$109 Find Cheap Flights from Charlottesville to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Illinois departing on 5/1. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

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

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicago1 stop$217
Moline
Moline1 stop$311
Peoria
Peoria1 stop$590
St. Louis
St. Louis1 stop$329
Chicago
Chicago1 stop$217
Moline
Moline1 stop$311
Peoria
Peoria1 stop$590
St. Louis
St. Louis1 stop$329

Book Cheap Charlottesville to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to Illinois 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 Charlottesville to Illinois

Sat, May 9 - Sun, May 10
Delta Logo
7:00 am - 1:21 pm
CHO
-
ORD
7h 21m
1 stop
Delta Logo
5:30 am - 11:25 am
ORD
-
CHO
4h 55m
1 stop
$217Delta
Sat, Jul 4 - Fri, Jul 10
Delta Logo
12:08 pm - 3:40 pm
CHO
-
MDW
4h 32m
1 stop
Delta Logo
5:10 pm - 11:22 pm
MDW
-
CHO
5h 12m
1 stop
$237Delta
Sat, Jul 4 - Fri, Jul 10
Delta Logo
7:15 am - 1:17 pm
CHO
-
ORD
7h 02m
1 stop
Delta Logo
2:30 pm - 11:11 pm
ORD
-
CHO
7h 41m
1 stop
$237Delta
Fri, May 29 - Sun, May 31
United Airlines Logo
6:30 am - 7:42 am
CHO
-
ORD
2h 12mnonstop
United Airlines Logo
6:45 am - 9:46 am
ORD
-
CHO
2h 01mnonstop
$269United Airlines
Fri, May 8 - Tue, Aug 25
American Airlines Logo
8:10 pm - 11:54 pm
CHO
-
ORD
4h 44m
1 stop
American Airlines Logo
7:10 am - 12:30 pm
ORD
-
CHO
4h 20m
1 stop
$289American Airlines
Wed, May 6 - Wed, May 13
United Airlines Logo
6:20 am - 11:51 am
CHO
-
ORD
6h 31m
1 stop
United Airlines Logo
9:35 pm - 12:38 am
ORD
-
CHO
2h 03mnonstop
$299United Airlines
Fri, May 8 - Mon, Aug 24
American Airlines Logo
8:10 pm - 11:54 pm
CHO
-
ORD
4h 44m
1 stop
American Airlines Logo
5:20 am - 12:30 pm
ORD
-
CHO
6h 10m
1 stop
$304American Airlines
Fri, May 22 - Mon, May 25
American Airlines Logo
8:00 pm - 11:59 pm
CHO
-
ORD
4h 59m
1 stop
American Airlines Logo
7:58 am - 3:31 pm
ORD
-
CHO
6h 33m
1 stop
$318American Airlines
Fri, May 29 - Tue, Jun 2
United Airlines Logo
6:30 am - 9:59 am
CHO
-
MLI
4h 29m
1 stop
United Airlines Logo
2:31 pm - 8:55 pm
MLI
-
CHO
5h 24m
1 stop
$329United Airlines
Tue, Jun 23 - Sat, Jun 27
United Airlines Logo
10:40 am - 3:46 pm
CHO
-
STL
6h 06m
1 stop
United Airlines Logo
1:13 pm - 8:55 pm
STL
-
CHO
6h 42m
1 stop
$329United Airlines
Booking Insights

KAYAK's insights & trends for Charlottesville to Illinois flights

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

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Charlottesville to Illinois departing in May.

What is the cheapest Charlottesville to Illinois flight route?

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

The cheapest ticket to Illinois from Charlottesville found in the last 72 hours was to Chicago, at $312 round-trip. The most popular route is from Charlottesville (CHO) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $312.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from Charlottesville to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $386 on average. Morning departures are around 3% more expensive than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is $486.

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

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.

No, with an average price for the route of $419, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charlottesville to Illinois, 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 Charlottesville to Illinois is January, when tickets cost $249 (return) on average. On the other hand, the most expensive months are September and June, when the average cost of round-trip tickets is $544 and $494 respectively.

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

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

For Charlottesville to Illinois, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Illinois back to Charlottesville, the best deals are generally found on Wednesday, with Sunday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Charlottesville to Illinois, 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 Charlottesville to Illinois, you should book around 5 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$109
Best time to beat the crowds but there is an average 64% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Charlottesville to Chicago O'Hare Airport

FAQs - booking Illinois flights

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

    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 Charlottesville to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Charlottesville to Illinois 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 Charlottesville to Illinois?

    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 from Charlottesville to Illinois with an airline and back with another airline.

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

    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 from Charlottesville to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Charlottesville to the following destinations at these prices or less: Chicago $293 one-way - $405 round-trip

Reviews of the top airlines flying from Charlottesville to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Charlottesville to Illinois. 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 Charlottesville to Illinois? 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 9579 reviews
8.1Crew
7.7Boarding
7.1Entertainment
7.3Comfort
6.6Food
Airline reviews

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

10.0 ExcellentJim, Apr 2026
BWI - ORD
Read more United Airlines reviews

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

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

Information on your arrival and departure airports