Title: $244 Cheap flights from Gainesville to Chicago (GNV 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) # $244 Cheap Flights from Gainesville (GNV) to Chicago (CHI) [View $244 flight on Tue, Aug 18, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:GNV,to:ORD,departure:8/18/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:243.10&airProductToken=AQqcAQoyCMGCARIEMzgxMximqwEgjAIo2LGVAzCdspUDOEJAAFgBagVCQVNJQ3IIUVZBV0tOQlgKMgjBggESBDE4MDEYjAIgxI0BKO6ylQMwprSVAzhCQAFYAWoFQkFTSUNyCFFWQVdLTkJYCjIIwYIBEgQxOTM2GMSNASCuHCidt5UDMLu4lQM4QkABWAFqBUJBU0lDcghPVkFKWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ## Popular airlines from Gainesville Regional Airport (GNV) 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:GNV,to:CHI,departure:3/25/2026TANYT&leg2=from:CHI,to:GNV,departure:4/1/2026TANYT&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:GNV,to:CHI,departure:3/25/2026TANYT&leg2=from:CHI,to:GNV,departure:4/1/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](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 OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## Cheap Flights from Gainesville to Chicago (GNV-CHI) Prices were available within the past 7 days and start at $244 for one-way flights and $359 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Apr 22 - Sat, Apr 25 GNV Gainesville ORD Chicago $359 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:ORD,departure:4/22/2026TANYT&leg2=from:ORD,to:GNV,departure:4/25/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:359.00&airProductToken=AQqYAQoyCMGCARIEMzgxMximqwEgjAIomIKLAzDjgosDOEJAAFgBagVCQVNJQ3IIUVdGV1VOQlgKMAjBggESBDE2MjcYjAIgQyiPg4sDMK6EiwM4QkABWAFqBUJBU0lDcghRV0ZXVU5CWAowCMGCARIEMTA2MRhDIK4cKOiEiwMw9oWLAzhCQAFYAWoFQkFTSUNyCFFXRldVTkJYCpoBCjAIwYIBEgQxNDQ2GK4cIEMoxqeLAzDBqIsDOEJAAFgBagVCQVNJQ3IIUVdGV1VOQlgKMQjBggESBDIwNDAYQyDimgEojKmLAzDyqYsDOEJAAVgBagVCQVNJQ3IIUVdGV1VOQlgKMwjBggESBDYwNzYY4poBIKarASjjqosDMMuriwM4QkABWAFqBUJBU0lDcghRV0ZXVU5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 9 - Sat, May 16 GNV Gainesville MDW Chicago $364 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:MDW,departure:5/9/2026TANYT&leg2=from:MDW,to:GNV,departure:5/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:363.40&airProductToken=AQpwCjYIxJgBEgQzMTMzGKarASDgXCjqxowDMMDHjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkZXTkgzQlEKNgjEmAESBDEwNzYY4Fwg7LABKIrIjAMwgcmMAzhFQAFYAWoJTUFJTkJBU0lDcghWRldOSDNCUQpwCjYIxJgBEgQxMjg1GOywASDgXCjrkI0DMOaRjQM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXU1gxQlEKNgjEmAESBDMxMzMY4FwgpqsBKMiUjQMwj5WNAzhFQAFYAWoJTUFJTkJBU0lDcghWRldRQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 9 - Sat, May 16 GNV Gainesville ORD Chicago $369 Roundtrip found 6 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:ORD,departure:5/9/2026TANYT&leg2=from:ORD,to:GNV,departure:5/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:368.40&airProductToken=AQpvCjYIxJgBEgQzMTMzGKarASDgXCjqxowDMMDHjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkZXTkgzQlEKNQjEmAESBDExOTkY4FwgrhwopsmMAzCryowDOEVAAVgBaglNQUlOQkFTSUNyCFZGV05IM0JRCm8KNQjEmAESBDEyNDcYrhwg4FwolZGNAzCXko0DOEVAAFgBaglNQUlOQkFTSUNyCFZGV05IM0JRCjYIxJgBEgQzMDMwGOBcIKarASjOko0DMJaTjQM4RUABWAFqCU1BSU5CQVNJQ3IIVkZXTkgzQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 9 - Sat, May 16 GNV Gainesville MDW Chicago $379 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:MDW,departure:5/9/2026TANYT&leg2=from:MDW,to:GNV,departure:5/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:378.39&airProductToken=AQpwCjYIxJgBEgQzMDMwGKarASDgXCjnxIwDMLjFjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkZXUUEwQlEKNgjEmAESBDEwNzYY4Fwg7LABKIrIjAMwgcmMAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdTWDFCUQpwCjYIxJgBEgQxMjg1GOywASDgXCjrkI0DMOaRjQM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXU1gxQlEKNgjEmAESBDMxMzMY4FwgpqsBKMiUjQMwj5WNAzhFQAFYAWoJTUFJTkJBU0lDcghWRldRQTBCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Apr 11 - Mon, Apr 13 GNV Gainesville ORD Chicago $388 Roundtrip found 1 day ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:ORD,departure:4/11/2026TANYT&leg2=from:ORD,to:GNV,departure:4/13/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:387.40&airProductToken=AQpoCjMIwYIBEgQ2MTM0GKarASDimgEo_4yKAzDsjYoDOEJAAFgBagVCQVNJQ3IIUVdGV1VOQlgKMQjBggESAzY4ORjimgEgrhwooY6KAzCmj4oDOEJAAVgBagVCQVNJQ3IIUVdGV1VOQlgKaQoyCMGCARIEMjg0MhiuHCDimgEo-JyKAzD2nYoDOEJAAFgBagVCQVNJQ3IIUVZGSFpOQlgKMwjBggESBDYwMDUY4poBIKarASi2nooDMKGfigM4QkABWAFqBUJBU0lDcghRVkZIWk5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 9 - Sat, May 16 GNV Gainesville MDW Chicago $399 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:MDW,departure:5/9/2026TANYT&leg2=from:MDW,to:GNV,departure:5/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:398.40&airProductToken=AQpwCjYIxJgBEgQzMTgxGKarASDgXCjewYwDMK_CjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkZXUUEwQlEKNgjEmAESBDE3MjgY4Fwg7LABKOPFjAMw2MaMAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdTWDFCUQpwCjYIxJgBEgQxNzI4GOywASDgXCjylY0DMPCWjQM4RUAAWAFqCU1BSU5CQVNJQ3IIWEZXT0gzQlEKNgjEmAESBDMwNzkY4FwgpqsBKLyXjQMwhJiNAzhFQAFYAWoJTUFJTkJBU0lDcghYRldPSDNCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Thu, Jul 2 - Sat, Jul 4 GNV Gainesville ORD Chicago $403 Roundtrip found 3 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:ORD,departure:7/2/2026TANYT&leg2=from:ORD,to:GNV,departure:7/4/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:402.40&airProductToken=AQpvCjYIxJgBEgQzMTMzGKarASDgXCiLppEDMN-mkQM4RUAAWAFqCU1BSU5CQVNJQ3IIWEZWUUEwQlEKNQjEmAESBDI0ODYY4FwgrhwoiaeRAzCOqJEDOEVAAVgBaglNQUlOQkFTSUNyCFhGVlFBMEJRCm8KNQjEmAESBDEyNDcYrhwg4FwouriRAzC3uZEDOEVAAFgBaglNQUlOQkFTSUNyCFZBV1NYMUJRCjYIxJgBEgQzMTMzGOBcIKarASjju5EDMKq8kQM4RUABWAFqCU1BSU5CQVNJQ3IIVkZXUUEwQlESDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, May 9 - Sat, May 16 GNV Gainesville MDW Chicago $404 Roundtrip found 6 hours ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:MDW,departure:5/9/2026TANYT&leg2=from:MDW,to:GNV,departure:5/16/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:403.40&airProductToken=AQpwCjYIxJgBEgQzMTMzGKarASDgXCjqxowDMMDHjAM4RUAAWAFqCU1BSU5CQVNJQ3IIVkZXTkgzQlEKNgjEmAESBDEwNzYY4Fwg7LABKIrIjAMwgcmMAzhFQAFYAWoJTUFJTkJBU0lDcghWRldOSDNCUQpwCjYIxJgBEgQxNzI4GOywASDgXCjylY0DMPCWjQM4RUAAWAFqCU1BSU5CQVNJQ3IIWEZXT0gzQlEKNgjEmAESBDMwNzkY4FwgpqsBKLyXjQMwhJiNAzhFQAFYAWoJTUFJTkJBU0lDcghYRldPSDNCURIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Apr 18 - Mon, Apr 20 GNV Gainesville ORD Chicago $406 Roundtrip found 2 days ago [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:ORD,departure:4/18/2026TANYT&leg2=from:ORD,to:GNV,departure:4/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:405.71&airProductToken=AQpoCjMIwYIBEgQ2MTM0GKarASDimgEo39uKAzDM3IoDOEJAAFgBagVCQVNJQ3IIUVdGV1VOQlgKMQjBggESAzY4ORjimgEgrhwogd2KAzCG3ooDOEJAAVgBagVCQVNJQ3IIUVdGV1VOQlgKngEKMgjBggESBDMyMzkYrhwgxI0BKKXyigMwtPOKAzhCQABYAWoFQkFTSUNyCE9WQUpaU0JYCjMIwYIBEgQxNTc1GMSNASDimgEowfaKAzCz94oDOEJAAVgBagVCQVNJQ3IIUVZEV1pOQlgKMwjBggESBDYwMDUY4poBIKarASjA-IoDMKv5igM4QkABWAFqBUJBU0lDcghRVkRXWk5CWBIMCAEQARgBKgJBQTIAGAEiBAgBEAEoAigDKAQwCw) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Jun 3 - Mon, Jun 8 GNV Gainesville ORD Chicago $408 Roundtrip just found [](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:GNV,to:ORD,departure:6/3/2026TANYT&leg2=from:ORD,to:GNV,departure:6/8/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:407.40&airProductToken=AQpvCjYIxJgBEgQzMDMwGKarASDgXCiH3o4DMNjejgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkZXTkgzQlEKNQjEmAESBDI4NzkY4FwgrhwoheCOAzCN4Y4DOEVAAVgBaglNQUlOQkFTSUNyCFZGV05IM0JRCm8KNQjEmAESBDEyNjQYrhwg4FwotJOPAzCslI8DOEVAAFgBaglNQUlOQkFTSUNyCFZGVlFBMEJRCjYIxJgBEgQzMDMwGOBcIKarASiulY8DMPeVjwM4RUABWAFqCU1BSU5CQVNJQ3IIVkZWUUEwQlESDAgBEAEYASoCREwyABgBIgQIARABKAIoAygEMAE) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=FTG_SPRING_PROMO_) ## 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:GNV,to:ORD,departure:3/25/2026TANYT&leg2=from:ORD,to:GNV,departure:4/7/2026TANYT&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 $388 ](https://www.expedia.com/Flights-Search?leg1=from:GNV,to:ORD,departure:3/25/2026TANYT&leg2=from:ORD,to:GNV,departure:4/7/2026TANYT&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:GNV,to:MDW,departure:3/25/2026TANYT&leg2=from:MDW,to:GNV,departure:4/1/2026TANYT&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 $557 ](https://www.expedia.com/Flights-Search?leg1=from:GNV,to:MDW,departure:3/25/2026TANYT&leg2=from:MDW,to:GNV,departure:4/1/2026TANYT&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 GNV to Chicago, IL (CHI-All Airports)? ### Do I need to pay a cancellation fee if I cancel my flight from Gainesville Regional Airport (GNV) to Chicago, IL (CHI-All Airports)? ### How do I find cheap flights from Gainesville Regional Airport (GNV) to Chicago, IL (CHI-All Airports) that have flexible change policies? ### How far is the flight from Gainesville Regional Airport (GNV) to Chicago, IL (CHI-All Airports)? ### Which airlines fly direct from GNV to Chicago, IL (CHI-All Airports)? ### Are Gainesville Regional Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | Gainesville Regional | | ------------------- | -------------------- | | Destination airport | O'Hare Intl. | | Roundtrip price | $359 | | Distance | 905 mi | ## Book with confidence # Gainesville to Chicago Flights The cheapest times to fly from Gainesville 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 Gainesville to Chicago are during the month of April. You can find some of the cheapest flights from Gainesville to Chicago with Expedia's search tool and vast selection of airlines. The best time to book a flight from Gainesville to Chicago Sunday is one of the best days to book for cheap flights from Gainesville 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 Gainesville 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 Gainesville to Chicago in 2026\. You can also book with separate airlines for your outbound and return journeys, from $244 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 Gainesville 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 Gainesville 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\. The percentages you see are averages. \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Garden Prairie Hotels ](https://www.expedia.com/Garden-Prairie-Hotels.d3000346277.Travel-Guide-Hotels) - [5 Star Hotels in Garden Prairie ](https://www.expedia.com/5Star-Garden-Prairie-Hotels.s50-0-d3000346277.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Garden Prairie ](https://www.expedia.com/3Star-Garden-Prairie-Hotels.s30-0-d3000346277.Travel-Guide-Filter-Hotels) - [Kirkland Hotels ](https://www.expedia.com/Kirkland-Hotels.d553248634983555364.Travel-Guide-Hotels) - [Belvidere Hotels ](https://www.expedia.com/Belvidere-Hotels.d55583.Travel-Guide-Hotels) - [Marengo Hotels ](https://www.expedia.com/Marengo-Hotels.d553248634983534917.Travel-Guide-Hotels) - [Cheap Hotels in Belvidere ](https://www.expedia.com/Belvidere-Hotels-Cheap-Hotels.0-0-d55583-tCheapHotels.Travel-Guide-Filter-Hotels) - [Motels in Belvidere ](https://www.expedia.com/Belvidere-Motels.d55583-aaMotels.Travel-Guide-Accommodation) - 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