$599+ Cheap flights from Chicago (CHI) to Sydney (SYD)
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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
Sep 10 — Sep 171
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 August 11, 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 August 11, 2026.
This oojo deal was found by Cheapflights users on 8/10. 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.
Wed 10/213:00 pm -
2 stops27h 40m
Mon 11/99:55 am -
2 stops26h 01m
Deal found 8/10![Air New Zealand logo]()
$1,223
This oojo deal was found by Cheapflights users on 8/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:00 pm -
2 stops27h 35m
Wed 11/189:55 am -
2 stops27h 42m
Deal found 8/9![Air New Zealand logo]()
$1,224
This SmartFares deal was found by Cheapflights users on 8/8. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:45 pm -
2 stops32h 25m
Mon 10/129:45 pm -
1 stop26h 55m
Deal found 8/8![ANA logo]()
$1,229
This oojo deal was found by Cheapflights users on 8/6. 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.
Sat 10/249:38 pm -
2 stops42h 57m
Mon 11/911:50 am -
2 stops24h 06m
Deal found 8/6![Air New Zealand logo]()
$1,232
This FlightHub deal was found by Cheapflights users on 8/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:40 pm -
2 stops26h 55m
Sun 11/82:05 pm -
2 stops25h 54m
Deal found 8/10![Air New Zealand logo]()
$1,235
This FlightHub deal was found by Cheapflights users on 8/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:40 pm -
2 stops26h 55m
Sun 11/152:05 pm -
2 stops27h 54m
Deal found 8/7![Air New Zealand logo]()
$1,236
This oojo deal was found by Cheapflights users on 8/7. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/152:40 pm -
2 stops24h 55m
Tue 12/17:25 pm -
2 stops40h 29m
Deal found 8/7![Air New Zealand logo]()
$1,242
This oojo deal was found by Cheapflights users on 8/8. 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.
Mon 8/241:03 pm -
2 stops28h 42m
Mon 9/77:20 pm -
2 stops41h 15m
Deal found 8/8![Air New Zealand logo]()
$1,243
This Trip.com deal was found by Cheapflights users on 8/8. 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.
Sun 9/276:25 am -
2 stops33h 40m
Mon 10/1210:10 am -
2 stops40h 48m
Deal found 8/8![Multiple Airlines logo]()
$1,304
This Trip.com deal was found by Cheapflights users on 8/10. 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.
Thu 9/246:25 am -
2 stops33h 40m
Thu 10/19:10 am -
2 stops29h 34m
Deal found 8/10![Multiple Airlines logo]()
$1,417
This Trip.com deal was found by Cheapflights users on 8/10. 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.
Thu 10/16:25 am -
2 stops33h 40m
Mon 10/1210:10 am -
2 stops40h 48m
Deal found 8/10![Multiple Airlines logo]()
$1,608
This Delta deal was found by Cheapflights users on 8/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/282:00 pm -
2 stops25h 50m
Mon 10/1210:15 am -
2 stops22h 32m
Deal found 8/9![Delta logo]()
$1,613
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 August 11, 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 August 11, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/9. 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.
Tue 8/256:54 pm -
2 stops32h 56m
Fri 9/48:45 pm -
2 stops37h 36m
Deal found 8/9![Multiple Airlines logo]()
$1,543
This Turkish Airlines deal was found by Cheapflights users on 8/10. 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.
Wed 11/412:45 pm -
2 stops37h 40m
Sun 11/89:35 pm -
2 stops53h 25m
Deal found 8/10![Turkish Airlines logo]()
$1,576
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:40 pm -
1 stop23h 15m
Sun 10/1810:30 am -
1 stop26h 10m
Deal found 8/8![United Airlines logo]()
$1,608
This Delta deal was found by Cheapflights users on 8/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:29 am -
2 stops30h 21m
Mon 10/1210:15 am -
2 stops22h 32m
Deal found 8/6![Delta logo]()
$1,613
This Alaska Airlines deal was found by Cheapflights users on 8/8. 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 11/117:00 am -
3 stops30h 25m
Wed 11/189:25 pm -
3 stops25h 15m
Deal found 8/8![Alaska Airlines logo]()
$1,763
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:37 pm -
2 stops22h 13m
Tue 9/299:15 am -
2 stops24h 04m
Deal found 8/10![Delta logo]()
$1,616
This Alaska Airlines deal was found by Cheapflights users on 8/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:43 pm -
2 stops36h 07m
Tue 9/88:45 pm -
3 stops24h 35m
Deal found 8/7![Multiple Airlines logo]()
$1,626
This Delta deal was found by Cheapflights users on 8/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:54 am -
2 stops28h 56m
Tue 9/89:15 am -
2 stops24h 04m
Deal found 8/9![Delta logo]()
$1,616
This Alaska Airlines deal was found by Cheapflights users on 8/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/297:58 pm -
2 stops41h 27m
Thu 1/1411:15 am -
3 stops29h 44m
Deal found 8/6![Alaska Airlines logo]()
$1,814
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/107:00 pm -
2 stops32h 50m
Thu 10/18:45 pm -
2 stops30h 22m
Deal found 8/10![Multiple Airlines logo]()
$1,651
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:37 pm -
2 stops22h 13m
Wed 9/309:15 am -
2 stops24h 04m
Deal found 8/10![Delta logo]()
$1,616
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/71:51 pm -
2 stops25h 59m
Sun 9/279:15 am -
2 stops24h 04m
Deal found 8/10![Delta logo]()
$1,616
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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.
Fri 9/117:00 pm -
2 stops32h 50m
Sun 9/278:45 pm -
2 stops24h 35m
Deal found 8/10![Multiple Airlines logo]()
$1,826
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:00 pm -
2 stops25h 50m
Tue 9/299:15 am -
2 stops24h 04m
Deal found 8/10![Delta logo]()
$1,616
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/107:00 pm -
2 stops32h 50m
Sun 9/278:45 pm -
2 stops24h 35m
Deal found 8/10![Multiple Airlines logo]()
$1,873
This Delta deal was found by Cheapflights users on 8/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/301:00 pm -
2 stops26h 30m
Thu 12/3110:40 am -
2 stops23h 10m
Deal found 8/8![Delta logo]()
$1,665
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:25 pm -
2 stops26h 25m
Fri 9/49:15 am -
2 stops24h 18m
Deal found 8/10![Delta logo]()
$1,666
This Delta deal was found by Cheapflights users on 8/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:29 am -
2 stops30h 21m
Mon 10/1210:15 am -
2 stops23h 45m
Deal found 8/8![Delta logo]()
$1,687
Last-minute flights from Chicago to SydneyDiscover last-minute flight deals from Chicago to Sydney. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Sydney. Data last updated August 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:46 pm -
2 stops27h 04m
Tue 8/259:15 am -
2 stops23h 46m
Deal found 8/10![Delta logo]()
$1,666
This oojo deal was found by Cheapflights users on 8/8. 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.
Mon 8/241:03 pm -
2 stops28h 42m
Mon 9/77:20 pm -
2 stops41h 15m
Deal found 8/8![Air New Zealand logo]()
$1,243
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:54 am -
2 stops28h 56m
Tue 9/19:15 am -
2 stops23h 46m
Deal found 8/10![Delta logo]()
$1,689
This oojo deal was found by Cheapflights users on 8/6. 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.
Tue 9/13:48 pm -
2 stops27h 52m
Tue 9/89:55 am -
2 stops26h 40m
Deal found 8/6![Air New Zealand logo]()
$1,223
This oojo deal was found by Cheapflights users on 8/6. 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.
Thu 9/33:48 pm -
2 stops25h 57m
Tue 9/89:55 am -
2 stops26h 40m
Deal found 8/6![Air New Zealand logo]()
$1,271
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:00 pm -
2 stops25h 50m
Tue 9/159:15 am -
2 stops28h 29m
Deal found 8/10![Delta logo]()
$1,616
This Trip.com deal was found by Cheapflights users on 8/10. 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.
Thu 9/246:25 am -
2 stops33h 40m
Thu 10/19:10 am -
2 stops29h 34m
Deal found 8/10![Multiple Airlines logo]()
$1,417
This SmartFares deal was found by Cheapflights users on 8/8. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:45 pm -
2 stops32h 25m
Mon 10/129:45 pm -
1 stop26h 55m
Deal found 8/8![ANA logo]()
$1,229
This Trip.com deal was found by Cheapflights users on 8/8. 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.
Sun 9/276:25 am -
2 stops33h 40m
Mon 10/1210:10 am -
2 stops40h 48m
Deal found 8/8![Multiple Airlines logo]()
$1,304
This Delta deal was found by Cheapflights users on 8/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:29 am -
2 stops30h 21m
Mon 10/1210:15 am -
2 stops23h 45m
Deal found 8/8![Delta logo]()
$1,687
This Flightnetwork deal was found by Cheapflights users on 8/9. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:45 pm -
1 stop34h 25m
Mon 10/129:45 pm -
1 stop26h 55m
Deal found 8/9![ANA logo]()
$1,268
This Delta deal was found by Cheapflights users on 8/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/282:00 pm -
2 stops25h 50m
Mon 10/1210:15 am -
2 stops22h 32m
Deal found 8/9![Delta logo]()
$1,613
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 August 11, 2026.
Search for one-way flight options from Chicago to Sydney. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Fri 11/1310:40 pm -
3 stops52h 35m
Deal found 8/6![Multiple Airlines logo]()
$599
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:20 pm -
1 stop43h 10m
Deal found 8/8![Multiple Airlines logo]()
$635
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 11/1711:15 am -
2 stops55h 15m
Deal found 8/7![Multiple Airlines logo]()
$652
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/257:10 pm -
1 stop42h 15m
Deal found 8/6![Multiple Airlines logo]()
$655
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Tue 11/247:10 pm -
2 stops56h 05m
Deal found 8/6![Multiple Airlines logo]()
$660
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Sun 11/1510:40 pm -
3 stops52h 35m
Deal found 8/6![Multiple Airlines logo]()
$662
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 8/219:20 pm -
1 stop43h 10m
Deal found 8/7![Multiple Airlines logo]()
$664
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:40 am -
2 stops32h 50m
Deal found 8/9![Multiple Airlines logo]()
$664
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/169:13 pm -
1 stop43h 17m
Deal found 8/10![Multiple Airlines logo]()
$667
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Mon 2/12:03 pm -
2 stops47h 22m
Deal found 8/10![Multiple Airlines logo]()
$668
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/226:25 am -
2 stops34h 05m
Deal found 8/10![Multiple Airlines logo]()
$672
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/141:12 pm -
2 stops48h 13m
Deal found 8/6![Multiple Airlines logo]()
$679
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,223 (oojo) |
One-way from | $599 (Kiwi.com) |
Popular in | September |
Cheapest in | February |
Average price | $1,504 |
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 2,558,603 searches. Data last updated August 11, 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
Tue 8/25
6:54 pm-6:50 pm
2 stops32h 56m
Sydney Kingsford Smith
Fri 9/4
8:45 pm-7:21 pm
2 stops37h 36m
$1,543
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Wed 11/4
12:45 pm-7:25 pm
2 stops37h 40m
Sydney Kingsford Smith
Sun 11/8
9:35 pm-10:00 am
2 stops53h 25m
$1,576
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Fri 10/9
4:40 pm-7:55 am
1 stop23h 15m
Sydney Kingsford Smith
Sun 10/18
10:30 am-8:40 pm
1 stop26h 10m
$1,608
ChicagoSydney
MDW Chicago Midway - SYD Sydney Kingsford Smith
MDWSYD
Chicago Midway
Mon 10/5
9:29 am-7:50 am
2 stops30h 21m
Sydney Kingsford Smith
Mon 10/12
10:15 am-4:47 pm
2 stops22h 32m
$1,613
Quickest round-trip
ChicagoSydney
MDW Chicago Midway - SYD Sydney Kingsford Smith
MDWSYD
Chicago Midway
Tue 9/8
5:37 pm-6:50 am
2 stops22h 13m
Sydney Kingsford Smith
Tue 9/29
9:15 am-6:19 pm
2 stops24h 04m
$1,616
ChicagoSydney
MDW Chicago Midway - SYD Sydney Kingsford Smith
MDWSYD
Chicago Midway
Tue 9/1
10:54 am-6:50 am
2 stops28h 56m
Sydney Kingsford Smith
Tue 9/8
9:15 am-6:19 pm
2 stops24h 04m
$1,616
ChicagoSydney
MDW Chicago Midway - SYD Sydney Kingsford Smith
MDWSYD
Chicago Midway
Wed 9/9
5:37 pm-6:50 am
2 stops22h 13m
Sydney Kingsford Smith
Wed 9/30
9:15 am-6:19 pm
2 stops24h 04m
$1,616
ChicagoSydney
MDW Chicago Midway - SYD Sydney Kingsford Smith
MDWSYD
Chicago Midway
Mon 9/7
1:51 pm-6:50 am
2 stops25h 59m
Sydney Kingsford Smith
Sun 9/27
9:15 am-6:19 pm
2 stops24h 04m
$1,616
ChicagoSydney
MDW Chicago Midway - SYD Sydney Kingsford Smith
MDWSYD
Chicago Midway
Wed 9/9
2:00 pm-6:50 am
2 stops25h 50m
Sydney Kingsford Smith
Tue 9/29
9:15 am-6:19 pm
2 stops24h 04m
$1,616
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Tue 9/1
3:43 pm-6:50 pm
2 stops36h 07m
Sydney Kingsford Smith
Tue 9/8
8:45 pm-6:20 am
3 stops24h 35m
$1,626
Showing 1-10 of 39 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 August.
| 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 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
MDW-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
MDW-SYD
What is the cheapest month to book a flight from Chicago to Sydney?
Currently, February is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,281). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,744). 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 $1,272 and $1,797 in February.The cheapest round-trip price found within the last 5 days was $1,223 on Air New Zealand (Feb 1-Mar 3).
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 44% 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 16m.
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 San Francisco (SFO) offer the fastest connection on this route, with an average layover time of 1h 32m.
How far ahead should I book a flight from Chicago to Sydney?
The best time to book flights from Chicago to Sydney is 82 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 August 11, 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.
Overall
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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
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Complete your trip
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Search flights from Chicago to Sydney by cabin class
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 August 11, 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 August 11, 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 August 11, 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 2,558,603 searches. Data last updated August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$261 | Average$1,131 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$716 | Average$900 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$837 | Average$1,363 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$844 | Average$1,519 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$870 | Average$1,581 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$959 | Average$1,282 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$1,209 | Average$1,288 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,308 | Average$1,662 | FlexibilityNo cancel fee | On-time78% | |
| Cheapest$1,391 | Average$1,423 | FlexibilityNo cancel fee | On-time68% |