There are most likely no direct flights on the Chicago — Charlottesville route
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A non-stop flight is the most convenient and comfortable way to fly from Chicago to Charlottesville, despite the fact that sometimes flights with transfers can cost significantly less.
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There are most likely no direct flights on the Chicago — Charlottesville route
Chicago — Charlottesville
09/25/2026
Departure
Direct flight
UA5565
starting at $622
Chicago — Charlottesville
09/30/2026
Departure
Direct flight
UA5890
starting at $364
starting at $364
You can fly from Chicago to Charlottesville with United Airlines. It is the only carrier on this route, which makes the choice straightforward. Despite the lack of competition, ticket prices remain affordable: fares start from $364. Our service helps you track price changes, compare by dates, and select the most suitable flight. If you value stability and predictability, flying with United Airlines is a convenient solution. We make it easy to find good deals and ensure a comfortable booking process.
The cheapest one-way flight from Chicago to Charlottesville departs on 09/30/2026, is operated by United Airlines and costs $364
There is no information about the cheapest roundtrip flight from Chicago to Charlottesville
Fastest flight from Chicago to Charlottesville takes 2h 9m
There are direct flights on this route 2 days a week: We and Fr
The distance between Chicago and Charlottesville is 884km (548 miles). There are 25 direct flights from Chicago to Charlottesville. The time difference between Chicago and Charlottesville is 1h. Flights from Chicago begin at 6:55 AM. The latest flight from Chicago departs at 6:10 PM
The cheapest flight ticket from Chicago to Charlottesville according to data for the last 48 hours costs $364
Often the best time to buy tickets from Chicago to Charlottesville is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Charlottesville can be found flying in these months: September.
The fastest flights from Chicago to Charlottesville start from 2 hours 9 minutes in the air.
The following airlines operate direct flights on the route Chicago — Charlottesville: United Airlines
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Charlottesville
We couldn't find any special offers for flights from Chicago to Charlottesville