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Cheap flights from Chicago to Charlottesville from $143

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Charlottesville departing on 7/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago to Charlottesville

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
9:30 pm - 12:41 am
ORD
-
CHO
2h 11mnonstop
United Airlines Logo
6:45 am - 7:50 am
CHO
-
ORD
2h 05mnonstop
$269United Airlines
Thu, Nov 12 - Sat, Nov 14
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
United Airlines Logo
2:56 pm - 8:35 pm
CHO
-
ORD
6h 39m
1 stop
$279United Airlines
Thu, Jul 2 - Mon, Jul 6
United Airlines Logo
6:55 am - 9:56 am
ORD
-
CHO
2h 01mnonstop
United Airlines Logo
6:30 am - 7:40 am
CHO
-
ORD
2h 10mnonstop
$280United Airlines
Thu, Jul 16 - Sun, Jul 19
American Airlines Logo
9:30 am - 3:31 pm
ORD
-
CHO
5h 01m
1 stop
American Airlines Logo
8:00 pm - 11:58 pm
CHO
-
ORD
4h 58m
1 stop
$285American Airlines
Tue, Jun 16 - Wed, Jun 17
American Airlines Logo
6:49 am - 2:41 pm
ORD
-
CHO
6h 52m
1 stop
American Airlines Logo
7:21 pm - 11:52 pm
CHO
-
ORD
5h 31m
1 stop
$287American Airlines
Sat, Sep 5 - Mon, Sep 7
Delta Logo
6:00 am - 11:26 am
MDW
-
CHO
4h 26m
1 stop
Delta Logo
6:00 am - 10:05 am
CHO
-
MDW
5h 05m
1 stop
$289Delta
Thu, Jul 9 - Sun, Jul 12
American Airlines Logo
8:00 am - 3:14 pm
ORD
-
CHO
6h 14m
1 stop
American Airlines Logo
6:10 pm - 10:00 pm
CHO
-
ORD
4h 50m
1 stop
$289American Airlines
Thu, Jul 9 - Sat, Jul 11
United Airlines Logo
6:29 am - 1:53 pm
ORD
-
CHO
6h 24m
1 stop
United Airlines Logo
5:57 pm - 7:04 pm
CHO
-
ORD
2h 07mnonstop
$290United Airlines
Sat, Aug 8 - Wed, Aug 12
Delta Logo
7:05 am - 2:00 pm
ORD
-
CHO
5h 55m
1 stop
Delta Logo
4:21 pm - 8:50 pm
CHO
-
ORD
5h 29m
1 stop
$299Delta
Thu, Aug 6 - Sat, Aug 8
Delta Logo
6:00 am - 1:52 pm
MDW
-
CHO
6h 52m
1 stop
Delta Logo
6:00 am - 10:05 am
CHO
-
MDW
5h 05m
1 stop
$299Delta
Thu, Jul 9 - Sun, Jul 12

Delta flights from Chicago to Charlottesville

Our best Delta deals on Chicago to Charlottesville flight tickets
Delta
Jul 9
MDW6:00 amChicago Midway
4h 26m
1 stop
CHO11:26 amCharlottesville Albemarle
Jul 12
CHO6:00 amCharlottesville Albemarle
5h 05m
1 stop
MDW10:05 amChicago Midway
$289
Delta
Aug 6
ORD7:05 amChicago O'Hare Intl
5h 55m
1 stop
CHO2:00 pmCharlottesville Albemarle
Aug 8
CHO4:21 pmCharlottesville Albemarle
5h 29m
1 stop
ORD8:50 pmChicago O'Hare Intl
$299
Delta
Jul 9
ORD5:30 amChicago O'Hare Intl
4h 56m
1 stop
CHO11:26 amCharlottesville Albemarle
Jul 12
CHO6:00 amCharlottesville Albemarle
5h 10m
1 stop
ORD10:10 amChicago O'Hare Intl
$309

American Airlines flights from Chicago to Charlottesville

Our best American Airlines deals on Chicago to Charlottesville flight tickets
American Airlines
Jun 16
ORD9:30 amChicago O'Hare Intl
5h 01m
1 stop
CHO3:31 pmCharlottesville Albemarle
Jun 17
CHO8:00 pmCharlottesville Albemarle
4h 58m
1 stop
ORD11:58 pmChicago O'Hare Intl
$285
American Airlines
Sep 5
ORD6:49 amChicago O'Hare Intl
6h 52m
1 stop
CHO2:41 pmCharlottesville Albemarle
Sep 7
CHO7:21 pmCharlottesville Albemarle
5h 31m
1 stop
ORD11:52 pmChicago O'Hare Intl
$287
American Airlines
Jul 9
ORD8:00 amChicago O'Hare Intl
6h 14m
1 stop
CHO3:14 pmCharlottesville Albemarle
Jul 11
CHO6:10 pmCharlottesville Albemarle
4h 50m
1 stop
ORD10:00 pmChicago O'Hare Intl
$289

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Charlottesville that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 6, 2026.
Use the filters below to find and compare flights from Chicago to Charlottesville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 11/12

9:30 pm-12:41 am

Nonstop2h 11m

Charlottesville Albemarle

Sat 11/14

6:45 am-7:50 am

Nonstop2h 05m

$269

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 7/2

6:55 am-9:56 am

Nonstop2h 01m

Charlottesville Albemarle

Mon 7/6

2:56 pm-8:35 pm

1 stop6h 39m

$279
Quickest round-trip

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 7/16

6:55 am-9:56 am

Nonstop2h 01m

Charlottesville Albemarle

Sun 7/19

6:30 am-7:40 am

Nonstop2h 10m

$280

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Tue 6/16

9:30 am-3:31 pm

1 stop5h 01m

Charlottesville Albemarle

Wed 6/17

8:00 pm-11:58 pm

1 stop4h 58m

$285

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Sat 9/5

6:49 am-2:41 pm

1 stop6h 52m

Charlottesville Albemarle

Mon 9/7

7:21 pm-11:52 pm

1 stop5h 31m

$287

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 7/9

6:00 am-11:26 am

1 stop4h 26m

Charlottesville Albemarle

Sun 7/12

6:00 am-10:05 am

1 stop5h 05m

$289

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 7/9

8:00 am-3:14 pm

1 stop6h 14m

Charlottesville Albemarle

Sat 7/11

6:10 pm-10:00 pm

1 stop4h 50m

$289

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Sat 8/8

6:29 am-1:53 pm

1 stop6h 24m

Charlottesville Albemarle

Wed 8/12

5:57 pm-7:04 pm

Nonstop2h 07m

$290

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 8/6

7:05 am-2:00 pm

1 stop5h 55m

Charlottesville Albemarle

Sat 8/8

4:21 pm-8:50 pm

1 stop5h 29m

$299

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Thu 7/9

6:00 am-1:52 pm

1 stop6h 52m

Charlottesville Albemarle

Sun 7/12

6:00 am-10:05 am

1 stop5h 05m

$299

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Charlottesville from

How to get the cheapest flight ticket from Chicago to Charlottesville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Charlottesville?

What is the cheapest month to fly to Charlottesville?

In general, March is the cheapest month to fly from Chicago to Charlottesville. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $175. If you aren’t able to travel to Charlottesville during the month of March, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $209.

What is the cheapest day to depart on your flight to Charlottesville?

The cheapest day to depart from Chicago to Charlottesville is on a Wednesday. Travelers who choose to depart for Charlottesville on a Wednesday will often find tickets for as low as $350. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $557.

What is the cheapest time of day to depart on your flight to Charlottesville?

Flying to Charlottesville from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $369 when looking at flights departing in the morning. Flights in the evening are often more expensive with an average ticket price of $489.

What is the cheapest Chicago to Charlottesville Albemarle flight route?

Fly from Chicago O'Hare Intl to Charlottesville Albemarle for the best Chicago - Charlottesville Albemarle flight prices

What cabin class options are available on Chicago to Charlottesville flights?

There are 4 cabin classes available to choose from on Chicago to Charlottesville flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Charlottesville flights?

You could potentially save up to 14% on your flight if you consider stops on a Chicago to Charlottesville flight.

How have Chicago to Charlottesville flight prices changed over time?

As of June 2026, prices for Chicago to Charlottesville flights are approximately 54% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Charlottesville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Charlottesville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Charlottesville (CHI to CHO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Charlottesville

Best Price Found

$325

Fastest flight time

1h 56m

Direct flights

Every day

Airports in Charlottesville

1 airport
The best one-way flight to Charlottesville from Chicago in the past 72 hours is $325. The best round-trip flight deal from Chicago to Charlottesville found on momondo in the last 72 hours is $314.
The fastest flight from Chicago to Charlottesville takes 1h 56m
Direct flights go from Chicago to Charlottesville every day.
There is 1 airport in Charlottesville. From Chicago there are direct flights to Charlottesville Albemarle (CHO).
Search flight deals

Frequently asked questions about flying from Chicago to Charlottesville

  • How far is Chicago to Charlottesville Albemarle by plane?

    The distance between Chicago and Charlottesville Albemarle is about 551.8 mi. Flights usually cover this in 1h 56m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Charlottesville Albemarle Airport?

    Prices for flights from Chicago to Charlottesville Albemarle Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Charlottesville Albemarle Airport?

  • How old do you have to be to fly from Chicago to Charlottesville Albemarle Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Charlottesville Albemarle Airport.

  • What documentation or ID do you need to fly to Charlottesville Albemarle Airport?

    The necessary travel and health documents for your Charlottesville Albemarle Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Charlottesville?

  • What is the most popular airline from Chicago to Charlottesville?

Best airlines flying from Chicago to Charlottesville

Compare and see reviews for airlines that fly from Chicago to Charlottesville with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $228Free CancellationRating
7.1
11,651 reviews
Search American Airlines flights
United AirlinesPriceFrom $248Free CancellationRating
7.4
9,777 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Charlottesville

    United Airlines is one of the most popular airlines flying from Chicago to Charlottesville, operating 20 flights/week on average for this route. A good United Airlines flight deal for Chicago to Charlottesville starts from $248 round-trip, up to an average price of $383. Our users have rated United Airlines at 7.4/10.

Traveling to a place near Charlottesville?

Book flights to Charlottesville if you plan to visit one of these locations
Orange
Keswick

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Charlottesville?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Charlottesville from Chicago.

Can I find flights from Chicago to Charlottesville with flexible booking policies on momondo?

momondo does allow users to show only those flights to Charlottesville from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Charlottesville?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Charlottesville from Chicago.

I’m not ready to book a flight from Chicago to Charlottesville right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Charlottesville from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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