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Cheap flights from Sydney to Chicago from $846

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 1/6. 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

KAYAK's recommended return flight deals from the most popular airlines that fly from Sydney to Chicago.
09:20 - 19:29SYD-ORD
25h 09m2 stops
10:40 - 07:20ORD-SYD
29h 40m2 stops
$1,323Air Canada
Find Deal
Tue, 5 Aug - Wed, 13 Aug
09:20 - 14:49SYD-ORD
20h 29m1 stop
15:35 - 07:20ORD-SYD
24h 45m1 stop
$1,363Air Canada
Find Deal
Tue, 5 Aug - Wed, 13 Aug
09:10 - 15:55SYD-ORD
21h 45m1 stop
19:13 - 07:05ORD-SYD
20h 52m1 stop
$1,624Qantas Airways
Find Deal
Wed, 21 May - Wed, 28 May
09:10 - 15:56SYD-ORD
21h 46m1 stop
19:13 - 07:05ORD-SYD
20h 52m1 stop
$1,627Qantas Airways
Find Deal
Wed, 30 Apr - Sun, 18 May
17:45 - 23:59SYD-ORD
21h 14m1 stop
15:00 - 07:05ORD-SYD
25h 05m2 stops
$1,715American Airlines
Find Deal
Mon, 28 Apr - Sun, 11 May
10:20 - 17:00SYD-ORD
21h 40m2 stops
16:40 - 07:00ORD-SYD
23h 20m1 stop
$1,726United Airlines
Find Deal
Tue, 20 May - Sun, 1 Jun
09:30 - 23:13SYD-ORD
28h 43m2 stops
15:35 - 06:55ORD-SYD
24h 20m1 stop
$1,728United Airlines
Find Deal
Tue, 22 Apr - Tue, 29 Apr
06:25 - 15:56SYD-ORD
24h 31m2 stops
15:00 - 07:05ORD-SYD
25h 05m2 stops
$1,735American Airlines
Find Deal
Mon, 28 Apr - Sun, 11 May
15:05 - 14:25SYD-ORD
39h 20m1 stop
16:00 - 06:10ORD-SYD
47h 10m1 stop
$2,489Cathay Pacific
Find Deal
Fri, 4 Apr - Sat, 26 Apr
21:50 - 14:25SYD-ORD
31h 35m1 stop
16:00 - 20:10ORD-SYD
37h 10m1 stop
$3,570Cathay Pacific
Find Deal
Wed, 23 Apr - Wed, 30 Apr

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets
Qantas Airways
21 May
SYD09:10Sydney Kingsford Smith
21h 45m
1 stop
ORD15:55Chicago O'Hare Intl
28 May
ORD19:13Chicago O'Hare Intl
20h 52m
1 stop
SYD07:05Sydney Kingsford Smith
Qantas Airways
30 Apr
SYD09:10Sydney Kingsford Smith
21h 46m
1 stop
ORD15:56Chicago O'Hare Intl
18 May
ORD19:13Chicago O'Hare Intl
20h 52m
1 stop
SYD07:05Sydney Kingsford Smith
Qantas Airways
1 May
SYD09:10Sydney Kingsford Smith
21h 46m
1 stop
ORD15:56Chicago O'Hare Intl
25 May
ORD19:13Chicago O'Hare Intl
20h 52m
1 stop
SYD07:05Sydney Kingsford Smith

American Airlines flights from Sydney to Chicago

Our best American Airlines deals on Sydney to Chicago flight tickets
American Airlines
28 Apr
SYD17:45Sydney Kingsford Smith
21h 14m
1 stop
ORD23:59Chicago O'Hare Intl
11 May
ORD15:00Chicago O'Hare Intl
25h 05m
2 stops
SYD07:05Sydney Kingsford Smith
American Airlines
28 Apr
SYD06:25Sydney Kingsford Smith
24h 31m
2 stops
ORD15:56Chicago O'Hare Intl
11 May
ORD15:00Chicago O'Hare Intl
25h 05m
2 stops
SYD07:05Sydney Kingsford Smith
American Airlines
9 May
SYD09:10Sydney Kingsford Smith
23h 02m
2 stops
ORD17:12Chicago O'Hare Intl
19 May
ORD15:00Chicago O'Hare Intl
25h 05m
2 stops
SYD07:05Sydney 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 February, then you should wait until April to fly from Sydney, when ticket prices are also cheap, with an average price of $1,378.

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 $1,786. Flights from Sydney to Chicago on a Saturday will generally be more expensive and average around $2,103. 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 $1,783. Flights in the morning are often more expensive, with an average ticket price of $1,972.

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 21 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,747 when searching 21 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 $1,351 on momondo.

How have Sydney to Chicago flight prices changed over time?

As of March 2025, prices for Sydney to Chicago flights are approximately 49% 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

$846

Fastest flight time

19h 46m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Sydney in the past 72 hours is $846. The best return flight deal from Sydney to Chicago found on momondo in the last 72 hours is $1,323.
The fastest flight from Sydney to Chicago takes 19h 46m
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 46m 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 $1,057Free cancellationRating
7.5
809 reviews
Search Qantas Airways flights
Air CanadaPriceFrom $1,414Free cancellationRating
7.0
8,957 reviews
Search Air Canada flights
ANAPriceFrom $1,555Free cancellationRating
8.3
826 reviews
Search ANA flights
American AirlinesPriceFrom $1,568Free cancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $1,615Free cancellationRating
7.4
8,605 reviews
Search United Airlines flights
Air New ZealandPriceFrom $1,631Free cancellationRating
7.9
455 reviews
Search Air New Zealand flights
Virgin AustraliaPriceFrom $1,765Free cancellationRating
7.5
395 reviews
Search Virgin Australia flights
DeltaPriceFrom $1,860Free cancellationRating
8.0
7,890 reviews
Search Delta flights
Cathay PacificPriceFrom $1,908Free cancellationRating
7.5
834 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