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Cheap flights from Chicago to Charlottesville from $249

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Charlottesville

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:54 pm - 11:59 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 05mnonstop
American Airlines Logo
8:00 pm - 12:14 amCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
5h 14m1 stop Charlotte Douglas
$270American Airlines
Wed, Dec 23 - Tue, Dec 29
American Airlines Logo
8:54 pm - 11:59 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 05mnonstop
American Airlines Logo
8:32 am - 10:00 amCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
2h 28mnonstop
$286American Airlines
Wed, Dec 23 - Tue, Dec 29
American Airlines Logo
5:21 am - 10:25 amORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
4h 04m1 stop Charlotte Douglas
American Airlines Logo
8:00 pm - 12:14 amCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
5h 14m1 stop Charlotte Douglas
$321American Airlines
Wed, Dec 23 - Tue, Dec 29
American Airlines Logo
5:21 am - 10:25 amORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
4h 04m1 stop Charlotte Douglas
American Airlines Logo
8:00 pm - 12:14 amCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
5h 14m1 stop Charlotte Douglas
$332American Airlines
Wed, Dec 23 - Tue, Dec 29
United Airlines Logo
6:15 pm - 9:25 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 10mnonstop
United Airlines Logo
3:45 pm - 5:00 pmCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
2h 15mnonstop
$339United Airlines
Thu, Dec 10 - Sat, Dec 12
United Airlines Logo
6:10 pm - 9:28 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 18mnonstop
United Airlines Logo
10:30 am - 11:44 amCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
2h 14mnonstop
$339United Airlines
Sat, Feb 13 - Sat, Feb 20
American Airlines Logo
7:45 pm - 10:55 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 10mnonstop
American Airlines Logo
8:35 am - 9:44 amCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
2h 09mnonstop
$339American Airlines
Fri, Apr 23 - Sun, Apr 25
American Airlines Logo
2:01 pm - 5:11 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 10mnonstop
American Airlines Logo
8:35 am - 9:44 amCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
2h 09mnonstop
$339American Airlines
Thu, Apr 22 - Sun, Apr 25
American Airlines Logo
7:45 pm - 10:55 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 10mnonstop
American Airlines Logo
6:41 pm - 7:51 pmCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
2h 10mnonstop
$339American Airlines
Fri, Apr 23 - Mon, Apr 26
American Airlines Logo
2:01 pm - 5:11 pmORD  Chicago O'Hare Intl-CHO Charlottesville Albemarle
2h 10mnonstop
American Airlines Logo
6:41 pm - 7:51 pmCHO  Charlottesville Albemarle-ORD Chicago O'Hare Intl
2h 10mnonstop
$339American Airlines
Fri, Apr 23 - Tue, Apr 27

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United Airlines flights from Chicago to Charlottesville

Our best United Airlines deals on Chicago to Charlottesville flight tickets
United Airlines
Nov 10
ORD5:54 pmChicago O'Hare Intl
2h 04m
CHO8:58 pmCharlottesville Albemarle
Nov 18
CHO10:45 amCharlottesville Albemarle
2h 14m
ORD11:59 amChicago O'Hare Intl
$359
United Airlines
Nov 13
ORD6:07 pmChicago O'Hare Intl
4h 28m
1 stop
CHO11:35 pmCharlottesville Albemarle
Nov 15
CHO6:42 amCharlottesville Albemarle
2h 11m
ORD7:53 amChicago O'Hare Intl
$389
United Airlines
Nov 18
ORD6:55 amChicago O'Hare Intl
2h 07m
CHO10:02 amCharlottesville Albemarle
Nov 20
CHO10:45 amCharlottesville Albemarle
2h 14m
ORD11:59 amChicago O'Hare Intl
$417

American Airlines flights from Chicago to Charlottesville

Our best American Airlines deals on Chicago to Charlottesville flight tickets
American Airlines
Dec 23
ORD8:54 pmChicago O'Hare Intl
2h 05m
CHO11:59 pmCharlottesville Albemarle
Dec 29
CHO8:00 pmCharlottesville Albemarle
5h 14m
1 stop
ORD12:14 amChicago O'Hare Intl
$270
American Airlines
Dec 23
ORD8:54 pmChicago O'Hare Intl
2h 05m
CHO11:59 pmCharlottesville Albemarle
Dec 29
CHO8:32 amCharlottesville Albemarle
2h 28m
ORD10:00 amChicago O'Hare Intl
$286
American Airlines
Dec 23
ORD5:21 amChicago O'Hare Intl
4h 04m
1 stop
CHO10:25 amCharlottesville Albemarle
Dec 29
CHO8:00 pmCharlottesville Albemarle
5h 14m
1 stop
ORD12:14 amChicago O'Hare Intl
$321

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Charlottesville that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Wed 12/23

8:54 pm-11:59 pm

Nonstop2h 05m

Charlottesville Albemarle

Tue 12/29

8:00 pm-12:14 am

1 stop5h 14m

$270

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Wed 12/23

8:54 pm-11:59 pm

Nonstop2h 05m

Charlottesville Albemarle

Tue 12/29

8:32 am-10:00 am

Nonstop2h 28m

$286

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Wed 12/23

5:21 am-10:25 am

1 stop4h 04m

Charlottesville Albemarle

Tue 12/29

8:00 pm-12:14 am

1 stop5h 14m

$321

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Wed 12/23

5:21 am-10:25 am

1 stop4h 04m

Charlottesville Albemarle

Tue 12/29

8:00 pm-12:14 am

1 stop5h 14m

$332

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Thu 12/10

6:15 pm-9:25 pm

Nonstop2h 10m

Charlottesville Albemarle

Sat 12/12

3:45 pm-5:00 pm

Nonstop2h 15m

$339

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Sat 2/13

6:10 pm-9:28 pm

Nonstop2h 18m

Charlottesville Albemarle

Sat 2/20

10:30 am-11:44 am

Nonstop2h 14m

$339
Quickest round-trip

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Fri 4/23

7:45 pm-10:55 pm

Nonstop2h 10m

Charlottesville Albemarle

Sun 4/25

8:35 am-9:44 am

Nonstop2h 09m

$339

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Thu 4/22

2:01 pm-5:11 pm

Nonstop2h 10m

Charlottesville Albemarle

Sun 4/25

8:35 am-9:44 am

Nonstop2h 09m

$339

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Fri 4/23

7:45 pm-10:55 pm

Nonstop2h 10m

Charlottesville Albemarle

Mon 4/26

6:41 pm-7:51 pm

Nonstop2h 10m

$339

ChicagoCharlottesville

ORD Chicago O'Hare Intl - CHO Charlottesville Albemarle

ORDCHO

Chicago O'Hare Intl

Fri 4/23

2:01 pm-5:11 pm

Nonstop2h 10m

Charlottesville Albemarle

Tue 4/27

6:41 pm-7:51 pm

Nonstop2h 10m

$339

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?

Prices are currently low for flights on this route.

Typical prices usually range from $419 to $472.
The lowest price recently found on this route was $270.

What is the cheapest month to fly to Charlottesville?

In general, February 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 $319. If you aren’t able to travel to Charlottesville during the month of February, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $351.

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

The cheapest day to depart from Chicago to Charlottesville is on a Saturday. Travelers who choose to depart for Charlottesville on a Saturday will often find tickets for as low as $374. On the other hand, Monday 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 $597.

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 $375 when looking at flights departing in the morning. Flights in the evening are often more expensive with an average ticket price of $447.

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 3 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 34% 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 October 2026, prices for Chicago to Charlottesville flights are approximately 36% 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

$249

Fastest flight time

1h 52m

Direct flights

Every day

Airports in Charlottesville

1 airport
The best one-way flight to Charlottesville from Chicago in the past 72 hours is $249. The best round-trip flight deal from Chicago to Charlottesville found on momondo in the last 72 hours is $270.
The fastest flight from Chicago to Charlottesville takes 1h 52m
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 52m, 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
United AirlinesPriceFrom $264Free CancellationRating
7.3
10,451 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 13 flights/week on average for this route. A good United Airlines flight deal for Chicago to Charlottesville starts from $264 round-trip, up to an average price of $386. Our users have rated United Airlines at 7.3/10.

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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