CHI - CHO

$184 Find Cheap Flights from Chicago to Charlottesville - 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 Chicago to Charlottesville departing on 9/8. 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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Everything you should know

Cheapest round-trip
$269
Typical prices: $284-$458
United Airlines
Wed 8/12Wed 8/19
ORD - CHO • Non-stop
Cheapest one-way
$184
Overall average: $368
American Airlines
Tue 9/8
ORD - CHO • 1 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 05m
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 $299 (round-trip)
Shortest trip • 3h 57m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
Good to know
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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

Wed, Aug 12 - Wed, Aug 19
United Airlines Logo
6:59 am - 10:05 am
ORD
-
CHO
2h 06mnonstop
United Airlines Logo
6:45 am - 7:52 am
CHO
-
ORD
2h 07mnonstop
$269United Airlines
Wed, Aug 12 - Wed, Aug 19
United Airlines Logo
6:59 am - 10:05 am
ORD
-
CHO
2h 06mnonstop
United Airlines Logo
2:57 pm - 6:37 pm
CHO
-
ORD
4h 40m
1 stop
$279United Airlines
Thu, Sep 3 - Sun, Sep 6
Delta Logo
5:30 am - 11:32 am
ORD
-
CHO
5h 02m
1 stop
Delta Logo
7:10 am - 12:40 pm
CHO
-
ORD
6h 30m
1 stop
$289Delta
Wed, Aug 12 - Wed, Aug 19
Delta Logo
6:05 am - 1:52 pm
MDW
-
CHO
6h 47m
1 stop
Delta Logo
6:00 am - 11:51 am
CHO
-
MDW
6h 51m
1 stop
$289Delta
Thu, Jul 30 - Mon, Aug 3
Delta Logo
7:00 am - 2:00 pm
ORD
-
CHO
6h 00m
1 stop
Delta Logo
2:32 pm - 7:12 pm
CHO
-
ORD
5h 40m
1 stop
$290Delta
Thu, Jul 23 - Thu, Jul 30
American Airlines Logo
8:00 am - 3:14 pm
ORD
-
CHO
6h 14m
1 stop
American Airlines Logo
8:00 pm - 12:01 am
CHO
-
ORD
5h 01m
1 stop
$304American Airlines
Thu, Jul 23 - Sun, Jul 26
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
United Airlines Logo
6:25 am - 9:36 am
CHO
-
ORD
4h 11m
1 stop
$307United Airlines
Wed, Jul 15 - Mon, Jul 27
American Airlines Logo
8:00 am - 3:14 pm
ORD
-
CHO
6h 14m
1 stop
American Airlines Logo
8:00 pm - 12:01 am
CHO
-
ORD
5h 01m
1 stop
$309American Airlines
Wed, Jul 15 - Mon, Jul 27
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
United Airlines Logo
5:52 pm - 7:00 pm
CHO
-
ORD
2h 08mnonstop
$326United Airlines
Fri, Aug 14 - Fri, Aug 21
American Airlines Logo
7:30 am - 1:38 pm
ORD
-
CHO
5h 08m
1 stop
American Airlines Logo
7:21 pm - 11:52 pm
CHO
-
ORD
5h 31m
1 stop
$328American 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 August.

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 $284 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 April, where the average cost of round-trip tickets is $291 and $289 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 $398 on average.

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 with an average 9% increase in price.
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 5 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 $401 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 $303 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 $253 or less one-way and $376 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 9927 reviews
7.3Comfort
7.1Entertainment
7.7Boarding
6.7Food
8.1Crew
Airline reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

6.0 GoodMatthew, Jul 2026
ORD - SEA
Read more United Airlines reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

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.

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

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

Information on your arrival and departure airports