$608+ Cheap flights from Chicago (CHI) to Sydney (SYD)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Sydney with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Sydney
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Cheapest flights from Chicago to SydneyExplore 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 November 9, 2026.
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 November 9, 2026.
This Philippine Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:29 am -
2 stops34h 21m
Wed 11/1811:30 am -
2 stops34h 32m
Deal found 11/5![Multiple Airlines logo]()
$1,307
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:05 pm -
1 stop40h 20m
Fri 12/117:15 pm -
2 stops38h 00m
Deal found 11/4![Qantas Airways logo]()
$1,339
This Justfly.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:22 pm -
2 stops25h 13m
Tue 1/2611:50 am -
2 stops25h 45m
Deal found 11/8![Air New Zealand logo]()
$1,344
This oojo deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:30 am -
2 stops34h 05m
Wed 11/182:05 pm -
2 stops23h 32m
Deal found 11/6![Air New Zealand logo]()
$1,346
This KAYAK deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
2 stops34h 35m
Mon 1/252:05 pm -
2 stops23h 33m
Deal found 11/8![Air New Zealand logo]()
$1,351
This oojo deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:50 pm -
2 stops48h 00m
Wed 1/2711:50 am -
2 stops24h 05m
Deal found 11/8![Air New Zealand logo]()
$1,356
This oojo deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:22 pm -
2 stops27h 13m
Sat 12/57:25 pm -
2 stops42h 12m
Deal found 11/5![Air New Zealand logo]()
$1,364
This oojo deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:30 am -
2 stops34h 05m
Wed 11/257:25 pm -
2 stops42h 12m
Deal found 11/6![Air New Zealand logo]()
$1,365
This oojo deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:55 pm -
2 stops56h 55m
Fri 11/2011:50 am -
2 stops24h 06m
Deal found 11/4![Air New Zealand logo]()
$1,369
This KAYAK deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:57 pm -
2 stops27h 38m
Sat 1/307:25 pm -
2 stops43h 34m
Deal found 11/8![Air New Zealand logo]()
$1,370
This Trip.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:21 am -
3 stops56h 14m
Sat 12/1211:10 am -
2 stops40h 14m
Deal found 11/8![Multiple Airlines logo]()
$1,377
Best flights from Chicago to SydneyDiscover carefully curated flight deals from Chicago to Sydney that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
Discover carefully curated flight deals from Chicago to Sydney that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 9, 2026.
This Qatar Airways deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Qatar Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/187:50 pm -
1 stop30h 30m
Sun 3/285:45 pm -
2 stops37h 20m
Deal found 11/9![Qatar Airways logo]()
$1,460
This Philippine Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/188:50 pm -
2 stops45h 00m
Sun 3/2811:30 am -
2 stops34h 36m
Deal found 11/8![Multiple Airlines logo]()
$1,489
This Turkish Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/189:15 pm -
2 stops54h 10m
Sun 3/289:50 pm -
2 stops36h 20m
Deal found 11/9![Turkish Airlines logo]()
$1,552
This Alaska Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/68:40 am -
3 stops28h 45m
Wed 2/179:25 pm -
3 stops25h 01m
Deal found 11/9![Alaska Airlines logo]()
$1,674
This United Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:20 pm -
2 stops23h 45m
Thu 12/179:10 am -
1 stop20h 53m
Deal found 11/9![United Airlines logo]()
$1,800
This Alaska Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:00 am -
2 stops30h 25m
Sun 1/3111:15 am -
3 stops29h 44m
Deal found 11/8![Alaska Airlines logo]()
$1,991
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/164:00 pm -
1 stop21h 20m
Mon 12/2811:50 am -
1 stop20h 00m
Deal found 11/7![United Airlines logo]()
$2,249
This Alaska Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/38:00 am -
3 stops29h 25m
Sun 2/2111:15 am -
3 stops29h 44m
Deal found 11/9![Alaska Airlines logo]()
$2,113
Last-minute flights from Chicago to SydneyDiscover last-minute flight deals from Chicago to Sydney. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Sydney. Data last updated November 9, 2026 and is based on user searches.
This Philippine Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:29 am -
2 stops34h 21m
Wed 11/1811:30 am -
2 stops34h 32m
Deal found 11/5![Multiple Airlines logo]()
$1,307
This oojo deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:30 am -
2 stops34h 05m
Wed 11/182:05 pm -
2 stops23h 32m
Deal found 11/6![Air New Zealand logo]()
$1,346
This oojo deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:55 pm -
2 stops56h 55m
Fri 11/2011:50 am -
2 stops24h 06m
Deal found 11/4![Air New Zealand logo]()
$1,369
This oojo deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:30 am -
2 stops34h 05m
Wed 11/257:25 pm -
2 stops42h 12m
Deal found 11/6![Air New Zealand logo]()
$1,365
This Justfly.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:22 pm -
2 stops25h 13m
Tue 1/2611:50 am -
2 stops25h 45m
Deal found 11/8![Air New Zealand logo]()
$1,344
This oojo deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:22 pm -
2 stops27h 13m
Sat 12/57:25 pm -
2 stops42h 12m
Deal found 11/5![Air New Zealand logo]()
$1,364
This KAYAK deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
2 stops34h 35m
Mon 1/252:05 pm -
2 stops23h 33m
Deal found 11/8![Air New Zealand logo]()
$1,351
This KAYAK deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:57 pm -
2 stops27h 38m
Sat 1/307:25 pm -
2 stops43h 34m
Deal found 11/8![Air New Zealand logo]()
$1,370
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:05 pm -
1 stop40h 20m
Fri 12/117:15 pm -
2 stops38h 00m
Deal found 11/4![Qantas Airways logo]()
$1,339
This Trip.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:21 am -
3 stops56h 14m
Sat 12/1211:10 am -
2 stops40h 14m
Deal found 11/8![Multiple Airlines logo]()
$1,377
This oojo deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:50 pm -
2 stops48h 00m
Wed 1/2711:50 am -
2 stops24h 05m
Deal found 11/8![Air New Zealand logo]()
$1,356
One-way flights from Chicago to SydneySearch for one-way flight options from Chicago to Sydney. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
Search for one-way flight options from Chicago to Sydney. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This Trip.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/15:40 am -
2 stops45h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$608
This Kiwi.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/236:21 am -
3 stops58h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$616
This Philippine Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/176:29 am -
2 stops35h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Multiple Airlines logo]()
$617
This Kiwi.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/275:40 am -
1 stop31h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$619
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/136:21 am -
2 stops31h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$644
This Kiwi.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/285:40 am -
2 stops45h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$648
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
2 stops30h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$652
This Philippine Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/258:50 pm -
2 stops44h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$653
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 November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,307 (Kiwi.com) |
One-way from | $608 (Trip.com) |
Popular in | December |
Cheapest in | January |
Average price | $1,483 |
Cheapflights Fare Finder
Customize 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 7,457,451 searches. Data last updated November 9, 2026.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Wed 3/17
6:29 am-9:50 am
2 stops35h 21m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$617
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Wed 3/24
7:35 am-9:50 am
2 stops34h 15m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$617
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Thu 2/25
8:50 pm-9:50 am
2 stops44h 00m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$653
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Tue 2/2
8:00 am-6:25 am
2 stops29h 25m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$655
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Fri 3/5
5:00 am-9:50 am
2 stops35h 50m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$656
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Thu 2/25
6:00 am-6:25 am
3 stops31h 25m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$719
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Mon 2/22
5:40 am-4:15 pm
2 stops41h 35m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$729
Quickest round-trip
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Wed 11/18
9:30 am-6:25 am
3 stops27h 55m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$828
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Wed 1/13
11:45 am-7:25 pm
2 stops38h 40m
Sydney Kingsford Smith
Wed 12/31
12:00 am-8:00 am
Nonstop0h 00m
$853
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Thu 3/18
7:50 pm-6:20 pm
1 stop30h 30m
Sydney Kingsford Smith
Sun 3/28
5:45 pm-3:05 pm
2 stops37h 20m
$1,460
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Chicago to Sydney
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Sydney in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago-Sydney flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Sydney flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Sydney flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Sydney flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Sydney flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
CHI-SYD
ORD-SYD
Estimated round-trip 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
CHI-SYD
ORD-SYD
What is the cheapest month to book a flight from Chicago to Sydney?
Currently, January is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,268). Flying from Chicago to Sydney in December is currently the most expensive (average of $2,062). 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.
How much does it cost to fly round-trip from Chicago to Sydney?
Airfare is below average for this route at the moment.
Chicago to Sydney flights typically cost between $1,366 and $1,631 in March.The cheapest round-trip price found within the last 5 days was $1,307 on Multiple Airlines (Mar 1-Mar 18).
What’s the top layover airport for flights from Chicago to Sydney?
Share of 1-stop round-trip flights from Chicago to Sydney chosen by Cheapflights users in the past 12 months, using the same layover each way.
Los Angeles (LAX) – chosen by Cheapflights users on 65% of 1-stop itineraries from Chicago to Sydney on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Sydney?
Average round-trip fare for 1-stop flights from Chicago to Sydney, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Nadi (NAN) is the most affordable 1-stop option, with an average round-trip price of $845.
What’s the fastest layover option from Chicago to Sydney?
Shortest average travel time for 1-stop one-way flights from Chicago to Sydney, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Los Angeles (LAX) have the shortest average one-way travel time for 1-stop routes: 21h 11m.
Which airport typically offers the quickest layover for flights from Chicago to Sydney?
Average layover duration for 1-stop one-way flights from Chicago to Sydney, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Los Angeles (LAX) offer the fastest connection on this route, with an average layover time of 1h 50m.
How far ahead should I book a flight from Chicago to Sydney?
The best time to book flights from Chicago to Sydney is 84 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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 November 9, 2026.
Peruse reviews from past customers who have flown with Delta,Qantas Airways, andUnited Airlines from Chicago to Sydney to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Comfort
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Comfort
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Comfort
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Comfort
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Comfort
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Entertainment
7.8
Comfort
7.8
Crew
8.5
Overall
7.8
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
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.
Traveling to a place near Sydney?
Book flights to Sydney if you plan to visit one of these locationsParramatta
Wollongong
Coogee
Manly
Browse thousands of different options on Cheapflights for your next trip
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Complete your trip to Sydney by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Chicago to Sydney, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Sydney flights
Browse other Chicago and Sydney flight options. Last updated on November 9, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Sydney
Explore flights to Sydney departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 9, 2026.
Top 9 airlines flying from Chicago to Sydney
Discover the top 9 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 7,457,451 searches. Data last updated November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$237 | Average$1,497 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$716 | Average$819 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$935 | Average$1,388 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,121 | Average$1,354 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$1,166 | Average$1,603 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$1,209 | Average$1,270 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,260 | Average$1,690 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$1,279 | Average$1,545 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$1,382 | Average$1,423 | FlexibilityNo cancel fee | On-time68% |