Title: CA $241 Cheap Flights from Bangor (BGR) 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 $241 Cheap Flights from Bangor (BGR) to Chicago (ORD) [View CA $241 flight on Thu, Sep 24, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:BGR,to:ORD,departure:24/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:240.30&airProductToken=AQo0CjIIwYIBEgQzNTQ4GMGJASCuHCi815gDMPLYmAM4QkAAWAFqBUJBU0lDcghRVkFaWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) - [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 Bangor Intl. Airport (BGR) to Chicago O'Hare International Airport (ORD) - ![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:BGR,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:BGR,departure:18/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![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:BGR,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:BGR,departure:18/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![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:BGR,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:BGR,departure:18/01/2026TANYT&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 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 Bangor (BGR) to Chicago (ORD) Prices were available within the past 7 days and start at CA $241 for one-way flights and CA $313 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Sep 24 - Mon, Sep 28 BGR Bangor ORD Chicago CA $313 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:24/09/2026TANYT&leg2=from:ORD,to:BGR,departure:28/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:312.90&airProductToken=AQo0CjIIwYIBEgQzNjgzGMGJASCuHCjv1JgDMKjWmAM4QkAAWAFqBUJBU0lDcghPVkZIWk5CWAo0CjIIwYIBEgQzNjgzGK4cIMGJASisgJkDMMiBmQM4QkAAWAFqBUJBU0lDcghPVkZIWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Sep 24 - Mon, Sep 28 BGR Bangor ORD Chicago CA $327 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:24/09/2026TANYT&leg2=from:ORD,to:BGR,departure:28/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:326.20&airProductToken=AQo0CjIIwYIBEgQzNjgzGMGJASCuHCjv1JgDMKjWmAM4QkAAWAFqBUJBU0lDcghPVkZIWk5CWAppCjIIwYIBEgQyMDgwGK4cIOKaASj8gJkDMPyBmQM4QkAAWAFqBUJBU0lDcghPVkZIWk5CWAozCMGCARIEMTQxMRjimgEgwYkBKJyCmQMws4OZAzhCQAFYAWoFQkFTSUNyCE9WRkhaTkJYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Feb 12 - Sat, Feb 28 BGR Bangor ORD Chicago CA $340 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:12/02/2026TANYT&leg2=from:ORD,to:BGR,departure:28/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:339.50&airProductToken=AQpFCiEIxJgBEgQ1MjA2GMGJASCpUSjg_YQDMNH-hAM4RUAAWAEKIAjEmAESBDUwMjUYqVEgrhwohP-EAzCvgIUDOEVAAVgBCkUKIAjEmAESBDUwOTkYrhwgqVEohLGGAzCUsoYDOEVAAFgBCiEIxJgBEgQ1MTUxGKlRIMGJASjGsoYDMKKzhgM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Aug 20 - Sun, Aug 23 BGR Bangor ORD Chicago CA $341 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:20/08/2026TANYT&leg2=from:ORD,to:BGR,departure:23/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:340.90&airProductToken=AQo0CjIIwYIBEgQ0NTQ3GMGJASCuHCi5zZUDMPXOlQM4QkAAWAFqBUJBU0lDcghPVkZIWk5CWAo0CjIIwYIBEgQzNjgzGK4cIMGJASiv65UDMMvslQM4QkAAWAFqBUJBU0lDcghPVkZIWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Sep 24 - Mon, Sep 28 BGR Bangor ORD Chicago CA $342 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:24/09/2026TANYT&leg2=from:ORD,to:BGR,departure:28/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:341.90&airProductToken=AQo0CjIIwYIBEgQzNTQ4GMGJASCuHCi815gDMPLYmAM4QkAAWAFqBUJBU0lDcghPVkZIWk5CWAo0CjIIwYIBEgQzNTQ4GK4cIMGJASjigpkDMPuDmQM4QkAAWAFqBUJBU0lDcghRVkJIR05CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Feb 14 - Sat, Feb 28 BGR Bangor ORD Chicago CA $347 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:14/02/2026TANYT&leg2=from:ORD,to:BGR,departure:28/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:346.60&airProductToken=AQppCiEIxJgBEgQ1MTM3GMGJASDLASj0kIUDMOCRhQM4RUAAWAEKIQjEmAESBDEwNzgYywEg47QBKK2ShQMwtJOFAzhFQAFYAQohCMSYARIENDQ4MRjjtAEgrhwokpSFAzDolIUDOEVAAVgBCkUKIAjEmAESBDUwOTkYrhwgqVEohLGGAzCUsoYDOEVAAFgBCiEIxJgBEgQ1MTUxGKlRIMGJASjGsoYDMKKzhgM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Jan 21 - Sun, Jan 25 BGR Bangor ORD Chicago CA $350 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:21/01/2026TANYT&leg2=from:ORD,to:BGR,departure:25/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:349.30&airProductToken=AQpFCiEIxJgBEgQ1MjA2GMGJASCpUSifhoMDMJKHgwM4RUAAWAEKIAjEmAESBDUwMjUYqVEgrhwoxIeDAzDxiIMDOEVAAVgBCmkKIQjEmAESBDM2OTcYrhwg47QBKI60gwMw5rSDAzhFQABYAQohCMSYARIEMjYwNBjjtAEgywEo3bWDAzDMtoMDOEVAAVgBCiEIxJgBEgQ1Mzk2GMsBIMGJASivt4MDMIm4gwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Aug 20 - Sun, Aug 23 BGR Bangor ORD Chicago CA $355 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:20/08/2026TANYT&leg2=from:ORD,to:BGR,departure:23/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:354.20&airProductToken=AQplCjEIwYIBEgQyMDY0GMGJASBDKL3NlQMwss6VAzhCQABYAWoFQkFTSUNyCE9WRkhaTkJYCjAIwYIBEgQyOTAzGEMgrhwo4c-VAzDp0JUDOEJAAVgBagVCQVNJQ3IIT1ZGSFpOQlgKNAoyCMGCARIEMzY4MxiuHCDBiQEor-uVAzDL7JUDOEJAAFgBagVCQVNJQ3IIT1ZGSFpOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Sep 24 - Mon, Sep 28 BGR Bangor ORD Chicago CA $356 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:24/09/2026TANYT&leg2=from:ORD,to:BGR,departure:28/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:355.20&airProductToken=AQpoCjMIwYIBEgQxNDExGMGJASDimgEojdeYAzCx2JgDOEJAAFgBagVCQVNJQ3IIT1ZGSFpOQlgKMQjBggESAzYyNxjimgEgrhwo2NmYAzDX2pgDOEJAAVgBagVCQVNJQ3IIT1ZGSFpOQlgKNAoyCMGCARIEMzU0OBiuHCDBiQEo4oKZAzD7g5kDOEJAAFgBagVCQVNJQ3IIUVZCSEdOQlgSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Thu, Sep 24 - Mon, Sep 28 BGR Bangor ORD Chicago CA $410 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:BGR,to:ORD,departure:24/09/2026TANYT&leg2=from:ORD,to:BGR,departure:28/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:409.60&airProductToken=AQo0CjII1YIBEgQzNDkzGMGJASCuHCjU05gDMIrVmAM4S0AAWAFqBTJfZWNvcghLRkEyQURETgo0CjII1YIBEgQzNTkzGK4cIMGJASjlgZkDMImDmQM4S0AAWAFqBTJfZWNvcghLRkEyQUREThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAs) ## Find the cheapest month to fly from Bangor (BGR) to Chicago (ORD) ### July is typically the cheapest month to fly From CA $281 - CA $839 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:BGR,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:BGR,departure:24/01/2026TANYT&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 $374 ](https://www.expedia.ca/Flights-Search?leg1=from:BGR,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:BGR,departure:24/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flight from Bangor to Chicago (BGR - ORD) route information__ | Origin airport | Bangor Intl. | | ------------------- | -------------------------------- | | Destination airport | O'Hare Intl. | | Airlines serving | American Airlines, Delta, United | | Roundtrip price | CA $313 | | Distance | 1561 km | ## Bangor to Chicago Flights **The easy way to book your flights from Bangor to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Bangor 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 Bangor to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Bangor Intl., BGR to O'Hare Intl., ORD** Sort your search results by price to find great deals on your flight from Bangor to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Bangor currently is just CA $313 rising to CA $410\. Here are more money-saving tips: - Fly in September 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 Bangor** 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 Bangor Intl. Airport (BGR) to ORD? ### Do I need to pay a cancellation fee if I cancel my flight from Bangor Intl. Airport (BGR) to O'Hare Intl. Airport (ORD)? ### How do I find cheap flights from Bangor Intl. Airport (BGR) to O'Hare Intl. Airport (ORD) that have flexible change policies? ### How many hours is the flight from Bangor Intl. Airport (BGR) to O'Hare Airport? ### How far is the flight from BGR to ORD? ### Which airlines fly direct from Bangor International Airport to O'Hare Airport? ### Are Bangor International Airport to ORD flight tickets cheaper when they're purchased at the last minute? ## 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) - 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[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.