydney to Chicago.

Cheap last-minute flights

Planning a quick getaway from Sydney 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 from Sydney to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
11:15 - 15:59SYD-ORD
21h 44m1 stop
17:40 - 09:00ORD-SYD
22h 20m1 stop
$1,107Qantas Airways
Find Deal
Tue, 4 Feb - Tue, 11 Feb
11:15 - 15:59SYD-ORD
21h 44m1 stop
09:45 - 07:25ORD-SYD
28h 40m1 stop
$1,131Qantas Airways
Find Deal
Thu, 23 Jan - Wed, 5 Feb
11:20 - 19:55SYD-ORD
25h 35m2 stops
07:20 - 09:35ORD-SYD
33h 15m2 stops
$1,599Air Canada
Find Deal
Thu, 23 Jan - Wed, 5 Feb
09:20 - 05:25SYD-ORD
35h 05m1 stop
10:40 - 07:20ORD-SYD
29h 40m2 stops
$1,667Air Canada
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Thu, 29 May - Tue, 3 Jun
20:55 - 08:40SYD-ORD
26h 45m1 stop
07:15 - 09:25ORD-SYD
59h 10m2 stops
$1,975ANA
Find Deal
Fri, 16 May - Fri, 23 May
10:20 - 18:54SYD-ORD
23h 34m2 stops
12:45 - 07:00ORD-SYD
27h 15m2 stops
$2,207United Airlines
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Fri, 16 May - Fri, 23 May
11:50 - 05:03SYD-ORD
32h 13m2 stops
17:45 - 19:15ORD-SYD
34h 30m1 stop
$2,268ANA
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Fri, 23 May - Fri, 6 Jun
12:10 - 18:55SYD-ORD
23h 45m2 stops
14:35 - 09:05ORD-SYD
25h 30m2 stops
$2,358United Airlines
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Tue, 14 Jan - Tue, 25 Feb
11:15 - 13:58SYD-ORD
19h 43m1 stop
15:22 - 09:00ORD-SYD
24h 38m2 stops
$3,853American Airlines
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Wed, 1 Jan - Wed, 29 Jan
11:15 - 13:58SYD-ORD
19h 43m1 stop
14:14 - 09:00ORD-SYD
25h 46m1 stop
$3,933American Airlines
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Wed, 1 Jan - Thu, 23 Jan
17:25 - 05:53SYD-ORD
28h 28m2 stops
Mon, 10 Mar
14:00 - 22:09SYD-MDW
25h 09m2 stops
Tue, 18 Feb
14:00 - 09:51SYD-ORD
36h 51m2 stops
Tue, 18 Feb
11:15 - 17:10SYD-ORD
22h 55m1 stop
$704Qantas Airways
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Tue, 18 Feb
17:25 - 23:57SYD-ORD
23h 32m1 stop
$707Qantas Airways
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Sun, 16 Feb
10:30 - 23:41SYD-ORD
29h 11m1 stop
$1,304United Airlines
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Thu, 3 Apr
10:30 - 19:15SYD-ORD
24h 45m2 stops
$1,309United Airlines
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Wed, 2 Apr
09:20 - 08:02SYD-ORD
37h 42m3 stops
$2,196Air Canada
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Sun, 6 Apr
09:20 - 14:50SYD-ORD
44h 30m3 stops
$2,287Air Canada
Find Deal
Mon, 7 Apr
13:55 - 21:14SYD-ORD
24h 19m2 stops
$4,149Air New Zealand
Find Deal
Sat, 4 Jan

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets
Qantas Airways
4 Feb
SYD11:15Sydney Kingsford Smith
21h 44m
1 stop
ORD15:59Chicago O'Hare Intl
11 Feb
ORD17:40Chicago O'Hare Intl
22h 20m
1 stop
SYD09:00Sydney Kingsford Smith
Qantas Airways
23 Jan
SYD11:15Sydney Kingsford Smith
21h 44m
1 stop
ORD15:59Chicago O'Hare Intl
5 Feb
ORD09:45Chicago O'Hare Intl
28h 40m
1 stop
SYD07:25Sydney Kingsford Smith
Qantas Airways
24 May
SYD17:35Sydney Kingsford Smith
37h 10m
1 stop
ORD15:45Chicago O'Hare Intl
6 June
ORD18:25Chicago O'Hare Intl
21h 10m
1 stop
SYD06:35Sydney Kingsford Smith

ANA flights from Sydney to Chicago

Our best ANA deals on Sydney to Chicago flight tickets
ANA
16 May
SYD20:55Sydney Kingsford Smith
26h 45m
1 stop
ORD08:40Chicago O'Hare Intl
23 May
ORD07:15Chicago O'Hare Intl
59h 10m
2 stops
SYD09:25Sydney Kingsford Smith
ANA
23 May
SYD11:50Sydney Kingsford Smith
32h 13m
2 stops
ORD05:03Chicago O'Hare Intl
6 June
ORD17:45Chicago O'Hare Intl
34h 30m
1 stop
SYD19:15Sydney Kingsford Smith

See travel insights to Chicago from

How to get the cheapest flight ticket from Sydney to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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 Sydney, when ticket prices are also cheap, with an average price of $1,708.

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 $1,768. Flights from Sydney to Chicago on a Saturday will generally be more expensive and average around $2,082. 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 Sydney 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 $1,765. Flights in the morning are often more expensive, with an average ticket price of $1,953.

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

We recommend purchasing flights from Sydney to Chicago 55 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 $1,961. In the past 72 hours, momondo users found flights from Sydney to Chicago for as low as $1,767.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 6% on your flight if you consider stops on a Sydney to Chicago flight.

How have Sydney to Chicago flight prices changed over time?

As of December 2024, prices for Sydney to Chicago flights are approximately 1% more expensive when compared to flights at the same time last year.

When to book flights from Sydney to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Sydney to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Sydney to Chicago (SYD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sydney to Chicago

Best price found

$662

Fastest flight time

19h 43m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Sydney in the past 72 hours is $662. The best return flight deal from Sydney to Chicago found on momondo in the last 72 hours is $1,107.
The fastest flight from Sydney to Chicago takes 19h 43m
There are no direct flights from Sydney to Chicago. Popular non-direct routes for this connection are Sydney Kingsford Smith Airport - Chicago Midway Airport and Sydney Kingsford Smith Airport - Chicago O'Hare Intl Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Sydney Kingsford Smith to Chicago by plane?

    There are 14866.2 km between Sydney Kingsford Smith and Chicago. 19h 43m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago?

    Prices for flights from Sydney Kingsford Smith Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Sydney Kingsford Smith Airport to Chicago?

  • How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sydney Kingsford Smith Airport to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Sydney to Chicago?


Best airlines flying from Sydney to Chicago

Compare and see reviews for airlines that fly from Sydney to Chicago with momondo
Airline
Rating
Free cancellation
Price
Air New ZealandPriceFrom $1,415Free cancellationRating
7.9
497 reviews
Search Air New Zealand flights
American AirlinesPriceFrom $1,514Free cancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,517Free cancellationRating
7.0
8,382 reviews
Search Air Canada flights
United AirlinesPriceFrom $1,534Free cancellationRating
7.4
9,059 reviews
Search United Airlines flights
ANAPriceFrom $1,543Free cancellationRating
8.4
839 reviews
Search ANA flights
Qantas AirwaysPriceFrom $1,582Free cancellationRating
7.5
808 reviews
Search Qantas Airways flights
Virgin AustraliaPriceFrom $1,748Free cancellationRating
7.5
459 reviews
Search Virgin Australia flights
DeltaPriceFrom $1,842Free cancellationRating
8.0
8,604 reviews
Search Delta flights
Cathay PacificPriceFrom $1,890Free cancellationRating
7.6
841 reviews
Search Cathay Pacific flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Sydney to Chicago . Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Sydney to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Sydney 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 from Sydney to Chicago.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Sydney and alert you when they change.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago