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Cheap flights from Sydney to Chicago from $675

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 10/2. 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 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 return train or bus tickets from Sydney to Chicago.

All return flight deals from Sydney to Chicago

The cheapest plane tickets from Sydney to Chicago found on KAYAK recently.
11:15 - 15:55SYD-ORD
20h 40m1 stop
19:13 - 08:05ORD-SYD
20h 52m1 stop
$1,125Qantas Airways
Find Deal
Mon, 24 Mar - Mon, 31 Mar
18:35 - 23:59SYD-ORD
21h 24m1 stop
16:50 - 07:05ORD-SYD
23h 15m1 stop
$1,126Qantas Airways
Find Deal
Tue, 1 Apr - Thu, 8 May
16:55 - 15:55SYD-ORD
39h 00m2 stops
09:45 - 08:05ORD-SYD
30h 20m1 stop
$1,285
Find Deal
Mon, 24 Mar - Mon, 31 Mar
14:00 - 04:45SYD-ORD
31h 45m2 stops
13:30 - 12:30ORD-SYD
31h 00m2 stops
$1,550
Find Deal
Tue, 4 Mar - Wed, 19 Mar
11:20 - 14:39SYD-ORD
20h 19m1 stop
07:20 - 08:35ORD-SYD
33h 15m2 stops
$1,673Air Canada
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Thu, 6 Mar - Thu, 13 Mar
10:20 - 07:57SYD-ORD
37h 37m2 stops
07:20 - 08:20ORD-SYD
33h 00m3 stops
$1,747Air Canada
Find Deal
Mon, 24 Mar - Mon, 31 Mar
14:05 - 14:25SYD-ORD
39h 20m1 stop
16:05 - 10:50ORD-SYD
27h 45m1 stop
$4,305Cathay Pacific
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Wed, 23 Apr - Wed, 30 Apr
12:25 - 05:11SYD-ORD
32h 46m2 stops
17:45 - 20:15ORD-SYD
34h 30m1 stop
$7,296ANA
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Wed, 26 Mar - Mon, 31 Mar
12:25 - 13:50SYD-ORD
42h 25m1 stop
10:30 - 20:15ORD-SYD
40h 45m1 stop
$7,305ANA
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Thu, 20 Feb - Mon, 3 Mar
14:05 - 14:25SYD-ORD
39h 20m1 stop
16:05 - 10:50ORD-SYD
27h 45m1 stop
$7,342Cathay Pacific
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Wed, 25 Jun - Sun, 6 Jul
17:25 - 17:59SYD-ORD
41h 34m2 stops
Mon, 10 Feb
17:35 - 23:28SYD-ORD
20h 53m1 stop
$720Qantas Airways
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Mon, 2 Jun
14:15 - 05:46SYD-ORD
31h 31m2 stops
Wed, 2 Apr
13:45 - 21:16SYD-ORD
22h 31m2 stops
$1,150Fiji Airways
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Sat, 26 Apr
10:20 - 06:08SYD-ORD
34h 48m2 stops
$1,319United Airlines
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Mon, 14 Jul
09:30 - 08:04SYD-ORD
37h 34m2 stops
$1,328United Airlines
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Wed, 25 Jun
08:35 - 14:25SYD-ORD
45h 50m1 stop
$1,407Cathay Pacific
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Sat, 5 Apr
07:35 - 14:25SYD-ORD
45h 50m1 stop
$1,408Cathay Pacific
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Sun, 13 Jul
09:20 - 08:05SYD-ORD
37h 45m3 stops
$1,853Air Canada
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Fri, 30 May
09:20 - 08:05SYD-ORD
37h 45m3 stops
$1,935Air Canada
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Mon, 2 Jun
11:15 - 15:59SYD-ORD
21h 44m1 stop
14:14 - 09:00ORD-SYD
25h 46m1 stop
$1,222Qantas Airways
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Thu, 23 Jan - Fri, 31 Jan
11:15 - 15:59SYD-ORD
21h 44m1 stop
08:40 - 09:50ORD-SYD
32h 10m2 stops
$1,383Qantas Airways
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Thu, 23 Jan - Fri, 31 Jan
12:10 - 18:55SYD-ORD
23h 45m2 stops
12:55 - 06:20ORD-SYD
24h 25m2 stops
$1,919United Airlines
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Thu, 23 Jan - Fri, 31 Jan
11:05 - 17:47SYD-MDW
23h 42m2 stops
06:00 - 08:35MDW-SYD
33h 35m2 stops
$2,137Delta
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Thu, 23 Jan - Fri, 31 Jan
11:20 - 08:05SYD-ORD
37h 45m3 stops
14:05 - 09:35ORD-SYD
26h 30m2 stops
$2,180Air Canada
Find Deal
Thu, 23 Jan - Fri, 31 Jan
07:05 - 19:31SYD-ORD
29h 26m3 stops
14:14 - 20:40ORD-SYD
37h 26m3 stops
$3,580Air Tahiti Nui
Find Deal
Thu, 23 Jan - Fri, 31 Jan

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets
Qantas Airways
24 Mar
SYD11:15Sydney Kingsford Smith
20h 40m
1 stop
ORD15:55Chicago O'Hare Intl
31 Mar
ORD19:13Chicago O'Hare Intl
20h 52m
1 stop
SYD08:05Sydney Kingsford Smith
Qantas Airways
1 Apr
SYD18:35Sydney Kingsford Smith
21h 24m
1 stop
ORD23:59Chicago O'Hare Intl
8 May
ORD16:50Chicago O'Hare Intl
23h 15m
1 stop
SYD07:05Sydney Kingsford Smith
Qantas Airways
24 Mar
SYD11:15Sydney Kingsford Smith
20h 40m
1 stop
ORD15:55Chicago O'Hare Intl
31 Mar
ORD20:20Chicago O'Hare Intl
43h 45m
1 stop
SYD08:05Sydney Kingsford Smith

Air Canada flights from Sydney to Chicago

Our best Air Canada deals on Sydney to Chicago flight tickets
Air Canada
6 Mar
SYD11:20Sydney Kingsford Smith
20h 19m
1 stop
ORD14:39Chicago O'Hare Intl
13 Mar
ORD07:20Chicago O'Hare Intl
33h 15m
2 stops
SYD08:35Sydney Kingsford Smith
Air Canada
24 Mar
SYD10:20Sydney Kingsford Smith
37h 37m
2 stops
ORD07:57Chicago O'Hare Intl
31 Mar
ORD07:20Chicago O'Hare Intl
33h 00m
3 stops
SYD08:20Sydney Kingsford Smith
Air Canada
13 Feb
SYD11:20Sydney Kingsford Smith
37h 37m
3 stops
ORD07:57Chicago O'Hare Intl
6 Mar
ORD15:40Chicago O'Hare Intl
24h 55m
1 stop
SYD09:35Sydney 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 typical price of a round-trip flight between Sydney and Chicago?

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 $1,615.

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 $1,801. Flights from Sydney to Chicago on a Saturday will generally be more expensive and average around $2,121. 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 $1,798. Flights in the morning are often more expensive, with an average ticket price of $1,989.

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

You are more likely to see cheaper flights to Chicago from Sydney when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,891 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sydney for as low as $1,641 on momondo.

How have Sydney to Chicago flight prices changed over time?

As of January 2025, prices for Sydney to Chicago flights are approximately 56% cheaper 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

$675

Fastest flight time

20h 19m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Sydney in the past 72 hours is $675. The best return flight deal from Sydney to Chicago found on momondo in the last 72 hours is $1,124.
The fastest flight from Sydney to Chicago takes 20h 19m
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. 20h 19m 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
Qantas AirwaysPriceFrom $1,122Free cancellationRating
7.5
824 reviews
Search Qantas Airways flights
Air New ZealandPriceFrom $1,441Free cancellationRating
7.9
485 reviews
Search Air New Zealand flights
American AirlinesPriceFrom $1,541Free cancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,545Free cancellationRating
7.0
8,627 reviews
Search Air Canada flights
United AirlinesPriceFrom $1,567Free cancellationRating
7.4
8,982 reviews
Search United Airlines flights
ANAPriceFrom $1,572Free cancellationRating
8.4
852 reviews
Search ANA flights
Virgin AustraliaPriceFrom $1,780Free cancellationRating
7.5
435 reviews
Search Virgin Australia flights
DeltaPriceFrom $1,875Free cancellationRating
8.0
8,521 reviews
Search Delta flights
Cathay PacificPriceFrom $1,924Free cancellationRating
7.5
830 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