Title: CA $306 Cheap Flights from Roanoke (ROA) to Chicago (CHI) - 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 $306 Cheap Flights from Roanoke (ROA) to Chicago (CHI) [View CA $306 flight on Fri, Feb 20, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:ROA,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:306.00&airProductToken=AQozCjEIwYIBEgQ0NzIzGNEDIK4cKJHVhQMwm9aFAzhCQABYAWoFQkFTSUNyCFNWQUhaTkJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) - [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 Roanoke Regional Airport (ROA) to Chicago - ![](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:ROA,to:CHI,departure:13/02/2026TANYT&leg2=from:CHI,to:ROA,departure:20/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](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:ROA,to:CHI,departure:13/02/2026TANYT&leg2=from:CHI,to:ROA,departure:20/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](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:ROA,to:CHI,departure:13/02/2026TANYT&leg2=from:CHI,to:ROA,departure:20/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](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\* - ![](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\* - ![](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 Roanoke (ROA) to Chicago (CHI) Prices were available within the past 7 days and start at CA $306 for one-way flights and CA $245 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Feb 21 - Tue, Feb 24 ROA Roanoke ORD Chicago CA $245 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:21/02/2026TANYT&leg2=from:ORD,to:ROA,departure:24/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:244.20&airProductToken=AQpECiAIxJgBEgQ0Njc0GNEDIOBcKJvmhQMwhOeFAzhFQABYAQogCMSYARIEMTE5ORjgXCCuHCjK54UDMMTohQM4RUABWAEKRAogCMSYARIEMjczOBiuHCDgXCi5h4YDMMKIhgM4RUAAWAEKIAjEmAESBDIzNzIY4Fwg0QMon4mGAzDyiYYDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Feb 19 - Tue, Feb 24 ROA Roanoke ORD Chicago CA $279 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:19/02/2026TANYT&leg2=from:ORD,to:ROA,departure:24/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:278.60&airProductToken=AQpECiAIxJgBEgQ0Njc0GNEDIOBcKNvPhQMwxNCFAzhFQABYAQogCMSYARIEMTE5ORjgXCCuHCiK0YUDMITShQM4RUABWAEKRAogCMSYARIEMjczOBiuHCDgXCi5h4YDMMKIhgM4RUAAWAEKIAjEmAESBDIzNzIY4Fwg0QMon4mGAzDyiYYDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Feb 21 - Sat, Feb 28 ROA Roanoke ORD Chicago CA $306 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:21/02/2026TANYT&leg2=from:ORD,to:ROA,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:305.50&airProductToken=AQpECiAIxJgBEgQ0Njc0GNEDIOBcKJvmhQMwhOeFAzhFQABYAQogCMSYARIEMTE5ORjgXCCuHCjK54UDMMTohQM4RUABWAEKRAogCMSYARIEMTQ3MRiuHCDgXCjetIYDMOK1hgM4RUAAWAEKIAjEmAESBDIzNzIY4Fwg0QMojbaGAzDhtoYDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Feb 19 - Mon, Mar 2 ROA Roanoke ORD Chicago CA $313 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:19/02/2026TANYT&leg2=from:ORD,to:ROA,departure:02/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:313.00&airProductToken=AQpECiAIxJgBEgQ0Njc0GNEDIOBcKNvPhQMwxNCFAzhFQABYAQogCMSYARIEMTE5ORjgXCCuHCiK0YUDMITShQM4RUABWAEKRAogCMSYARIEMjczOBiuHCDgXCj5yoYDMIHMhgM4RUAAWAEKIAjEmAESBDIzNzIY4Fwg0QMo38yGAzCyzYYDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Feb 20 - Sat, Feb 21 ROA Roanoke ORD Chicago CA $314 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:20/02/2026TANYT&leg2=from:ORD,to:ROA,departure:21/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:313.10&airProductToken=AQozCjEIwYIBEgQ0NzIzGNEDIK4cKJHVhQMwm9aFAzhCQABYAWoFQkFTSUNyCE9WRkhaTkJWCjMKMQjBggESBDQ2NzMYrhwg0QMokueFAzCE6IUDOEJAAFgBagVCQVNJQ3IIUVVGSFpOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Feb 20 - Sat, Feb 21 ROA Roanoke ORD Chicago CA $327 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:20/02/2026TANYT&leg2=from:ORD,to:ROA,departure:21/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:326.50&airProductToken=AQozCjEIwYIBEgQ0NzIzGNEDIK4cKJHVhQMwm9aFAzhCQABYAWoFQkFTSUNyCE9WRkhaTkJWCmYKMQjBggESBDI5OTIYrhwg71ko5OKFAzDb44UDOEJAAFgBagVCQVNJQ3IIUVVGSFpOQlYKMQjBggESBDYxMzEY71kg0QMo0eSFAzCz5YUDOEJAAVgBagVCQVNJQ3IIUVVGSFpOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Feb 20 - Sat, Feb 21 ROA Roanoke ORD Chicago CA $340 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:20/02/2026TANYT&leg2=from:ORD,to:ROA,departure:21/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:339.90&airProductToken=AQpuCjUIxJgBEgQ0Njc0GNEDIOBcKPvahQMw5NuFAzhFQABYAWoJTUFJTkJBU0lDcghYRlZOQTBCUQo1CMSYARIEMTE5ORjgXCCuHCiq3IUDMKTdhQM4RUABWAFqCU1BSU5CQVNJQ3IIWEZWTkEwQlEKbgo1CMSYARIEMTQ3MRiuHCDgXCj-5YUDMILnhQM4RUAAWAFqCU1BSU5CQVNJQ3IIVEZVTkEwQlEKNQjEmAESBDIzNzIY4Fwg0QMov-eFAzCS6IUDOEVAAVgBaglNQUlOQkFTSUNyCFRGVU5BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Feb 20 - Sat, Feb 21 ROA Roanoke ORD Chicago CA $348 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:20/02/2026TANYT&leg2=from:ORD,to:ROA,departure:21/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:347.50&airProductToken=AQozCjEI1YIBEgQ0NTM5GNEDIK4cKNzUhQMw5dWFAzhMQABYAWoFMl9lY29yCExGQTJBREROCjMKMQjVggESBDU2NjUYrhwg0QMo1uCFAzDM4YUDOEtAAFgBagUyX2Vjb3IIS0FLMkFaRFMSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Fri, Feb 20 - Sat, Feb 21 ROA Roanoke ORD Chicago CA $354 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:20/02/2026TANYT&leg2=from:ORD,to:ROA,departure:21/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:353.40&airProductToken=AQpmCjEIwYIBEgQ1OTMxGNEDIO9ZKLvVhQMwldaFAzhCQABYAWoFQkFTSUNyCFFVRkhaTkJWCjEIwYIBEgQxNDUyGO9ZIK4cKP7XhQMwlNmFAzhCQAFYAWoFQkFTSUNyCFFVRkhaTkJWCjMKMQjBggESBDQ2NzMYrhwg0QMokueFAzCE6IUDOEJAAFgBagVCQVNJQ3IIUVVGSFpOQlYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Feb 20 - Sat, Feb 21 ROA Roanoke ORD Chicago CA $361 Roundtrip found 14 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ROA,to:ORD,departure:20/02/2026TANYT&leg2=from:ORD,to:ROA,departure:21/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:360.90&airProductToken=AQozCjEI1YIBEgQ0NTM5GNEDIK4cKNzUhQMw5dWFAzhMQABYAWoFMl9lY29yCExGQTJBREROCmYKMQjVggESBDE1MDIYrhwgiBgotuOFAzCx5IUDOEtAAFgBagUyX2Vjb3IIS0FLMkFaRFMKMQjVggESBDQzMzkYiBgg0QMo0eWFAzCj5oUDOEtAAFgBagUyX2Vjb3IIS0FLMkFaRFMSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ## Find the cheapest month to fly from Roanoke (ROA) to Chicago (CHI) ### November is typically the cheapest month to fly From CA $293 - CA $660 per traveller. __Flight from Roanoke to Chicago (ROA - ORD) route information__ | Origin airport | Roanoke Regional | | ------------------- | ---------------- | | Destination airport | O'Hare Intl. | | Roundtrip price | CA $244 | | Distance | 847 km | ## Roanoke to Illinois Flights **The easy way to book your flights from Roanoke to Chicago** With Expedia, it’s simple to find and book flights to Chicago from Roanoke 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 CHI-All Airports, 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 Roanoke to Chicago today, tomorrow, or this week. **Save dollars with cheap flights from Roanoke Regional, ROA to CHI-All Airports, CHI** Sort your search results by price to find great deals on your flight from Roanoke to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Roanoke currently is just CA $245 rising to CA $470\. Here are more money-saving tips: - Fly in February 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 Roanoke** 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. \*Available to Expedia members.