CHI - CHO

$184 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 6/5. 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: $574-$354
United Airlines
Fri 5/29Mon 6/1
ORD - CHO • Non-stop
Cheapest non-stop
$269
Typical prices: $500-$372
United Airlines
Thu 6/25Sun 6/28
ORD - CHO • Non-stop
Top airlines
Cheapest • from $269 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with United Airlines. Average duration is 2h 03m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
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 • 23% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Fri, May 29 - Mon, Jun 1
United Airlines Logo
7:00 am - 10:01 am
ORD
-
CHO
2h 01mnonstop
United Airlines Logo
6:30 am - 7:42 am
CHO
-
ORD
2h 12mnonstop
$269United Airlines
Fri, May 29 - Mon, Jun 1
United Airlines Logo
6:12 pm - 11:43 pm
ORD
-
CHO
4h 31m
1 stop
United Airlines Logo
6:30 am - 7:42 am
CHO
-
ORD
2h 12mnonstop
$279United Airlines
Thu, Jul 9 - Sat, Jul 11
Delta Logo
2:28 pm - 11:11 pm
ORD
-
CHO
7h 43m
1 stop
Delta Logo
4:02 pm - 8:33 pm
CHO
-
ORD
5h 31m
1 stop
$289Delta
Mon, Jun 1 - Wed, Jun 10
Delta Logo
6:23 am - 1:46 pm
MDW
-
CHO
6h 23m
1 stop
Delta Logo
6:00 am - 10:09 am
CHO
-
MDW
5h 09m
1 stop
$289Delta
Fri, May 29 - Sun, May 31
American Airlines Logo
6:55 am - 12:54 pm
ORD
-
CHO
4h 59m
1 stop
American Airlines Logo
8:00 pm - 11:59 pm
CHO
-
ORD
4h 59m
1 stop
$304American Airlines
Sat, May 23 - Sat, May 30
American Airlines Logo
12:33 pm - 7:35 pm
ORD
-
CHO
6h 02m
1 stop
American Airlines Logo
8:00 pm - 11:59 pm
CHO
-
ORD
4h 59m
1 stop
$309American Airlines
Thu, Jul 9 - Sun, Jul 12
Delta Logo
5:10 pm - 11:14 pm
MDW
-
CHO
5h 04m
1 stop
Delta Logo
6:00 am - 10:05 am
CHO
-
MDW
5h 05m
1 stop
$309Delta
Sun, May 31 - Sun, Jun 7
United Airlines Logo
7:10 am - 10:15 am
ORD
-
CHO
2h 05mnonstop
United Airlines Logo
6:30 am - 7:42 am
CHO
-
ORD
2h 12mnonstop
$314United Airlines
Tue, May 19 - Sat, May 23
United Airlines Logo
9:35 pm - 12:38 am
ORD
-
CHO
2h 03mnonstop
United Airlines Logo
6:30 am - 7:42 am
CHO
-
ORD
2h 12mnonstop
$321United Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
7:22 am - 3:12 pm
ORD
-
CHO
6h 50m
1 stop
American Airlines Logo
8:59 am - 2:20 pm
CHO
-
ORD
6h 21m
1 stop
$329American Airlines
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 May.

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 $285 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 Wednesday, 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 March, where tickets cost $175 (return) on average. On the other hand, the most expensive months are September and January, where the average cost of round-trip tickets is $291 and $249 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.

No, with an average price for the route of $354, prices are generally cheapest when you fly direct.

Good to know

Low seasonFebruary
Cheapest flight$184
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 11% 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 $184 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 $402 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 $278 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 $411 or less one-way and $349 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 9684 reviews
6.6Food
8.1Crew
7.1Entertainment
7.7Boarding
7.3Comfort
Airline reviews

A long delay. Don't travel late in the day.

8.0 ExcellentTimothy, Apr 2026
ORD - CID
Read more United Airlines reviews

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

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!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

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

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

Information on your arrival and departure airports