This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
16 Jan — 23 Jan1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Sydney Kingsford Smith are usually found in August or June, booked 20 days in advance, depart on a Sunday or Monday and return on a Tuesday
Cheap flight deals from Chicago to Sydney
Enter your travel dates to find the best prices.
Cheapest flights from Chicago to Sydney
Explore the most affordable flight options available from Chicago to Sydney. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 December 2025.
Mon 22/1219:47ORD - SYD
2 stops26h 03mQantas Airways
Fri 26/1217:50SYD - ORD
2 stops38h 43mQantas Airways
Deal found 14/12$2,369
Mon 22/1219:47ORD - SYD
2 stops26h 03mQantas Airways
Wed 7/119:15SYD - ORD
2 stops37h 22mQantas Airways
Deal found 15/12$2,427
Fri 26/1218:00ORD - SYD
2 stops46h 35mAir Canada
Wed 21/109:00SYD - ORD
2 stops22h 41mAir Canada
Deal found 15/12$2,536
Wed 24/1218:25ORD - SYD
1 stop21h 50mUnited Airlines
Wed 28/111:50SYD - ORD
1 stop22h 16mUnited Airlines
Deal found 15/12$2,657
Sun 28/1210:00ORD - SYD
2 stops27h 50mDelta
Sun 11/110:40SYD - ORD
2 stops27h 25mDelta
Deal found 15/12$2,664
Sat 27/1221:23ORD - SYD
1 stop40h 37mUnited Airlines
Sun 11/111:20SYD - ORD
1 stop28h 39mUnited Airlines
Deal found 16/12$2,672
Wed 24/1216:00ORD - SYD
1 stop22h 00mUnited Airlines
Sat 24/112:10SYD - ORD
1 stop21h 47mUnited Airlines
Deal found 15/12$2,732
Sat 27/1207:25ORD - SYD
2 stops32h 05mDelta
Sun 11/110:40SYD - ORD
2 stops28h 12mDelta
Deal found 16/12$2,739
Fri 26/1206:00MDW - SYD
2 stops33h 30mDelta
Wed 21/110:40SYD - MDW
2 stops23h 49mDelta
Deal found 15/12$2,739
Fri 26/1222:00ORD - SYD
1 stop42h 05mUnited Airlines
Mon 12/111:50SYD - ORD
1 stop19h 50mUnited Airlines
Deal found 16/12$2,754
Thu 25/1221:05ORD - SYD
1 stop40h 15mUnited Airlines
Sun 11/111:20SYD - ORD
1 stop26h 05mUnited Airlines
Deal found 15/12$2,756
Sun 28/1221:04ORD - SYD
1 stop41h 21mQantas Airways
Sun 11/108:55SYD - ORD
2 stops23h 02mQantas Airways
Deal found 16/12$2,810
Best flights from Chicago to Sydney
Discover carefully curated flight deals from Chicago to Sydney that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 17 December 2025.
Tue 17/207:15ORD - SYD
3 stops33h 20mAir Canada
Wed 25/211:20SYD - ORD
2 stops37h 40mAir Canada
Deal found 15/12$1,457
Tue 5/519:29ORD - SYD
1 stop20h 36mQantas Airways
Tue 19/509:10SYD - ORD
1 stop21h 46mQantas Airways
Deal found 15/12$1,709
Thu 5/215:10ORD - SYD
1 stop23h 15mMultiple Airlines
Thu 14/509:10SYD - ORD
1 stop21h 46mMultiple Airlines
Deal found 16/12$1,728
Sun 1/213:26MDW - SYD
2 stops24h 24mDelta
Sun 15/210:40SYD - MDW
2 stops29h 02mDelta
Deal found 14/12$1,745
Wed 4/318:20ORD - SYD
1 stop21h 45mUnited Airlines
Wed 18/312:10SYD - ORD
1 stop20h 52mUnited Airlines
Deal found 15/12$1,752
Thu 5/215:35ORD - SYD
1 stop25h 00mAir Canada
Sun 22/211:20SYD - ORD
1 stop20h 21mAir Canada
Deal found 16/12$1,502
Mon 9/316:35ORD - SYD
1 stop24h 40mUnited Airlines
Mon 16/312:10SYD - ORD
1 stop20h 52mUnited Airlines
Deal found 15/12$1,752
Mon 2/315:35ORD - SYD
1 stop25h 00mAir Canada
Thu 30/409:20SYD - ORD
1 stop20h 23mAir Canada
Deal found 16/12$1,597
Mon 9/213:51MDW - SYD
2 stops25h 39mDelta
Mon 16/210:40SYD - MDW
2 stops24h 05mDelta
Deal found 14/12$1,760
Wed 25/308:58ORD - SYD
1 stop29h 22mUnited Airlines
Mon 6/409:30SYD - ORD
1 stop19h 57mUnited Airlines
Deal found 15/12$1,752
Wed 28/113:26MDW - SYD
2 stops26h 04mDelta
Mon 9/210:40SYD - MDW
2 stops23h 49mDelta
Deal found 13/12$1,760
Sun 8/215:35ORD - SYD
1 stop25h 00mAir Canada
Thu 12/211:20SYD - ORD
1 stop22h 18mAir Canada
Deal found 16/12$1,656
Mon 9/319:40ORD - SYD
1 stop21h 25mUnited Airlines
Tue 17/312:10SYD - ORD
1 stop25h 26mUnited Airlines
Deal found 15/12$1,752
Sun 1/212:48MDW - SYD
2 stops26h 42mDelta
Wed 18/210:40SYD - MDW
2 stops23h 57mDelta
Deal found 14/12$1,760
Wed 25/309:15ORD - SYD
2 stops31h 20mAir Canada
Mon 6/409:20SYD - ORD
2 stops46h 16mAir Canada
Deal found 14/12$1,694
Tue 31/312:47MDW - SYD
2 stops26h 48mDelta
Wed 15/409:15SYD - MDW
2 stops23h 50mDelta
Deal found 15/12$1,760
Sun 8/213:26MDW - SYD
2 stops26h 04mDelta
Tue 10/309:40SYD - MDW
2 stops25h 00mDelta
Deal found 14/12$1,760
Sun 25/113:26MDW - SYD
2 stops24h 24mDelta
Tue 3/210:40SYD - MDW
2 stops24h 15mDelta
Deal found 15/12$1,760
Tue 10/213:26MDW - SYD
2 stops26h 04mDelta
Tue 3/310:40SYD - MDW
2 stops24h 05mDelta
Deal found 14/12$1,760
Last-minute flights from Chicago to Sydney
Discover last-minute flight deals from Chicago to Sydney. Data last updated 17 December 2025 and is based on user searches.
Thu 1/106:12MDW - SYD
2 stops32h 13mMultiple Airlines
Sun 25/111:20SYD - MDW
2 stops27h 59mMultiple Airlines
Deal found 14/12$2,224
Sun 25/115:35ORD - SYD
2 stops30h 05mAir Canada
Tue 3/211:20SYD - ORD
1 stop20h 21mAir Canada
Deal found 15/12$1,468
Mon 26/115:35ORD - SYD
1 stop25h 00mAir Canada
Thu 29/111:20SYD - ORD
1 stop22h 22mAir Canada
Deal found 15/12$1,597
Mon 26/115:35ORD - SYD
1 stop25h 00mAir Canada
Thu 12/211:20SYD - ORD
3 stops37h 40mAir Canada
Deal found 15/12$1,612
Tue 27/111:46ORD - SYD
1 stop25h 24mQantas Airways
Mon 2/217:50SYD - ORD
2 stops38h 07mQantas Airways
Deal found 16/12$1,453
Tue 27/115:35ORD - SYD
1 stop25h 00mAir Canada
Mon 2/211:20SYD - ORD
3 stops37h 45mAir Canada
Deal found 16/12$1,549
Wed 28/109:33MDW - SYD
2 stops29h 57mDelta
Wed 4/210:40SYD - MDW
2 stops23h 49mDelta
Deal found 13/12$1,760
Fri 30/113:49MDW - SYD
2 stops25h 41mDelta
Fri 6/210:40SYD - MDW
2 stops23h 49mDelta
Deal found 16/12$1,911
Sat 31/114:15ORD - SYD
1 stop25h 45mQantas Airways
Sat 7/219:15SYD - ORD
2 stops36h 42mQantas Airways
Deal found 16/12$1,415
Sat 31/115:35ORD - SYD
1 stop25h 00mAir Canada
Sat 7/211:20SYD - ORD
1 stop20h 21mAir Canada
Deal found 16/12$1,566
Sat 31/113:26MDW - SYD
2 stops24h 24mDelta
Tue 17/210:40SYD - MDW
2 stops24h 05mDelta
Deal found 14/12$1,835
Sat 31/109:38MDW - SYD
2 stops28h 17mMultiple Airlines
Thu 19/214:05SYD - MDW
1 stop24h 07mMultiple Airlines
Deal found 14/12$2,676
One-way flights from Chicago to Sydney
Search for one-way flight options from Chicago to Sydney. Find affordable one-way fares based on user searches. Data last updated 17 December 2025.
Sat 31/108:00ORD - SYD
2 stops30h 25mMultiple Airlines
Deal found 14/12$775
Tue 3/308:10ORD - SYD
3 stops57h 35mMultiple Airlines
Deal found 15/12$818
Sat 7/319:39ORD - SYD
3 stops55h 56mMultiple Airlines
Deal found 15/12$827
Mon 2/306:00ORD - SYD
3 stops59h 45mMultiple Airlines
Deal found 15/12$841
Thu 30/406:00ORD - SYD
1 stop34h 30mMultiple Airlines
Deal found 16/12$842
Mon 2/209:00ORD - SYD
2 stops29h 25mMultiple Airlines
Deal found 16/12$854
Sat 11/418:12ORD - SYD
1 stop22h 18mMultiple Airlines
Deal found 15/12$859
Wed 8/410:12ORD - SYD
2 stops30h 18mMultiple Airlines
Deal found 15/12$860
Sun 8/319:39ORD - SYD
2 stops46h 11mMultiple Airlines
Deal found 15/12$866
Tue 27/108:00ORD - SYD
3 stops29h 10mMultiple Airlines
Deal found 16/12$868
Mon 13/407:15ORD - SYD
2 stops33h 15mMultiple Airlines
Deal found 15/12$869
Fri 30/117:01MDW - SYD
2 stops44h 54mMultiple Airlines
Deal found 15/12$1,109
Find flight deals from Chicago to Sydney
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sydney (SYD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 17 December 2025.
Customise your flight search to find flights from Chicago to Sydney 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, Cheapflights users made 647,157 searches. Data last updated 17 December 2025.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.
Fly from
Chicago
Fly to
Sydney
Route
Depart
Return
Price
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Tue 17/2
07:15-09:35
3 stops33h 20m
Sydney Kingsford Smith
Wed 25/2
11:20-08:00
2 stops37h 40m
$1,457
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Thu 5/2
15:35-09:35
1 stop25h 00m
Sydney Kingsford Smith
Sun 22/2
11:20-14:41
1 stop20h 21m
$1,502
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Mon 2/3
15:35-09:35
1 stop25h 00m
Sydney Kingsford Smith
Thu 30/4
09:20-14:43
1 stop20h 23m
$1,597
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Sun 8/2
15:35-09:35
1 stop25h 00m
Sydney Kingsford Smith
Thu 12/2
11:20-16:38
1 stop22h 18m
$1,656
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Wed 25/3
09:15-08:35
2 stops31h 20m
Sydney Kingsford Smith
Mon 6/4
09:20-16:36
2 stops46h 16m
$1,694
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Tue 5/5
19:29-07:05
1 stop20h 36m
Sydney Kingsford Smith
Tue 19/5
09:10-15:56
1 stop21h 46m
$1,709
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Thu 5/2
15:10-07:25
1 stop23h 15m
Sydney Kingsford Smith
Thu 14/5
09:10-15:56
1 stop21h 46m
$1,728
ChicagoSydney
MDW - SYD
MDWSYD
Chicago Midway
Sun 1/2
13:26-06:50
2 stops24h 24m
Sydney Kingsford Smith
Sun 15/2
10:40-22:42
2 stops29h 02m
$1,745
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Wed 4/3
18:20-09:05
1 stop21h 45m
Sydney Kingsford Smith
Wed 18/3
12:10-17:02
1 stop20h 52m
$1,752
ChicagoSydney
ORD - SYD
ORDSYD
Chicago O'Hare Intl
Mon 9/3
16:35-09:15
1 stop24h 40m
Sydney Kingsford Smith
Mon 16/3
12:10-17:02
1 stop20h 52m
$1,752
Flights are sorted by cheapest return flights first.
Deals found on 14/12
Showing 1-10 of 36 results
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Best time to book a flight from Chicago to Sydney
Have a flexible travel schedule? Discover the best time to fly to Sydney from Chicago with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Sydney
How far ahead should I book a flight from Chicago to Sydney?
Use this chart to determine the optimal time to book a return flight from Chicago to Sydney. Price data was last updated on 12 December 2025.
To ensure you get the cheapest price possible for a flight from Chicago to Sydney, you should look to book at least 20 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago to Sydney?
Currently, August is the cheapest month in which you can book a flight from Chicago to Sydney (average of $298). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,282). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to SYD?
Find hourly flight availability from Chicago to Sydney. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 December 2025.
When flying from Chicago to Sydney, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 49% versus a flight at midday.
How much does it cost for a return flight from Chicago to Sydney?
What’s the top stopover airport for flights from Chicago to Sydney?
Share of one-stop return flights from Chicago to Sydney chosen by Cheapflights users in the past 12 months, using the same stopover each way.
Los Angeles (LAX) – chosen by Cheapflights users on 65% of one-stop itineraries from Chicago to Sydney on Cheapflights.
What’s the cheapest stopover airport for flights from Chicago to Sydney?
Average return fare for one-stop flights from Chicago to Sydney, chosen by Cheapflights users in the past 12 months, with the same stopover each way.
Dallas (DFW) is the most affordable one-stop option, with an average return flight price of $1,286.
What’s the fastest stopover option from Chicago to Sydney?
Shortest average travel time for one-stop one-way flights from Chicago to Sydney, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.
Flights via Dallas (DFW) have the shortest average one-way travel time for one-stop routes: 21h 35m.
Which airport typically offers the quickest stopover for flights from Chicago to Sydney?
Average stopover duration for one-stop one-way flights from Chicago to Sydney, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Dallas (DFW) offer the fastest connection on this route, with an average stopover time of 1h 10m.
Reviews of airlines servicing Sydney
Get insights into the airlines that provide service to Sydney. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sydney. Reviews last updated 17 December 2025.
Read reviews from past customers who have flown with Qantas Airways
from Chicago to Sydney. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Smooth flight, good onboard staff who were very caring when I didn’t feel very well.
Related info for your journey
Find useful and relevant information for your journey from Chicago to Sydney. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
What airport do you fly into for flights to Sydney from Chicago?
For a flight from Chicago to Sydney, you will be flying into Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre vof the city. Kingsford Smith is the only Sydney airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Sydney Kingsford Smith from Chicago on a regular basis.
How long is the flight from Chicago to Sydney?
Airlines like Air Canada and Delta fly from Chicago to Sydney in about 24h 24m. The time it takes to get you to your destination can typically vary by up to 8h 56m. Chicago and Sydney are separated by a distance of 14861 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the cheapest airlines flying from Chicago to Sydney round-trip?
Cheapflights users have booked flights from Chicago to Sydney round-trip from $1,291. Another airline that can offer you cheap pricing is Qantas Airways. American Airlines is currently priced 10% below the average price you’ll pay for this route.
Can I find deals for business class flights from Chicago to Sydney?
Yes. Cheapflights offers flight deals from Chicago to Sydney by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Sydney?
Currently, August is the cheapest month in which you can book a flight from Chicago to Sydney (average of $298). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,282). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Explore flights to Sydney departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 17 December 2025.
Discover the top 2 airlines that operate flights from Chicago to Sydney. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 17 December 2025.
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Chicago to Sydney?
Deals for Chicago to Sydney flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets from Chicago to Sydney?
Cheapflights helps you find that perfect flight to Sydney from Chicago by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Chicago to Sydney with no change fees?
Yes, we can. To see specific flights from Chicago to Sydney with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Chicago to Sydney become cheaper?
Yes, Cheapflights offers price alerts on Chicago to Sydney flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.
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