Title: CA $170 Cheap Flights from Kelowna (YLW) 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 $170 Cheap Flights from Kelowna (YLW) to Chicago (ORD) [View CA $170 flight on Fri, Nov 14, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YLW,to:ORD,departure:14/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:169.63&airProductToken=AQpmCjEI16YBEgMxODAY-LIBIJgWKICH_QIwyIf9AjhFQABYAWoFQkFTSUNyCExUUUQwWkJXCjEI16YBEgQxNjEwGJgWIK4cKKCI_QIw94n9AjhFQAFYAWoFQkFTSUNyCExUUUQwWkJXEgoIARABGAEqAldTGAEiBAgBEAEoAigDKAQwAQ) - [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 Kelowna Intl. Airport (YLW) 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:ylw,to:ord,departure:16/10/2025TANYT&leg2=from:ord,to:ylw,departure:23/10/2025TANYT&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:ylw,to:ord,departure:16/10/2025TANYT&leg2=from:ord,to:ylw,departure:23/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![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:ylw,to:ord,departure:16/10/2025TANYT&leg2=from:ord,to:ylw,departure:23/10/2025TANYT&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:ylw,to:ord,departure:16/10/2025TANYT&leg2=from:ord,to:ylw,departure:23/10/2025TANYT&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:ylw,to:ord,departure:16/10/2025TANYT&leg2=from:ord,to:ylw,departure:23/10/2025TANYT&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:ylw,to:ord,departure:16/10/2025TANYT&leg2=from:ord,to:ylw,departure:23/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ## 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 Kelowna (YLW) to Chicago (ORD) Prices were available within the past 7 days and start at CA $170 for one-way flights and CA $282 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, Nov 28 - Fri, Dec 5 YLW Kelowna ORD Chicago CA $282 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:28/11/2025TANYT&leg2=from:ORD,to:YLW,departure:05/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.50&airProductToken=AQpECiAI16YBEgMxODAY-LIBIJgWKMCk_gIwiKX-AjhFQABYAQogCNemARIEMTYxMBiYFiCuHCjgpf4CMLen_gI4RUABWAEKRAogCNemARIEMTYxMRiuHCCYFijE9v4CMK_4_gI4RUAAWAEKIAjXpgESAzE4NRiYFiD4sgEok_n-AjDe-f4COEVAAVgBEgoIARABGAEqAldTGAEiBAgBEAEoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jan 21 - Fri, Jan 23 YLW Kelowna ORD Chicago CA $282 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:21/01/2026TANYT&leg2=from:ORD,to:YLW,departure:23/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.75&airProductToken=AQppCjMIwYYBEgQ4MjY1GPiyASC4jQEogISDAzDDhIMDOEdAAFgBagVCQVNJQ3IIR05BNEEyQkEKMgjBhgESBDEwNDgYuI0BIK4cKL6FgwMwuYeDAzhHQAFYAWoFQkFTSUNyCEdOQTRBMkJBCmkKMgjBhgESBDEwNDkYrhwguI0BKLSegwMwx6CDAzhHQABYAWoFQkFTSUNyCEdOQTRBMkJBCjMIwYYBEgQ4Mjg0GLiNASD4sgEosqKDAzDsooMDOEdAAVgBagVCQVNJQ3IIR05BNEEyQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jan 21 - Fri, Jan 23 YLW Kelowna ORD Chicago CA $291 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:21/01/2026TANYT&leg2=from:ORD,to:YLW,departure:23/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:290.79&airProductToken=AQppCjMIwYYBEgQxOTEyGPiyASCYzgEouIyDAzDAjoMDOEdAAFgBagVCQVNJQ3IIR05BNEEyQkEKMgjBhgESBDg5MDEYmM4BIK4cKJuPgwMwkZCDAzhHQAFYAWoFQkFTSUNyCEdOQTRBMkJBCmkKMgjBhgESBDEwNDkYrhwguI0BKLSegwMwx6CDAzhHQABYAWoFQkFTSUNyCEdOQTRBMkJBCjMIwYYBEgQ4Mjg0GLiNASD4sgEosqKDAzDsooMDOEdAAVgBagVCQVNJQ3IIR05BNEEyQkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Oct 17 - Mon, Nov 3 YLW Kelowna ORD Chicago CA $294 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:17/10/2025TANYT&leg2=from:ORD,to:YLW,departure:03/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:293.97&airProductToken=AQpGCiIIwYYBEgQxOTEyGPiyASCYzgEogdT6AjCF1voCOEdAAFgBCiAIwYYBEgM1MDMYmM4BIK4cKN_W-gIw0df6AjhHQAFYAQpHCiEIwYYBEgQxMDQ5GK4cILiNASiUj_wCMKeR_AI4R0AAWAEKIgjBhgESBDgyODQYuI0BIPiyASiSk_wCMMyT_AI4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Oct 17 - Tue, Oct 21 YLW Kelowna ORD Chicago CA $298 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:17/10/2025TANYT&leg2=from:ORD,to:YLW,departure:21/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:297.12&airProductToken=AQpGCiIIwYYBEgQxOTEyGPiyASCYzgEogdT6AjCF1voCOEdAAFgBCiAIwYYBEgM1MDMYmM4BIK4cKN_W-gIw0df6AjhHQAFYAQpHCiEIwYYBEgQxMDQ5GK4cILiNASi9_PoCMMv--gI4R0AAWAEKIgjBhgESBDgyODIYuI0BIPiyASiTgPsCMMuA-wI4R0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Jan 21 - Fri, Jan 23 YLW Kelowna ORD Chicago CA $301 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:21/01/2026TANYT&leg2=from:ORD,to:YLW,departure:23/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:300.52&airProductToken=AQppCjMI1YIBEgQ4NTM3GPiyASCYzgEouIyDAzDAjoMDOEdAAFgBagUyX2Vjb3IIR05BNEEyVEcKMgjVggESBDIyMzUYmM4BIK4cKMOPgwMwwZCDAzhHQABYAWoFMl9lY29yCEdOQTRBMlRHCmYKMAjVggESAzc2NBiuHCCYFiiVm4MDMPucgwM4R0AAWAFqBTJfZWNvcghHTkE0QTJURwoyCNWCARIEODA3NhiYFiD4sgEot52DAzCCnoMDOEdAAFgBagUyX2Vjb3IIR05BNEEyVEcSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Mon, Dec 15 - Mon, Dec 29 YLW Kelowna ORD Chicago CA $305 Roundtrip found 23 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:15/12/2025TANYT&leg2=from:ORD,to:YLW,departure:29/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:304.60&airProductToken=AQpECiAI16YBEgMxODAY-LIBIJgWKODj_wIwqOT_AjhFQABYAQogCNemARIEMTYxMBiYFiCuHCiA5f8CMNfm_wI4RUABWAEKRAogCNemARIEMTYxMRiuHCCYFijEhIEDMK-GgQM4RUAAWAEKIAjXpgESAzE4NRiYFiD4sgEok4eBAzDeh4EDOEVAAVgBEgoIARABGAEqAldTGAEiBAgBEAEoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Oct 17 - Sat, Oct 25 YLW Kelowna ORD Chicago CA $307 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:17/10/2025TANYT&leg2=from:ORD,to:YLW,departure:25/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:306.16&airProductToken=AQpGCiIIwYYBEgQxOTEyGPiyASCYzgEogdT6AjCF1voCOEdAAFgBCiAIwYYBEgM1MDMYmM4BIK4cKN_W-gIw0df6AjhHQAFYAQpGCiAIwYYBEgM1MDgYrhwgmM4BKMKp-wIwqar7AjhHQABYAQoiCMGGARIEMTkxMxiYzgEg-LIBKK2r-wIwyK37AjhHQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Oct 18 - Sun, Nov 2 YLW Kelowna ORD Chicago CA $374 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:18/10/2025TANYT&leg2=from:ORD,to:YLW,departure:02/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:373.14&airProductToken=AQpFCiEIxJgBEgQ2OTA0GPiyASCYFijI1_oCMIrY-gI4VkAAWAEKIAjEmAESBDY5ODUYmBYgrhwox9n6AjCX2_oCOFZAAVgBCmcKIAjEmAESBDE3MTcYrhwgzHwouP_7AjCPgPwCOFZAAFgBCiAIxJgBEgQyNDg3GMx8IJgWKJeC_AIwxoP8AjhWQAFYAQohCMSYARIENzA4NRiYFiD4sgEogIX8AjDShfwCOFZAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Alaska Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AS.gif) Wed, Oct 22 - Tue, Nov 4 YLW Kelowna ORD Chicago CA $374 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YLW,to:ORD,departure:22/10/2025TANYT&leg2=from:ORD,to:YLW,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:373.59&airProductToken=AQpECiEIwaYBEgQzNDM2GPiyASCSASiaiPsCMOeI-wI4WEAAWAEKHwjBpgESAzUzOBiSASCuHCjSifsCMMuL-wI4WEABWAEKRAofCMGmARIDNTg3GK4cIJIBKOiW_AIwhJn8AjhYQABYAQohCMGmARIEMzQzNhiSASD4sgEou5r8AjCGm_wCOFhAAVgBEgoIARABGAEqAkFTGAEiBAgBEAEoBDAB) ## Find the cheapest month to fly from Kelowna (YLW) to Chicago (ORD) ### September is typically the cheapest month to fly From CA $264 - CA $972 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:YLW,to:ORD,departure:16/10/2025TANYT&leg2=from:ORD,to:YLW,departure:25/10/2025TANYT&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 $538](https://www.expedia.ca/Flights-Search?leg1=from:YLW,to:ORD,departure:16/10/2025TANYT&leg2=from:ORD,to:YLW,departure:25/10/2025TANYT&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 Kelowna Intl. Airport to O'Hare Airport? > The lowest price advertised for a round-trip journey between Kelowna Intl. Airport (YLW) and ORD is CA $282. But you better get a move on. This price is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Kelowna Intl. Airport to ORD? > Most flights can be cancelled online, but whether or not you incur a fee varies between airlines. If you do have to cancel your getaway, follow the instructions in the [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Kelowna Intl. Airport (YLW) to O'Hare Airport that have flexible change policies? > Use our "No change fees" filter to find flexible travel options for your flight from Kelowna Intl. Airport to O'Hare Intl. Airport (ORD). This allows you to secure a great price ahead of time and still have the freedom to reschedule without any additional fees. Fare adjustments may apply if your new flight is more expensive. ### How many hours is the flight from Kelowna Intl. Airport to O'Hare Airport? > You may like to bring your own on-board entertainment, as it takes about 6 hours and 2 minutes to touch down in O'Hare Intl. Airport (ORD) from Kelowna Intl. Airport. A set of noise-cancelling earphones will be useful too. ### How far is the flight from Kelowna Intl. Airport (YLW) to ORD? > Around 2,600 kilometres separates Kelowna and Chicago, so pack some in-flight entertainment to help you while away a couple of hours. That juicy novel you've yet to start will be perfect. ### Which airlines fly direct from YLW to O'Hare Intl. Airport (ORD)? > Unfortunately, there aren't any airlines that fly directly between Kelowna Intl. Airport (YLW) and O'Hare Intl. Airport (ORD). You'll need to book a flight with one or more stops. ### Are Kelowna Intl. Airport (YLW) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute? > Booking last minute from YLW to ORD can be hit-or-miss. It is possible to score a bargain, but then again, you could miss out altogether! If you'd prefer to start your trip planning early on, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines list their prices that far in advance. Our advice? Check back often as updates are made frequently. ## Travel information | Origin airport | Kelowna Intl. | | --- | --- | | Destination airport | O'Hare Intl. | | Airlines serving | Air Canada, Alaska Airlines, American Airlines, Delta, United, WestJet | | Roundtrip price | CA $282 | | Distance | 2551 km | ## Book with confidence ### Kelowna to Chicago Flights **The easy way to book your flights from Kelowna to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from Kelowna 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 Kelowna to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Kelowna Intl., YLW to O'Hare Intl., ORD**  Sort your search results by price to find great deals on your flight from Kelowna to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Kelowna currently is just CA $282 rising to CA $374.   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 Kelowna**  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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