Title: CA $211 Cheap Flights from Regina (YQR) 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 $211 Cheap Flights from Regina (YQR) to Chicago (ORD) [View CA $211 flight on Mon, Oct 27, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YQR,to:ORD,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:210.18&airProductToken=AQpmCjEI16YBEgMzOTUYmIwBIJgWKL67-wIwqbz7AjhFQABYAWoFQkFTSUNyCExUVkQwWkJLCjEI16YBEgQxNjEwGJgWIK4cKKS9-wIw-777AjhFQAFYAWoFQkFTSUNyCExUVkQwWkJLEgoIARABGAEqAldTGAEiBAgBEAEoAigDKAQwAQ) - [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 Regina Intl. Airport (YQR) 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:yqr,to:ord,departure:12/10/2025TANYT&leg2=from:ord,to:yqr,departure:19/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![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:yqr,to:ord,departure:12/10/2025TANYT&leg2=from:ord,to:yqr,departure:19/10/2025TANYT&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:yqr,to:ord,departure:12/10/2025TANYT&leg2=from:ord,to:yqr,departure:19/10/2025TANYT&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:yqr,to:ord,departure:12/10/2025TANYT&leg2=from:ord,to:yqr,departure:19/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ## Plan, book, fly with confidence - ### Be in the know Get alerts if flight prices drop or rise\* - ### Book smarter Save up to 30% on select hotels after you book a flight\* - ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Regina (YQR) to Chicago (ORD) Prices were available within the past 7 days and start at CA $211 for one-way flights and CA $369 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Nov 18 - Sun, Nov 23 YQR Regina ORD Chicago CA $369 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:18/11/2025TANYT&leg2=from:ORD,to:YQR,departure:23/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:368.53&airProductToken=AQpECiEI1YIBEgQ1MDI4GJiMASCDaSjNtf0CMNu2_QI4TkAAWAEKHwjVggESAzYxNxiDaSCuHCipt_0CMMK4_QI4TkABWAEKRAofCNWCARIDNzkxGK4cIINpKJbs_QIwv-39AjhOQABYAQohCNWCARIENTA1NhiDaSCYjAEoofL9AjDD8_0COE5AAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, Nov 2 - Tue, Nov 4 YQR Regina ORD Chicago CA $379 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:02/11/2025TANYT&leg2=from:ORD,to:YQR,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:378.16&airProductToken=AQpGCiIIwYYBEgQxMTEyGJiMASCYzgEo9P77AjCtgPwCOEdAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKOGB_AIw1YL8AjhHQAFYAQpGCiAIwYYBEgM1MDgYrhwgmM4BKMOa_AIwppv8AjhHQABYAQoiCMGGARIEMTExORiYzgEgmIwBKLOc_AIw_538AjhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Nov 4 - Fri, Nov 7 YQR Regina ORD Chicago CA $413 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:04/11/2025TANYT&leg2=from:ORD,to:YQR,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:412.60&airProductToken=AQpxCjcI1YIBEgQ1MDI4GJiMASCDaSiNmPwCMJuZ_AI4TkAAWAFqCjFfYmFzaWNlY29yCEdOQTVBMkJOCjYI1YIBEgQxNDExGINpIK4cKNmb_AIw8pz8AjhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNUEyQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Nov 1 - Thu, Nov 6 YQR Regina ORD Chicago CA $427 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:01/11/2025TANYT&leg2=from:ORD,to:YQR,departure:06/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:426.50&airProductToken=AQpFCiEI1YIBEgQ1MDI4GJiMASCDaSjx9fsCMP_2-wI4TkAAWAEKIAjVggESBDEwMjMYg2kgrhwowPj7AjDZ-fsCOE5AAVgBCkYKIAjBhgESAzUwNhiuHCCYzgEokLD8AjDzsPwCOEdAAFgBCiIIwYYBEgQxMTE5GJjOASCYjAEo87L8AjC_tPwCOEdAAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoCCgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Oct 14 - Fri, Oct 31 YQR Regina ORD Chicago CA $427 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:14/10/2025TANYT&leg2=from:ORD,to:YQR,departure:31/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:426.68&airProductToken=AQpFCiEI1YIBEgQ1MDI4GJiMASCDaSixq_oCMLis-gI4TkAAWAEKIAjVggESBDIyOTIYg2kgrhwonq_6AjC2sPoCOE5AAVgBCkUKIAjVggESBDE4MDEYrhwgg2koh-37AjCx7vsCOE5AAFgBCiEI1YIBEgQ1MDU2GINpIJiMASiF7_sCMKfw-wI4TkABWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Nov 22 - Mon, Nov 24 YQR Regina ORD Chicago CA $428 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:22/11/2025TANYT&leg2=from:ORD,to:YQR,departure:24/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:427.54&airProductToken=AQpFCiEI1YIBEgQ1MDI4GJiMASCDaSjN4v0CMNvj_QI4TkAAWAEKIAjVggESBDIyNTgYg2kgrhwojef9AjCi6P0COE5AAVgBCkYKIAjBhgESAzUxMBiuHCCYzgEox_39AjCq_v0COEdAAFgBCiIIwYYBEgQxMTEzGJjOASCYjAEo24L-AjCnhP4COEdAAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoCCgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Jan 7 - Tue, Jan 20 YQR Regina ORD Chicago CA $434 Roundtrip found 17 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:07/01/2026TANYT&leg2=from:ORD,to:YQR,departure:20/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:433.94&airProductToken=AQpECiEI1YIBEgQ1MDI4GJiMASCDaSiN6IEDMKLpgQM4TkAAWAEKHwjVggESAzY3NRiDaSCuHCiT64EDMK_sgQM4TkABWAEKRQogCNWCARIEMjY0ORiuHCCDaSjn_IIDMJn-ggM4TkAAWAEKIQjVggESBDUwNTYYg2kgmIwBKN3-ggMwg4CDAzhOQAFYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Tue, Jan 6 - Tue, Jan 20 YQR Regina ORD Chicago CA $436 Roundtrip found 17 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:06/01/2026TANYT&leg2=from:ORD,to:YQR,departure:20/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:435.19&airProductToken=AQpGCiIIwYYBEgQxMTEyGJiMASCYzgEolNqBAzDN24EDOEdAAFgBCiAIwYYBEgM1MDUYmM4BIK4cKIHdgQMw9d2BAzhHQAFYAQpFCiAI1YIBEgQyNjQ5GK4cIINpKOf8ggMwmf6CAzhOQABYAQohCNWCARIENTA1NhiDaSCYjAEo3f6CAzCDgIMDOE5AAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Mon, Oct 27 - Thu, Oct 30 YQR Regina ORD Chicago CA $448 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:27/10/2025TANYT&leg2=from:ORD,to:YQR,departure:30/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:447.61&airProductToken=AQpmCjEI16YBEgMzOTUYmIwBIJgWKL67-wIwqbz7AjhFQABYAWoFQkFTSUNyCExUVkQwWkJLCjEI16YBEgQxNjEwGJgWIK4cKKS9-wIw-777AjhFQAFYAWoFQkFTSUNyCExUVkQwWkJLEgoIARABGAEqAldTGAEiBAgBEAEoAigDKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Nov 17 - Mon, Dec 1 YQR Regina ORD Chicago CA $470 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YQR,to:ORD,departure:17/11/2025TANYT&leg2=from:ORD,to:YQR,departure:01/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:469.66&airProductToken=AQpFCiEIxJgBEgQ2OTI5GJiMASCYFiiaqP0CMIWp_QI4VkAAWAEKIAjEmAESBDcwNjMYmBYgrhwogKr9AjDXq_0COFZAAVgBCkUKIAjEmAESBDE5MDIYrhwgzHwo_8f-AjDfyP4COFZAAFgBCiEIxJgBEgQ2ODc2GMx8IJiMASiZyv4CMLHL_gI4VkABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ## Find the cheapest month to fly from Regina (YQR) to Chicago (ORD) ### October is typically the cheapest month to fly From CA $269 - CA $995 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:YQR,to:MDW,departure:12/10/2025TANYT&leg2=from:MDW,to:YQR,departure:16/10/2025TANYT&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 $1,022](https://www.expedia.ca/Flights-Search?leg1=from:YQR,to:MDW,departure:12/10/2025TANYT&leg2=from:MDW,to:YQR,departure:16/10/2025TANYT&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 Regina Intl. Airport (YQR) to O'Hare Airport? > Based on fares offered within the last 7 days on Expedia for flights departing within the next year, round-trip journeys between YQR and ORD start from CA $369. Book ASAP to get the best price for your trip. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Regina Intl. Airport (YQR) to O'Hare Intl. Airport (ORD)? > We understand that things crop up unexpectedly, so we've made it as hassle-free 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 Regina Airport to O'Hare Intl. Airport (ORD) that have flexible change policies? > Flights from Regina Airport to O'Hare Intl. Airport (ORD) offering flexible change policies are available from several airlines. Simply use our "No change fees" filter during your search. You'll only need to cover the difference in ticket price, with no additional fees to worry about. ### How many hours is the flight from Regina Airport to O'Hare Intl. Airport (ORD)? > The flight time between Regina Airport and ORD is 5 hours and 47 minutes. If you get peckish on longer flights, pack some snacks in your carry-on baggage. ### How far is the flight from YQR to O'Hare Airport? > The flight distance from YQR to O'Hare Intl. Airport (ORD) is 1,600 kilometres. Bring along a drink, a few snacks and an interesting book to read. Keep yourself busy in the air and time will zip by. ### Which airlines fly direct from Regina Airport to O'Hare Intl. Airport (ORD)? > Right now, no airlines offer direct flights from Regina Intl. Airport (YQR) to O'Hare Intl. Airport (ORD). You'll need to book a flight with one or more stops. To get the best connections and price, lock in your fare well in advance. ### Are Regina Intl. Airport (YQR) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from Regina Intl. Airport (YQR) to O'Hare Airport can be hit-or-miss. You may be able to find a bargain, but then again, you could miss out! If you'd prefer to start planning your trip ahead of time, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines publish their prices so far in advance. Our top tip? Check back often as prices are updated frequently. ## Travel information | Origin airport | Regina Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, Delta, United, WestJet | | Roundtrip price | CA $369 | | Distance | 1580 km | ## Book with confidence ### Regina to Chicago Flights **The easy way to book your flights from Regina to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Regina 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 Regina to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Regina Intl., YQR to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Regina to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Regina currently is just CA $369 rising to CA $470.   Here are more money-saving tips:  - Fly in November 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 Regina**  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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