$151 Cheap Flights from Gainesville (GNV) to Chicago (ORD)

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Cheap Flights from Gainesville to Chicago (GNV-ORD)

Prices were available within the past 7 days and start at $151 for one-way flights and $290 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Delta
American Airlines
American Airlines
American Airlines
Delta
Delta
Delta
American Airlines
Delta
Flights from Gainesville (GNV) to Chicago (ORD)
Origin airport
Gainesville Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta
Roundtrip price
$289
Distance
905 mi

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 May. 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 2025. You can also book with separate airlines for your outbound and return journeys, from $151 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. 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.

Frequently asked questions

Is it cheaper to buy a plane ticket from GNV to O'Hare Intl. Airport (ORD) last minute?
Being a spontaneous soul is a great way to travel the globe, but it’s not necessarily the wisest way to land a cheap plane ticket. It’s better to book your Gainesville Regional Airport (GNV) to O’Hare Airport journey well in advance instead of waiting till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave all that spontaneity for when you’re discovering O’Hare Airport!
What airports do you fly into for Chicago from Gainesville?
With O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) to select from, journeying from Gainesville to Chicago is a breeze. The city’s major hub, O’Hare Intl. Airport (ORD), is roughly 16 mi northwest of the downtown area. Besides ticket costs, consider things like bus or train options from the airport and the distance to your hotel when choosing where to fly into. Get your Chicago vacation off to an awesome start by discovering Wrigley Field and Millennium Park.
Can I change the date of my flight from GNV to O'Hare Airport?
We know plans can change, so Expedia is here to help make things as simple as possible. To start, access your Gainesville Regional Airport to ORD itinerary through the Expedia Trips portal and read the ticket rules about what changes can be made. If you booked your airfare in the last 24 hours, some carriers will allow you to cancel for free and organize new flights. If you booked your fare more than 24 hours ago, get in touch with us via our Customer Service portal to run through your options.

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*Available to One Key members.