CHI - CHO

$174 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 6/3. 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

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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Everything you should know

Cheapest round-trip
$269
Typical prices: $537-$423
United Airlines
Sat 4/25Wed 4/29
ORD - CHO • Non-stop
Cheapest one-way
$174
Typical prices: $244-$476
United Airlines
Wed 6/3
ORD - CHO • Non-stop
Top airlines
Cheapest • from $269 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with United Airlines. Average duration is 2h 02m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $228 (round-trip)
Shortest trip • 3h 57m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Charlottesville!
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

Sat, Apr 25 - Wed, Apr 29
United Airlines Logo
9:50 pm - 12:53 am
ORD
-
CHO
2h 03mnonstop
United Airlines Logo
10:45 am - 11:56 am
CHO
-
ORD
2h 11mnonstop
$269United Airlines
Fri, Jul 31 - Sun, Aug 2
United Airlines Logo
6:58 am - 9:59 am
ORD
-
CHO
2h 01mnonstop
United Airlines Logo
6:25 am - 9:36 am
CHO
-
ORD
4h 11m
1 stop
$279United Airlines
Wed, May 20 - Wed, May 27
American Airlines Logo
3:26 pm - 9:46 pm
ORD
-
CHO
5h 20m
1 stop
American Airlines Logo
5:00 am - 9:02 am
CHO
-
ORD
5h 02m
1 stop
$288American Airlines
Sat, May 9 - Sat, May 16
Delta Logo
7:05 am - 3:36 pm
ORD
-
CHO
7h 31m
1 stop
Delta Logo
7:00 am - 1:21 pm
CHO
-
ORD
7h 21m
1 stop
$289Delta
Sat, Apr 25 - Wed, Apr 29
Delta Logo
6:00 am - 11:17 am
MDW
-
CHO
4h 17m
1 stop
Delta Logo
5:54 pm - 10:28 pm
CHO
-
MDW
5h 34m
1 stop
$289Delta
Thu, Jul 30 - Sun, Aug 2
United Airlines Logo
6:58 am - 9:59 am
ORD
-
CHO
2h 01mnonstop
United Airlines Logo
6:25 am - 11:43 am
CHO
-
ORD
6h 18m
1 stop
$291United Airlines
Fri, Apr 24 - Sat, Apr 25
United Airlines Logo
6:55 am - 10:00 am
ORD
-
CHO
2h 05mnonstop
United Airlines Logo
8:25 pm - 11:43 pm
CHO
-
ORD
4h 18m
1 stop
$299United Airlines
Tue, Jun 16 - Sun, Jun 21
United Airlines Logo
6:30 am - 1:53 pm
ORD
-
CHO
6h 23m
1 stop
United Airlines Logo
6:25 am - 9:36 am
CHO
-
ORD
4h 11m
1 stop
$301United Airlines
Fri, May 29 - Mon, Jun 1
American Airlines Logo
4:45 pm - 10:13 pm
ORD
-
CHO
4h 28m
1 stop
American Airlines Logo
8:00 pm - 12:05 am
CHO
-
ORD
5h 05m
1 stop
$304American Airlines
Wed, Apr 29 - Mon, May 4
Delta Logo
8:15 am - 1:50 pm
ORD
-
CHO
4h 35m
1 stop
Delta Logo
4:31 pm - 10:15 pm
CHO
-
ORD
6h 44m
1 stop
$309Delta
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?

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

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 $234 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 Monday, 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 Mondays 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 February, where tickets cost $329 (return) on average. On the other hand, the most expensive months are September and July, where the average cost of round-trip tickets is $534 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.

Good to know

Low seasonFebruary
Cheapest flight$174
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 15% 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 $174 for a one-way ticket and $269 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?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Charlottesville, with oneworld being the most commonly used for this route.

  • 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 $432 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 $268 and an overall rating of 7.1.

  • 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 $366 or less one-way and $304 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 9554 reviews
6.6Food
7.1Entertainment
8.1Crew
7.3Comfort
7.7Boarding
Airline reviews

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

8.0 ExcellentAnonymous, Mar 2026
ORD - EWR
Read more United Airlines reviews

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

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

Information on your arrival and departure airports