Title: Charlottesville to Chicago cheap flights from $174 (CHO to CHI) - Expedia.com ![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) # $174 Cheap Flights from Charlottesville (CHO) to Chicago (CHI) [View $174 flight on Sun, Apr 12, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:CHO,to:ORD,departure:4/12/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:173.20&airProductToken=AQpoCjIIwYIBEgQ1OTc5GOJxIOKaASikkYoDMPaRigM4QkAAWAFqBUJBU0lDcghTMEFIWk5CWgoyCMGCARIEMjE3NBjimgEgrhwopZOKAzCwlIoDOEJAAVgBagVCQVNJQ3IIUzBBSFpOQloSDAgBEAEYASoCQUEyABgBIgQIARABKAIoAygEMAs) ## Popular airlines from Charlottesville-Albemarle Airport (CHO) to Chicago - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:CHO,to:CHI,departure:4/17/2026TANYT&leg2=from:CHI,to:CHO,departure:4/24/2026TANYT&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.com/Flights-Search?leg1=from:CHO,to:CHI,departure:4/17/2026TANYT&leg2=from:CHI,to:CHO,departure:4/24/2026TANYT&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.com/Flights-Search?leg1=from:CHO,to:CHI,departure:4/17/2026TANYT&leg2=from:CHI,to:CHO,departure:4/24/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) ## Cheap Flights from Charlottesville to Chicago (CHO-CHI) Prices were available within the past 7 days and start at $174 for one-way flights and $269 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) Sat, Apr 25 - Mon, Apr 27 CHO Charlottesville ORD Chicago $269 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:4/25/2026TANYT&leg2=from:ORD,to:CHO,departure:4/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:268.81&airProductToken=AQo4CjYI1YIBEgQ1MjUwGOJxIK4cKImoiwMwjKmLAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4KOAo2CNWCARIENTU4ORiuHCDicSiqwosDMKXDiwM4TkAAWAFqCjFfYmFzaWNlY29yCExGQTJBREJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, May 9 - Mon, May 11 CHO Charlottesville ORD Chicago $270 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:5/9/2026TANYT&leg2=from:ORD,to:CHO,departure:5/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:269.92&airProductToken=AQo4CjYI1YIBEgQ0Njk5GOJxIK4cKM_FjAMw0saMAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4KOAo2CNWCARIENTY3MxiuHCDicSj52owDMOzbjAM4TkAAWAFqCjFfYmFzaWNlY29yCExGQTJBREJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Apr 25 - Mon, Apr 27 CHO Charlottesville ORD Chicago $279 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:4/25/2026TANYT&leg2=from:ORD,to:CHO,departure:4/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:278.61&airProductToken=AQpwCjYI1YIBEgQ0MzQyGOJxIIgYKIykiwMwwqSLAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4KNgjVggESBDE3NzUYiBggrhwohKWLAzCOposDOE5AAFgBagoxX2Jhc2ljZWNvcghMRkEyQURCTgo4CjYI1YIBEgQ1NTg5GK4cIOJxKKrCiwMwpcOLAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, May 9 - Mon, May 11 CHO Charlottesville ORD Chicago $280 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:5/9/2026TANYT&leg2=from:ORD,to:CHO,departure:5/11/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:279.72&airProductToken=AQo4CjYI1YIBEgQ0Njk5GOJxIK4cKM_FjAMw0saMAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4KcAo2CNWCARIEMjI3NxiuHCCIGCjZ2YwDMNTajAM4TkAAWAFqCjFfYmFzaWNlY29yCExGQTJBREJOCjYI1YIBEgQ0ODE1GIgYIOJxKJfbjAMw0duMAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, May 1 - Mon, May 4 CHO Charlottesville ORD Chicago $281 Roundtrip found 11 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:5/1/2026TANYT&leg2=from:ORD,to:CHO,departure:5/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:280.63&airProductToken=AQo4CjYI1YIBEgQ1NjMyGOJxIK4cKM7oiwMwzOmLAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4KOAo2CNWCARIENTY3MxiuHCDicSiZjIwDMIyNjAM4TkAAWAFqCjFfYmFzaWNlY29yCExGQTJBREJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Apr 25 - Mon, Apr 27 CHO Charlottesville ORD Chicago $285 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:4/25/2026TANYT&leg2=from:ORD,to:CHO,departure:4/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:284.93&airProductToken=AQo4CjYI1YIBEgQ1NjA2GOJxIK4cKMKpiwMwxaqLAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4KOAo2CNWCARIENTU2NRiuHCDicSjYvosDMNq_iwM4TkAAWAFqCjFfYmFzaWNlY29yCExGQTJBREJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Aug 3 - Sat, Aug 8 CHO Charlottesville ORD Chicago $288 Roundtrip found 5 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:8/3/2026TANYT&leg2=from:ORD,to:CHO,departure:8/8/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:287.08&airProductToken=AQo4CjYI1YIBEgQ1NjA2GOJxIK4cKLmOlAMwu4-UAzhOQABYAWoKMV9iYXNpY2Vjb3IITEZBMkFEQk4KOAo2CNWCARIENTYxMBiuHCDicSiVx5QDMJfIlAM4TkAAWAFqCjFfYmFzaWNlY29yCExGQTJBREJOEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Apr 25 - Mon, Apr 27 CHO Charlottesville ORD Chicago $289 Roundtrip found 3 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:4/25/2026TANYT&leg2=from:ORD,to:CHO,departure:4/27/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:288.41&airProductToken=AQpoCjIIwYIBEgQ1OTgwGOJxIOKaASiwpYsDMIqmiwM4QkAAWAFqBUJBU0lDcghRVkZIWk5CWAoyCMGCARIEMTc4NBjimgEgrhwouKaLAzDAp4sDOEJAAVgBagVCQVNJQ3IIUVZGSFpOQlgKaAoyCMGCARIEMTEwORiuHCDimgEo7cCLAzDzwYsDOEJAAFgBagVCQVNJQ3IIUVZGSFpOQlgKMgjBggESBDU5MzEY4poBIOJxKJbCiwMw6sKLAzhCQAFYAWoFQkFTSUNyCFFWRkhaTkJYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 29 - Mon, May 4 CHO Charlottesville MDW Chicago $289 Roundtrip found 5 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:MDW,departure:4/29/2026TANYT&leg2=from:MDW,to:CHO,departure:5/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:288.41&airProductToken=AQpvCjUIxJgBEgQ1MjY2GOJxIOBcKMLWiwMwuNeLAzhFQABYAWoJTUFJTkJBU0lDcghWRlZOQTBCUQo2CMSYARIEMTA3NhjgXCDssAEontiLAzCQ2YsDOEVAAVgBaglNQUlOQkFTSUNyCFZGVk5BMEJRCm8KNgjEmAESBDEyODUY7LABIOBcKNSJjAMwzIqMAzhFQABYAWoJTUFJTkJBU0lDcghWRlZOQTBCUQo1CMSYARIENTQxOBjgXCDicSj0iowDMNWLjAM4RUABWAFqCU1BSU5CQVNJQ3IIVkZWTkEwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Apr 29 - Sun, May 3 CHO Charlottesville ORD Chicago $289 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:CHO,to:ORD,departure:4/29/2026TANYT&leg2=from:ORD,to:CHO,departure:5/3/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:288.41&airProductToken=AQpuCjUIxJgBEgQ1MjY2GOJxIOBcKMLWiwMwuNeLAzhFQABYAWoJTUFJTkJBU0lDcghWRlZOQTBCUQo1CMSYARIEMTE5ORjgXCCuHCjp2IsDMOvZiwM4RUABWAFqCU1BSU5CQVNJQ3IIVkZWTkEwQlEKbgo1CMSYARIEMTI2NBiuHCDgXCiH_osDMP_-iwM4RUAAWAFqCU1BSU5CQVNJQ3IIVkZWTkEwQlEKNQjEmAESBDU0MTgY4Fwg4nEo1P-LAzC1gIwDOEVAAVgBaglNQUlOQkFTSUNyCFZGVk5BMEJREgwIARABGAEqAkRMMgAYASIECAEQASgCKAMoBDAB) ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.com/Flights-Search?leg1=from:CHO,to:ORD,departure:4/17/2026TANYT&leg2=from:ORD,to:CHO,departure:4/19/2026TANYT&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 $309 ](https://www.expedia.com/Flights-Search?leg1=from:CHO,to:ORD,departure:4/17/2026TANYT&leg2=from:ORD,to:CHO,departure:4/19/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) [](https://www.expedia.com/Flights-Search?leg1=from:CHO,to:MDW,departure:4/17/2026TANYT&leg2=from:MDW,to:CHO,departure:4/20/2026TANYT&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 $310 ](https://www.expedia.com/Flights-Search?leg1=from:CHO,to:MDW,departure:4/17/2026TANYT&leg2=from:MDW,to:CHO,departure:4/20/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Charlottesville (CHO) to Chicago (CHI) ### October is typically the cheapest month to fly From $203 - $557 per traveler. ## Frequently asked questions ### How much is a flight from Charlottesville-Albemarle Airport to Chicago, IL (CHI-All Airports)? ### Do I need to pay a cancellation fee if I cancel my flight from Charlottesville-Albemarle Airport to Chicago, IL (CHI-All Airports)? ### How do I find cheap flights from Charlottesville-Albemarle Airport (CHO) to Chicago, IL (CHI-All Airports) that have flexible change policies? ### How far is the flight from Charlottesville-Albemarle Airport to Chicago, IL (CHI-All Airports)? ### Which airlines fly direct from CHO to Chicago, IL (CHI-All Airports)? ### Are Charlottesville-Albemarle Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | Charlottesville-Albemarle | | ------------------- | ------------------------- | | Destination airport | O'Hare Intl. | | Roundtrip price | $269 | | Distance | 565 mi | ## Book with confidence # Charlottesville to Chicago Flights The cheapest times to fly from Charlottesville to Chicago On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Charlottesville to Chicago are during the month of April. You can find some of the cheapest flights from Charlottesville to Chicago with Expedia's search tool and vast selection of airlines. The best time to book a flight from Charlottesville to Chicago Sunday is one of the best days to book for cheap flights from Charlottesville to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance. How to find cheap round-trip tickets from Charlottesville to Chicago Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Charlottesville to Chicago in 2026\. You can also book with separate airlines for your outbound and return journeys, from $174 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members. Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Charlottesville to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps. You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Charlottesville to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures. \*Terms apply. Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. 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