$174 Find Cheap Flights from Charlottesville to Illinois - Compare and Save

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 9/3. 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

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Flight Deals

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$474
Bloomington
Bloomington1 stop$309
St. Louis
St. Louis1 stop$309
Chicago
Chicagononstop$269
Moline
Moline1 stop$309
Peoria
Peoria1 stop$474
Bloomington
Bloomington1 stop$309
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

Fri, Nov 27 - Wed, Dec 2
American Airlines Logo
6:41 pm - 7:51 pm
CHO
-
ORD
2h 10mnonstop
American Airlines Logo
2:01 pm - 5:11 pm
ORD
-
CHO
2h 10mnonstop
$269American Airlines
Fri, Nov 27 - Wed, Dec 2
American Airlines Logo
6:41 pm - 7:51 pm
CHO
-
ORD
2h 10mnonstop
American Airlines Logo
6:40 pm - 11:58 pm
ORD
-
CHO
4h 18m
1 stop
$279American Airlines
Thu, Sep 10 - Mon, Sep 14
United Airlines Logo
6:23 pm - 7:30 pm
CHO
-
ORD
2h 07mnonstop
United Airlines Logo
6:55 am - 10:01 am
ORD
-
CHO
2h 06mnonstop
$284United Airlines
Wed, Sep 2 - Wed, Sep 9
Delta Logo
6:00 am - 9:59 am
CHO
-
MDW
4h 59m
1 stop
Delta Logo
6:05 am - 11:18 am
MDW
-
CHO
4h 13m
1 stop
$289Delta
Wed, Sep 2 - Thu, Sep 10
Delta Logo
12:17 pm - 4:51 pm
CHO
-
ORD
5h 34m
1 stop
Delta Logo
1:50 pm - 9:56 pm
ORD
-
CHO
7h 06m
1 stop
$289Delta
Mon, Aug 24 - Sun, Aug 30
United Airlines Logo
2:57 pm - 6:37 pm
CHO
-
ORD
4h 40m
1 stop
United Airlines Logo
6:59 am - 10:05 am
ORD
-
CHO
2h 06mnonstop
$290United Airlines
Fri, Aug 7 - Mon, Aug 10
United Airlines Logo
2:56 pm - 8:32 pm
CHO
-
ORD
6h 36m
1 stop
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
$294United Airlines
Sat, Aug 1 - Sun, Aug 2
United Airlines Logo
5:52 pm - 7:00 pm
CHO
-
ORD
2h 08mnonstop
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
$298United Airlines
Mon, Aug 17 - Sat, Aug 29
American Airlines Logo
5:16 pm - 10:40 pm
CHO
-
STL
6h 24m
1 stop
American Airlines Logo
6:54 am - 1:38 pm
STL
-
CHO
5h 44m
1 stop
$309American Airlines
Wed, Sep 9 - Mon, Sep 14
Delta Logo
4:15 pm - 10:30 pm
CHO
-
MLI
7h 15m
1 stop
Delta Logo
5:16 pm - 11:34 pm
MLI
-
CHO
5h 18m
1 stop
$309Delta
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 November.

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 5 days was to Chicago, at $348 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 5 days was $348.

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 $400 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $485.

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 $502, 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, Saturday 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 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonJune
Cheapest flight$174
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly and prices are also 26% 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 $325 one-way - $429 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 9988 reviews
7.3Comfort
7.1Entertainment
8.1Crew
7.7Boarding
6.7Food
Airline reviews

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

6.0 GoodLanny, Jul 2026
BUF - ORD
Read more United Airlines reviews

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

The head rest is too big and cannot be placed differently/removed. Causes one head to tilt forward and increase back pain

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

They did the one thing that really matters - got to Chicago early.

Everything was perfect except the pad at the top of the seat back. It pushes my head forward into a very uncomfortable position and it is not removable.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

Boarding was awful - no order, people cutting in line, completely chaotic Planes are very old and uncomfortable. Noticeable difference between Delta and United on same route.

My luggage was not sent with us. Not sure if this is Envoy Air responsibility but that was a very BAD experience

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

No explanation of why there was no snack and drink service (unless requested) when there was service in the other direction.

Biggest issue was original flight canceled and booked to another flight 6 hours earlier and received no notification

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

Information on your arrival and departure airports