Popular in | December |
---|---|
Cheapest in | October |
Round-trip from | $1,520 |
One-way from | $1,420 |
Flying to your destination on a Saturday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.
Travellers have found it’s best to book a flight 57 days in advance to save up to 63% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 57 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Sydney to Chicago 1-2 weeks in advance for as low as $2,496, or $3,042 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in December. For low rates, October can be a great choice for travel to Chicago. Flights to Chicago from Sydney in October are about $2,451 on average during October, but can be found for as low as $1,582.
Unlike at midday, when flights are generally more expensive, you can save up to 16% on flights from Sydney to Chicago by exploring options for tickets in the evening.
Fly from
Fly to
Budget
$1,543 - $2,407
Route
Depart
Return
Price
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Mon 10/6
2 stops31h 34m
Chicago O'Hare Intl
Mon 17/6
3 stops34h 51m
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Tue 1/10
1 stop42h 05m
Chicago O'Hare Intl
Thu 28/11
2 stops31h 40m
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Wed 14/8
1 stop40h 05m
Chicago O'Hare Intl
Wed 4/9
1 stop27h 05m
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Thu 20/6
1 stop31h 35m
Chicago O'Hare Intl
Tue 9/7
1 stop25h 40m
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sat 8/6
2 stops35h 37m
Chicago O'Hare Intl
Mon 17/6
2 stops35h 45m
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Mon 27/5
1 stop19h 50m
Chicago O'Hare Intl
Mon 10/6
1 stop21h 40m
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Mon 27/5
2 stops46h 10m
Chicago O'Hare Intl
Sun 9/6
2 stops65h 55m
Sydney Kingsford SmithChicago Midway
SYD - MDW
SYDMDW
Sydney Kingsford Smith
Tue 28/5
2 stops23h 42m
Chicago Midway
Mon 10/6
2 stops26h 50m
Sydney Kingsford SmithChicago O'Hare Intl
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sat 28/9
1 stop20h 06m
Chicago O'Hare Intl
Wed 4/12
2 stops31h 17m
CHI Temperature | -5 - 23 °C |
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Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
Comfort
Overall
Boarding
Crew
Food
Entertainment
Reviews
I went to airport at 8;30 pm really to check in but they didn’t let me go they said my ticket had problems …I confused asked them check out to office help me please but they said they can’t ! beg them help😭They told me if want to fly now need buy another ticket $ 3585 or want go tomorrow $1889 OMG it’s terrible I cried and asked them could you help me find another ticket cheaper I need to go back home on time he stand up said NO if you want cheap go buy another plane ✈️ I did ! I bought ticket of American Airlines is $980 ! I came home now ! Please 🙏 check out about my problems it’s terrible for travelers! I am so tired and very disappointed ! Own business in USA 🇺🇸 I understand how to take care of customer services it’s very important ! Please 🙏 check out on them be fair for customer satisfaction ! By that time I spoke with them Vietnamese language and English too but they try to making money 💴 from me it’s very poor! So sad 😭 for vacation! Please 🙏
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