Title: £91 Cheap Flights from Toronto to Chicago (YYZ to ORD) - Expedia.co.uk ![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) # £91 Cheap Flights from Toronto (YYZ) to Chicago (ORD) [View £91 flight on Wed, 18 Feb 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:YYZ,to:ORD,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:90.98&airProductToken=AQozCjEIwYYBEgM1MDkYmM4BIK4cKPHDhQMw6cSFAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ) - [Return](?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 Toronto Pearson Intl. Airport (YYZ) to Chicago O'Hare International Airport (ORD) - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:02/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:02/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:02/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:02/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:02/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:02/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![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 25% 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.co.uk/login) ## Cheap Flights from Toronto (YYZ) to Chicago (ORD) Prices were available within the past 7 days and start at £91 for one-way flights and £139 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, 6 Feb - Sun, 8 Feb YYZ Toronto ORD Chicago £139 Return found 5 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:06/02/2026TANYT&leg2=from:ORD,to:YYZ,departure:08/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:138.88&airProductToken=AQo0CjIIwYYBEgQ4OTA5GJjOASCuHCj-u4QDMPS8hAM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQo0CjIIwYYBEgQ4OTA0GK4cIJjOASjgz4QDMMTQhAM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, 4 Feb - Mon, 16 Feb YYZ Toronto ORD Chicago £139 Return found 16 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:04/02/2026TANYT&leg2=from:ORD,to:YYZ,departure:16/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:139.00&airProductToken=AQojCiEI1YIBEgQxMjUzGJjOASCuHCjupIQDMOSlhAM4TkAAWAEKIwohCNWCARIENTI3OBiuHCCYzgEog6-FAzDrr4UDOE5AAFgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, 1 Feb - Thu, 5 Feb YYZ Toronto ORD Chicago £141 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:01/02/2026TANYT&leg2=from:ORD,to:YYZ,departure:05/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:140.25&airProductToken=AQozCjEIwYYBEgM1MDUYmM4BIK4cKMGBhAMwtYKEAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBCjMKMQjBhgESAzUwNhiuHCCYzgEo8K-EAzDTsIQDOEdAAFgBagVCQVNJQ3IIR05BMkEyQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, 20 Jan - Mon, 2 Feb YYZ Toronto ORD Chicago £156 Return found 18 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:20/01/2026TANYT&leg2=from:ORD,to:YYZ,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:155.80&airProductToken=AQojCiEIwYYBEgQ4OTA5GJjOASCuHCje_IIDMNT9ggM4R0AAWAEKIwohCMGGARIEODkxMBiuHCCYzgEooJGEAzD_kYQDOEdAAFgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, 19 Jan - Mon, 2 Feb YYZ Toronto ORD Chicago £160 Return found 18 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:19/01/2026TANYT&leg2=from:ORD,to:YYZ,departure:02/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:160.00&airProductToken=AQpFCiEI1YIBEgQzNDY2GJjOASCIGCjo8oIDMNHzggM4TkAAWAEKIAjVggESBDE3MzgYiBggrhwokPSCAzCT9YIDOE5AAVgBCiMKIQjBhgESBDg5MTAYrhwgmM4BKKCRhAMw_5GEAzhHQABYARIKCAEQARgBKgJVQRgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, 22 Jan - Fri, 6 Feb YYZ Toronto ORD Chicago £162 Return found 18 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:22/01/2026TANYT&leg2=from:ORD,to:YYZ,departure:06/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:161.25&airProductToken=AQoiCiAIwYYBEgM1MDcYmM4BIK4cKIOSgwMw9pKDAzhHQABYAQoiCiAIwYYBEgM1MTAYrhwgmM4BKKC-hAMwg7-EAzhHQABYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, 29 Jan - Sun, 1 Feb YYZ Toronto ORD Chicago £164 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:YYZ,departure:01/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:163.84&airProductToken=AQpmCjEIwYYBEgM0MDQYmM4BIJhdKKjegwMw-96DAzhHQABYAWoFQkFTSUNyCEdOQTRBMkJBCjEIwYYBEgQ4OTYxGJhdIK4cKKLggwMwx-GDAzhHQAFYAWoFQkFTSUNyCEdOQTRBMkJBCjQKMgjBhgESBDg5MDAYrhwgmM4BKIiAhAMw7ICEAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, 10 Jan - Mon, 12 Jan YYZ Toronto ORD Chicago £173 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:10/01/2026TANYT&leg2=from:ORD,to:YYZ,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:172.20&airProductToken=AQo3CjUI1YIBEgQ1ODA3GJjOASCuHCjGjIIDMNKNggM4TkAAWAFqCEVDT0JBU0lDcghHTkE0QTJCTgo3CjUI1YIBEgQxODQ1GK4cIJjOASj8o4IDMO2kggM4TkAAWAFqCEVDT0JBU0lDcghHTkE0QTJCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, 11 Jan - Fri, 16 Jan YYZ Toronto ORD Chicago £209 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:YYZ,departure:16/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:208.90&airProductToken=AQpGCiIIxJgBEgQ1MDMxGJjOASDjtAEotJKCAzCUk4IDOEVAAFgBCiAIxJgBEgM5MDAY47QBIK4cKMSVggMwnJaCAzhFQAFYAQpHCiEIxJgBEgQxMzAyGK4cIOO0ASjv0IIDMMfRggM4RUAAWAEKIgjEmAESBDQ5NDMY47QBIJjOASjn0YIDML3SggM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, 10 Jan - Mon, 12 Jan YYZ Toronto ORD Chicago £239 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:10/01/2026TANYT&leg2=from:ORD,to:YYZ,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:238.30&airProductToken=AQo0CjIIwYIBEgQzNjEwGJjOASCuHCikjYIDMJyOggM4QkAAWAFqBUJBU0lDcghRVkFDWlNCWgplCjAIwYIBEgQ0NzMxGK4cIEMo8Z-CAzDooIIDOEJAAFgBagVCQVNJQ3IIUVZBQ1pTQloKMQjBggESBDUxMjMYQyCYzgEo5KGCAzDPooIDOEJAAVgBagVCQVNJQ3IIUVZBQ1pTQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ## Find the cheapest month to fly from Toronto (YYZ) to Chicago (ORD) ### February is typically the cheapest month to fly From £115 - £195 per traveller. ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:30/12/2025TANYT&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 £349 ](https://www.expedia.co.uk/Flights-Search?leg1=from:YYZ,to:ORD,departure:26/12/2025TANYT&leg2=from:ORD,to:YYZ,departure:30/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flight from Toronto to Chicago route information__ | Origin airport | Pearson Intl. | | ------------------- | ----------------------------------------------------- | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, American Airlines, Delta, United, WestJet | | Return price | £139 | | Distance | 697 km | | 0 | | ## Compare flights from Toronto to Chicago easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from Toronto to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Pearson Intl. to O'Hare Intl.. To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. Grab a great deal on your flight from Pearson Intl. (YYZ) to O'Hare Intl. (ORD) The easiest way to view the best deals on flights from Toronto to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Pearson Intl. to O'Hare Intl. start at just £139 and range up to £239\. To find an even better deal, try - being flexible on your dates – midweek flights can be cheaper - looking for other airports near Toronto and Chicago - booking your flight during February, the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper Why you should book your Toronto to Chicago flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Pearson Intl. to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you. Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight. ## Frequently asked questions ### How much is a flight from Toronto Pearson Airport to O'Hare Airport? ### Do I need to pay a cancellation fee if I cancel my flight from Pearson Intl. Airport (YYZ) to ORD? ### How do I find cheap flights from Pearson Intl. Airport (YYZ) to ORD that have flexible change policies? ### How far is the flight from Pearson Intl. Airport (YYZ) to O'Hare Intl. Airport (ORD)? ### Which airlines fly direct from YYZ to ORD? ### Are Pearson Intl. Airport (YYZ) to O'Hare Intl. 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[Flights from Charleston (CHS) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/chs/mdw/charleston-to-chicago) - [Flights from Champaign (CMI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/cmi/mdw/champaign-to-chicago) - [Flights from Washington (DCA) to Waukegan (UGN) ](https://www.expedia.co.uk/lp/flights/dca/ugn/washington-to-waukegan) - [Flights from Delhi (DEL) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/del/chi/delhi-to-chicago) - [Flights from Dallas (DFW) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/dfw/chi/dallas-to-chicago) - [Flights from Derby (DRB) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/drb/chi/derby-to-chicago) - [Flights from Dublin (DUB) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/dub/chi/dublin-to-chicago) - [Flights from Wenatchee (EAT) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/eat/mdw/wenatchee-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/edi/chi/edinburgh-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/edi/mdw/edinburgh-to-chicago) - [Flights from Emden (EME) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/eme/chi/emden-to-chicago) - [Flights from Exeter (EXT) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/ext/chi/exeter-to-chicago) - [Flights from Frankfurt (FRA) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/fra/chi/frankfurt-to-chicago) - [Flights from Galesburg (GBG) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/gbg/mdw/galesburg-to-chicago) - [Flights from Glasgow (GLA) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/gla/mdw/glasgow-to-chicago) - [Flights from Geneva (GVA) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/gva/mdw/geneva-to-chicago) - [Flights from Gary (GYY) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/gyy/chi/gary-to-chicago) - [Flights from Hull (HUY) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/huy/mdw/hull-to-chicago) - [Flights from Washington (IAD) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/iad/mdw/washington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/ind/mdw/indianapolis-to-chicago) - [Flights from Isle of Man (IOM) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/iom/chi/isle-of-man-to-chicago) - [Flights from Iowa City (IOW) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/iow/mdw/iowa-city-to-chicago) - [Flights from Istanbul (IST) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/ist/chi/istanbul-to-chicago) - [Flights from Jacksonville (JAX) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/jax/chi/jacksonville-to-chicago) - [Flights from New York (JFK) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/jfk/mdw/new-york-to-chicago) - [Flights from Kigali (KGL) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/kgl/mdw/kigali-to-chicago) - [Flights from Karachi (KHI) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/khi/chi/karachi-to-chicago) - [Flights from Kaluga (KLF) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/klf/chi/kaluga-to-chicago) - [Flights from Kitadaito (KTD) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/ktd/chi/kitadaito-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/lax/chi/los-angeles-to-chicago) - [Flights from Le Havre (LEH) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/leh/chi/le-havre-to-chicago) - [Flights from London (LGW) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/lgw/mdw/london-to-chicago) - [Flights from London (LHR) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/lhr/mdw/london-to-chicago) - [Flights from Milan (LIN) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/lin/chi/milan-to-chicago) - [Flights from Little Rock (LIT) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/lit/chi/little-rock-to-chicago) - [Flights from Klamath Falls (LMT) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/lmt/chi/klamath-falls-to-chicago) - [Flights from London (LON) to Waukegan (UGN) ](https://www.expedia.co.uk/lp/flights/lon/ugn/london-to-waukegan) - [Flights from Liverpool (LPL) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/lpl/chi/liverpool-to-chicago) - [Flights from La Rochelle (LRH) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/lrh/chi/la-rochelle-to-chicago) - [Flights from Lawrence (LWC) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/lwc/chi/lawrence-to-chicago) - [Flights from Manchester (MAN) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/man/mdw/manchester-to-chicago) - [Flights from Kansas City (MCI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/mci/mdw/kansas-city-to-chicago) - [Flights from Memphis (MEM) to Waukegan (UGN) ](https://www.expedia.co.uk/lp/flights/mem/ugn/memphis-to-waukegan) - [Flights from Mexico City (MEX) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/mex/chi/mexico-city-to-chicago) - [Flights from Miami (MIA) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/mia/chi/miami-to-chicago) - [Flights from Malta (MLK) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/mlk/chi/malta-to-chicago) - [Flights from Durham (MME) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/mme/mdw/durham-to-chicago) - [Flights from Manila (MNL) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/mnl/chi/manila-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/msp/chi/minneapolis-to-chicago) - [Flights from Naples (NAP) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/nap/chi/naples-to-chicago) - [Flights from Nottingham (NQT) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/nqt/chi/nottingham-to-chicago) - [Flights from Newcastle (NTL) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/ntl/chi/newcastle-to-chicago) - [Flights from Norwich (NWI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/nwi/mdw/norwich-to-chicago) - [Flights from Obock (OBC) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/obc/chi/obock-to-chicago) - [Flights from Chicago (ORD) to Waukegan (UGN) ](https://www.expedia.co.uk/lp/flights/ord/ugn/chicago-to-waukegan) - [Flights from Paris (PAR) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/par/chi/paris-to-chicago) - [Flights from Portland (PDX) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/pdx/chi/portland-to-chicago) - [Flights from Portland (PDX) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/pdx/mdw/portland-to-chicago) - [Flights from Beijing (PEK) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/pek/chi/beijing-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/phl/chi/philadelphia-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (PWK) ](https://www.expedia.co.uk/lp/flights/phl/pwk/philadelphia-to-chicago) - [Flights from Phoenix (PHX) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/phx/mdw/phoenix-to-chicago) - [Flights from Port of Spain (POS) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/pos/chi/port-of-spain-to-chicago) - [Flights from Los Angeles (QLA) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/qla/chi/los-angeles-to-chicago) - [Flights from Yangon (RGN) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/rgn/chi/yangon-to-chicago) - [Flights from Rishiri (RIS) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/ris/chi/rishiri-to-chicago) - [Flights from Rome (ROM) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/rom/chi/rome-to-chicago) - [Flights from Rondon (RON) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/ron/chi/rondon-to-chicago) - [Flights from Ruteng (RTG) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/rtg/chi/ruteng-to-chicago) - [Flights from Louisville (SDF) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/sdf/chi/louisville-to-chicago) - [Flights from Seattle (SEA) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/sea/chi/seattle-to-chicago) - [Flights from Salt Lake City (SLC) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/slc/chi/salt-lake-city-to-chicago) - [Flights from Sacramento (SMF) to Chicago (PWK) ](https://www.expedia.co.uk/lp/flights/smf/pwk/sacramento-to-chicago) - [Flights from St. Cloud (STC) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/stc/mdw/st-cloud-to-chicago) - [Flights from Stockholm (STO) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/sto/chi/stockholm-to-chicago) - [Flights from Swansea (SWS) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/sws/chi/swansea-to-chicago) - [Flights from Sydney (SYD) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/syd/chi/sydney-to-chicago) - [Flights from Topeka (TOP) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/top/chi/topeka-to-chicago) - [Flights from Winchester (WGO) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/wgo/chi/winchester-to-chicago) - [Flights from Winton (WIN) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/win/chi/winton-to-chicago) - [Flights from Tsiroanomandidy (WTS) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/wts/chi/tsiroanomandidy-to-chicago) - [Flights from Windsor (YQG) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/yqg/mdw/windsor-to-chicago) - [Flights from Toronto (YTO) to Chicago (CHI) ](https://www.expedia.co.uk/lp/flights/yto/chi/toronto-to-chicago) \*Available to Expedia members.