Title: CA $969 Cheap Flights from Chicago (ORD) to Sydney (SYD) - Expedia.ca ![](https://images.trvl-media.com/place/178312/136253ce-3061-45f8-b8d7-9d9fb2223786.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178312/136253ce-3061-45f8-b8d7-9d9fb2223786.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $969 Cheap Flights from Chicago (ORD) to Sydney (SYD) [View CA $969 flight on Tue, Sep 16, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:ORD,to:SYD,departure:16/09/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:968.20&airProductToken=AQpmCiEIxpQBEgQ1MDY1GK4cIKOxASiC9PcCMJ319wI4UUAAWAEKIAjGlAESAzg5MRijsQEgjWgohvb3AjCc_PcCOFFAAVgBCh8IxpQBEgM5MTUYjWggkh4o5IL4AjCahfgCOE9AAVgBEgoIARABGAEqAkZKGAEiBAgBEAEoBDAB) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Flight 1 Leaving from Going to Departing Flight 2 Leaving from Going to Departing ## Popular airlines from Chicago O'Hare International Airport (ORD) to Sydney Airport (SYD) - ![Qantas Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_QF.svg) Qantas Airways [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:syd,departure:29/09/2025TANYT&leg2=from:syd,to:ord,departure:06/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"QF"}}]) - ![Air New Zealand](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NZ.svg) Air New Zealand [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:syd,departure:29/09/2025TANYT&leg2=from:syd,to:ord,departure:06/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NZ"}}]) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:syd,departure:29/09/2025TANYT&leg2=from:syd,to:ord,departure:06/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![Cathay Pacific](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_CX.svg) Cathay Pacific [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:syd,departure:29/09/2025TANYT&leg2=from:syd,to:ord,departure:06/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"CX"}}]) - ![All Nippon Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NH.svg) All Nippon Airways [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:syd,departure:29/09/2025TANYT&leg2=from:syd,to:ord,departure:06/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NH"}}]) - ![Emirates](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_EK.svg) Emirates [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:syd,departure:29/09/2025TANYT&leg2=from:syd,to:ord,departure:06/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"EK"}}]) - ![Qatar Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_QR.svg) Qatar Airways [](https://www.expedia.ca/Flights-Search?leg1=from:ord,to:syd,departure:29/09/2025TANYT&leg2=from:syd,to:ord,departure:06/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"QR"}}]) - ## Plan, book, fly with confidence - ### Be in the know Get alerts if flight prices drop or rise\* - ### Book smarter Save up to 30% on select hotels after you book a flight\* - ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Chicago (ORD) to Sydney (SYD) Prices were available within the past 7 days and start at CA $969 for one-way flights and CA $1,721 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![All Nippon Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NH.gif) Sun, Nov 2 - Tue, Nov 18 ORD Chicago SYD Sydney CA $1,721 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:02/11/2025TANYT&leg2=from:SYD,to:ORD,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1720.52&airProductToken=AQpqCjMIzpABEgMxMTEYrhwgpxsooYT8AjDVivwCOFdAAFgBaghFQ09CQVNJQ3IIV0xYNTdXVzUKMwjOkAESAzg3ORinGyCSHii5i_wCMIKQ_AI4V0ABWAFqCEVDT0JBU0lDcghXTFg1N1dXNQqiAQozCM6QARIDODkwGJIeIKcbKLWu_QIwg7P9AjhXQABYAWoIRUNPQkFTSUNyCFdMWDU3V1c1CjQIzpABEgMxMDYYpxsgi7gBKJa1_QIw7rn9AjhXQAFYAWoIRUNPQkFTSUNyCFdMWDU3V1c1CjUIzpABEgQ3MjQwGIu4ASCuHCi4vP0CMKS-_QI4V0ABWAFqCEVDT0JBU0lDcghXTFg1N1dXNRIKCAEQARgBKgJOSBgBIgQIARABKAIoAygEMAE) ![All Nippon Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NH.gif) Mon, Nov 3 - Tue, Nov 18 ORD Chicago SYD Sydney CA $1,726 Roundtrip found 22 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:03/11/2025TANYT&leg2=from:SYD,to:ORD,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1725.34&airProductToken=AQpqCjMIzpABEgMxMTEYrhwgpxsowY_8AjD1lfwCOFdAAFgBaghFQ09CQVNJQ3IIV0xYNTdXVzUKMwjOkAESAzg3ORinGyCSHijZlvwCMKKb_AI4V0ABWAFqCEVDT0JBU0lDcghXTFg1N1dXNQqiAQozCM6QARIDODkwGJIeIKcbKLWu_QIwg7P9AjhXQABYAWoIRUNPQkFTSUNyCFdMWDU3V1c1CjQIzpABEgMxMDYYpxsgi7gBKJa1_QIw7rn9AjhXQAFYAWoIRUNPQkFTSUNyCFdMWDU3V1c1CjUIzpABEgQ3MjQwGIu4ASCuHCi4vP0CMKS-_QI4V0ABWAFqCEVDT0JBU0lDcghXTFg1N1dXNRIKCAEQARgBKgJOSBgBIgQIARABKAIoAygEMAE) ![Air New Zealand](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NZ.gif) Wed, Mar 11 - Wed, Mar 25 ORD Chicago SYD Sydney CA $1,863 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:11/03/2026TANYT&leg2=from:SYD,to:ORD,departure:25/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1862.82&airProductToken=AQqHAQosCM60ARIENjg1MxiuHCCIOCjxrocDMJSwhwM4U0AAWAFqAkVDcgZLWDg3QTUKKgjOtAESAjI5GIg4IMBaKJ2xhwMwl7iHAzhLQAFYAWoCRUNyBktYODdBNQorCM60ARIDMTAxGMBaIJIeKNi4hwMwubqHAzhLQAFYAWoCRUNyBktYODdBNQqHAQorCM60ARIDMTA0GJIeIMBaKO3CiAMwpsSIAzhLQABYAWoCRUNyBktYODdBNQoqCM60ARICMjgYwFogiDgo1cWIAzD1y4gDOEtAAVgBagJFQ3IGS1g4N0E1CiwIzrQBEgQ2ODQ4GIg4IK4cKLjNiAMw486IAzhTQAFYAWoCRUNyBktYODdBNRIKCAEQARgBKgJOWhgBIgQIARABKAIoAygEMAE) ![Air New Zealand](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NZ.gif) Sun, Mar 8 - Sun, Mar 15 ORD Chicago SYD Sydney CA $1,873 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:08/03/2026TANYT&leg2=from:SYD,to:ORD,departure:15/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1872.94&airProductToken=AQqIAQotCM60ARIEOTY4OBiuHCCLuAEotI2HAzC2j4cDOEtAAFgBagJFQ3IGS1g4N0E1CioIzrQBEgE1GIu4ASDAWii6kIcDMMGWhwM4S0ABWAFqAkVDcgZLWDg3QTUKKwjOtAESAzEwMRjAWiCSHij4locDMNmYhwM4S0ABWAFqAkVDcgZLWDg3QTUKhwEKKwjOtAESAzEwNBiSHiDAWiit0ocDMObThwM4S0AAWAFqAkVDcgZLWDg3QTUKKgjOtAESAjI4GMBaIIg4KJXVhwMwtduHAzhLQAFYAWoCRUNyBktYODdBNQosCM60ARIENjg0OBiIOCCuHCj43IcDMKPehwM4S0ABWAFqAkVDcgZLWDg3QTUSCggBEAEYASoCTloYASIECAEQASgCKAMoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, Nov 2 - Tue, Nov 18 ORD Chicago SYD Sydney CA $1,961 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:02/11/2025TANYT&leg2=from:SYD,to:ORD,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1960.62&airProductToken=AQpmCjIIwYYBEgQxMDQ5GK4cILiNASj0g_wCMIeG_AI4S0AAWAFqBUJBU0lDcghLTFhCNjJCQQowCMGGARICMzMYuI0BIJIeKJCI_AIwy4_8AjhLQAFYAWoFQkFTSUNyCEtMWEI2MkJBCmYKMAjBhgESAjM0GJIeILiNASj0rf0CMNq0_QI4S0AAWAFqBUJBU0lDcghLTFhCNjJCQQoyCMGGARIEMTA0OBi4jQEgrhwovrX9AjC5t_0COEtAAVgBagVCQVNJQ3IIS0xYQjYyQkESCggCEAEYAioCQUMYASIECAEQASgCKAMoBDAN) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Nov 17 - Wed, Dec 3 ORD Chicago SYD Sydney CA $1,984 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:17/11/2025TANYT&leg2=from:SYD,to:ORD,departure:03/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1983.82&airProductToken=AQpnCjIIwYIBEgMzNjkYrhwgi7gBKOWr_QIw9a39AjhCQABYAWoGQkFTSUNCcghPSlg1Q1paWgoxCMGCARICNzMYi7gBIJIeKPWw_QIwiLj9AjhCQAFYAWoGQkFTSUNCcghPSlg1Q1paWgpoCjEIwYIBEgI3MhiSHiCLuAEoz9b-AjCN3f4COEJAAFgBagZCQVNJQ0JyCE9KWDVDWlpaCjMIwYIBEgQxOTc5GIu4ASCuHCi24f4CMK3j_gI4QkABWAFqBkJBU0lDQnIIT0pYNUNaWloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Qantas Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QF.gif) Mon, Dec 1 - Mon, Jan 12 ORD Chicago SYD Sydney CA $1,990 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:01/12/2025TANYT&leg2=from:SYD,to:ORD,departure:12/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1989.70&airProductToken=AQpgCi4I0YwBEgQzMTYwGK4cIIu4ASilyf4CMLXL_gI4T0AAWAFqBEVDU0xyBU9KWDVTCi4I0YwBEgQ0MTEyGIu4ASCSHii1zv4CMMjV_gI4T0AAWAFqBEVDU0xyBU9KWDVTCmAKLgjRjAESBDQxMTEYkh4gi7gBKM-YggMwjZ-CAzhPQABYAWoERUNTTHIFT0pYNVMKLgjRjAESBDQ3NjMYi7gBIK4cKNihggMw0aOCAzhPQABYAWoERUNTTHIFT0pYNVMSCggBEAEYASoCUUYYASIECAEQASgCKAMoBDAL) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Nov 17 - Wed, Dec 3 ORD Chicago SYD Sydney CA $2,008 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:17/11/2025TANYT&leg2=from:SYD,to:ORD,departure:03/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2007.62&airProductToken=AQqmAQo2CMSYARIEMzU0NRiuHCDjtAEojqz9AjDnrP0COEVAAFgBaglNQUlOQkFTSUNyCFhMWEc3TkJaCjYIxJgBEgM4NTIY47QBIIu4ASi9rf0CMO6v_QI4RUABWAFqCU1BSU5CQVNJQ3IIWExYRzdOQloKNAjEmAESAjQxGIu4ASCSHijcsP0CMOq3_QI4RUABWAFqCU1BSU5CQVNJQ3IIWExYRzdOQloKpAEKNAjEmAESAjQwGJIeIIu4ASis1v4CMPTc_gI4RUAAWAFqCU1BSU5CQVNJQ3IIWExYRzdOQloKNQjEmAESAzUxNRiLuAEg4Fwo093-AjDP3_4COEVAAVgBaglNQUlOQkFTSUNyCFhMWEc3TkJaCjUIxJgBEgQyNzM4GOBcIK4cKJPg_gIwkOH-AjhFQAFYAWoJTUFJTkJBU0lDcghYTFhHN05CWhIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Jan 5 - Tue, Jan 13 ORD Chicago SYD Sydney CA $2,014 Roundtrip found 19 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:05/01/2026TANYT&leg2=from:SYD,to:ORD,departure:13/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2013.70&airProductToken=AQpCCh8I1YIBEgM1OTIYrhwgsnEonNSBAzDE1oEDOExAAFgBCh8I1YIBEgM4MjkYsnEgkh4o_9aBAzCI3oEDOExAAVgBCkMKHwjVggESAzg3MBiSHiCycSimpIIDMN-qggM4TEAAWAEKIAjVggESBDE1NjgYsnEgrhwouauCAzDFrYIDOExAAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![Turkish Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TK.gif) Mon, Nov 17 - Wed, Dec 3 ORD Chicago SYD Sydney CA $2,070 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SYD,departure:17/11/2025TANYT&leg2=from:SYD,to:ORD,departure:03/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:2069.52&airProductToken=AQpeCi0I1JYBEgMxODYYrhwgyJwBKO6q_QIw2q_9AjhWQABYAWoCUFNyB1ZMVjNYUEMKLQjUlgESAzE3NBjInAEgkh4otbP9AjD0vP0COFZAAVgBagJQU3IHVkxWM1hQQwpcCi0I1JYBEgMxNzUYkh4gyJwBKKfb_gIwseX-AjhWQABYAWoCUFNyB1ZMVjNYUEMKKwjUlgESATUYyJwBIK4cKNPn_gIwme3-AjhWQAFYAWoCUFNyB1ZMVjNYUEMSCggBEAEYASoCVEsYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from Chicago (ORD) to Sydney (SYD) ### August is typically the cheapest month to fly From CA $1,086 - CA $2,312 per traveller. Flight from Chicago to Sydney (ORD - SYD) route information | Origin airport | O'Hare Intl. | | --- | --- | | Destination airport | Kingsford Smith Intl. | | Airlines serving | Air Canada, Air New Zealand, All Nippon Airways, American Airlines, British Airways, Cathay Pacific, Delta, Emirates, Etihad Airways, JetBlue Airways, Korean Air, Qantas Airways, Qatar Airways, Turkish Airlines, United | | Roundtrip price | CA $1,721 | | Distance | 14775 km | ## Chicago to Sydney Flights **The easy way to book your flights from Chicago to Sydney**  With Expedia, it’s simple to find and book flights to Sydney from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Kingsford Smith Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Sydney today, tomorrow, or this week.   **Save dollars with cheap flights from O'Hare Intl., ORD to Kingsford Smith Intl., SYD**  Sort your search results by price to find great deals on your flight from Chicago to Sydney—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Sydney from Chicago currently is just CA $1,721 rising to CA $2,070.   Here are more money-saving tips:  - Fly in November when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Sydney   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Sydney from Chicago**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Sydney with Expedia today. ## Frequently asked questions ### How much is a flight from ORD to Kingsford Smith Intl. Airport (SYD)? > Based on airfares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights between O'Hare Intl. Airport (ORD) and SYD start from CA $1,721. Book ASAP to secure the best price for your trip. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Mascot Airport? > Each air carrier has different terms and conditions. If you decide to cancel your getaway, visit our [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from O'Hare Airport to Mascot Airport that have flexible change policies? > Flights from O'Hare Intl. Airport (ORD) to Mascot Airport offering flexible change policies are available from several carriers. Simply use our "No change fees" filter while searching. You'll only need to pay the fare difference, without any additional fees to worry about. ### How many hours is the flight from O'Hare Airport to Sydney Airport? > Averaging 23 hours and 15 minutes, the journey from O'Hare Intl. Airport (ORD) to Sydney Airport is a long one. To make your journey more relaxing, remember to bring a quality neck pillow and a pair of noise-cancelling headphones. ### How far is the flight from O'Hare Airport to Mascot Airport? > With a flight distance of 14,900 kilometres between Chicago and Sydney, this is a long-haul journey. Ensure that you drink lots of water and get up to stretch your legs every so often. ### Which airlines fly direct from O'Hare Airport to SYD? > Unfortunately, there are no airlines that directly fly between O'Hare Intl. Airport (ORD) and Sydney Airport. You'll need to book a flight with at least one stop. ### Are ORD to Kingsford Smith Intl. Airport (SYD) flight tickets cheaper when they're purchased at the last minute? > Booking last minute from O'Hare Intl. Airport (ORD) to Kingsford Smith Intl. Airport (SYD) can be hit-or-miss. You may be able to score a bargain, but then again, you could miss out! If you'd prefer to start planning ahead of time, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines issue their prices that far in advance. Our suggestion? Check back often as updates are made frequently. ## Explore a world of travel with Expedia - Trending Routes - Trending Flights - Top Flights Destinations - Other Airlines - Main Airports for Flights - Cheap Flights from Other Airports - Expedia's Latest Trends ### Top Routes from Chicago - [Chicago to Ottawa (ORD - YOW)](https://expedia.ca/lp/flights/ord/yow/chicago-to-ottawa) - [Chicago to Mumbai (ORD - BOM)](https://expedia.ca/lp/flights/ord/bom/chicago-to-mumbai) - [Chicago to Newark Liberty Intl. Airport (ORD - EWR)](https://expedia.ca/lp/flights/ord/ewr/chicago-to-newark-liberty-intl-airport) - [Chicago to Calgary (ORD - YYC)](https://expedia.ca/lp/flights/ord/yyc/chicago-to-calgary) - [Chicago to New York (ORD - LGA)](https://expedia.ca/lp/flights/ord/lga/chicago-to-new-york) - [Chicago to Delhi (ORD - DEL)](https://expedia.ca/lp/flights/ord/del/chicago-to-delhi) - [Chicago to Chennai (ORD - MAA)](https://expedia.ca/lp/flights/ord/maa/chicago-to-chennai) - [Chicago to Montreal (ORD - YUL)](https://expedia.ca/lp/flights/ord/yul/chicago-to-montreal) - [Chicago to Hyderabad (ORD - HYD)](https://expedia.ca/lp/flights/ord/hyd/chicago-to-hyderabad) - [Chicago to Vancouver (ORD - YVR)](https://expedia.ca/lp/flights/ord/yvr/chicago-to-vancouver) - [Chicago to Kitchener (ORD - YKF)](https://expedia.ca/lp/flights/ord/ykf/chicago-to-kitchener) - [Chicago to Baltimore (ORD - BWI)](https://expedia.ca/lp/flights/ord/bwi/chicago-to-baltimore) ### Top Routes to Sydney - [Ottawa to Sydney (YOW - SYD)](https://expedia.ca/lp/flights/yow/syd/ottawa-to-sydney) - [Calgary to Sydney (YYC - SYD)](https://expedia.ca/lp/flights/yyc/syd/calgary-to-sydney) - [Los Angeles to Sydney (LAX - SYD)](https://expedia.ca/lp/flights/lax/syd/los-angeles-to-sydney) - [Kelowna to Sydney (YLW - SYD)](https://expedia.ca/lp/flights/ylw/syd/kelowna-to-sydney) - [Hong Kong to Sydney (HKG - SYD)](https://expedia.ca/lp/flights/hkg/syd/hong-kong-to-sydney) - [Detroit to Sydney (DTW - SYD)](https://expedia.ca/lp/flights/dtw/syd/detroit-to-sydney) - [Honolulu to Sydney (HNL - SYD)](https://expedia.ca/lp/flights/hnl/syd/honolulu-to-sydney) - [Winnipeg to Sydney (YWG - SYD)](https://expedia.ca/lp/flights/ywg/syd/winnipeg-to-sydney) - [Halifax to Sydney (YHZ - SYD)](https://expedia.ca/lp/flights/yhz/syd/halifax-to-sydney) - [Victoria to Sydney (YYJ - SYD)](https://expedia.ca/lp/flights/yyj/syd/victoria-to-sydney) - [Seattle to Sydney (SEA - SYD)](https://expedia.ca/lp/flights/sea/syd/seattle-to-sydney) - [Montreal to Sydney (YUL - SYD)](https://expedia.ca/lp/flights/yul/syd/montreal-to-sydney) ### Top Routes from Chicago - [Etihad Airways Chicago to Ahmedabad](https://expedia.ca/lp/flight-routes/etihad-airways-from-ohare-intl-to-sardar-vallabhbhai-patel-intl/ey/ord/amd) ### Top Flight Destinations - [Flights to Sydney](https://expedia.ca/Cheap-Flights-To-Sydney.d178312.Travel-Guide-Flights) - [Flights to Melbourne](https://expedia.ca/Cheap-Flights-To-Melbourne.d178283.Travel-Guide-Flights) - [Flights to Gold Coast](https://expedia.ca/Cheap-Flights-To-Gold-Coast.d180064.Travel-Guide-Flights) - [Flights to Brisbane](https://expedia.ca/Cheap-Flights-To-Brisbane.d179993.Travel-Guide-Flights) - [Flights to Adelaide](https://expedia.ca/Cheap-Flights-To-Adelaide.d6051330.Travel-Guide-Flights) - [Flights to Perth](https://expedia.ca/Cheap-Flights-To-Perth.d180013.Travel-Guide-Flights) - [Flights to Sunshine Coast](https://expedia.ca/Cheap-Flights-To-Sunshine-Coast.d180069.Travel-Guide-Flights) - [Flights to Cairns](https://expedia.ca/Cheap-Flights-To-Cairns.d553248635404168639.Travel-Guide-Flights) - [Flights to Canberra](https://expedia.ca/Cheap-Flights-To-Canberra.d6049663.Travel-Guide-Flights) - [Flights to Hobart](https://expedia.ca/Cheap-Flights-To-Hobart.d6052485.Travel-Guide-Flights) - [Flights to Newcastle](https://expedia.ca/Cheap-Flights-To-Newcastle.d6047788.Travel-Guide-Flights) - [Flights to Port Douglas](https://expedia.ca/Cheap-Flights-To-Port-Douglas.d6131595.Travel-Guide-Flights) - [Flights to Byron Bay](https://expedia.ca/Cheap-Flights-To-Byron-Bay.d6138873.Travel-Guide-Flights) - [Flights to Coffs Harbour](https://expedia.ca/Cheap-Flights-To-Coffs-Harbour.d815.Travel-Guide-Flights) - [Flights to Townsville](https://expedia.ca/Cheap-Flights-To-Townsville.d6047631.Travel-Guide-Flights) - [Flights to Wollongong](https://expedia.ca/Cheap-Flights-To-Wollongong.d10427.Travel-Guide-Flights) - [Flights to Darwin](https://expedia.ca/Cheap-Flights-To-Darwin.d6131317.Travel-Guide-Flights) - [Flights to Port Macquarie](https://expedia.ca/Cheap-Flights-To-Port-Macquarie.d6140201.Travel-Guide-Flights) - [Flights to Airlie Beach](https://expedia.ca/Cheap-Flights-To-Airlie-Beach.d6131603.Travel-Guide-Flights) - [Flights to Hervey Bay](https://expedia.ca/Cheap-Flights-To-Hervey-Bay.d6053026.Travel-Guide-Flights) ### Other Airlines - [WestJet](https://expedia.ca/WestJet-Flights.cWS.Travel-Guide-Airlines) - [American Airlines](https://expedia.ca/American-Airlines-Flights.cAA.Travel-Guide-Airlines) - [Delta](https://expedia.ca/Delta-Flights.cDL.Travel-Guide-Airlines) - [Air Canada](https://expedia.ca/Air-Canada-Flights.cAC.Travel-Guide-Airlines) - [United](https://expedia.ca/United-Flights.cUA.Travel-Guide-Airlines) - [Alaska Airlines](https://expedia.ca/Alaska-Airlines-Flights.cAS.Travel-Guide-Airlines) - [JetBlue Airways](https://expedia.ca/JetBlue-Airways-Flights.cB6.Travel-Guide-Airlines) - [British Airways](https://expedia.ca/British-Airways-Flights.cBA.Travel-Guide-Airlines) - [Lufthansa](https://expedia.ca/Lufthansa-Flights.cLH.Travel-Guide-Airlines) - [Turkish Airlines](https://expedia.ca/Turkish-Airlines-Flights.cTK.Travel-Guide-Airlines) - [Qatar Airways](https://expedia.ca/Qatar-Airways-Flights.cQR.Travel-Guide-Airlines) - [Etihad Airways](https://expedia.ca/Etihad-Airways-Flights.cEY.Travel-Guide-Airlines) - [Swiss International Air Lines](https://expedia.ca/Swiss-International-Air-Lines-Flights.cLX.Travel-Guide-Airlines) - [Emirates](https://expedia.ca/Emirates-Flights.cEK.Travel-Guide-Airlines) - [Spirit Airlines](https://expedia.ca/Spirit-Airlines-Flights.cNK.Travel-Guide-Airlines) - [Cathay Pacific](https://expedia.ca/Cathay-Pacific-Flights.cCX.Travel-Guide-Airlines) Chicago nearby Airports #### Chicago ### Main Airports for Flights - [Midway Intl. Airport (MDW)](https://expedia.ca/lp/airports/mdw/flights-from-midway-intl-airport) - [Kenosha Regional Airport (ENW)](https://expedia.ca/lp/airports/enw/flights-from-kenosha-regional-airport) - [Greater Rockford Airport (RFD)](https://expedia.ca/lp/airports/rfd/flights-from-greater-rockford-airport) - [General Mitchell Intl. Airport (MKE)](https://expedia.ca/lp/airports/mke/flights-from-general-mitchell-intl-airport) - [Dane County Regional Airport (MSN)](https://expedia.ca/lp/airports/msn/flights-from-dane-county-regional-airport) - [Central Illinois Regional Airport (BMI)](https://expedia.ca/lp/airports/bmi/flights-from-central-illinois-regional-airport) - [Purdue University Airport (LAF)](https://expedia.ca/lp/airports/laf/flights-from-purdue-university-airport) - [Kalamazoo-Battle Creek Intl. Airport (AZO)](https://expedia.ca/lp/airports/azo/flights-from-kalamazoo-battle-creek-intl-airport) ### Expedia's Latest Trends Hotels - [Hotels in Toronto](https://expedia.ca/Toronto-Hotels.d178314.Travel-Guide-Hotels) - [Downtown Toronto hotels](https://expedia.ca/Downtown-Toronto-Toronto-Hotels.0-n6057934-0.Travel-Guide-Filter-Hotels) - [Ocean Riviera Paradise All Inclusive](https://expedia.ca/Playa-Del-Carmen-Hotels-Ocean-Riviera-Paradise-All-Inclusive.h15099903.Hotel-Information) - [Cheap Hotels in Vancouver](https://expedia.ca/Vancouver-Hotels-Cheap-Hotels.0-0-d178315-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotel Park Ave](https://expedia.ca/New-York-Hotels-Mondrian-Park-Avenue.h17793410.Hotel-Information) - [Cheap Hotels in Calgary](https://expedia.ca/Calgary-Hotels-Cheap-Hotels.0-0-d178245-tCheapHotels.Travel-Guide-Filter-Hotels) - [Brewster Mountain Lodge](https://expedia.ca/Banff-Hotels-Brewsters-Mountain-Lodge.h868296.Hotel-Information) - [Sunset Resorts Canmore and Spa](https://expedia.ca/Canmore-Hotels-Sunset-Resorts-Canmore-And-Spa.h1293268.Hotel-Information) Flights - [Cathay Pacific](https://expedia.ca/Cathay-Pacific-Flights.cCX.Travel-Guide-Airlines) - [Cheap Flights from Toronto (YYZ) to Peoria (PIA)](https://expedia.ca/lp/flights/yyz/pia/toronto-to-peoria) - [Cheap Flights to Pemberton](https://expedia.ca/Cheap-Flights-To-Pemberton.d6035104.Travel-Guide-Flights) - [Cheap Flights from Hot Springs (HOT) to Rockford (RFD)](https://expedia.ca/lp/flights/hot/rfd/hot-springs-to-rockford) - [Cheap Flights from Peoria (PIA) to Toronto (YYZ)](https://expedia.ca/lp/flights/pia/yyz/peoria-to-toronto) - [Cheap Flights from Paris (CDG) to Rome (FCO)](https://expedia.ca/lp/flights/cdg/fco/paris-to-rome) - [Cheap Flights from Winnipeg (YWG) to Lahore (LHE)](https://expedia.ca/lp/flights/ywg/lhe/winnipeg-to-lahore) - [Cheap Flights from Toronto (YYZ) to Rockford (RFD)](https://expedia.ca/lp/flights/yyz/rfd/toronto-to-rockford) - [Cheap Flights from Toronto (YYZ) to Aurora (AUZ)](https://expedia.ca/lp/flights/yyz/auz/toronto-to-aurora) - [Cheap Flights from Calgary (YYC) to Peoria (PIA)](https://expedia.ca/lp/flights/yyc/pia/calgary-to-peoria) - [Cheap Flights from Toronto (YYZ) to Bloomington (BMI)](https://expedia.ca/lp/flights/yyz/bmi/toronto-to-bloomington) - [Cheap Flights from Melbourne (MEL) to Toronto (YYZ)](https://expedia.ca/lp/flights/mel/yyz/melbourne-to-toronto) - [Cheap Flights from Toronto (YYZ) to Malta (MLK)](https://expedia.ca/lp/flights/yyz/mlk/toronto-to-malta) - [Cheap Flights to Toronto](https://expedia.ca/Cheap-Flights-To-Toronto.d178314.Travel-Guide-Flights) - [Cheap Flights from Toronto (YYZ) to Buffalo (BUF)](https://expedia.ca/lp/flights/yyz/buf/toronto-to-buffalo) - [Cheap Flights from Toronto (YYZ) to Champaign (CMI)](https://expedia.ca/lp/flights/yyz/cmi/toronto-to-champaign) - [Cheap Flights from Toronto (YYZ) to Islamabad (ISB)](https://expedia.ca/lp/flights/yyz/isb/toronto-to-islamabad) - [Cheap Flights from Winnipeg (YWG) to London (YXU)](https://expedia.ca/lp/flights/ywg/yxu/winnipeg-to-london) - [Cheap Flights from Vancouver (YVR) to Sydney (SYD)](https://expedia.ca/lp/flights/yvr/syd/vancouver-to-sydney) - [Cheap Flights from Chennai (MAA) to Montreal (YUL)](https://expedia.ca/lp/flights/maa/yul/chennai-to-montreal) - [Cheap Flights from Winnipeg (YWG) to Toronto (YYZ)](https://expedia.ca/lp/flights/ywg/yyz/winnipeg-to-toronto) Activities - [Things to do in Saint John](https://expedia.ca/Things-To-Do-In-Saint-John.d602956.Travel-Guide-Activities) \*Available to Expedia members. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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