CHI - CHO

$124 Find Cheap Flights from Chicago to Charlottesville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Charlottesville departing on 5/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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KAYAK searches hundreds of travel sites at once for deals on flights to Charlottesville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charlottesville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Charlottesville, as well as popular online travel agencies
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Flights Deals

Cheap Flight Deals from Chicago to Charlottesville (CHI-CHO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Charlottesville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Charlottesville

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Charlottesville.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
10:34 am - 3:55 pmORD-CHO
4h 21m1 stop
American Airlines Logo
8:07 pm - 11:57 pmCHO-ORD
4h 50m1 stop
$214American Airlines
Find Deal
Sat, May 31 - Fri, Jun 6
American Airlines Logo
1:34 pm - 9:47 pmORD-CHO
7h 13m1 stop
American Airlines Logo
4:55 pm - 9:25 pmCHO-ORD
5h 30m1 stop
$229American Airlines
Find Deal
Sat, May 31 - Fri, Jun 6
American Airlines Logo
4:45 pm - 12:12 amORD-CHO
6h 27m1 stop
American Airlines Logo
8:07 pm - 11:57 pmCHO-ORD
4h 50m1 stop
$230American Airlines
Find Deal
Sat, Jun 14 - Sat, Jun 21
United Airlines Logo
6:06 pm - 9:08 pmORD-CHO
2h 02mnonstop
United Airlines Logo
5:47 pm - 6:55 pmCHO-ORD
2h 08mnonstop
$275United Airlines
Find Deal
Sun, May 11 - Sat, May 17
Delta Logo
3:57 pm - 11:34 pmORD-CHO
6h 37m1 stop
Delta Logo
11:40 am - 7:10 pmCHO-ORD
8h 30m1 stop
$277Delta
Find Deal
Thu, Jun 5 - Mon, Jun 9
United Airlines Logo
4:00 pm - 11:30 pmORD-CHO
6h 30m1 stop
United Airlines Logo
7:59 pm - 11:30 pmCHO-ORD
4h 31m1 stop
$278United Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
United Airlines Logo
7:10 am - 10:10 amORD-CHO
2h 00mnonstop
United Airlines Logo
6:45 am - 7:53 amCHO-ORD
2h 08mnonstop
$280United Airlines
Find Deal
Thu, May 15 - Tue, May 20
United Airlines Logo
8:50 am - 1:38 pmORD-CHO
3h 48m1 stop
United Airlines Logo
5:47 pm - 6:55 pmCHO-ORD
2h 08mnonstop
$284United Airlines
Find Deal
Sun, May 11 - Sat, May 17
Delta Logo
6:00 am - 1:54 pmMDW-CHO
6h 54m1 stop
Delta Logo
5:50 am - 9:41 amCHO-MDW
4h 51m1 stop
$419Delta
Find Deal
Wed, Jun 18 - Sun, Jun 22
Delta Logo
4:26 pm - 11:29 pmMDW-CHO
6h 03m1 stop
Delta Logo
5:40 pm - 9:45 pmCHO-MDW
5h 05m1 stop
$519Delta
Find Deal
Sat, Jun 14 - Sat, Jun 21
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KAYAK's insights & trends for Chicago to Charlottesville flights

Get data-powered insights and trends into flights from Chicago to Charlottesville to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Charlottesville flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Charlottesville.

Our data shows that the cheapest route for a return flight from Chicago to Charlottesville cost $209 and was between Chicago O'Hare Intl Airport (ORD) and Charlottesville (CHO). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $209.

What’s the cheapest day of the week to fly from Chicago to Charlottesville?

The average price of all round-trip flights from Chicago to Charlottesville clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Charlottesville on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago to Charlottesville. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Charlottesville, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Charlottesville is January, where tickets cost $289 (return) on average. On the other hand, the most expensive months are September and August, where the average cost of round-trip tickets is $439 and $431 respectively.

How far in advance should I book a flight from Chicago to Charlottesville?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Charlottesville, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Charlottesville, you should book around 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonFebruary
High seasonOctober
Cheapest flight$124
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Chicago O'Hare Airport to Charlottesville

When to book flights from Chicago to Charlottesville

Are your dates flexible? Find out the best times to travel from Chicago to Charlottesville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Charlottesville

  • What is the cheapest flight from Chicago to Charlottesville?

    In the last 3 days, the lowest price for a flight from Chicago to Charlottesville was $124 for a one-way ticket and $214 for a round-trip.

  • Do I need a passport to fly between Chicago and Charlottesville?

    No

  • Which airports will I be using when flying from Chicago to Charlottesville?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Charlottesville Albemarle is the only airport in Charlottesville. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Charlottesville?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Charlottesville flight route.

  • Which aircraft models fly most regularly from Chicago to Charlottesville?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Charlottesville flight route.

  • Which airline alliances offer flights from Chicago to Charlottesville?

    Star Alliance is the only airline alliance operating flights between Chicago and Charlottesville.

  • On which days can I fly direct from Chicago to Charlottesville?

    There are nonstop flights from Chicago to Charlottesville on a daily basis.

  • Which is the best airline for flights from Chicago to Charlottesville, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Charlottesville are United Airlines and American Airlines. With an average price for the route of $389 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $248 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Chicago to Charlottesville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Charlottesville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Charlottesville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charlottesville from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Charlottesville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Charlottesville with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Charlottesville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Charlottesville from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Charlottesville

  • Looking for a cheap flight? 25% of our users found flights on this route for $383 or less one-way and $354 or less round-trip.

Prefer to fly direct from Chicago to Charlottesville?

Find which airlines fly direct from Chicago to Charlottesville Albemarle Airport, which days they fly and book direct flights.

Direct departures

Chicago to Charlottesville Albemarle

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Charlottesville Albemarle to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top airlines flying from Chicago to Charlottesville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Charlottesville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Charlottesville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8696 reviews
7.1Entertainment
7.7Boarding
6.6Food
7.3Comfort
8.1Crew
Airline reviews

A bit rush for transit. Food and entertainment are not available

8.0 ExcellentAnonymous, Apr 2025ORD - SFO
Read more United Airlines reviews

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Everything you need to know for your flight from Chicago to Charlottesville

Information on your arrival and departure airports

Compare transportation modes for Chicago to Charlottesville

Average priceAverage duration
Flights$4272h 00m
Trains$34320h 40m

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