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Cheap flights from Chicago to Charlottesville from $149

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 10/23. 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
0 bags

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Find the cheapest flights from Chicago to Charlottesville

Cheap round-trip flights

American Airlines Logo
7:02 am - 12:28 pmORD-CHO
4h 26m1 stop
American Airlines Logo
6:51 pm - 11:12 pmCHO-ORD
5h 21m1 stop
$179American Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
6:00 am - 2:12 pmORD-CHO
7h 12m1 stop
American Airlines Logo
8:04 pm - 11:39 pmCHO-ORD
4h 35m1 stop
$211American Airlines
Find Deal
Thu, Sep 11 - Thu, Sep 18
American Airlines Logo
8:20 am - 2:27 pmORD-CHO
5h 07m1 stop
American Airlines Logo
10:29 am - 4:48 pmCHO-ORD
7h 19m1 stop
$214American Airlines
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Wed, Aug 13 - Wed, Aug 20
United Airlines Logo
8:45 am - 11:57 amORD-CHO
2h 12mnonstop
United Airlines Logo
6:10 am - 11:46 amCHO-ORD
6h 36m1 stop
$219United Airlines
Find Deal
Sat, Sep 27 - Wed, Oct 1
Delta Logo
6:00 pm - 11:35 pmORD-CHO
4h 35m1 stop
Delta Logo
12:15 pm - 5:47 pmCHO-ORD
6h 32m1 stop
$229Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
United Airlines Logo
4:00 pm - 11:30 pmORD-CHO
6h 30m1 stop
United Airlines Logo
6:10 am - 11:46 amCHO-ORD
6h 36m1 stop
$239United Airlines
Find Deal
Fri, Aug 15 - Tue, Aug 19
United Airlines Logo
4:00 pm - 11:30 pmORD-CHO
6h 30m1 stop
United Airlines Logo
5:41 pm - 6:47 pmCHO-ORD
2h 06mnonstop
$249United Airlines
Find Deal
Fri, Aug 15 - Tue, Aug 19
United Airlines Logo
4:00 pm - 11:30 pmORD-CHO
6h 30m1 stop
United Airlines Logo
2:35 pm - 7:48 pmCHO-ORD
6h 13m1 stop
$258United Airlines
Find Deal
Fri, Aug 15 - Thu, Aug 21
Delta Logo
10:35 am - 5:03 pmORD-CHO
5h 28m1 stop
Delta Logo
12:00 pm - 5:49 pmCHO-ORD
6h 49m1 stop
$297Delta
Find Deal
Mon, Oct 27 - Tue, Oct 28
Delta Logo
10:35 am - 5:16 pmMDW-CHO
5h 41m1 stop
Delta Logo
4:05 pm - 10:14 pmCHO-MDW
7h 09m1 stop
$297Delta
Find Deal
Mon, Oct 27 - Tue, Oct 28

American Airlines flights from Chicago to Charlottesville

Our best American Airlines deals on Chicago to Charlottesville flight tickets
American Airlines
Sep 4
ORD7:02 amChicago O'Hare Intl
4h 26m
1 stop
CHO12:28 pmCharlottesville Albemarle
Sep 8
CHO6:51 pmCharlottesville Albemarle
5h 21m
1 stop
ORD11:12 pmChicago O'Hare Intl
$179
Find similar
American Airlines
Sep 11
ORD6:00 amChicago O'Hare Intl
7h 12m
1 stop
CHO2:12 pmCharlottesville Albemarle
Sep 18
CHO8:04 pmCharlottesville Albemarle
4h 35m
1 stop
ORD11:39 pmChicago O'Hare Intl
$211
Find similar
American Airlines
Aug 13
ORD8:20 amChicago O'Hare Intl
5h 07m
1 stop
CHO2:27 pmCharlottesville Albemarle
Aug 20
CHO10:29 amCharlottesville Albemarle
7h 19m
1 stop
ORD4:48 pmChicago O'Hare Intl
$214
Find similar

United Airlines flights from Chicago to Charlottesville

Our best United Airlines deals on Chicago to Charlottesville flight tickets
United Airlines
Sep 27
ORD8:45 amChicago O'Hare Intl
2h 12m
CHO11:57 amCharlottesville Albemarle
Oct 1
CHO6:10 amCharlottesville Albemarle
6h 36m
1 stop
ORD11:46 amChicago O'Hare Intl
$219
Find similar
United Airlines
Aug 15
ORD4:00 pmChicago O'Hare Intl
6h 30m
1 stop
CHO11:30 pmCharlottesville Albemarle
Aug 19
CHO6:10 amCharlottesville Albemarle
6h 36m
1 stop
ORD11:46 amChicago O'Hare Intl
$239
Find similar
United Airlines
Aug 15
ORD4:00 pmChicago O'Hare Intl
6h 30m
1 stop
CHO11:30 pmCharlottesville Albemarle
Aug 19
CHO5:41 pmCharlottesville Albemarle
2h 06m
ORD6:47 pmChicago O'Hare Intl
$249
Find similar

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 July 30, 2025.
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

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 9/4

7:02 am-12:28 pm

1 stop4h 26m

Charlottesville Albemarle

Mon 9/8

6:51 pm-11:12 pm

1 stop5h 21m

$179

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 9/11

6:00 am-2:12 pm

1 stop7h 12m

Charlottesville Albemarle

Thu 9/18

8:04 pm-11:39 pm

1 stop4h 35m

$211

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Wed 8/13

8:20 am-2:27 pm

1 stop5h 07m

Charlottesville Albemarle

Wed 8/20

10:29 am-4:48 pm

1 stop7h 19m

$214

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Sat 9/27

8:45 am-11:57 am

Nonstop2h 12m

Charlottesville Albemarle

Wed 10/1

6:10 am-11:46 am

1 stop6h 36m

$219

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Sat 9/27

6:00 pm-11:35 pm

1 stop4h 35m

Charlottesville Albemarle

Wed 10/1

12:15 pm-5:47 pm

1 stop6h 32m

$229

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Fri 8/15

4:00 pm-11:30 pm

1 stop6h 30m

Charlottesville Albemarle

Tue 8/19

6:10 am-11:46 am

1 stop6h 36m

$239

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Fri 8/15

4:00 pm-11:30 pm

1 stop6h 30m

Charlottesville Albemarle

Tue 8/19

5:41 pm-6:47 pm

Nonstop2h 06m

$249

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Fri 8/15

4:00 pm-11:30 pm

1 stop6h 30m

Charlottesville Albemarle

Thu 8/21

2:35 pm-7:48 pm

1 stop6h 13m

$258

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Mon 10/27

10:35 am-5:03 pm

1 stop5h 28m

Charlottesville Albemarle

Tue 10/28

12:00 pm-5:49 pm

1 stop6h 49m

$297

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Mon 10/27

10:35 am-5:16 pm

1 stop5h 41m

Charlottesville Albemarle

Tue 10/28

4:05 pm-10:14 pm

1 stop7h 09m

$297

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 cheapest month to fly to Charlottesville?

In general, January 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 $289. If you aren’t able to travel to Charlottesville during the month of January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $298.

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

The cheapest day to depart from Chicago to Charlottesville is on a Tuesday. Travelers who choose to depart for Charlottesville on a Tuesday will often find tickets for as low as $369. 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 $597.

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

Flying to Charlottesville from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $397 when looking at flights departing in the afternoon. Flights at noon are often more expensive with an average ticket price of $437.

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

How far in advance should I book a flight to Charlottesville?

You are more likely to see cheaper flights to Charlottesville from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Charlottesville for around $410 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Charlottesville from Chicago for as low as $251 on momondo.

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

There are 3 cabin classes available to choose from on Chicago to Charlottesville Albemarle 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 20% on your flight if you consider stops on a Chicago to Charlottesville flight.

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

$149

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Charlottesville

1 airport
The best one-way flight to Charlottesville from Chicago in the past 72 hours is $149. The best round-trip flight deal from Chicago to Charlottesville found on momondo in the last 72 hours is $179.
The fastest flight from Chicago to Charlottesville takes 1h 55m
Direct flights go from Chicago to Charlottesville every day.
There is 1 airport near Charlottesville: Charlottesville Albemarle (CHO)
Search flight deals

  • 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 55m, 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
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $251Free CancellationRating
7.4
8,896 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 14 flights/week on average for this route. A good United Airlines flight deal for Chicago to Charlottesville starts from $251 round-trip, up to an average price of $419. 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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