Cheap flights from Chicago to Charlottesville

One-way fares from $231 · CHI → CHO · prices found by travellers in the last 48 hours

Cheapest fare
$231

United Airlines · Tue, Nov 10

Cheapest month
November

from $231

Direct flights
Yes

United Airlines

Flight time
2h 07m

880 km

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Cheapest month to fly from Chicago to Charlottesville

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $231

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

United Airlines
Depart06:55 Tue, Nov 10ORD → CHO 2h 07m · Direct
$231one way, per person
View deal
See every date in November 2026 →

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About flights from Chicago to Charlottesville

Chicago (CHI) and Charlottesville (CHO) are about 880 km apart. Direct flights take around 2h 07m, and recent direct fares were with United Airlines. Over the next few months, one-way fares start from $231, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Charlottesville?

The cheapest one-way fare we've seen recently is $231 with United Airlines, departing Tuesday, November 10, 2026.

What is the cheapest month to fly from Chicago to Charlottesville?

November 2026 currently has the lowest fares, from $231 one way.

Are there direct flights from Chicago to Charlottesville?

Yes. Recent direct fares were with United Airlines.

How long is the flight from Chicago to Charlottesville?

A direct flight takes about 2h 07m. Chicago and Charlottesville are around 880 km apart.

Which airlines fly from Chicago to Charlottesville?

Recent fares on this route were with United Airlines.

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