$170 Find Cheap Flights from Charlottesville to Chicago - Compare and Save

These are the earliest and latest flight times available from Charlottesville to Chicago:

• Earliest: departs at 6:00 am and lands at 8:18 am
• Latest: departs at 6:58 pm and lands at 9:16 pm.

The flight takes about 2h 18m.

Two cabin classes are available on flights from Charlottesville to Chicago:

• Economy Class
• First Class

A nonstop flight from Charlottesville to Chicago takes 2h 18m, covering 549 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Charlottesville to Chicago range from $316 to $516, with an average of $397 over the past 12 months. Anything below $316 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 32% above the $397 route average. Book 23 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $310 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $401 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on Charlottesville to Chicago flights, with 60% of flights leaving in that window. Afternoon departures account for 20%, evening flights for 20%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $265 to $1,670. That means the highest observed fare was about 6x higher than the lowest one.

American Airlines is the only airline on the Charlottesville to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from Charlottesville to Chicago are currently lower than usual. Average one-way flight prices are about $230, which is 29% below the typical average for this route.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

Near Chicago Midway Airport (MDW) — daily rates averaging $84:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Flights from Charlottesville to Chicago usually depart from Charlottesville Albemarle (CHO) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Connecting flights from Charlottesville to Chicago most commonly pass through:

• Charlotte Douglas (CLT) - 71% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 29% of one-stop connections

Yes. Flexible dates can save you up to 55% on flights from Charlottesville to Chicago. Wednesday is the cheapest departure day at $338 round-trip on average, while Sunday is the most expensive at $737, a difference of $399.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

2 airlines operate flights between Charlottesville and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines

Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 4h 58m, compared with 5h 17m via Atlanta Hartsfield-Jackson (ATL).

Chicago is 1 hour behind Charlottesville (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

Among airlines operating Charlottesville to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.