$184 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 7/27. 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
Chicagononstop$269
Moline
Moline1 stop$309
Peoria
Peoria1 stop$595
St. Louis
St. Louis1 stop$309
Chicago
Chicagononstop$269
Moline
Moline1 stop$309
Peoria
Peoria1 stop$595
St. Louis
St. Louis1 stop$309

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

Wed, Jul 8 - Wed, Jul 15
United Airlines Logo
12:20 pm - 1:30 pm
CHO
-
ORD
2h 10mnonstop
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
$269United Airlines
Wed, Jul 8 - Wed, Jul 15
United Airlines Logo
6:25 am - 11:53 am
CHO
-
ORD
6h 28m
1 stop
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
$279United Airlines
Wed, Sep 2 - Thu, Sep 10
Delta Logo
5:30 pm - 9:46 pm
CHO
-
MDW
5h 16m
1 stop
Delta Logo
6:00 am - 2:29 pm
MDW
-
CHO
7h 29m
1 stop
$289Delta
Wed, Sep 2 - Thu, Sep 10
Delta Logo
4:30 pm - 8:50 pm
CHO
-
ORD
5h 20m
1 stop
Delta Logo
8:15 am - 2:29 pm
ORD
-
CHO
5h 14m
1 stop
$289Delta
Thu, Jul 23 - Sat, Jul 25
American Airlines Logo
8:00 pm - 12:01 am
CHO
-
ORD
5h 01m
1 stop
American Airlines Logo
6:30 am - 12:55 pm
ORD
-
CHO
5h 25m
1 stop
$304American Airlines
Sat, Jun 20 - Sun, Jun 21
United Airlines Logo
2:56 pm - 8:40 pm
CHO
-
ORD
6h 44m
1 stop
United Airlines Logo
6:55 am - 10:00 am
ORD
-
CHO
2h 05mnonstop
$307United Airlines
Sat, Aug 1 - Sat, Aug 8
American Airlines Logo
8:00 pm - 11:58 pm
CHO
-
STL
4h 58m
1 stop
American Airlines Logo
5:23 am - 10:33 am
STL
-
CHO
4h 10m
1 stop
$309American Airlines
Wed, Sep 9 - Tue, Sep 22
Delta Logo
6:00 am - 10:26 am
CHO
-
MLI
5h 26m
1 stop
Delta Logo
5:55 am - 11:16 am
MLI
-
CHO
4h 21m
1 stop
$309Delta
Sat, Jun 6 - Sat, Jun 13
American Airlines Logo
8:00 pm - 11:44 pm
CHO
-
STL
4h 44m
1 stop
American Airlines Logo
6:12 pm - 11:54 pm
STL
-
CHO
4h 42m
1 stop
$324American Airlines
Wed, Jul 8 - Wed, Jul 15
United Airlines Logo
12:20 pm - 1:30 pm
CHO
-
ORD
2h 10mnonstop
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
$327United 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 July.

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 3 days was to Chicago, at $293 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 3 days was $293.

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 $398 on average. Morning departures are around 1% 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 $490.

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 $442, 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 February, when tickets cost $165 (return) on average. On the other hand, the most expensive months are May and March, when the average cost of round-trip tickets is $274 and $249 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 Sunday 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 34% 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$184
Best time to beat the crowds but there is an average 64% increase in price.
Most popular time to fly and prices are also 21% 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 $278 one-way - $396 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 9749 reviews
7.3Comfort
8.1Crew
7.7Boarding
7.1Entertainment
6.6Food
Airline reviews

This flight is a quick way to get to Chicago, but a bit expensive.

8.0 ExcellentAnonymous, May 2026
DTW - ORD
Read more United Airlines reviews

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

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.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

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.

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

Information on your arrival and departure airports