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 Wed, Apr 1, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YXU,to:ORD,departure:01/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:368.14&airProductToken=AQpoCjMIwYYBEgQ4MjU2GPilASCYzgEoxZeJAzD1l4kDOEdAAFgBagVCQVNJQ3IIR05BNUEwQkEKMQjBhgESAzUwNRiYzgEgrhwo5ZiJAzDYmYkDOEdAAVgBagVCQVNJQ3IIR05BNUEwQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAN) - [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 London, ON (YXU-London Intl.) to Chicago O'Hare International Airport (ORD) - ![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:YXU,to:ORD,departure:29/12/2025TANYT&leg2=from:ORD,to:YXU,departure:05/01/2026TANYT&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.ca/Flights-Search?leg1=from:YXU,to:ORD,departure:29/12/2025TANYT&leg2=from:ORD,to:YXU,departure:05/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:YXU,to:ORD,departure:29/12/2025TANYT&leg2=from:ORD,to:YXU,departure:05/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![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 London (YXU) to Chicago (ORD) Prices were available within the past 7 days and start at CA $369 for one-way flights and CA $680 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) Tue, Jan 13 - Mon, Jan 19 YXU London ORD Chicago CA $680 Roundtrip found 10 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:13/01/2026TANYT&leg2=from:ORD,to:YXU,departure:19/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:679.94&airProductToken=AQpGCiIIwYYBEgQ4MjU2GPilASCYzgEo2qqCAzCMq4IDOEdAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKOGrggMw1ayCAzhHQAFYAQpGCiAIwYYBEgM1MDgYrhwgmM4BKMPxggMwpvKCAzhHQABYAQoiCMGGARIEODI2MxiYzgEg-KUBKJrzggMwzPOCAzhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Jan 13 - Fri, Jan 30 YXU London ORD Chicago CA $685 Roundtrip found 10 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:13/01/2026TANYT&leg2=from:ORD,to:YXU,departure:30/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:684.54&airProductToken=AQpGCiIIwYYBEgQ4MjU2GPilASCYzgEo2qqCAzCMq4IDOEdAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKOGrggMw1ayCAzhHQAFYAQpoCiAIwYYBEgQ4OTU4GK4cIJhdKJvpgwMwmOqDAzhHQABYAQogCMGGARIDNDExGJhdIJjOASiG64MDMODrgwM4R0ABWAEKIgjBhgESBDgyNTcYmM4BIPilASj77IMDMK3tgwM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Jan 6 - Fri, Jan 16 YXU London ORD Chicago CA $709 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:06/01/2026TANYT&leg2=from:ORD,to:YXU,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:708.29&airProductToken=AQpGCiIIwYYBEgQ4MjU2GPilASCYzgEo-tuBAzCs3IEDOEtAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKIHdgQMw9d2BAzhLQAFYAQpHCiEIwYYBEgQ4OTA4GK4cIJjOASjjz4IDMMfQggM4R0AAWAEKIgjBhgESBDgyNjMYmM4BIPilASi60YIDMOzRggM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, Jan 25 - Mon, Feb 9 YXU London ORD Chicago CA $709 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:25/01/2026TANYT&leg2=from:ORD,to:YXU,departure:09/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:708.56&airProductToken=AQpHCiIIwYYBEgQ4MjUyGPilASCYzgEowq-DAzD4r4MDOEtAAFgBCiEIwYYBEgQ4OTAxGJjOASCuHCj7sIMDMPGxgwM4S0ABWAEKRgogCMGGARIDNTA4GK4cIJjOASjj3YQDMMbehAM4R0AAWAEKIgjBhgESBDgyNjMYmM4BIPilASi634QDMO3fhAM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Jan 6 - Wed, Jan 14 YXU London ORD Chicago CA $713 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:06/01/2026TANYT&leg2=from:ORD,to:YXU,departure:14/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:712.89&airProductToken=AQpGCiIIwYYBEgQ4MjU2GPilASCYzgEo-tuBAzCs3IEDOEtAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKIHdgQMw9d2BAzhLQAFYAQpoCiAIwYYBEgQ4OTU4GK4cIJhdKJu1ggMwmLaCAzhHQABYAQogCMGGARIDNDExGJhdIJjOASiGt4IDMOC3ggM4R0ABWAEKIgjBhgESBDgyNTcYmM4BIPilASj7uIIDMK25ggM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jan 7 - Wed, Jan 14 YXU London ORD Chicago CA $718 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:07/01/2026TANYT&leg2=from:ORD,to:YXU,departure:14/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:717.49&airProductToken=AQpoCiIIwYYBEgQ4MjUyGPilASCYzgEoguWBAzC75YEDOEtAAFgBCiAIwYYBEgM0MDYYmM4BIJhdKKTngQMw9-eBAzhLQAFYAQogCMGGARIEODk2MRiYXSCuHCji6IEDMIfqgQM4S0ABWAEKaAogCMGGARIEODk1OBiuHCCYXSibtYIDMJi2ggM4R0AAWAEKIAjBhgESAzQxMRiYXSCYzgEohreCAzDgt4IDOEdAAVgBCiIIwYYBEgQ4MjU3GJjOASD4pQEo-7iCAzCtuYIDOEdAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Jun 19 - Sat, Jun 20 YXU London ORD Chicago CA $721 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:19/06/2026TANYT&leg2=from:ORD,to:YXU,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:720.90&airProductToken=AQpHCiIIwYYBEgQ4MjUyGPilASCYzgEo2I6QAzCIj5ADOEdAAFgBCiEIwYYBEgQ4NTQ3GPjMASCuHCjPkZADMMKSkAM4R0ABWAEKRgogCMGGARIDNTA0GK4cIJjOASianJADMIOdkAM4R0AAWAEKIgjBhgESBDgyNTcYmM4BIPilASjinZADMJGekAM4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Jan 31 - Sat, Feb 14 YXU London ORD Chicago CA $726 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:31/01/2026TANYT&leg2=from:ORD,to:YXU,departure:14/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:725.43&airProductToken=AQppCiIIwYYBEgQ4MjU2GPilASCYzgEomvWDAzDM9YMDOEdAAFgBCiEIwYYBEgQ3OTY4GPjMASCYXSju94MDMLr4gwM4R0ABWAEKIAjBhgESBDg5NjcYmF0grhwonfmDAzDC-oMDOEdAAVgBCkYKIAjBhgESAzUwOBiuHCCYzgEog5aFAzDmloUDOEdAAFgBCiIIwYYBEgQ4MjYzGJjOASD4pQEo2peFAzCNmIUDOEdAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Apr 1 - Mon, Apr 6 YXU London ORD Chicago CA $754 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:01/04/2026TANYT&leg2=from:ORD,to:YXU,departure:06/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:753.51&airProductToken=AQp1Cj8I1YIBEgQ4NjM4GPilASCYzgEoxpWJAzD2lYkDOEdAAFgBagUyX2Vjb3IIR05BNUEwVEd6CgjBhgESBDg2MzgKMgjVggESBDIwNjYYmM4BIK4cKKeXiQMwn5iJAzhHQABYAWoFMl9lY29yCEdOQTVBMFRHCnUKMgjVggESBDM2MzQYrhwgmM4BKPDSiQMw5tOJAzhHQABYAWoFMl9lY29yCEdOQTVBMFRHCj8I1YIBEgQ4Mjc1GJjOASD4pQEo_tSJAzCu1YkDOEdAAFgBagUyX2Vjb3IIR05BNUEwVEd6CgjBhgESBDgyNzUSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Fri, Jun 5 - Mon, Jun 8 YXU London ORD Chicago CA $1,332 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXU,to:ORD,departure:05/06/2026TANYT&leg2=from:ORD,to:YXU,departure:08/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1331.08&airProductToken=AQpmCjEI16YBEgM3NDcY-KUBIJgWKJjxjgMwj_OOAzhMQABYAWoFRUNPTk9yCExDVkQwTEVTCjEI16YBEgQxNjEwGJgWIK4cKIf1jgMw1_aOAzhMQAFYAWoFRUNPTk9yCExUVkQwWkVLCmYKMQjXpgESBDE2MTEYrhwgmBYo5piPAzDLmo8DOExAAFgBagVFQ09OT3IITFRWRDBaRUsKMQjXpgESAzc0OBiYFiD4pQEoj5yPAzDonY8DOEtAAVgBagVFQ09OT3IIS0NVRDBMRVMSCggBEAEYASoCV1MYASIECAEQASgCKAMoBDAB) ## Find the cheapest month to fly from London (YXU) to Chicago (ORD) ### September is typically the cheapest month to fly From CA $555 - CA $2,214 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:YXU,to:ORD,departure:29/12/2025TANYT&leg2=from:ORD,to:YXU,departure:06/01/2026TANYT&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 $812 ](https://www.expedia.ca/Flights-Search?leg1=from:YXU,to:ORD,departure:29/12/2025TANYT&leg2=from:ORD,to:YXU,departure:06/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flight from London to Chicago (YXU - ORD) route information__ | Origin airport | London Intl. | | ------------------- | ------------------ | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, United | | Roundtrip price | CA $680 | | Distance | 562 km | ## 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 $680 rising to CA $1,332\. Here are more money-saving tips: - Fly in January 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. So book your flight to Chicago with Expedia today. ## 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? ## Explore a world of travel with Expedia - Flights ### 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) - 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[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.