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Cheap flights from Sydney to Chicago from $540

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 1/26. 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 round-trip flights

These are some of the best round-trip 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 layovers.

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 am - 5:45 pmSYD-ORD
23h 30m1 stop
8:25 pm - 7:25 amORD-SYD
42h 00m1 stop
$809Qantas Airways
Find Deal
Mon, Feb 10 - Fri, Feb 28
5:25 pm - 11:34 pmSYD-ORD
23h 09m1 stop
11:50 am - 7:05 amORD-SYD
28h 15m1 stop
$810Qantas Airways
Find Deal
Sat, Mar 8 - Sat, Apr 5
11:15 am - 1:49 pmSYD-ORD
19h 34m1 stop
3:19 pm - 9:00 amORD-SYD
24h 41m2 stops
$857American Airlines
Find Deal
Tue, Jan 21 - Tue, Feb 25
11:15 am - 5:45 pmSYD-ORD
23h 30m1 stop
3:19 pm - 9:00 amORD-SYD
24h 41m2 stops
$862American Airlines
Find Deal
Thu, Jan 23 - Tue, Feb 25
9:20 am - 2:39 pmSYD-ORD
20h 19m1 stop
9:03 am - 7:20 amORD-SYD
31h 17m2 stops
$1,124Air Canada
Find Deal
Mon, Apr 14 - Wed, Apr 23
11:20 am - 8:05 amSYD-ORD
37h 45m2 stops
7:20 am - 9:35 amORD-SYD
33h 15m3 stops
$1,129Air Canada
Find Deal
Tue, Jan 21 - Tue, Feb 25
9:45 pm - 7:20 amSYD-ORD
26h 35m1 stop
7:15 am - 10:30 amORD-SYD
34h 15m2 stops
$1,185ANA
Find Deal
Wed, Dec 4 - Sun, Dec 8
9:30 am - 5:05 pmSYD-ORD
22h 35m1 stop
6:00 pm - 7:00 amORD-SYD
22h 00m1 stop
$1,327United Airlines
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Tue, Apr 15 - Tue, Apr 22
8:55 pm - 8:40 amSYD-ORD
26h 45m1 stop
9:05 pm - 7:15 pmORD-SYD
31h 10m2 stops
$1,390ANA
Find Deal
Mon, May 19 - Tue, Jun 3
10:20 am - 2:44 pmSYD-ORD
19h 24m1 stop
7:35 pm - 6:55 amORD-SYD
20h 20m1 stop
$1,424United Airlines
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Sat, Apr 19 - Sat, Apr 26
11:15 am - 3:59 pmSYD-ORD
21h 44m1 stop
$540Qantas Airways
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Sun, Jan 26
11:15 am - 4:35 pmSYD-ORD
22h 20m2 stops
$549American Airlines
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Sun, Jan 26
11:15 am - 3:59 pmSYD-ORD
21h 44m2 stops
$550American Airlines
Find Deal
Sun, Jan 26
11:20 am - 10:40 pmSYD-ORD
28h 20m2 stops
$844United Airlines
Find Deal
Thu, Feb 27
12:10 pm - 2:41 pmSYD-ORD
19h 31m1 stop
$1,032United Airlines
Find Deal
Thu, Nov 28
11:20 am - 6:19 pmSYD-ORD
23h 59m1 stop
$1,101Virgin Australia
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Mon, Dec 9
12:10 pm - 9:14 pmSYD-ORD
26h 04m1 stop
$1,302Virgin Australia
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Fri, Dec 20
11:20 am - 2:45 pmSYD-ORD
44h 25m3 stops
$1,572Air Canada
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Mon, Dec 2
11:20 am - 2:45 pmSYD-ORD
44h 25m3 stops
$1,574Air Canada
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Mon, Dec 2
8:55 pm - 5:03 amSYD-ORD
47h 08m2 stops
$1,601ANA
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Sun, May 18
9:45 pm - 5:01 amSYD-ORD
48h 16m2 stops
4:25 pm - 10:30 amORD-SYD
25h 05m1 stop
$1,167ANA
Find Deal
Thu, Nov 21 - Thu, Nov 28
12:25 pm - 5:01 amSYD-ORD
33h 36m2 stops
4:25 pm - 10:30 amORD-SYD
25h 05m1 stop
$1,174ANA
Find Deal
Mon, Nov 25 - Tue, Dec 10
12:25 pm - 5:01 amSYD-ORD
33h 36m2 stops
4:25 pm - 10:30 amORD-SYD
25h 05m1 stop
$1,288ANA
Find Deal
Sun, Nov 24 - Tue, Dec 10
11:15 am - 1:55 pmSYD-ORD
19h 40m1 stop
6:50 pm - 9:00 amORD-SYD
21h 10m1 stop
$1,402American Airlines
Find Deal
Mon, Nov 25 - Tue, Dec 10
11:15 am - 3:52 pmSYD-ORD
21h 37m1 stop
1:15 pm - 6:35 amORD-SYD
24h 20m1 stop
$1,410American Airlines
Find Deal
Mon, Nov 25 - Sun, Jan 5
11:15 am - 3:52 pmSYD-ORD
21h 37m1 stop
7:20 pm - 9:00 amORD-SYD
20h 40m1 stop
$1,500Qantas Airways
Find Deal
Sun, Nov 24 - Fri, Dec 13
11:20 am - 4:55 pmSYD-ORD
22h 35m2 stops
6:25 pm - 9:05 amORD-SYD
21h 40m1 stop
$1,667United Airlines
Find Deal
Mon, Nov 25 - Sat, Jan 4
11:15 am - 3:52 pmSYD-ORD
21h 37m1 stop
6:50 pm - 9:00 amORD-SYD
21h 10m1 stop
$1,675Qantas Airways
Find Deal
Mon, Nov 25 - Wed, Dec 11
11:20 am - 7:56 amSYD-ORD
37h 36m2 stops
7:20 am - 9:35 amORD-SYD
33h 15m3 stops
$1,723Air Canada
Find Deal
Thu, Nov 21 - Thu, Nov 28
11:20 am - 7:56 amSYD-ORD
37h 36m2 stops
3:40 pm - 9:35 amORD-SYD
24h 55m1 stop
$1,797Air Canada
Find Deal
Mon, Nov 25 - Wed, Dec 11

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets
Qantas Airways
Feb 10
SYD11:15 amSydney Kingsford Smith
23h 30m
1 stop
ORD5:45 pmChicago O'Hare Intl
Feb 28
ORD8:25 pmChicago O'Hare Intl
42h 00m
1 stop
SYD7:25 amSydney Kingsford Smith
Qantas Airways
Mar 8
SYD5:25 pmSydney Kingsford Smith
23h 09m
1 stop
ORD11:34 pmChicago O'Hare Intl
Apr 5
ORD11:50 amChicago O'Hare Intl
28h 15m
1 stop
SYD7:05 amSydney Kingsford Smith
Qantas Airways
May 18
SYD5:35 pmSydney Kingsford Smith
20h 53m
1 stop
ORD11:28 pmChicago O'Hare Intl
Jun 1
ORD6:50 pmChicago O'Hare Intl
21h 15m
1 stop
SYD7:05 amSydney Kingsford Smith

American Airlines flights from Sydney to Chicago

Our best American Airlines deals on Sydney to Chicago flight tickets
American Airlines
Jan 21
SYD11:15 amSydney Kingsford Smith
19h 34m
1 stop
ORD1:49 pmChicago O'Hare Intl
Feb 25
ORD3:19 pmChicago O'Hare Intl
24h 41m
2 stops
SYD9:00 amSydney Kingsford Smith
American Airlines
Jan 23
SYD11:15 amSydney Kingsford Smith
23h 30m
1 stop
ORD5:45 pmChicago O'Hare Intl
Feb 25
ORD3:19 pmChicago O'Hare Intl
24h 41m
2 stops
SYD9:00 amSydney Kingsford Smith
American Airlines
Jan 31
SYD11:15 amSydney Kingsford Smith
22h 53m
2 stops
ORD5:08 pmChicago O'Hare Intl
Feb 15
ORD3:17 pmChicago O'Hare Intl
24h 43m
1 stop
SYD9:00 amSydney 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 from Sydney to Chicago?

March. The cheapest time of year to fly to Chicago from Sydney is March. Most expensive is December

What is the cheapest day to depart Sydney for Chicago?

Thursday. The cheapest day of the week is typically Thursday. The most expensive is typically Monday

When is the cheapest time to fly from Sydney to Chicago?

At noon. Sydney to Chicago flights are approximately 14% more expensive in the evening than at noon

What is the cheapest Sydney to Chicago flight route?

Sydney Kingsford Smith - Chicago O'Hare Intl. Fly from Sydney Kingsford Smith to Chicago O'Hare Intl for the best Sydney - Chicago flight prices

How far in advance should you book Sydney to Chicago flights?

24 days before. The cheapest time to buy a flight from Sydney to Chicago is approximately 24 days to departure

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 1% 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 November 2024, prices for Sydney to Chicago flights are approximately 2% more expensive when compared to flights at the same time last year.

What is the typical price of a round-trip flight between Sydney and Chicago?


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 round-trip 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

$540

Fastest flight time

19h 24m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Sydney in the past 72 hours is $540. The best round-trip flight deal from Sydney to Chicago found on momondo in the last 72 hours is $809.
The fastest flight from Sydney to Chicago takes 19h 24m
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?

    A flight from Sydney Kingsford Smith to Chicago will travel around 9237.5 mi. In terms of flight time, this usually takes a little over 19h 24m.

  • 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 refresh daily.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 license 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
American AirlinesPriceFrom $892Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $964Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
Air CanadaPriceFrom $986Free CancellationRating
7.0
8,237 reviews
Search Air Canada flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sydney to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Sydney with this policy.

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

Once all potential Sydney to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are not ready to book a flight from Sydney to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know 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 78.5 mi from Chicago