Title: CA $745 Cheap Flights from Taipei (TPE) to Chicago (ORD) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $745 Cheap Flights from Taipei (TPE) to Chicago (ORD) [View CA $745 flight on Thu, Oct 30, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:744.70&airProductToken=AQqjAQozCMSYARICNjgY8yMgkgEo89j7AjCM3vsCOEVAAFgBaglNQUlOQkFTSUNyCFhMRTAwSEVECjUIxJgBEgQxMjY1GJIBIPISKMfg-wIwweH7AjhFQAFYAWoJTUFJTkJBU0lDcghYTEUwMEhFRAo1CMSYARIEMjQxMxjyEiCuHCiM4_sCMMPk-wI4RUABWAFqCU1BSU5CQVNJQ3IIWExFMDBIRUQSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Taoyuan International Airport (TPE) to Chicago O'Hare International Airport (ORD) - ![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:tpe,to:ord,departure:11/11/2025TANYT&leg2=from:ord,to:tpe,departure:18/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"CX"}}]) - ![Japan Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_JL.svg) Japan Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:tpe,to:ord,departure:11/11/2025TANYT&leg2=from:ord,to:tpe,departure:18/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"JL"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:tpe,to:ord,departure:11/11/2025TANYT&leg2=from:ord,to:tpe,departure:18/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:tpe,to:ord,departure:11/11/2025TANYT&leg2=from:ord,to:tpe,departure:18/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![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:tpe,to:ord,departure:11/11/2025TANYT&leg2=from:ord,to:tpe,departure:18/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![Korean Air](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_KE.svg) Korean Air [](https://www.expedia.ca/Flights-Search?leg1=from:tpe,to:ord,departure:11/11/2025TANYT&leg2=from:ord,to:tpe,departure:18/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"KE"}}]) - ![EVA Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BR.svg) EVA Airways [](https://www.expedia.ca/Flights-Search?leg1=from:tpe,to:ord,departure:11/11/2025TANYT&leg2=from:ord,to:tpe,departure:18/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"BR"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Taipei (TPE) to Chicago (ORD) Prices were available within the past 7 days and start at CA $745 for one-way flights and CA $1,213 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Oct 30 - Wed, Nov 12 TPE Taipei ORD Chicago CA $1,213 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&leg2=from:ORD,to:TPE,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1212.50&airProductToken=AQpsCjMIxJgBEgI2OBjzIyCSASjz2PsCMIze-wI4RUAAWAFqCU1BSU5CQVNJQ3IIWExFMFpIRUQKNQjEmAESBDIwNTUYkgEgrhwo4d77AjDa4PsCOEVAAVgBaglNQUlOQkFTSUNyCFhMRTBaSEVECqQBCjYIxJgBEgQzODg1GK4cIOO0ASif8fwCMPvx_AI4RUAAWAFqCU1BSU5CQVNJQ3IIWExFMFpIRUQKNQjEmAESAzcyOBjjtAEgkgEox_L8AjD19PwCOEVAAVgBaglNQUlOQkFTSUNyCFhMRTBaSEVECjMIxJgBEgI2ORiSASDzIyin9fwCMNH7_AI4RUABWAFqCU1BSU5CQVNJQ3IIWExFMFpIRUQSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Oct 30 - Wed, Nov 12 TPE Taipei ORD Chicago CA $1,304 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&leg2=from:ORD,to:TPE,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1303.50&airProductToken=AQpsCjMIxJgBEgI2OBjzIyCSASjz2PsCMIze-wI4WEAAWAFqCU1BSU5FWFRSQXIIWExFMFpIWUQKNQjEmAESBDIwNTUYkgEgrhwo4d77AjDa4PsCOFhAAVgBaglNQUlORVhUUkFyCFhMRTBaSFlECqQBCjYIxJgBEgQzODg1GK4cIOO0ASif8fwCMPvx_AI4WEAAWAFqCU1BSU5FWFRSQXIIWExFMFpIWUQKNQjEmAESAzcyOBjjtAEgkgEox_L8AjD19PwCOFhAAVgBaglNQUlORVhUUkFyCFhMRTBaSFlECjMIxJgBEgI2ORiSASDzIyin9fwCMNH7_AI4WEABWAFqCU1BSU5FWFRSQXIIWExFMFpIWUQSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Oct 30 - Wed, Nov 12 TPE Taipei ORD Chicago CA $1,306 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&leg2=from:ORD,to:TPE,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1305.50&airProductToken=AQqCAQooCMSYARICNjgY8yMgkgEo89j7AjCM3vsCOEVAAFgBcghYTEUwWkhFRAoqCMSYARIEMTI2NRiSASDyEijH4PsCMMHh-wI4RUABWAFyCFhMRTBaSEVECioIxJgBEgQyNDEzGPISIK4cKIzj-wIww-T7AjhFQAFYAXIIWExFMFpIRUQKgAEKKQjEmAESAzYzMRiuHCDMfCiu9fwCMIr2_AI4RUAAWAFyCFRMWDBaSEVLCikIxJgBEgM1MDUYzHwgkgEotff8AjCh-fwCOEVAAVgBcghUTFgwWkhFSwooCMSYARICNjkYkgEg8yMox4D9AjDxhv0COEVAAVgBcghUTFgwWkhFSxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Cathay Pacific](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/CX.gif) Mon, Jun 15 - Sat, Jul 4 TPE Taipei ORD Chicago CA $1,369 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:15/06/2026TANYT&leg2=from:ORD,to:TPE,departure:04/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1368.90&airProductToken=AQpWCikIw7ABEgM0MDcY8yMgxzIogN2PAzD93Y8DOFFAAFgBcghRVDIxUE5IUgopCMOwARIDODA2GMcyIK4cKJjfjwMwjeaPAzhRQAFYAXIIUVQyMVBOSFIKVgopCMOwARIDODAxGK4cIMcyKMy8kQMwgsSRAzhRQABYAXIIUVQyMVBOSFIKKQjDsAESAzQ5NBjHMiDzIyiiypEDMJrLkQM4UUABWAFyCFFUMjFQTkhSEgoIARABGAEqAkNYGAEiBAgBEAEoAigDKAQwAQ) ![Cathay Pacific](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/CX.gif) Tue, Nov 11 - Sat, Nov 29 TPE Taipei ORD Chicago CA $1,372 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:11/11/2025TANYT&leg2=from:ORD,to:TPE,departure:29/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1371.20&airProductToken=AQpWCikIw7ABEgM0MDcY8yMgxzIolN_8AjCW4PwCOFFAAFgBcghRVDIxUE5IUgopCMOwARIDODA2GMcyIK4cKJPh_AIw7-f8AjhRQAFYAXIIUVQyMVBOSFIKVgopCMOwARIDODA3GK4cIMcyKJOz_gIwzrr-AjhRQABYAXIIUVQyMVBOSFIKKQjDsAESAzQ1MBjHMiDzIyj4wP4CMObB_gI4UUABWAFyCFFUMjFQTkhSEgoIARABGAEqAkNYGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Oct 30 - Wed, Nov 12 TPE Taipei ORD Chicago CA $1,408 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&leg2=from:ORD,to:TPE,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1407.70&airProductToken=AQqjAQozCMSYARICNjgY8yMgkgEo89j7AjCM3vsCOEVAAFgBaglNQUlOQkFTSUNyCFhMRTAwSEVECjUIxJgBEgQxMjY1GJIBIPISKMfg-wIwweH7AjhFQAFYAWoJTUFJTkJBU0lDcghYTEUwMEhFRAo1CMSYARIEMjQxMxjyEiCuHCiM4_sCMMPk-wI4RUABWAFqCU1BSU5CQVNJQ3IIWExFMDBIRUQSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Korean Air](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/ke.gif) Wed, Jun 10 - Sat, Jun 20 TPE Taipei ORD Chicago CA $1,411 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:10/06/2026TANYT&leg2=from:ORD,to:TPE,departure:20/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1410.10&airProductToken=AQpWCioIy4oBEgQyMDI4GPMjIMhoKO-pjwMwj6uPAzhMQABYAXIITExYNFpIRUsKKAjLigESAjM3GMhoIK4cKOSwjwMw8LaPAzhMQAFYAXIITExYNFpIRUsKVgooCMuKARICMzgYrhwgyGgoup2QAzCWpJADOFVAAFgBcghVTFg0WkhFSwoqCMuKARIEMjAyMRjIaCDzIyi6rJADMNqtkAM4VUABWAFyCFVMWDRaSEVLEgoIARABGAEqAktFGAEiBAgBEAEoAigDKAQwAQ) ![Cathay Pacific](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/CX.gif) Thu, Oct 30 - Wed, Nov 12 TPE Taipei ORD Chicago CA $1,414 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&leg2=from:ORD,to:TPE,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1413.90&airProductToken=AQpWCikIw7ABEgM0NDMY8yMgxzIo1tv7AjDY3PsCOFFAAFgBcghRVDIxUE5IUgopCMOwARIDODA2GMcyIK4cKLPl-wIwj-z7AjhRQAFYAXIIUVQyMVBOSFIKVgopCMOwARIDODA3GK4cIMcyKPPz_AIwrvv8AjhOQABYAXIITlQyMVBOSFIKKQjDsAESAzQwMhjHMiDzIyjbhf0CML-G_QI4TkABWAFyCE5UMjFQTkhSEgoIARABGAEqAkNYGAEiBAgBEAEoAigDKAQwAQ) ![EVA Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BR.gif) Thu, Oct 30 - Wed, Nov 12 TPE Taipei ORD Chicago CA $1,442 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&leg2=from:ORD,to:TPE,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1441.50&airProductToken=AQpPCiUIwqQBEgIyNhjzIyCSASis3_sCMKLk-wI4VkAAWAFyBVZMWEJaCiYIwaYBEgMzMjgYkgEgrhwo2Ob7AjDK6PsCOE9AAVgBcgVWTFhCWgpPCiYIwaYBEgM1ODcYrhwgkgEo6PD8AjCE8_wCOE9AAFgBcgVWTFhCWgolCMKkARICMjUYkgEg8yMoqvn8AjDA__wCOFZAAVgBcgVWTFhCWhIKCAEQARgBKgJCUhgBIgQIARABKAIoAygEMAE) ![Japan Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/JL.gif) Thu, Oct 30 - Wed, Nov 12 TPE Taipei ORD Chicago CA $1,934 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TPE,to:ORD,departure:30/10/2025TANYT&leg2=from:ORD,to:TPE,departure:12/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1933.10&airProductToken=AQpXCioIypgBEgM4MDIY8yMgrZwBKK_Z-wIw49r7AjhOQABYAXIITkxYMDhZWjEKKQjKmAESAjU2GK2cASCuHCjg2_sCMJzh-wI4TkABWAFyCE5MWDA4WVoxClcKKQjKmAESAjU1GK4cIK2cASj08fwCMJT4_AI4TkAAWAFyCE5MWDA4WVoxCioIypgBEgM4MDkYrZwBIPMjKOH5_AIw1vv8AjhOQAFYAXIITkxYMDhZWjESCggBEAEYASoCSkwYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from Taipei (TPE) to Chicago (ORD) ### October is typically the cheapest month to fly From CA $994 - CA $1,375 per traveller. ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:TPE,to:ORD,departure:11/11/2025TANYT&leg2=from:ORD,to:TPE,departure:29/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 23 min [Flights from CA $1,372](https://www.expedia.ca/Flights-Search?leg1=from:TPE,to:ORD,departure:11/11/2025TANYT&leg2=from:ORD,to:TPE,departure:29/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from TPE to O'Hare Airport? > Round-trip tickets between TPE and ORD start from CA $1,213. This is based on fares offered within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Taoyuan Intl. Airport (TPE) to O'Hare Intl. Airport (ORD)? > The majority of flights can be cancelled online, but whether you incur a fee differs between airlines. If you do have to cancel your break, follow the instructions in the [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from TPE to O'Hare Intl. Airport (ORD) that have flexible change policies? > Flights from Taiwan Taoyuan Airport to O'Hare Airport with flexible change policies are available from several airlines. Simply use our "No change fees" filter when searching. You'll only need to pay the cost difference between the two flights, with no extra fees to worry about. ### How many hours is the flight from TPE to O'Hare Intl. Airport (ORD)? > To comfortably pass the 19 hours and 30 minutes flight time between Taiwan Taoyuan Airport and O'Hare Airport, it's wise to be prepared. A laptop filled with your favourite podcasts is a great start. ### How far is the flight from Taiwan Taoyuan Airport to O'Hare Intl. Airport (ORD)? > The distance is around 12,000 kilometres. Eye mask? Check. Toothbrush? Check. You'd be wise to pack all the essentials for this long-haul Taoyuan City to Chicago flight. ### Which airlines fly direct from TPE to O'Hare Airport? > Check out EVA Air (BR) if you want to travel straight from Taiwan Taoyuan Airport to O'Hare Airport. This popular carrier operates 30 monthly flights, so you're sure to find one that fits your travel plans. ### Are Taoyuan Intl. Airport (TPE) to ORD flight tickets cheaper when they're purchased at the last minute? > Tickets from Taiwan Taoyuan Airport to O'Hare Intl. Airport (ORD) are available up to 12 months before departure on Expedia. And although you may score great last-minute deal, it's not something you should bank on. Also, booking your flights in advance means you'll have more options — and you can avoid being wedged in the dreaded middle seat! We're always updating our fares to make sure you get the biggest bargains, so check back often for all the latest specials. ## Travel information | Origin airport | Taoyuan Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, American Airlines, Asiana Airlines, Cathay Pacific, Delta, EVA Airways, Emirates, Japan Airlines, Korean Air, Singapore Airlines, Turkish Airlines | | Roundtrip price | CA $1,212 | | Distance | 11909 km | | Average flight time | 14 hours 35 mins | ## Book with confidence ### Taoyuan City to Chicago Flights **The easy way to book your flights from Taipei to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Taipei 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 O'Hare 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 Taipei to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Taoyuan Intl., TPE to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Taipei to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Taipei currently is just CA $1,213 rising to CA $1,934.   Here are more money-saving tips:  - Fly in October when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - 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 Chicago from Taipei**  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 Chicago with Expedia today. ## Explore a world of travel with Expedia - Flights - [Flights from Calgary to Rosemont](https://www.expedia.ca/lp/flights/178245/7581/calgary-to-rosemont) - [Flights from Denver to Northwest Chicago](https://www.expedia.ca/lp/flights/178254/6350697/denver-to-northwest-chicago) - [Flights from Los Angeles to Evanston](https://www.expedia.ca/lp/flights/178280/8049/los-angeles-to-evanston) - [Flights from Mexico City to Northwest Chicago](https://www.expedia.ca/lp/flights/178285/6350697/mexico-city-to-northwest-chicago) - [Flights from New York to Evanston](https://www.expedia.ca/lp/flights/178293/8049/new-york-to-evanston) - [Flights from Ottawa to Evanston](https://www.expedia.ca/lp/flights/178296/8049/ottawa-to-evanston) - [Flights from Philadelphia to Rosemont](https://www.expedia.ca/lp/flights/178297/7581/philadelphia-to-rosemont) - [Flights from Portland to Rosemont](https://www.expedia.ca/lp/flights/178299/7581/portland-to-rosemont) - [Flights from San Francisco to Evanston](https://www.expedia.ca/lp/flights/178305/8049/san-francisco-to-evanston) - [Flights from Seattle to Rosemont](https://www.expedia.ca/lp/flights/178307/7581/seattle-to-rosemont) - [Flights from Washington to Evanston](https://www.expedia.ca/lp/flights/178318/8049/washington-to-evanston) - [Flights from Lincoln to Rush Street](https://www.expedia.ca/lp/flights/602964/6175183/lincoln-to-rush-street) - [Flights from Winnipeg to Rosemont](https://www.expedia.ca/lp/flights/6141041/7581/winnipeg-to-rosemont) - [Flights from Ashland (AHM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ahm/chi/ashland-to-chicago) - [Flights from Ann Arbor (ARB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/arb/mdw/ann-arbor-to-chicago) - [Flights from Aspen (ASE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ase/mdw/aspen-to-chicago) - [Flights from Atlanta (ATL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/atl/mdw/atlanta-to-chicago) - [Flights from Aurora (AUZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/auz/mdw/aurora-to-chicago) - [Flights from Hartford (BDL) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bdl/chi/hartford-to-chicago) - [Flights from León (BJX) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bjx/mdw/leon-to-chicago) - [Flights from Bellingham (BLI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bli/mdw/bellingham-to-chicago) - [Flights from Belleville (BLV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/blv/chi/belleville-to-chicago) - [Flights from Boston (BOS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bos/mdw/boston-to-chicago) - [Flights from Burlington (BTV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/btv/chi/burlington-to-chicago) - [Flights from Burlington (BTV) to Chicago (MDW)](https://www.expedia.ca/lp/flights/btv/mdw/burlington-to-chicago) - [Flights from Buffalo (BUF) to Chicago (CHI)](https://www.expedia.ca/lp/flights/buf/chi/buffalo-to-chicago) - [Flights from Buffalo (BUF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/buf/mdw/buffalo-to-chicago) - [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bwi/mdw/baltimore-to-chicago) - [Flights from Blaine (BWS) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bws/chi/blaine-to-chicago) - [Flights from Belize City (BZE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bze/mdw/belize-city-to-chicago) - [Flights from Charleston (CHS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/chs/mdw/charleston-to-chicago) - [Flights from Cleveland (CLE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/cle/mdw/cleveland-to-chicago) - [Flights from Danville (DAN) to Chicago (CHI)](https://www.expedia.ca/lp/flights/dan/chi/danville-to-chicago) - [Flights from Delhi (DEL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/del/mdw/delhi-to-chicago) - [Flights from Des Moines (DSM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dsm/mdw/des-moines-to-chicago) - [Flights from Detroit (DTW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dtw/mdw/detroit-to-chicago) - [Flights from Detroit (DTW) to Chicago (PWK)](https://www.expedia.ca/lp/flights/dtw/pwk/detroit-to-chicago) - [Flights from Exeter (EXT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ext/chi/exeter-to-chicago) - [Flights from Fishers Island (FID) to Chicago (MDW)](https://www.expedia.ca/lp/flights/fid/mdw/fishers-island-to-chicago) - [Flights from Flint (FNT) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/fnt/ugn/flint-to-waukegan) - [Flights from Green Bay (GRB) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/grb/ugn/green-bay-to-waukegan) - [Flights from Grand Rapids (GRR) to Chicago (PWK)](https://www.expedia.ca/lp/flights/grr/pwk/grand-rapids-to-chicago) - [Flights from Gary (GYY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/gyy/chi/gary-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/iag/chi/niagara-falls-to-chicago) - [Flights from Niagara Falls (IAG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/iag/mdw/niagara-falls-to-chicago) - [Flights from Wilmington (ILM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ilm/chi/wilmington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ind/chi/indianapolis-to-chicago) - [Flights from Nakhon Phanom (KOP) to Chicago (MDW)](https://www.expedia.ca/lp/flights/kop/mdw/nakhon-phanom-to-chicago) - [Flights from Las Vegas (LAS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/las/mdw/las-vegas-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/lax/chi/los-angeles-to-chicago) - [Flights from Montego Bay (MBJ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mbj/mdw/montego-bay-to-chicago) - [Flights from Orlando (MCO) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mco/mdw/orlando-to-chicago) - [Flights from Michigan City (MGC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mgc/mdw/michigan-city-to-chicago) - [Flights from Muscle Shoals (MSL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/msl/mdw/muscle-shoals-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/msp/chi/minneapolis-to-chicago) - [Flights from New York (NYC) to Chicago (CHI)](https://www.expedia.ca/lp/flights/nyc/chi/new-york-to-chicago) - [Flights from Omaha (OMA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/oma/mdw/omaha-to-chicago) - [Flights from Chicago (ORD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ord/chi/chicago-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/phl/mdw/philadelphia-to-chicago) - [Flights from Pueblo (PUB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/pub/mdw/pueblo-to-chicago) - [Flights from Punta Cana (PUJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/puj/chi/punta-cana-to-chicago) - [Flights from Roanoke (ROA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/roa/mdw/roanoke-to-chicago) - [Flights from Selinsgrove (SEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/seg/mdw/selinsgrove-to-chicago) - [Flights from Sacramento (SMF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/smf/mdw/sacramento-to-chicago) - [Flights from St. Louis (STL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/stl/mdw/st-louis-to-chicago) - [Flights from Newburgh (SWF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/swf/mdw/newburgh-to-chicago) - [Flights from Sydney (SYD) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syd/mdw/sydney-to-chicago) - [Flights from Syracuse (SYR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syr/mdw/syracuse-to-chicago) - [Flights from Fort Leonard Wood (TBN) to Chicago (MDW)](https://www.expedia.ca/lp/flights/tbn/mdw/fort-leonard-wood-to-chicago) - [Flights from Ua Pou (UAP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/uap/chi/ua-pou-to-chicago) - [Flights from Fort Frances (YAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yag/chi/fort-frances-to-chicago) - [Flights from Brandon (YBR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ybr/mdw/brandon-to-chicago) - [Flights from Nanaimo (YCD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycd/chi/nanaimo-to-chicago) - [Flights from St. Catharines (YCM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycm/chi/st-catharines-to-chicago) - [Flights from Edmonton (YEA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yea/chi/edmonton-to-chicago) - [Flights from Edmonton (YEG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yeg/chi/edmonton-to-chicago) - [Flights from Edmonton (YEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yeg/mdw/edmonton-to-chicago) - [Flights from Flin Flon (YFO) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yfo/chi/flin-flon-to-chicago) - [Flights from Hamilton (YHM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yhm/mdw/hamilton-to-chicago) - [Flights from Kamloops (YKA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yka/chi/kamloops-to-chicago) - [Flights from Kelowna (YLW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ylw/mdw/kelowna-to-chicago) - [Flights from Montreal (YMQ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ymq/chi/montreal-to-chicago) - [Flights from Ottawa (YOW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yow/mdw/ottawa-to-chicago) - [Flights from Peterborough (YPQ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ypq/mdw/peterborough-to-chicago) - [Flights from Québec (YQB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqb/mdw/quebec-to-chicago) - [Flights from Regina (YQR) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqr/chi/regina-to-chicago) - [Flights from Regina (YQR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqr/mdw/regina-to-chicago) - [Flights from Gander (YQX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqx/chi/gander-to-chicago) - [Flights from Sudbury (YSB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ysb/mdw/sudbury-to-chicago) - [Flights from Timmins (YTS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yts/mdw/timmins-to-chicago) - [Flights from Toronto (YTZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ytz/mdw/toronto-to-chicago) - [Flights from Montreal (YUL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yul/mdw/montreal-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ywg/mdw/winnipeg-to-chicago) - [Flights from Winnipeg (YWG) to Chicago (PWK)](https://www.expedia.ca/lp/flights/ywg/pwk/winnipeg-to-chicago) - [Flights from Whitehorse (YXY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yxy/chi/whitehorse-to-chicago) - [Flights from Calgary (YYC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyc/mdw/calgary-to-chicago) - [Flights from Victoria (YYJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyj/chi/victoria-to-chicago) - [Flights from St. John's (YYT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyt/chi/st-johns-to-chicago) - [Flights from Toronto (YYZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyz/mdw/toronto-to-chicago) - [Flights from Toronto (YYZ) to Chicago (PWK)](https://www.expedia.ca/lp/flights/yyz/pwk/toronto-to-chicago) \*Available to Expedia members.