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Cheap flights from Sydney to Chicago from $694

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 15/3. 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.
10:10 - 19:43SYD-ORD
25h 33m1 stop
08:25 - 06:35ORD-SYD
31h 10m1 stop
$1,136Qantas Airways
Find Deal
Thu, 3 Apr - Sun, 20 Apr
10:10 - 15:56SYD-ORD
21h 46m1 stop
17:30 - 07:05ORD-SYD
22h 35m1 stop
$1,138Qantas Airways
Find Deal
Fri, 4 Apr - Sat, 26 Apr
09:20 - 14:43SYD-ORD
20h 23m1 stop
08:52 - 07:20ORD-SYD
31h 28m1 stop
$1,658Air Canada
Find Deal
Thu, 17 Apr - Wed, 30 Apr
09:20 - 14:43SYD-ORD
20h 23m1 stop
14:05 - 07:20ORD-SYD
26h 15m2 stops
$1,667Air Canada
Find Deal
Thu, 17 Apr - Wed, 30 Apr
09:30 - 14:37SYD-ORD
20h 07m1 stop
11:05 - 06:55ORD-SYD
28h 50m2 stops
$1,719United Airlines
Find Deal
Wed, 30 Apr - Sun, 4 May
11:20 - 06:08SYD-ORD
34h 48m1 stop
07:00 - 07:00ORD-SYD
33h 00m1 stop
$1,764United Airlines
Find Deal
Mon, 31 Mar - Mon, 21 Apr
22:20 - 14:25SYD-ORD
32h 05m1 stop
16:00 - 10:50ORD-SYD
27h 50m1 stop
$2,383Cathay Pacific
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Sat, 29 Mar - Mon, 21 Apr
22:20 - 14:25SYD-ORD
32h 05m1 stop
16:00 - 20:10ORD-SYD
37h 10m1 stop
$2,443Cathay Pacific
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Tue, 1 Apr - Tue, 15 Apr
21:45 - 16:06SYD-ORD
34h 21m2 stops
17:45 - 09:25ORD-SYD
24h 40m1 stop
$2,903ANA
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Wed, 2 Apr - Thu, 17 Apr
21:45 - 14:13SYD-ORD
32h 28m2 stops
07:10 - 20:15ORD-SYD
45h 05m2 stops
$7,866ANA
Find Deal
Thu, 20 Mar - Mon, 31 Mar

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets
Qantas Airways
3 Apr
SYD10:10Sydney Kingsford Smith
25h 33m
1 stop
ORD19:43Chicago O'Hare Intl
20 Apr
ORD08:25Chicago O'Hare Intl
31h 10m
1 stop
SYD06:35Sydney Kingsford Smith
Qantas Airways
4 Apr
SYD10:10Sydney Kingsford Smith
21h 46m
1 stop
ORD15:56Chicago O'Hare Intl
26 Apr
ORD17:30Chicago O'Hare Intl
22h 35m
1 stop
SYD07:05Sydney Kingsford Smith
Qantas Airways
7 Apr
SYD09:10Sydney Kingsford Smith
21h 46m
1 stop
ORD15:56Chicago O'Hare Intl
14 Apr
ORD19:20Chicago O'Hare Intl
20h 45m
1 stop
SYD07:05Sydney Kingsford Smith

Air Canada flights from Sydney to Chicago

Our best Air Canada deals on Sydney to Chicago flight tickets
Air Canada
3 Mar
SYD11:20Sydney Kingsford Smith
37h 41m
2 stops
ORD08:01Chicago O'Hare Intl
16 Aug
ORD10:40Chicago O'Hare Intl
29h 40m
3 stops
SYD07:20Sydney Kingsford Smith
Air Canada
17 Apr
SYD09:20Sydney Kingsford Smith
20h 23m
1 stop
ORD14:43Chicago O'Hare Intl
30 Apr
ORD08:52Chicago O'Hare Intl
31h 28m
1 stop
SYD07:20Sydney Kingsford Smith
Air Canada
17 Apr
SYD09:20Sydney Kingsford Smith
20h 23m
1 stop
ORD14:43Chicago O'Hare Intl
30 Apr
ORD14:05Chicago O'Hare Intl
26h 15m
2 stops
SYD07:20Sydney 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 March to fly from Sydney, when ticket prices are also cheap, with an average price of $1,479.

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 $1,759. Flights from Sydney to Chicago on a Saturday will generally be more expensive and average around $2,071. 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 $1,756. Flights in the morning are often more expensive, with an average ticket price of $1,943.

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 $1,777 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 $1,343 on momondo.

How have Sydney to Chicago flight prices changed over time?

As of February 2025, prices for Sydney to Chicago flights are approximately 52% 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

$694

Fastest flight time

20h 07m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Sydney in the past 72 hours is $694. The best return flight deal from Sydney to Chicago found on momondo in the last 72 hours is $1,136.
The fastest flight from Sydney to Chicago takes 20h 07m
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 07m 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 $1,064Free cancellationRating
7.4
813 reviews
Search Qantas Airways flights
ANAPriceFrom $1,535Free cancellationRating
8.4
836 reviews
Search ANA flights
American AirlinesPriceFrom $1,545Free cancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,550Free cancellationRating
7.0
8,756 reviews
Search Air Canada flights
United AirlinesPriceFrom $1,590Free cancellationRating
7.4
8,759 reviews
Search United Airlines flights
Air New ZealandPriceFrom $1,607Free cancellationRating
7.9
460 reviews
Search Air New Zealand flights
Virgin AustraliaPriceFrom $1,739Free cancellationRating
7.5
415 reviews
Search Virgin Australia flights
DeltaPriceFrom $1,832Free cancellationRating
8.0
8,212 reviews
Search Delta flights
Cathay PacificPriceFrom $1,880Free cancellationRating
7.5
821 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