Title: CA $225 Cheap Flights from Mexico City (MEX) 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 $225 Cheap Flights from Mexico City (MEX) to Chicago (ORD) [View CA $225 flight on Wed, Feb 4, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MEX,to:ORD,departure:04/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:224.40&airProductToken=AQoiCiAI1oQBEgMxODYYjLkBIK4cKJqnhAMwhamEAzhaQABYARIKCAEQARgBKgJWQhgBIgQIARABKAQwAQ) - [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 Mexico City to Chicago, IL (ORD-O'Hare Intl.) - ![Aeromexico](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AM.svg) Aeromexico [](https://www.expedia.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:05/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AM"}}]) - ![Volaris](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_Y4.svg) Volaris [](https://www.expedia.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:05/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"Y4"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:05/02/2026TANYT&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.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:05/02/2026TANYT&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:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:05/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Viva Aerobus](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_VB.svg) Viva Aerobus [](https://www.expedia.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:05/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"VB"}}]) - ![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:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:05/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![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 Mexico City (MEX) to Chicago (ORD) Prices were available within the past 7 days and start at CA $225 for one-way flights and CA $434 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Mon, Feb 9 - Wed, Feb 11 MEX Mexico City ORD Chicago CA $434 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:09/02/2026TANYT&leg2=from:ORD,to:MEX,departure:11/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:434.00&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwo0NaEAzC82IQDOExAAFgBagRaZXJvcgVMTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Sat, May 16 - Mon, May 18 MEX Mexico City ORD Chicago CA $440 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:16/05/2026TANYT&leg2=from:ORD,to:MEX,departure:18/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:439.88&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwo346NAzDRkI0DOEpAAFgBagRaZXJvcgVKTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Fri, Feb 27 - Tue, Mar 3 MEX Mexico City ORD Chicago CA $446 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:27/02/2026TANYT&leg2=from:ORD,to:MEX,departure:03/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:445.91&airProductToken=AQouCiwI2WgSAzcwMhiMuQEgrhwoqqmGAzCWq4YDOEFAAFgBagRaZXJvcgVBTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Sat, May 16 - Mon, May 18 MEX Mexico City ORD Chicago CA $449 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:16/05/2026TANYT&leg2=from:ORD,to:MEX,departure:18/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:448.47&airProductToken=AQouCiwI2WgSAzcwMhiMuQEgrhwojZeNAzD_mI0DOE5AAFgBagRaZXJvcgVOTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Sat, Jan 31 - Sat, Feb 7 MEX Mexico City ORD Chicago CA $450 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:31/01/2026TANYT&leg2=from:ORD,to:MEX,departure:07/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:449.86&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwosPGDAzCc84MDOE5AAFgBagRaZXJvcgVOTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Volaris](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/Y4.gif) Sat, Jan 31 - Sat, Feb 7 MEX Mexico City ORD Chicago CA $458 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:31/01/2026TANYT&leg2=from:ORD,to:MEX,departure:07/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:457.66&airProductToken=AQouCiwI2WgSAzcwMBiMuQEgrhwosPGDAzCc84MDOE5AAFgBagRaZXJvcgVOTFNTMRIKCAEQARgBKgJZNBgBIgQIARABKAIoAygEMA0) ![Viva](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/vb.gif) Thu, Feb 26 - Sun, Mar 1 MEX Mexico City ORD Chicago CA $462 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:26/02/2026TANYT&leg2=from:ORD,to:MEX,departure:01/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:461.10&airProductToken=AQoiCiAI1oQBEgMxODYYjLkBIK4cKNqehgMwxaCGAzhaQABYAQoiCiAI1oQBEgMxODcYrhwgjLkBKPi3hgMwgbqGAzhaQABYARIKCAEQARgBKgJWQhgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Apr 14 - Sat, Apr 18 MEX Mexico City ORD Chicago CA $463 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:14/04/2026TANYT&leg2=from:ORD,to:MEX,departure:18/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:462.14&airProductToken=AQpECkIIxJgBEgQ4MDA2GIy5ASCuHCirqooDML6sigM4RUAAWAFqCU1BSU5CQVNJQ3IIVk5OSjBTQk16CgjBmgESBDgwMDYSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Aeromexico](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/am.gif) Tue, Apr 14 - Sat, Apr 18 MEX Mexico City ORD Chicago CA $469 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:14/04/2026TANYT&leg2=from:ORD,to:MEX,departure:18/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:468.67&airProductToken=AQo0CjIIwZoBEgM2ODYYjLkBIK4cKKuqigMwvqyKAzhWQABYAWoGQkFTSUNBcghOTk5KMFNCTRIKCAEQARgBKgJBTRgBIgQIARABKAIoAygEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, Apr 14 - Sat, Apr 18 MEX Mexico City ORD Chicago CA $483 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MEX,to:ORD,departure:14/04/2026TANYT&leg2=from:ORD,to:MEX,departure:18/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:482.02&airProductToken=AQppCjMIwYIBEgQxMDY2GIy5ASCjsQEo1KiKAzCFqooDOEJAAFgBagVCQVNJQ3IIT05ONEFUQloKMgjBggESBDMyODcYo7EBIK4cKJ6vigMwtrCKAzhCQAFYAWoFQkFTSUNyCE9OTjRBVEJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ## Find the cheapest month to fly from Mexico City (MEX) to Chicago (ORD) ### February is typically the cheapest month to fly From CA $327 - CA $374 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:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:02/02/2026TANYT&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 $488 ](https://www.expedia.ca/Flights-Search?leg1=from:MEX,to:ORD,departure:29/01/2026TANYT&leg2=from:ORD,to:MEX,departure:02/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flight from Mexico City to Chicago (MEX - ORD) route information__ | Origin airport | Mexico City Intl. | | ------------------- | -------------------------------------------------------------------------------- | | Destination airport | O'Hare Intl. | | Airlines serving | Aeromexico, Air Canada, American Airlines, Delta, United, Viva, Volaris, avianca | | Roundtrip price | CA $434 | | Distance | 2703 km | | Average flight time | 4 hours 7 mins | ## Mexico City to Chicago Flights **The easy way to book your flights from Mexico City to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Mexico City 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 Mexico City to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Mexico City Intl., MEX to O'Hare Intl., ORD** Sort your search results by price to find great deals on your flight from Mexico City to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Mexico City currently is just CA $434 rising to CA $483\. Here are more money-saving tips: - Fly in February 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 Mexico City** 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 Mexico Airport to O'Hare Airport? ### Do I need to pay a cancellation fee if I cancel my flight from Benito Juárez Intl. Airport to ORD? ### How do I find cheap flights from Mexico Airport to O'Hare Intl. Airport (ORD) that have flexible change policies? ### How many hours is the flight from Mexico City Intl. Airport (MEX) to O'Hare Airport? ### How far is the flight from Mexico City Intl. Airport (MEX) to ORD? ### Which airlines fly direct from MEX to O'Hare Airport? > - Aeromexico - (AM) with 60 monthly flights > - United Airlines - (UA) with 60 monthly flights > - Volaris - (Y4) with 47 monthly flights > - VivaAerobus - (VB) with 30 monthly flights ### Are MEX to O'Hare Intl. 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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.