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Cheap flights from Sydney to Chicago from $612

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 11/26. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Air New Zealand Logo
9:55 am - 6:52 pmSYD-ORD
25h 57m2 stops
Air New Zealand Logo
1:00 pm - 8:45 amORD-SYD
26h 45m2 stops
$977Air New Zealand
Find Deal
lun., feb. 2 - dom., feb. 8
American Airlines Logo
11:20 am - 4:08 pmSYD-ORD
21h 48m1 stop
American Airlines Logo
11:45 am - 9:00 amORD-SYD
28h 15m1 stop
$1,019American Airlines
Find Deal
lun., dic. 1 - mar., dic. 16
ANA Logo
9:45 pm - 7:20 amSYD-ORD
26h 35m1 stop
ANA Logo
7:15 am - 7:15 pmORD-SYD
45h 00m2 stops
$1,076ANA
Find Deal
jue., feb. 12 - mié., may. 6
ANA Logo
12:25 pm - 5:01 amSYD-ORD
33h 36m2 stops
ANA Logo
4:25 pm - 8:15 pmORD-SYD
34h 50m1 stop
$1,123ANA
Find Deal
jue., feb. 19 - lun., mar. 2
Air New Zealand Logo
11:45 am - 7:51 pmSYD-ORD
25h 06m2 stops
Air New Zealand Logo
4:05 pm - 8:45 amORD-SYD
25h 40m2 stops
$1,159Air New Zealand
Find Deal
dom., feb. 1 - sáb., may. 9
Air New Zealand Logo
9:55 am - 6:52 pmSYD-ORD
25h 57m2 stops
Air New Zealand Logo
2:35 pm - 8:45 amORD-SYD
25h 10m2 stops
$1,179Air New Zealand
Find Deal
lun., feb. 2 - jue., feb. 19
Air Canada Logo
11:20 am - 2:41 pmSYD-ORD
20h 21m1 stop
Air Canada Logo
8:15 pm - 9:35 amORD-SYD
44h 20m2 stops
$1,194Air Canada
Find Deal
lun., feb. 2 - dom., feb. 8
Air Canada Logo
11:20 am - 7:30 pmSYD-ORD
25h 10m2 stops
Air Canada Logo
10:00 am - 9:35 amORD-SYD
30h 35m2 stops
$1,218Air Canada
Find Deal
jue., feb. 19 - lun., mar. 2
Delta Logo
10:40 am - 5:32 pmSYD-MDW
23h 52m2 stops
Delta Logo
12:46 pm - 8:30 amMDW-SYD
26h 44m2 stops
$1,403Delta
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lun., feb. 2 - jue., feb. 19
Delta Logo
2:15 pm - 10:44 pmSYD-MDW
25h 29m2 stops
Delta Logo
9:34 am - 8:30 amMDW-SYD
29h 56m2 stops
$1,501Delta
Find Deal
jue., feb. 19 - lun., mar. 2

ANA flights from Sydney to Chicago

Our best ANA deals on Sydney to Chicago flight tickets
ANA
Feb 12
SYD9:45 pmSydney Kingsford Smith
26h 35m
1 stop
ORD7:20 amChicago O'Hare Intl
May 6
ORD7:15 amChicago O'Hare Intl
45h 00m
2 stops
SYD7:15 pmSydney Kingsford Smith
$1,076
Find similar
ANA
Feb 19
SYD12:25 pmSydney Kingsford Smith
33h 36m
2 stops
ORD5:01 amChicago O'Hare Intl
Mar 2
ORD4:25 pmChicago O'Hare Intl
34h 50m
1 stop
SYD8:15 pmSydney Kingsford Smith
$1,123
Find similar

Air Canada flights from Sydney to Chicago

Our best Air Canada deals on Sydney to Chicago flight tickets
Air Canada
Feb 2
SYD11:20 amSydney Kingsford Smith
20h 21m
1 stop
ORD2:41 pmChicago O'Hare Intl
Feb 8
ORD8:15 pmChicago O'Hare Intl
44h 20m
2 stops
SYD9:35 amSydney Kingsford Smith
$1,194
Find similar
Air Canada
Feb 19
SYD11:20 amSydney Kingsford Smith
25h 10m
2 stops
ORD7:30 pmChicago O'Hare Intl
Mar 2
ORD10:00 amChicago O'Hare Intl
30h 35m
2 stops
SYD9:35 amSydney Kingsford Smith
$1,218
Find similar
Air Canada
Feb 2
SYD11:20 amSydney Kingsford Smith
20h 21m
1 stop
ORD2:41 pmChicago O'Hare Intl
Feb 19
ORD10:00 amChicago O'Hare Intl
30h 35m
2 stops
SYD9:35 amSydney Kingsford Smith
$1,222
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Sydney to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated noviembre 13, 2025.
Use the filters below to find and compare flights from Sydney to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

lun. 2/2

9:55 am-6:52 pm

2 stops25h 57m

Chicago O'Hare Intl

dom. 2/8

1:00 pm-8:45 am

2 stops26h 45m

$977

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

lun. 12/1

11:20 am-4:08 pm

1 stop21h 48m

Chicago O'Hare Intl

mar. 12/16

11:45 am-9:00 am

1 stop28h 15m

$1,019

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

jue. 2/12

9:45 pm-7:20 am

1 stop26h 35m

Chicago O'Hare Intl

mié. 5/6

7:15 am-7:15 pm

2 stops45h 00m

$1,076

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

jue. 2/19

12:25 pm-5:01 am

2 stops33h 36m

Chicago O'Hare Intl

lun. 3/2

4:25 pm-8:15 pm

1 stop34h 50m

$1,123

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

dom. 2/1

11:45 am-7:51 pm

2 stops25h 06m

Chicago O'Hare Intl

sáb. 5/9

4:05 pm-8:45 am

2 stops25h 40m

$1,159

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

lun. 2/2

9:55 am-6:52 pm

2 stops25h 57m

Chicago O'Hare Intl

jue. 2/19

2:35 pm-8:45 am

2 stops25h 10m

$1,179

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

lun. 2/2

11:20 am-2:41 pm

1 stop20h 21m

Chicago O'Hare Intl

dom. 2/8

8:15 pm-9:35 am

2 stops44h 20m

$1,194

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

jue. 2/19

11:20 am-7:30 pm

2 stops25h 10m

Chicago O'Hare Intl

lun. 3/2

10:00 am-9:35 am

2 stops30h 35m

$1,218

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

lun. 2/2

10:40 am-5:32 pm

2 stops23h 52m

Chicago Midway

jue. 2/19

12:46 pm-8:30 am

2 stops26h 44m

$1,403

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

jue. 2/19

2:15 pm-10:44 pm

2 stops25h 29m

Chicago Midway

lun. 3/2

9:34 am-8:30 am

2 stops29h 56m

$1,501

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $735. If you’re not able to fly to Chicago in March, then May is your next best option. Flight prices from Sydney to Chicago during May average around $740.

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 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $974 when searching 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 $776 on momondo.

How have Sydney to Chicago flight prices changed over time?

As of November 2025, prices for Sydney to Chicago flights are approximately 44% 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

Direct flights

None
There are no direct flights from Sydney to Chicago. There are no popular flight routes from Sydney to Chicago.
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  • 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 07m.

  • 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 $631Free CancellationRating
7.5
933 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $884Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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

An easier way to manage your Chicago trip

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport