Title: CA $369 Cheap Flights from London (YXU) 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 $369 Cheap Flights from London (YXU) to Chicago (ORD) [View CA $369 flight on Sat, Jun 6, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YXU,to:ORD,departure:06/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:368.31&airProductToken=AQpoCjMIwYYBEgQ4MjYwGPilASCYzgEo8oCPAzCigY8DOEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMQjBhgESAzUxMRiYzgEgrhwooYKPAzCZg48DOEdAAVgBagVCQVNJQ3IIR05BNUEwQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAN) ## Popular airlines from London, ON (YXU-London Intl.) to Chicago O'Hare International Airport (ORD) - ![](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:YXU,to:ORD,departure:30/03/2026TANYT&leg2=from:ORD,to:YXU,departure:06/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![](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:YXU,to:ORD,departure:30/03/2026TANYT&leg2=from:ORD,to:YXU,departure:06/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](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\* - ![](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\* - ![](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 London (YXU) to Chicago (ORD) Prices were available within the past 7 days and start at CA $369 for one-way flights and CA $678 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Jun 6 - Tue, Jun 9 YXU London ORD Chicago CA $678 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:06/06/2026TANYT&leg2=from:ORD,to:YXU,departure:09/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:677.08&airProductToken=AQpoCjMIwYYBEgQ4MjUyGPilASCYzgEopPyOAzDU_I4DOEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMQjBhgESAzUwMxiYzgEgrhwotf2OAzCt_o4DOEdAAVgBagVCQVNJQ3IIR05BNUEwQkEKaAoxCMGGARIDNTA4GK4cIJjOASido48DMISkjwM4R0AAWAFqBUJBU0lDcghHTkE1QTBCQQozCMGGARIEODI2MxiYzgEg-KUBKJKljwMwwqWPAzhHQAFYAWoFQkFTSUNyCEdOQTVBMEJBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Apr 21 - Sat, May 2 YXU London ORD Chicago CA $682 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:21/04/2026TANYT&leg2=from:ORD,to:YXU,departure:02/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:681.74&airProductToken=AQpoCiIIwYYBEgQ4MjUyGPilASCYzgEoxvaKAzD79ooDOEdAAFgBCiAIwYYBEgM0MDIYmM4BIJhdKPD3igMwwPiKAzhHQAFYAQogCMGGARIEODQ4MRiYXSCuHCiw-ooDMMv7igM4R0ABWAEKRgogCMGGARIDNTA4GK4cIJjOASji94sDMMn4iwM4R0AAWAEKIgjBhgESBDgyNjMYmM4BIPilASjS-YsDMIL6iwM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Mon, Aug 17 - Sat, Aug 29 YXU London ORD Chicago CA $687 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:17/08/2026TANYT&leg2=from:ORD,to:YXU,departure:29/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:686.34&airProductToken=AQpnCiIIwYYBEgQ4MjU4GPilASCYzgEotKmVAzDiqZUDOEdAAFgBCiAIwYYBEgM0MTQYmM4BIJhdKJiqlQMw6qqVAzhHQAFYAQofCMGGARIDNTI1GJhdIK4cKKaslQMwwa2VAzhHQAFYAQpnCh8IwYYBEgM1MjAYrhwgmF0oma-WAzCgsJYDOEdAAFgBCiAIwYYBEgM0MTUYmF0gmM4BKKKxlgMw97GWAzhHQAFYAQoiCMGGARIEODI2MRiYzgEg-KUBKL2ylgMw77KWAzhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Apr 22 - Sun, Apr 26 YXU London ORD Chicago CA $699 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:22/04/2026TANYT&leg2=from:ORD,to:YXU,departure:26/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:698.13&airProductToken=AQpGCiIIwYYBEgQ4MjU2GPilASCYzgEo5YOLAzCWhIsDOEdAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKIWFiwMw_YWLAzhHQAFYAQpGCiAIwYYBEgM1MDgYrhwgmM4BKLu0iwMworWLAzhHQABYAQoiCMGGARIEODI2MxiYzgEg-KUBKP61iwMwr7aLAzhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Apr 21 - Thu, Apr 23 YXU London ORD Chicago CA $703 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:21/04/2026TANYT&leg2=from:ORD,to:YXU,departure:23/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:702.73&airProductToken=AQpoCiIIwYYBEgQ4MjUyGPilASCYzgEoxvaKAzD79ooDOEdAAFgBCiAIwYYBEgM0MDIYmM4BIJhdKPD3igMwwPiKAzhHQAFYAQogCMGGARIEODQ4MRiYXSCuHCiw-ooDMMv7igM4R0ABWAEKRgogCMGGARIDNTA4GK4cIJjOASjbkosDMMKTiwM4R0AAWAEKIgjBhgESBDgyNjMYmM4BIPilASielIsDMM-UiwM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Aug 18 - Sat, Aug 29 YXU London ORD Chicago CA $708 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:18/08/2026TANYT&leg2=from:ORD,to:YXU,departure:29/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:707.53&airProductToken=AQpnCiIIwYYBEgQ4MjU4GPilASCYzgEo1LSVAzCCtZUDOEdAAFgBCiAIwYYBEgM0MTQYmM4BIJhdKLi1lQMwiraVAzhHQAFYAQofCMGGARIDNTI1GJhdIK4cKMa3lQMw4biVAzhHQAFYAQpnCh8IwYYBEgM1MjAYrhwgmF0oma-WAzCgsJYDOEdAAFgBCiAIwYYBEgM0MTUYmF0gmM4BKKKxlgMw97GWAzhHQAFYAQoiCMGGARIEODI2MRiYzgEg-KUBKL2ylgMw77KWAzhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, Jul 16 - Fri, Jul 17 YXU London ORD Chicago CA $709 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:16/07/2026TANYT&leg2=from:ORD,to:YXU,departure:17/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:708.63&airProductToken=AQpGCiIIwYYBEgQ4MjU2GPilASCYzgEoisCSAzC4wJIDOEdAAFgBCiAIwYYBEgM1MDcYmM4BIK4cKLnBkgMwrsKSAzhHQAFYAQpGCiAIwYYBEgM1MDQYrhwgmM4BKPrLkgMw48ySAzhLQABYAQoiCMGGARIEODI1NxiYzgEg-KUBKMLNkgMw9M2SAzhLQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Apr 17 - Sun, May 3 YXU London ORD Chicago CA $714 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:17/04/2026TANYT&leg2=from:ORD,to:YXU,departure:03/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:713.23&airProductToken=AQpGCiIIwYYBEgQ4MjU2GPilASCYzgEoxcuKAzD2y4oDOEdAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKOXMigMw3c2KAzhHQAFYAQpnCh8IwYYBEgM1MjAYrhwgmF0o2f-LAzDggIwDOEtAAFgBCiAIwYYBEgM0MTUYmF0gmM4BKOKBjAMwuoKMAzhLQAFYAQoiCMGGARIEODI2MRiYzgEg-KUBKP2CjAMwrYOMAzhLQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Apr 13 - Tue, Apr 14 YXU London ORD Chicago CA $759 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:13/04/2026TANYT&leg2=from:ORD,to:YXU,departure:14/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:758.21&airProductToken=AQquAQpBCNWCARIEODAzORj4pQEgmM4BKLSiigMw5aKKAzhHQABYAWoHRUNPTk9NWXIIR05BNUEwVEd6CgjBhgESBDgwMzkKNAjVggESBDM0NjYYmM4BIIgYKK-jigMwlaSKAzhHQAFYAWoHRUNPTk9NWXIIR05BNUEwVEcKMwjVggESBDE3MzgYiBggrhwo1qSKAzDbpYoDOEdAAVgBagdFQ09OT01ZcghHTkE1QTBURwqFAQpACNWCARIEODMwOBiuHCCYzgEou62KAzCirooDOEdAAFgBagdFQ09OT01ZcghHTkE1QTBUR3oKCMGGARIEODMwOApBCNWCARIEODI3NRiYzgEg-KUBKP6uigMwr6-KAzhHQAFYAWoHRUNPTk9NWXIIR05BNUEwVEd6CgjBhgESBDgyNzUSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Fri, May 8 - Sun, May 10 YXU London ORD Chicago CA $871 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:08/05/2026TANYT&leg2=from:ORD,to:YXU,departure:10/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:870.78&airProductToken=AQpmCjEI16YBEgM3NDcY-KUBIJgWKKK2jAMwnLiMAzhMQABYAWoFRUNPTk9yCExDVUQwTEVXCjEI16YBEgQxNjEwGJgWIK4cKPi5jAMw1LuMAzhMQAFYAWoFRUNPTk9yCExUUUQwWkVXCmYKMQjXpgESBDE2MTEYrhwgmBYoxtKMAzCx1IwDOExAAFgBagVFQ09OT3IITFRRRDBaRVcKMQjXpgESAzc0OBiYFiD4pQEo9NWMAzDQ14wDOExAAVgBagVFQ09OT3IITENVRDBMRVcSCggBEAEYASoCV1MYASIECAEQASgCKAMoBDAB) ## 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:YXU,to:ORD,departure:30/03/2026TANYT&leg2=from:ORD,to:YXU,departure:06/04/2026TANYT&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 $823 ](https://www.expedia.ca/Flights-Search?leg1=from:YXU,to:ORD,departure:30/03/2026TANYT&leg2=from:ORD,to:YXU,departure:06/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from London (YXU) to Chicago (ORD) ### September is typically the cheapest month to fly From CA $559 - CA $2,231 per traveller. ## Frequently asked questions ### How much is a flight from London Intl. Airport to O'Hare Airport? ### Do I need to pay a cancellation fee if I cancel my flight from London Intl. Airport to O'Hare Intl. Airport (ORD)? ### How do I find cheap flights from YXU to O'Hare Intl. Airport (ORD) that have flexible change policies? ### How many hours is the flight from YXU to O'Hare Airport? ### How far is the flight from London Intl. Airport (YXU) to O'Hare Airport? ### Which airlines fly direct from YXU to O'Hare Airport? ### Are YXU to O'Hare Airport flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | London Intl. | | ------------------- | ------------------ | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, United | | Roundtrip price | CA $667 | | Distance | 562 km | ## Book with confidence # London to Chicago Flights **The easy way to book your flights from London to Chicago** With Expedia, it’s simple to find and book flights to Chicago from London 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 London to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from London Intl., YXU to O'Hare Intl., ORD** Sort your search results by price to find great deals on your flight from London to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from London currently is just CA $678 rising to CA $871\. Here are more money-saving tips: - Fly in June 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 London** 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. 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[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.