CHI - CHO

$100 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 10/18. 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.
1 adult
1 adult, Economy

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Charlottesville

Mon, Feb 23 - Sat, Mar 7
Delta Logo
5:50 am - 2:26 pmORD-CHO
7h 36m1 stop
Delta Logo
5:30 pm - 9:14 pmCHO-ORD
4h 44m1 stop
$199Delta
Find Deal
Sat, Oct 11 - Wed, Oct 15
Delta Logo
4:23 pm - 10:49 pmMDW-CHO
5h 26m1 stop
Delta Logo
6:01 pm - 10:14 pmCHO-MDW
5h 13m1 stop
$199Delta
Find Deal
Tue, Sep 30 - Tue, Oct 14
United Airlines Logo
7:49 am - 10:48 amORD-CHO
1h 59mnonstop
United Airlines Logo
7:00 am - 8:05 amCHO-ORD
2h 05mnonstop
$209United Airlines
Find Deal
Thu, Feb 26 - Mon, Mar 2
Delta Logo
5:50 am - 2:26 pmORD-CHO
7h 36m1 stop
Delta Logo
12:30 pm - 7:25 pmCHO-ORD
7h 55m1 stop
$214Delta
Find Deal
Fri, Oct 3 - Mon, Oct 6
United Airlines Logo
6:30 pm - 9:50 pmORD-CHO
2h 20mnonstop
United Airlines Logo
5:48 pm - 6:55 pmCHO-ORD
2h 07mnonstop
$232United Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
American Airlines Logo
5:00 am - 10:33 amORD-CHO
4h 33m1 stop
American Airlines Logo
7:57 pm - 11:53 pmCHO-ORD
4h 56m1 stop
$249American Airlines
Find Deal
Tue, Feb 24 - Thu, Mar 5
United Airlines Logo
6:10 pm - 9:02 pmORD-CHO
1h 52mnonstop
United Airlines Logo
7:00 am - 8:05 amCHO-ORD
2h 05mnonstop
$263United Airlines
Find Deal
Mon, Nov 24 - Sat, Nov 29
United Airlines Logo
2:39 pm - 7:31 pmORD-CHO
3h 52m1 stop
United Airlines Logo
10:00 pm - 11:12 pmCHO-ORD
2h 12mnonstop
$270United Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 18
American Airlines Logo
6:00 am - 1:25 pmORD-CHO
6h 25m1 stop
American Airlines Logo
7:57 pm - 11:53 pmCHO-ORD
4h 56m1 stop
$294American Airlines
Find Deal
Wed, Dec 24 - Sun, Dec 28
American Airlines Logo
4:45 pm - 10:37 pmORD-CHO
4h 52m1 stop
American Airlines Logo
6:45 am - 1:42 pmCHO-ORD
7h 57m1 stop
$324American Airlines
Find Deal

Everything you should know

Top airlines
Delta
Cheapest • from $199 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-CHO
Cheapest
ORD-CHO
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 25% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$199
Typical prices: $310-418
Delta
Mon 2/23Sat 3/7
ORD - CHO • 1 stop
Cheapest non-stop
$209
Typical prices: $362-559
United Airlines
Tue 9/30Tue 10/14
ORD - CHO • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Charlottesville!
Booking Insights

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.

How much is a round-trip flight from Chicago to Charlottesville?

What is the cheapest Chicago to Charlottesville flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Charlottesville costs $291 on the route between Chicago O'Hare Intl Airport (ORD) and Charlottesville (CHO). It is also the most popular route.

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 Friday, 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 June and July, where the average cost of round-trip tickets is $495 and $494 respectively.

Can I save money by flying with a layover from Chicago to Charlottesville?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $343 on average.

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 3 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$100
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 4% lower on average.
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 $100 for a one-way ticket and $199 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 Canadair (Bombardier) Regional Jet CRJ-550 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 $413 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 $263 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 $298 or less one-way and $337 or less round-trip.

Prefer to fly direct from Chicago to Charlottesville?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Charlottesville Albemarle.
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

Reviews of the 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 8937 reviews
7.7Boarding
7.1Entertainment
7.3Comfort
8.1Crew
6.6Food
Airline reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

10.0 ExcellentAnonymous, Aug 2025ORD - MEM
Read more United Airlines reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

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.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

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.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.