Cheap flights from Sydney to Chicago O'Hare Intl Airport from $969
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 17/2. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — ORD
4 Jan — 11 Jan1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Sydney Kingsford Smith to Chicago O'Hare Intl are usually found in February or May, booked 78 days in advance, depart on a Monday or Thursday and return on a Friday
Cheap flight deals from Sydney to O'Hare Intl
Enter your travel dates to find the best prices.
Cheapest flights from Sydney to O'Hare Intl
Explore the most affordable flight options available from Sydney to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 December 2025.
Wed 3/1211:20SYD - ORD
1 stop21h 42mAmerican Airlines
Wed 31/1215:13ORD - SYD
1 stop24h 47mAmerican Airlines
Deal found 2/12$1,485
Wed 3/1211:20SYD - ORD
2 stops37h 40mAir Canada
Wed 31/1212:50ORD - SYD
2 stops27h 45mAir Canada
Deal found 2/12$1,512
Wed 17/1211:50SYD - ORD
1 stop24h 56mUnited Airlines
Thu 22/117:16ORD - SYD
1 stop22h 59mUnited Airlines
Deal found 4/12$1,786
Mon 15/1211:20SYD - ORD
1 stop24h 30mUnited Airlines
Fri 9/118:29ORD - SYD
1 stop42h 51mUnited Airlines
Deal found 4/12$1,800
Thu 25/1211:20SYD - ORD
1 stop20h 12mUnited Airlines
Fri 23/114:40ORD - SYD
1 stop25h 35mUnited Airlines
Deal found 2/12$1,866
Wed 24/1211:50SYD - ORD
1 stop27h 47mUnited Airlines
Fri 2/118:25ORD - SYD
1 stop21h 50mUnited Airlines
Deal found 1/12$1,868
Thu 25/1211:20SYD - ORD
1 stop36h 39mAmerican Airlines
Fri 23/111:44ORD - SYD
2 stops27h 31mAmerican Airlines
Deal found 2/12$1,901
Thu 25/1211:20SYD - ORD
1 stop20h 21mAir Canada
Fri 23/115:35ORD - SYD
1 stop25h 00mAir Canada
Deal found 3/12$2,063
Best flights from Sydney to O'Hare Intl
Discover carefully curated flight deals from Sydney to O'Hare Intl that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 5 December 2025.
Wed 4/311:20SYD - ORD
1 stop20h 21mAir Canada
Sun 8/320:40ORD - SYD
2 stops43h 55mAir Canada
Deal found 1/12$1,343
Tue 3/212:10SYD - ORD
2 stops21h 54mUnited Airlines
Tue 17/216:05ORD - SYD
2 stops24h 00mUnited Airlines
Deal found 4/12$1,724
Sat 16/511:55SYD - ORD
2 stops24h 16mAir New Zealand
Sat 6/616:40ORD - SYD
2 stops25h 05mAir New Zealand
Deal found 3/12$1,753
Sun 26/406:00SYD - ORD
2 stops23h 43mAir Canada
Wed 29/415:40ORD - SYD
1 stop24h 40mAir Canada
Deal found 2/12$1,582
Wed 17/1212:10SYD - ORD
2 stops25h 58mUnited Airlines
Thu 22/116:16ORD - SYD
1 stop23h 59mUnited Airlines
Deal found 4/12$1,786
Fri 10/409:20SYD - ORD
2 stops37h 42mAir Canada
Sat 18/408:46ORD - SYD
1 stop31h 34mAir Canada
Deal found 1/12$1,685
Mon 15/1211:20SYD - ORD
1 stop24h 30mUnited Airlines
Fri 9/118:29ORD - SYD
1 stop42h 51mUnited Airlines
Deal found 4/12$1,800
Fri 16/111:20SYD - ORD
1 stop20h 21mAir Canada
Fri 23/115:35ORD - SYD
2 stops30h 05mAir Canada
Deal found 2/12$1,735
Last-minute flights from Sydney to O'Hare Intl
Discover last-minute flight deals from Sydney to O'Hare Intl. Data last updated 5 December 2025 and is based on user searches.
Mon 15/1211:20SYD - ORD
1 stop24h 30mUnited Airlines
Fri 9/118:29ORD - SYD
1 stop42h 51mUnited Airlines
Deal found 4/12$1,800
Wed 17/1211:50SYD - ORD
1 stop24h 56mUnited Airlines
Thu 22/117:16ORD - SYD
1 stop22h 59mUnited Airlines
Deal found 4/12$1,786
Wed 24/1211:50SYD - ORD
1 stop27h 47mUnited Airlines
Fri 2/118:25ORD - SYD
1 stop21h 50mUnited Airlines
Deal found 1/12$1,868
Thu 25/1211:20SYD - ORD
1 stop20h 12mUnited Airlines
Fri 23/114:40ORD - SYD
1 stop25h 35mUnited Airlines
Deal found 2/12$1,866
Thu 25/1211:20SYD - ORD
1 stop36h 39mAmerican Airlines
Fri 23/111:44ORD - SYD
2 stops27h 31mAmerican Airlines
Deal found 2/12$1,901
Fri 16/111:20SYD - ORD
2 stops44h 35mAir Canada
Fri 23/115:35ORD - SYD
2 stops30h 05mAir Canada
Deal found 2/12$1,709
Fri 16/111:20SYD - ORD
1 stop22h 42mUnited Airlines
Fri 23/116:10ORD - SYD
2 stops24h 05mUnited Airlines
Deal found 2/12$1,942
Tue 20/111:20SYD - ORD
1 stop20h 30mUnited Airlines
Tue 3/215:53ORD - SYD
1 stop22h 07mUnited Airlines
Deal found 4/12$1,724
Thu 22/114:00SYD - ORD
1 stop21h 48mUnited Airlines
Wed 4/219:58ORD - SYD
1 stop41h 22mUnited Airlines
Deal found 4/12$1,798
Thu 22/111:20SYD - ORD
2 stops44h 50mAir Canada
Wed 4/214:00ORD - SYD
2 stops50h 35mAir Canada
Deal found 4/12$1,972
Mon 26/111:20SYD - ORD
2 stops49h 25mAir Canada
Wed 4/214:00ORD - SYD
2 stops50h 35mAir Canada
Deal found 4/12$1,928
One-way flights from Sydney to O'Hare Intl
Search for one-way flight options from Sydney to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 5 December 2025.
Tue 17/211:45SYD - ORD
2 stops34h 27mAir New Zealand
Deal found 1/12$969
Wed 13/509:55SYD - ORD
2 stops28h 39mAir New Zealand
Deal found 2/12$972
Thu 7/511:55SYD - ORD
2 stops26h 55mAir New Zealand
Deal found 2/12$977
Mon 9/309:55SYD - ORD
2 stops29h 05mAir New Zealand
Deal found 4/12$978
Mon 9/306:20SYD - ORD
3 stops47h 51mMultiple Airlines
Deal found 4/12$1,016
Tue 17/206:00SYD - ORD
3 stops51h 33mMultiple Airlines
Deal found 1/12$1,047
Wed 15/420:50SYD - ORD
3 stops53h 20mMultiple Airlines
Deal found 2/12$1,048
Tue 10/211:20SYD - ORD
2 stops22h 48mAir Canada
Deal found 2/12$1,093
Wed 13/513:10SYD - ORD
3 stops31h 30mMultiple Airlines
Deal found 2/12$1,166
Tue 17/211:20SYD - ORD
1 stop20h 21mAir Canada
Deal found 1/12$1,181
Find flight deals from Sydney to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Sydney (SYD) to O'Hare Intl (ORD). 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 5 December 2025.
Customise your flight search to find flights from Sydney to O'Hare Intl 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 5 December 2025.
Use the filters below to find and compare flights from Sydney to Chicago O'Hare Intl Airport that are best for you.
Fly from
Sydney
Fly to
O'Hare Intl
Route
Depart
Return
Price
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Wed 4/3
11:20-14:41
1 stop20h 21m
Chicago O'Hare Intl
Sun 8/3
20:40-08:35
2 stops43h 55m
$1,343
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sun 26/4
06:00-14:43
2 stops23h 43m
Chicago O'Hare Intl
Wed 29/4
15:40-07:20
1 stop24h 40m
$1,582
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Fri 10/4
09:20-08:02
2 stops37h 42m
Chicago O'Hare Intl
Sat 18/4
08:46-07:20
1 stop31h 34m
$1,685
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Tue 3/2
12:10-17:04
2 stops21h 54m
Chicago O'Hare Intl
Tue 17/2
16:05-09:05
2 stops24h 00m
$1,724
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Fri 16/1
11:20-14:41
1 stop20h 21m
Chicago O'Hare Intl
Fri 23/1
15:35-14:40
2 stops30h 05m
$1,735
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sat 16/5
11:55-21:11
2 stops24h 16m
Chicago O'Hare Intl
Sat 6/6
16:40-08:45
2 stops25h 05m
$1,753
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Wed 17/12
12:10-21:08
2 stops25h 58m
Chicago O'Hare Intl
Thu 22/1
16:16-09:15
1 stop23h 59m
$1,786
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Mon 15/12
11:20-18:50
1 stop24h 30m
Chicago O'Hare Intl
Fri 9/1
18:29-06:20
1 stop42h 51m
$1,800
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Thu 7/5
11:55-23:50
2 stops26h 55m
$977
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Mon 9/3
09:55-23:00
2 stops29h 05m
$978
Flights are sorted by cheapest return flights first.
Deals found on 2/12
Showing 1-10 of 15 results
1
2
Best time to book a flight from Sydney to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Sydney 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 Sydney to Chicago O'Hare Intl Airport
Prices
More
How far ahead should I book a flight from Sydney to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a return flight from Sydney to O'Hare Intl. Price data was last updated on 28 November 2025.
The best time to book flights from Sydney to Chicago O'Hare Intl Airport is 78 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.
What is the cheapest month to book a flight from Sydney to Chicago O'Hare Intl Airport?
Currently, September is the cheapest month in which you can book a flight from Sydney to Chicago O'Hare Intl Airport (average of $938). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,588). 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 SYD to ORD?
Find hourly flight availability from Sydney to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 5 December 2025.
It’s optimal to fly from Sydney to Chicago O'Hare Intl Airport in the afternoon. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the morning.
What is the cheapest day to fly from Sydney to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly return from Sydney to O'Hare Intl. Price data was last updated on 16 December 2024.
Travellers seeking maximum savings on their Sydney to Chicago O'Hare Intl Airport flight should consider departing on Monday at midday when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
What’s the top stopover airport for flights from Sydney to Chicago O'Hare Intl Airport?
Share of one-stop return flights from Sydney to Chicago O'Hare Intl Airport chosen by Cheapflights users in the past 12 months, using the same stopover each way.
Los Angeles (LAX) – chosen by Cheapflights users on 74% of one-stop itineraries from Sydney to Chicago O'Hare Intl Airport on Cheapflights.
What’s the cheapest stopover airport for flights from Sydney to Chicago O'Hare Intl Airport?
Average return fare for one-stop flights from Sydney to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the past 12 months, with the same stopover each way.
Los Angeles (LAX) is the most affordable one-stop option, with an average return flight price of $1,524.
What’s the fastest stopover option from Sydney to Chicago O'Hare Intl Airport?
Shortest average travel time for one-stop one-way flights from Sydney to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.
Flights via San Francisco (SFO) have the shortest average one-way travel time for one-stop routes: 20h 30m.
Which airport typically offers the quickest stopover for flights from Sydney to Chicago O'Hare Intl Airport?
Average stopover duration for one-stop one-way flights from Sydney to Chicago O'Hare Intl Airport, 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 2h 15m.
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 5 December 2025.
Check out reviews from past customers who have flown with Air New Zealand, Qantas Airways, andUnited Airlines from Sydney to Chicago O'Hare Intl Airport 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.
Both my flights from Whangarei to Auckland and Auckland to Vancouver where late by an hour... That created a lot of anxiety that I would make it between flights, and had my husband waiting many hours for me in Vancouver to pick me up. Can there not be another plane on standby for when delays happen. The weather was not stormy, whatever the reason for the delay it happens a lot! Talking to local kiwis. No one is happy about it. The planes are also quite cold. I realise there is a belief that the cold helps one sleep, but that's a myth. It really doesn't. There is a certain warm temperature maybe a touch below body heat that is cosy to sleep. I dressed extra warm, with a t-shit, sweater and feather winter coat, still using the blanket for my legs, to stay warm on the flight back to Vancouver. It was uncomfortable in economy class. Not much room to stretch between two people. Everything else was lovely, the attendants, the food. I wish that there were more signs at the Auckland airport, knowing where to go would have been nice too. When I first landed in Auckland and had to go to domestic, it was my first time after 30 years. I asked someone where do I go? they said follow the line. They didn't say there was a bus, there were no signs saying free bus to and from domestic. It was pouring with rain, my plane again had arrived late from Brisbane, that time, air NZ all the way and I followed the line, hoping it was around the next corner, and the next corner, and the next... arriving soaked! With a few mins to spare to my auckland to whangarei flight. High anxiety that day too. When I went from Vancouver-Auckland-Brisbane. I again was confused with the signs to go international. And walking through the shops, would never have guest that was the way to go. I realise Auckland airport is getting construction done, maybe that will solve the way people go with better signs then. but for now its very confusing. Plus I saw someone purchase maple syrup at customs before their flight, and it was confiscated when they had their carry on bag checked. That doesn't seem right, made not want to purchase anything at customs. If its going to be confiscated. my recharger battery to use on the go to power charge my ipad and phone was confiscated that was over $100, would like my money back. It went from vancouver to brisbane to auckland and whangarei, then whangarei to auckland. but auckland to vancouver my luggage had the lock broken and a note saying they took it. kinda feel violated. Could customs not have called me over and asked me about it, and i could have carried it on in my carryon bag, because it seemed ok when i had it on my carry on, just not my suitcase. I ipad and phone have lithium batteries, didn't seem right. It was for charging when i was up north of newzealand on the beach. taking lots of photos needed it to recharge divices when there was no electricity driving in the car. anyway that was annoying. live and learn.
Both my flights from Whangarei to Auckland and Auckland to Vancouver where late by an hour... That created a lot of anxiety that I would make it between flights, and had my husband waiting many hours for me in Vancouver to pick me up. Can there not be another plane on standby for when delays happen. The weather was not stormy, whatever the reason for the delay it happens a lot! Talking to local kiwis. No one is happy about it. The planes are also quite cold. I realise there is a belief that the cold helps one sleep, but that's a myth. It really doesn't. There is a certain warm temperature maybe a touch below body heat that is cosy to sleep. I dressed extra warm, with a t-shit, sweater and feather winter coat, still using the blanket for my legs, to stay warm on the flight back to Vancouver. It was uncomfortable in economy class. Not much room to stretch between two people. Everything else was lovely, the attendants, the food. I wish that there were more signs at the Auckland airport, knowing where to go would have been nice too. When I first landed in Auckland and had to go to domestic, it was my first time after 30 years. I asked someone where do I go? they said follow the line. They didn't say there was a bus, there were no signs saying free bus to and from domestic. It was pouring with rain, my plane again had arrived late from Brisbane, that time, air NZ all the way and I followed the line, hoping it was around the next corner, and the next corner, and the next... arriving soaked! With a few mins to spare to my auckland to whangarei flight. High anxiety that day too. When I went from Vancouver-Auckland-Brisbane. I again was confused with the signs to go international. And walking through the shops, would never have guest that was the way to go. I realise Auckland airport is getting construction done, maybe that will solve the way people go with better signs then. but for now its very confusing. Plus I saw someone purchase maple syrup at customs before their flight, and it was confiscated when they had their carry on bag checked. That doesn't seem right, made not want to purchase anything at customs. If its going to be confiscated. my recharger battery to use on the go to power charge my ipad and phone was confiscated that was over $100, would like my money back. It went from vancouver to brisbane to auckland and whangarei, then whangarei to auckland. but auckland to vancouver my luggage had the lock broken and a note saying they took it. kinda feel violated. Could customs not have called me over and asked me about it, and i could have carried it on in my carryon bag, because it seemed ok when i had it on my carry on, just not my suitcase. I ipad and phone have lithium batteries, didn't seem right. It was for charging when i was up north of newzealand on the beach. taking lots of photos needed it to recharge divices when there was no electricity driving in the car. anyway that was annoying. live and learn.
Both my flights from Whangarei to Auckland and Auckland to Vancouver where late by an hour... That created a lot of anxiety that I would make it between flights, and had my husband waiting many hours for me in Vancouver to pick me up. Can there not be another plane on standby for when delays happen. The weather was not stormy, whatever the reason for the delay it happens a lot! Talking to local kiwis. No one is happy about it. The planes are also quite cold. I realise there is a belief that the cold helps one sleep, but that's a myth. It really doesn't. There is a certain warm temperature maybe a touch below body heat that is cosy to sleep. I dressed extra warm, with a t-shit, sweater and feather winter coat, still using the blanket for my legs, to stay warm on the flight back to Vancouver. It was uncomfortable in economy class. Not much room to stretch between two people. Everything else was lovely, the attendants, the food. I wish that there were more signs at the Auckland airport, knowing where to go would have been nice too. When I first landed in Auckland and had to go to domestic, it was my first time after 30 years. I asked someone where do I go? they said follow the line. They didn't say there was a bus, there were no signs saying free bus to and from domestic. It was pouring with rain, my plane again had arrived late from Brisbane, that time, air NZ all the way and I followed the line, hoping it was around the next corner, and the next corner, and the next... arriving soaked! With a few mins to spare to my auckland to whangarei flight. High anxiety that day too. When I went from Vancouver-Auckland-Brisbane. I again was confused with the signs to go international. And walking through the shops, would never have guest that was the way to go. I realise Auckland airport is getting construction done, maybe that will solve the way people go with better signs then. but for now its very confusing. Plus I saw someone purchase maple syrup at customs before their flight, and it was confiscated when they had their carry on bag checked. That doesn't seem right, made not want to purchase anything at customs. If its going to be confiscated. my recharger battery to use on the go to power charge my ipad and phone was confiscated that was over $100, would like my money back. It went from vancouver to brisbane to auckland and whangarei, then whangarei to auckland. but auckland to vancouver my luggage had the lock broken and a note saying they took it. kinda feel violated. Could customs not have called me over and asked me about it, and i could have carried it on in my carryon bag, because it seemed ok when i had it on my carry on, just not my suitcase. I ipad and phone have lithium batteries, didn't seem right. It was for charging when i was up north of newzealand on the beach. taking lots of photos needed it to recharge divices when there was no electricity driving in the car. anyway that was annoying. live and learn.
Both my flights from Whangarei to Auckland and Auckland to Vancouver where late by an hour... That created a lot of anxiety that I would make it between flights, and had my husband waiting many hours for me in Vancouver to pick me up. Can there not be another plane on standby for when delays happen. The weather was not stormy, whatever the reason for the delay it happens a lot! Talking to local kiwis. No one is happy about it. The planes are also quite cold. I realise there is a belief that the cold helps one sleep, but that's a myth. It really doesn't. There is a certain warm temperature maybe a touch below body heat that is cosy to sleep. I dressed extra warm, with a t-shit, sweater and feather winter coat, still using the blanket for my legs, to stay warm on the flight back to Vancouver. It was uncomfortable in economy class. Not much room to stretch between two people. Everything else was lovely, the attendants, the food. I wish that there were more signs at the Auckland airport, knowing where to go would have been nice too. When I first landed in Auckland and had to go to domestic, it was my first time after 30 years. I asked someone where do I go? they said follow the line. They didn't say there was a bus, there were no signs saying free bus to and from domestic. It was pouring with rain, my plane again had arrived late from Brisbane, that time, air NZ all the way and I followed the line, hoping it was around the next corner, and the next corner, and the next... arriving soaked! With a few mins to spare to my auckland to whangarei flight. High anxiety that day too. When I went from Vancouver-Auckland-Brisbane. I again was confused with the signs to go international. And walking through the shops, would never have guest that was the way to go. I realise Auckland airport is getting construction done, maybe that will solve the way people go with better signs then. but for now its very confusing. Plus I saw someone purchase maple syrup at customs before their flight, and it was confiscated when they had their carry on bag checked. That doesn't seem right, made not want to purchase anything at customs. If its going to be confiscated. my recharger battery to use on the go to power charge my ipad and phone was confiscated that was over $100, would like my money back. It went from vancouver to brisbane to auckland and whangarei, then whangarei to auckland. but auckland to vancouver my luggage had the lock broken and a note saying they took it. kinda feel violated. Could customs not have called me over and asked me about it, and i could have carried it on in my carryon bag, because it seemed ok when i had it on my carry on, just not my suitcase. I ipad and phone have lithium batteries, didn't seem right. It was for charging when i was up north of newzealand on the beach. taking lots of photos needed it to recharge divices when there was no electricity driving in the car. anyway that was annoying. live and learn.
Both my flights from Whangarei to Auckland and Auckland to Vancouver where late by an hour... That created a lot of anxiety that I would make it between flights, and had my husband waiting many hours for me in Vancouver to pick me up. Can there not be another plane on standby for when delays happen. The weather was not stormy, whatever the reason for the delay it happens a lot! Talking to local kiwis. No one is happy about it. The planes are also quite cold. I realise there is a belief that the cold helps one sleep, but that's a myth. It really doesn't. There is a certain warm temperature maybe a touch below body heat that is cosy to sleep. I dressed extra warm, with a t-shit, sweater and feather winter coat, still using the blanket for my legs, to stay warm on the flight back to Vancouver. It was uncomfortable in economy class. Not much room to stretch between two people. Everything else was lovely, the attendants, the food. I wish that there were more signs at the Auckland airport, knowing where to go would have been nice too. When I first landed in Auckland and had to go to domestic, it was my first time after 30 years. I asked someone where do I go? they said follow the line. They didn't say there was a bus, there were no signs saying free bus to and from domestic. It was pouring with rain, my plane again had arrived late from Brisbane, that time, air NZ all the way and I followed the line, hoping it was around the next corner, and the next corner, and the next... arriving soaked! With a few mins to spare to my auckland to whangarei flight. High anxiety that day too. When I went from Vancouver-Auckland-Brisbane. I again was confused with the signs to go international. And walking through the shops, would never have guest that was the way to go. I realise Auckland airport is getting construction done, maybe that will solve the way people go with better signs then. but for now its very confusing. Plus I saw someone purchase maple syrup at customs before their flight, and it was confiscated when they had their carry on bag checked. That doesn't seem right, made not want to purchase anything at customs. If its going to be confiscated. my recharger battery to use on the go to power charge my ipad and phone was confiscated that was over $100, would like my money back. It went from vancouver to brisbane to auckland and whangarei, then whangarei to auckland. but auckland to vancouver my luggage had the lock broken and a note saying they took it. kinda feel violated. Could customs not have called me over and asked me about it, and i could have carried it on in my carryon bag, because it seemed ok when i had it on my carry on, just not my suitcase. I ipad and phone have lithium batteries, didn't seem right. It was for charging when i was up north of newzealand on the beach. taking lots of photos needed it to recharge divices when there was no electricity driving in the car. anyway that was annoying. live and learn.
Both my flights from Whangarei to Auckland and Auckland to Vancouver where late by an hour... That created a lot of anxiety that I would make it between flights, and had my husband waiting many hours for me in Vancouver to pick me up. Can there not be another plane on standby for when delays happen. The weather was not stormy, whatever the reason for the delay it happens a lot! Talking to local kiwis. No one is happy about it. The planes are also quite cold. I realise there is a belief that the cold helps one sleep, but that's a myth. It really doesn't. There is a certain warm temperature maybe a touch below body heat that is cosy to sleep. I dressed extra warm, with a t-shit, sweater and feather winter coat, still using the blanket for my legs, to stay warm on the flight back to Vancouver. It was uncomfortable in economy class. Not much room to stretch between two people. Everything else was lovely, the attendants, the food. I wish that there were more signs at the Auckland airport, knowing where to go would have been nice too. When I first landed in Auckland and had to go to domestic, it was my first time after 30 years. I asked someone where do I go? they said follow the line. They didn't say there was a bus, there were no signs saying free bus to and from domestic. It was pouring with rain, my plane again had arrived late from Brisbane, that time, air NZ all the way and I followed the line, hoping it was around the next corner, and the next corner, and the next... arriving soaked! With a few mins to spare to my auckland to whangarei flight. High anxiety that day too. When I went from Vancouver-Auckland-Brisbane. I again was confused with the signs to go international. And walking through the shops, would never have guest that was the way to go. I realise Auckland airport is getting construction done, maybe that will solve the way people go with better signs then. but for now its very confusing. Plus I saw someone purchase maple syrup at customs before their flight, and it was confiscated when they had their carry on bag checked. That doesn't seem right, made not want to purchase anything at customs. If its going to be confiscated. my recharger battery to use on the go to power charge my ipad and phone was confiscated that was over $100, would like my money back. It went from vancouver to brisbane to auckland and whangarei, then whangarei to auckland. but auckland to vancouver my luggage had the lock broken and a note saying they took it. kinda feel violated. Could customs not have called me over and asked me about it, and i could have carried it on in my carryon bag, because it seemed ok when i had it on my carry on, just not my suitcase. I ipad and phone have lithium batteries, didn't seem right. It was for charging when i was up north of newzealand on the beach. taking lots of photos needed it to recharge divices when there was no electricity driving in the car. anyway that was annoying. live and learn.
Related info for your journey
Find useful and relevant information for your journey from Sydney to O'Hare Intl. 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 from for flights from Sydney to Chicago O'Hare Intl?
For a flight from Sydney to Chicago O'Hare Intl, you will be flying from Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre of the city. Kingsford Smith is the only Sydney airport and it handles 0 outbound flights to Chicago O'Hare Intl per day. 6 airlines have flights to Chicago O'Hare Intl from Sydney Kingsford Smith on a regular basis.
How long is the flight from Sydney to Chicago O'Hare Intl Airport?
There are many flights that can get you from Sydney to Chicago O'Hare Intl Airport in 20h 21m. Fly via Air Canada to get the fastest option. Airlines will cover a distance of 14851 km.
What are the cheapest airlines flying from Sydney to Chicago O'Hare Intl Airport round-trip?
Qantas Airways, at $994, was found to be the cheapest airline from Sydney to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include American Airlines and Air Canada. These flights start at 32% lower than the current average price 3 months from now.
Can I find deals for business class flights from Sydney to O'Hare Intl?
Yes. Cheapflights offers flight deals from Sydney to O'Hare Intl 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 Sydney to Chicago O'Hare Intl Airport?
Currently, September is the cheapest month in which you can book a flight from Sydney to Chicago O'Hare Intl Airport (average of $938). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,588). 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 O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 5 December 2025.
Discover the top 6 airlines that operate flights from Sydney to O'Hare Intl. 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 5 December 2025.
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