Title: Cheap Flights from Calgary (YYC) to Chicago (DPA) - 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) # Cheap Flights from Calgary (YYC) to Chicago (DPA) - [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, IL (DPA-Dupage) - ![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:dpa,departure:24/10/2025TANYT&leg2=from:dpa,to:yyc,departure:31/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![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:dpa,departure:24/10/2025TANYT&leg2=from:dpa,to:yyc,departure:31/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:dpa,departure:24/10/2025TANYT&leg2=from:dpa,to:yyc,departure:31/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F8"}}]) - ![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:dpa,departure:24/10/2025TANYT&leg2=from:dpa,to:yyc,departure:31/10/2025TANYT&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:yyc,to:dpa,departure:24/10/2025TANYT&leg2=from:dpa,to:yyc,departure:31/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![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:dpa,departure:24/10/2025TANYT&leg2=from:dpa,to:yyc,departure:31/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![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:dpa,departure:24/10/2025TANYT&leg2=from:dpa,to:yyc,departure:31/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) ![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) ## 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:ORD,departure:24/10/2025TANYT&leg2=from:ORD,to:YYC,departure:27/10/2025TANYT&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 $325](https://www.expedia.ca/Flights-Search?leg1=from:YYC,to:ORD,departure:24/10/2025TANYT&leg2=from:ORD,to:YYC,departure:27/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) [](https://www.expedia.ca/Flights-Search?leg1=from:YYC,to:MDW,departure:24/10/2025TANYT&leg2=from:MDW,to:YYC,departure:28/10/2025TANYT&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 $562](https://www.expedia.ca/Flights-Search?leg1=from:YYC,to:MDW,departure:24/10/2025TANYT&leg2=from:MDW,to:YYC,departure:28/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) Flight from Calgary to Chicago (YYC - DPA) route information | Origin airport | Calgary Intl. | | --- | --- | | Destination airport | Dupage | | Distance | 2192 km | ## Calgary to West 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 airlines that cover this route. There are nonstop flights to Dupage, 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 Dupage, DPA**  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 rising to .   Here are more money-saving tips:  - Fly in 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. So book your flight to Chicago with Expedia today. ## Frequently asked questions ### How much is a flight from Calgary Intl. Airport (YYC) to DPA? > If you're planning on travelling between YYC and Dupage Airport (DPA), round-trip journeys start from . This price is based on fares available within the last 7 days on Expedia for flights departing within the next year, so don't wait around. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from YYC Calgary International Airport to DPA? > Most flights can be conveniently cancelled online, but whether or not you are charged a fee depends on your airline. If you do need to cancel your vacation, follow the instructions in the [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from YYC Calgary International Airport to DuPage Airport that have flexible change policies? > Flights from YYC to Dupage Airport (DPA) with flexible change policies are available with many carriers. Simply use our "No change fees" filter during your search. You'll only need to pay the cost difference between flights, without any extra fees to worry about. ### How far is the flight from YYC Calgary International Airport to DuPage Airport? > Expect to be up above the clouds for a while, as the flight distance between YYC Calgary International Airport and DuPage Airport is 2,200 kilometres. Create a playlist of your favourite songs before you leave home to keep yourself entertained during the trip. ### Which airlines fly direct from YYC to Dupage Airport (DPA)? > Flying nonstop between YYC Calgary International Airport and DPA isn't possible at the moment. However, you'll still be able to book a flight to West Chicago with at least one stop. ### Are YYC to DPA flight tickets cheaper when they're purchased at the last minute? > Fares from YYC to DuPage Airport are available up to a year before departure on Expedia. And although you may occasionally score great last-minute deal, it's never a sure thing. Also, booking your flights ahead of time means you'll have more choices — and you can avoid ending up with the dreaded middle seat! 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