Title: CA $178 Cheap Flights from Calgary (YYC) 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 $178 Cheap Flights from Calgary (YYC) to Chicago (ORD) [View CA $178 flight on Fri, Apr 24, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYC,to:ORD,departure:24/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:177.28&airProductToken=AQozCjEI16YBEgQxNjEwGJgWIK4cKISbiwMw25yLAzhBQABYAWoFQkFTSUNyCEFUVkQwWkJLEgoIARABGAEqAldTGAEiBAgBEAEoAigDKAQwAQ) - [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 Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD) - ![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:yyc,to:ord,departure:09/11/2025TANYT&leg2=from:ord,to:yyc,departure:16/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:ord,departure:09/11/2025TANYT&leg2=from:ord,to:yyc,departure:16/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:ord,departure:09/11/2025TANYT&leg2=from:ord,to:yyc,departure:16/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) - ![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:yyc,to:ord,departure:09/11/2025TANYT&leg2=from:ord,to:yyc,departure:16/11/2025TANYT&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:yyc,to:ord,departure:09/11/2025TANYT&leg2=from:ord,to:yyc,departure:16/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![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:yyc,to:ord,departure:09/11/2025TANYT&leg2=from:ord,to:yyc,departure:16/11/2025TANYT&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:yyc,to:ord,departure:09/11/2025TANYT&leg2=from:ord,to:yyc,departure:16/11/2025TANYT&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 Calgary (YYC) to Chicago (ORD) Prices were available within the past 7 days and start at CA $178 for one-way flights and CA $290 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Fri, Apr 24 - Sun, Apr 26 YYC Calgary ORD Chicago CA $290 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:24/04/2026TANYT&leg2=from:ORD,to:YYC,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:289.53&airProductToken=AQozCjEI16YBEgQxNjEwGJgWIK4cKISbiwMw25yLAzhBQABYAWoFQkFTSUNyCEFUVkQwWkJLCjMKMQjXpgESBDE2MTEYrhwgmBYohrWLAzDrtosDOEFAAFgBagVCQVNJQ3IIQVRWRDBaQksSCggBEAEYASoCV1MYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Nov 1 - Tue, Nov 4 YYC Calgary ORD Chicago CA $294 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:01/11/2025TANYT&leg2=from:ORD,to:YYC,departure:04/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:293.73&airProductToken=AQozCjEIwYIBEgQyMzg5GJgWIK4cKNH3-wIwnvn7AjhCQABYAWoFQkFTSUNyCE8zQUNaU0JYCmgKMgjBggESBDI4OTYYrhwgo7EBKMaV_AIw5pb8AjhCQABYAWoFQkFTSUNyCE8zQUNaU0JYCjIIwYIBEgQxOTczGKOxASCYFiiQl_wCMISZ_AI4QkABWAFqBUJBU0lDcghPM0FDWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Nov 1 - Tue, Nov 4 YYC Calgary ORD Chicago CA $294 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:01/11/2025TANYT&leg2=from:ORD,to:YYC,departure:04/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:293.73&airProductToken=AQo4CjYI1YIBEgQxNjU1GJgWIK4cKJ33-wIw8vj7AjhOQABYAWoKMV9iYXNpY2Vjb3IIR05BWUEyQk4KNwo1CNWCARIDNzY0GK4cIJgWKJWX_AIw-5j8AjhOQABYAWoKMV9iYXNpY2Vjb3IIR05BWUEyQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jan 14 - Sat, Jan 24 YYC Calgary ORD Chicago CA $294 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:14/01/2026TANYT&leg2=from:ORD,to:YYC,departure:24/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:293.93&airProductToken=AQpDCh8IwYYBEgMzMTgYmBYgmF0o_bSCAzCEt4IDOEdAAFgBCiAIwYYBEgQ4OTYxGJhdIK4cKMK3ggMw57iCAzhHQAFYAQpDCiAIwYYBEgQ4OTYyGK4cIJhdKM-pgwMwzKqDAzhHQABYAQofCMGGARIDMzI3GJhdIJgWKM6rgwMw9K2DAzhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Oct 29 - Tue, Nov 18 YYC Calgary ORD Chicago CA $299 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:29/10/2025TANYT&leg2=from:ORD,to:YYC,departure:18/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:298.65&airProductToken=AQpECiAIwYYBEgMxMzAYmBYgmM4BKKHS-wIwjNT7AjhHQABYAQogCMGGARIDNTA3GJjOASCuHCin1fsCMJrW-wI4R0ABWAEKRAogCMGGARIDNTA2GK4cIJjOASiQt_0CMPO3_QI4R0AAWAEKIAjBhgESAzE1MxiYzgEgmBYo07j9AjDbuv0COEdAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Nov 13 - Mon, Nov 17 YYC Calgary ORD Chicago CA $302 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:13/11/2025TANYT&leg2=from:ORD,to:YYC,departure:17/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:301.53&airProductToken=AQpnCjIIwYIBEgQxOTczGJgWIKOxASjh_vwCMMyA_QI4QkAAWAFqBUJBU0lDcghPM0FDWlNCWAoxCMGCARIDODk2GKOxASCuHCiUgv0CMKuD_QI4QkABWAFqBUJBU0lDcghPM0FDWlNCWApnCjEIwYIBEgM3ODAYrhwgo7EBKNWv_QIw87D9AjhCQABYAWoFQkFTSUNyCE9WQUNaTkJYCjIIwYIBEgQxOTczGKOxASCYFijQtP0CMMS2_QI4QkABWAFqBUJBU0lDcghPVkFDWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Dec 13 - Sat, Dec 13 YYC Calgary ORD Chicago CA $303 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:13/12/2025TANYT&leg2=from:ORD,to:YYC,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:302.56&airProductToken=AQpECiAIxJgBEgQyNDkyGJgWIMx8KK_N_wIw1c7_AjhFQABYAQogCMSYARIEMTUzMxjMfCCuHCic0P8CMP3Q_wI4RUABWAEKRAogCMSYARIEMTczORiuHCDyEiiB0v8CMNLT_wI4RUAAWAEKIAjEmAESBDQxMTMY8hIgmBYohtT_AjCV1f8COEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Sun, Nov 2 - Fri, Nov 7 YYC Calgary ORD Chicago CA $308 Roundtrip found 15 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:02/11/2025TANYT&leg2=from:ORD,to:YYC,departure:07/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:307.52&airProductToken=AQoiCiAI16YBEgQxNjEwGJgWIK4cKKCB_AIw94L8AjhBQABYAQoiCiAI16YBEgQxNjExGK4cIJgWKMS7_AIwr738AjhFQABYARIKCAEQARgBKgJXUxgBIgQIARABKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Nov 25 - Fri, Nov 28 YYC Calgary ORD Chicago CA $310 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:25/11/2025TANYT&leg2=from:ORD,to:YYC,departure:28/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:309.50&airProductToken=AQo4CjYI1YIBEgQxNjU1GJgWIK4cKNmF_gIwrof-AjhOQABYAWoKMV9iYXNpY2Vjb3IIR05BMkEyQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Dec 6 - Sat, Dec 13 YYC Calgary ORD Chicago CA $311 Roundtrip found 9 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:06/12/2025TANYT&leg2=from:ORD,to:YYC,departure:13/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:310.57&airProductToken=AQprCjQI1YIBEgQxOTUzGJgWIINpKJmC_wIwsYP_AjhOQABYAWoIRUNPQkFTSUNyCEdOQTJBMkJOCjMI1YIBEgMzNzcYg2kgrhwokoX_AjCnhv8COE5AAVgBaghFQ09CQVNJQ3IIR05BMkEyQk4KZgoxCMGGARIDNTA2GK4cIJjOASiw0P8CMJPR_wI4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQoxCMGGARIDMTUzGJjOASCYFijz0f8CMPvT_wI4R0ABWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) ## Find the cheapest month to fly from Calgary (YYC) to Chicago (ORD) ### May is typically the cheapest month to fly From CA $204 - CA $474 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:YYC,to:MDW,departure:09/11/2025TANYT&leg2=from:MDW,to:YYC,departure:14/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) MDW Midway Intl. Closest 16 min [Flights from CA $636](https://www.expedia.ca/Flights-Search?leg1=from:YYC,to:MDW,departure:09/11/2025TANYT&leg2=from:MDW,to:YYC,departure:14/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Frequently asked questions ### How much is a flight from Calgary Intl. Airport (YYC) to ORD? > Start packing your bags, because round-trip flights from Calgary Intl. Airport (YYC) to ORD start from CA $290. That's based on fares listed within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book today to nab the best deal. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Calgary Intl. Airport (YYC) to O'Hare Intl. Airport (ORD)? > We understand that life can throw the odd curveball, so we've made it as simple as possible for you to cancel your trip online. Just visit the [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions. ### How do I find cheap flights from YYC to O'Hare Airport that have flexible change policies? > Flights from Calgary Intl. Airport (YYC) to ORD offering flexible change policies are available from several carriers. Simply use our "No change fees" filter while searching. You'll only need to pay the cost difference between the two flights, with no added fees to worry about. ### How many hours is the flight from Calgary Intl. Airport (YYC) to O'Hare Intl. Airport (ORD)? > The flight time from Calgary Intl. Airport (YYC) to O'Hare Intl. Airport (ORD) is around 7 hours and 5 minutes. Put your earphones in, listen to your favourite podcast and the hours will whiz by. ### How far is the flight from YYC Calgary International Airport to O'Hare Intl. Airport (ORD)? > The flying distance between YYC Calgary International Airport (YYC) and O'Hare Airport (ORD) is 2,200 kilometres. Sneak in a nap or bury your nose in a book and the trip will zip on by. ### Which airlines fly direct from YYC to ORD? > Flying nonstop from YYC Calgary International Airport to ORD is a breeze with United Airlines (UA). This top carrier operates 30 flights every month. ### Are YYC to ORD flight tickets cheaper when they're purchased at the last minute? > It is possible to score great last-minute deals from YYC Calgary International Airport to O'Hare Intl. Airport (ORD), but it's also possible to miss out entirely! As many airlines release seats up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you spot a good bargain. Expedia compares carrier prices and updates flight deals frequently, so you can feel confident knowing you're always seeing the latest offers. ## Travel information | Origin airport | Calgary Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, Alaska Airlines, American Airlines, Delta, Porter Airlines, United, WestJet | | Roundtrip price | CA $290 | | Distance | 2211 km | | Average flight time | 4 hours 31 mins | ## Book with confidence ### Calgary to Chicago Flights **The easy way to book your flights from Calgary to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Calgary 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 Calgary to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Calgary Intl., YYC to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Calgary to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Calgary currently is just CA $290 rising to CA $311.   Here are more money-saving tips:  - Fly in April 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 Calgary**  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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