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Cheap flights from Sydney to Chicago from $457

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 3/18. 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 from Sydney to Chicago

The cheapest plane tickets from Sydney to Chicago found on KAYAK recently.
11:15 am - 3:59 pmSYD-ORD
21h 44m1 stop
9:50 am - 9:00 amORD-SYD
30h 10m1 stop
$680Qantas Airways
Find Deal
mié., feb. 5 - mié., feb. 26
5:35 pm - 7:38 pmSYD-ORD
41h 03m1 stop
8:33 pm - 6:35 amORD-SYD
43h 02m1 stop
$712Qantas Airways
Find Deal
vie., may. 30 - jue., jun. 12
6:20 am - 2:25 pmSYD-ORD
25h 05m2 stops
8:25 pm - 9:00 amORD-SYD
43h 35m1 stop
mié., feb. 5 - mié., feb. 26
5:35 pm - 5:28 pmSYD-ORD
38h 53m1 stop
9:05 pm - 7:15 pmORD-SYD
31h 10m2 stops
lun., jun. 16 - lun., ago. 18
11:50 am - 10:56 pmSYD-ORD
26h 06m2 stops
4:20 pm - 8:45 amORD-SYD
25h 25m2 stops
$1,101Air New Zealand
Find Deal
jue., may. 15 - mar., may. 20
11:20 am - 8:05 amSYD-ORD
37h 45m3 stops
3:40 pm - 9:35 amORD-SYD
24h 55m1 stop
$1,110Air Canada
Find Deal
mié., feb. 5 - mié., feb. 26
6:20 pm - 10:59 pmSYD-ORD
43h 39m2 stops
3:51 pm - 8:45 amORD-SYD
25h 54m2 stops
$1,136Air New Zealand
Find Deal
lun., jun. 16 - lun., ago. 18
9:20 am - 2:55 pmSYD-ORD
44h 35m2 stops
9:00 am - 7:20 amORD-SYD
31h 20m2 stops
$1,163Air Canada
Find Deal
lun., jun. 16 - lun., ago. 18
9:30 am - 5:00 pmSYD-ORD
22h 30m2 stops
7:40 pm - 7:00 amORD-SYD
20h 20m1 stop
$1,395United Airlines
Find Deal
vie., may. 16 - vie., may. 23
10:20 am - 4:50 pmSYD-ORD
21h 30m1 stop
6:26 pm - 6:55 amORD-SYD
21h 29m1 stop
$7,063United Airlines
Find Deal
mar., jun. 3 - dom., jun. 15
11:15 am - 5:23 pmSYD-ORD
22h 08m1 stop
$457Qantas Airways
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mar., mar. 18
11:15 am - 3:55 pmSYD-ORD
20h 40m1 stop
$460Qantas Airways
Find Deal
jue., mar. 27
2:00 pm - 6:54 pmSYD-ORD
44h 54m3 stops
mié., mar. 19
5:35 pm - 5:15 pmSYD-ORD
38h 40m1 stop
$469Qantas Airways
Find Deal
vie., may. 30
1:15 pm - 7:08 pmSYD-MDW
44h 53m3 stops
jue., may. 1
9:25 am - 9:47 pmSYD-MDW
27h 22m2 stops
$826Delta
Find Deal
mar., jul. 15
10:20 am - 5:05 pmSYD-ORD
21h 45m2 stops
$885United Airlines
Find Deal
vie., may. 30
9:25 am - 9:47 pmSYD-MDW
27h 22m2 stops
$887Delta
Find Deal
vie., jul. 11
8:55 am - 11:28 pmSYD-ORD
29h 33m3 stops
$1,012Air Tahiti Nui
Find Deal
dom., jun. 1
8:55 am - 7:38 pmSYD-ORD
25h 43m3 stops
$6,450Air Tahiti Nui
Find Deal
dom., jun. 1
3:50 pm - 5:45 pmSYD-ORD
42h 55m2 stops
9:45 am - 9:00 amORD-SYD
30h 15m1 stop
lun., ene. 20 - lun., feb. 10
6:05 am - 1:14 pmSYD-ORD
24h 09m2 stops
2:14 pm - 9:00 amORD-SYD
25h 46m1 stop
$1,134Qantas Airways
Find Deal
lun., ene. 20 - lun., feb. 10
11:05 am - 5:29 pmSYD-ORD
23h 24m2 stops
10:10 am - 8:35 amORD-SYD
29h 25m2 stops
$1,183Delta
Find Deal
lun., ene. 20 - lun., feb. 10
2:15 pm - 10:20 pmSYD-MDW
25h 05m2 stops
12:44 pm - 8:35 amMDW-SYD
26h 51m2 stops
$1,187Delta
Find Deal
lun., ene. 20 - lun., feb. 10
11:05 am - 5:25 pmSYD-ORD
23h 20m2 stops
11:05 am - 8:35 amORD-SYD
28h 30m2 stops
$1,187Delta
Find Deal
lun., ene. 20 - lun., feb. 10
11:15 am - 3:59 pmSYD-ORD
21h 44m1 stop
5:40 pm - 9:00 amORD-SYD
22h 20m1 stop
$1,199Qantas Airways
Find Deal
lun., ene. 20 - lun., feb. 10
11:15 am - 3:59 pmSYD-ORD
21h 44m1 stop
5:40 pm - 9:00 amORD-SYD
22h 20m1 stop
$1,296Qantas Airways
Find Deal
lun., ene. 20 - lun., feb. 10
11:20 am - 8:05 amSYD-ORD
37h 45m2 stops
7:20 am - 9:35 amORD-SYD
33h 15m3 stops
$1,601Air Canada
Find Deal
lun., ene. 20 - lun., feb. 10
11:20 am - 8:05 amSYD-ORD
37h 45m2 stops
7:20 am - 9:35 amORD-SYD
33h 15m3 stops
$1,606Air Canada
Find Deal
lun., ene. 20 - lun., feb. 10

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets
Qantas Airways
Feb 5
SYD11:15 amSydney Kingsford Smith
21h 44m
1 stop
ORD3:59 pmChicago O'Hare Intl
Feb 26
ORD9:50 amChicago O'Hare Intl
30h 10m
1 stop
SYD9:00 amSydney Kingsford Smith
Qantas Airways
Jan 23
SYD11:15 amSydney Kingsford Smith
21h 44m
1 stop
ORD3:59 pmChicago O'Hare Intl
Feb 6
ORD3:20 pmChicago O'Hare Intl
24h 40m
1 stop
SYD9:00 amSydney Kingsford Smith
Qantas Airways
May 30
SYD5:35 pmSydney Kingsford Smith
41h 03m
1 stop
ORD7:38 pmChicago O'Hare Intl
Jun 12
ORD8:33 pmChicago O'Hare Intl
43h 02m
1 stop
SYD6:35 amSydney Kingsford Smith

Air Canada flights from Sydney to Chicago

Our best Air Canada deals on Sydney to Chicago flight tickets
Air Canada
Jan 23
SYD11:20 amSydney Kingsford Smith
37h 45m
2 stops
ORD8:05 amChicago O'Hare Intl
Feb 6
ORD2:05 pmChicago O'Hare Intl
26h 30m
2 stops
SYD9:35 amSydney Kingsford Smith
Air Canada
Feb 5
SYD11:20 amSydney Kingsford Smith
37h 45m
3 stops
ORD8:05 amChicago O'Hare Intl
Feb 26
ORD3:40 pmChicago O'Hare Intl
24h 55m
1 stop
SYD9:35 amSydney Kingsford Smith
Air Canada
Jun 16
SYD9:20 amSydney Kingsford Smith
44h 35m
2 stops
ORD2:55 pmChicago O'Hare Intl
Aug 18
ORD9:00 amChicago O'Hare Intl
31h 20m
2 stops
SYD7:20 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 typical price of a round-trip flight between Sydney and Chicago?

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $1,011. If you’re not able to fly to Chicago in March, then February is your next best option. Flight prices from Sydney to Chicago during February average around $1,026.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $1,103. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Sydney to Chicago for around $1,626.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Sydney to Chicago during this time can be as low as $1,141. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $1,365.

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 24 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,187 when searching 24 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 $1,060 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 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

$457

Fastest flight time

20h 09m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Sydney in the past 72 hours is $457. The best round-trip flight deal from Sydney to Chicago found on momondo in the last 72 hours is $680.
The fastest flight from Sydney to Chicago takes 20h 09m
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 20h 09m.

  • 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
Qantas AirwaysPriceFrom $737Free CancellationRating
7.5
821 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $884Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $964Free CancellationRating
7.4
8,964 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
Porter
Griffith
Saint John

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