Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Charlottesville to Chicago from $200

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to Chicago departing on 11/22. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Charlottesville to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:10 pm - 3:22 pmCHO-ORD
2h 12mnonstop
United Airlines Logo
6:15 pm - 9:21 pmORD-CHO
2h 06mnonstop
$209United Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
United Airlines Logo
2:40 pm - 6:30 pmCHO-ORD
4h 50m1 stop
United Airlines Logo
1:55 pm - 4:58 pmORD-CHO
2h 03mnonstop
$219United Airlines
Find Deal
Thu, Nov 13 - Sat, Nov 15
Delta Logo
11:15 am - 4:39 pmCHO-MDW
6h 24m1 stop
Delta Logo
4:28 pm - 10:47 pmMDW-CHO
5h 19m1 stop
$229Delta
Find Deal
Wed, Nov 12 - Sat, Nov 15
United Airlines Logo
8:10 pm - 11:43 pmCHO-ORD
4h 33m1 stop
United Airlines Logo
10:35 am - 1:35 pmORD-CHO
2h 00mnonstop
$229United Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
United Airlines Logo
8:10 pm - 11:43 pmCHO-ORD
4h 33m1 stop
United Airlines Logo
6:15 pm - 9:21 pmORD-CHO
2h 06mnonstop
$235United Airlines
Find Deal
Wed, Nov 26 - Sat, Nov 29
American Airlines Logo
7:58 pm - 11:40 pmCHO-ORD
4h 42m1 stop
American Airlines Logo
5:00 am - 10:25 amORD-CHO
4h 25m1 stop
$239American Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 23
Delta Logo
4:05 pm - 10:14 pmCHO-MDW
7h 09m1 stop
Delta Logo
6:00 am - 11:11 amMDW-CHO
4h 11m1 stop
$239Delta
Find Deal
Sat, Nov 1 - Mon, Nov 3
Delta Logo
4:05 pm - 10:14 pmCHO-MDW
7h 09m1 stop
Delta Logo
6:00 am - 11:11 amMDW-CHO
4h 11m1 stop
$249Delta
Find Deal
Sat, Nov 1 - Mon, Nov 3
American Airlines Logo
6:01 pm - 11:42 pmCHO-ORD
6h 41m1 stop
American Airlines Logo
8:50 am - 4:07 pmORD-CHO
6h 17m1 stop
$293American Airlines
Find Deal
Mon, Dec 22 - Mon, Jan 12
American Airlines Logo
7:20 pm - 11:37 pmCHO-ORD
5h 17m1 stop
American Airlines Logo
5:00 am - 11:47 amORD-CHO
5h 47m1 stop
$294American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17

Delta flights from Charlottesville to Chicago

Our best Delta deals on Charlottesville to Chicago flight tickets
Delta
Nov 12
CHO11:15 amCharlottesville Albemarle
6h 24m
1 stop
MDW4:39 pmChicago Midway
Nov 15
MDW4:28 pmChicago Midway
5h 19m
1 stop
CHO10:47 pmCharlottesville Albemarle
$229
Find similar
Delta
Nov 1
CHO4:05 pmCharlottesville Albemarle
7h 09m
1 stop
MDW10:14 pmChicago Midway
Nov 3
MDW6:00 amChicago Midway
4h 11m
1 stop
CHO11:11 amCharlottesville Albemarle
$239
Find similar
Delta
Oct 30
CHO12:00 pmCharlottesville Albemarle
7h 23m
1 stop
ORD6:23 pmChicago O'Hare Intl
Nov 1
ORD6:45 amChicago O'Hare Intl
7h 20m
1 stop
CHO3:05 pmCharlottesville Albemarle
$249
Find similar

American Airlines flights from Charlottesville to Chicago

Our best American Airlines deals on Charlottesville to Chicago flight tickets
American Airlines
Nov 20
CHO7:58 pmCharlottesville Albemarle
4h 42m
1 stop
ORD11:40 pmChicago O'Hare Intl
Nov 23
ORD5:00 amChicago O'Hare Intl
4h 25m
1 stop
CHO10:25 amCharlottesville Albemarle
$239
Find similar
American Airlines
Dec 22
CHO6:01 pmCharlottesville Albemarle
6h 41m
1 stop
ORD11:42 pmChicago O'Hare Intl
Jan 12
ORD8:50 amChicago O'Hare Intl
6h 17m
1 stop
CHO4:07 pmCharlottesville Albemarle
$293
Find similar
American Airlines
Nov 14
CHO7:20 pmCharlottesville Albemarle
5h 17m
1 stop
ORD11:37 pmChicago O'Hare Intl
Nov 17
ORD5:00 amChicago O'Hare Intl
5h 47m
1 stop
CHO11:47 amCharlottesville Albemarle
$294
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Charlottesville to Chicago 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 October 14, 2025.
Use the filters below to find and compare flights from Charlottesville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

Thu 11/13

2:10 pm-3:22 pm

Nonstop2h 12m

Chicago O'Hare Intl

Sun 11/16

6:15 pm-9:21 pm

Nonstop2h 06m

$209

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

Thu 11/13

2:40 pm-6:30 pm

1 stop4h 50m

Chicago O'Hare Intl

Sat 11/15

1:55 pm-4:58 pm

Nonstop2h 03m

$219

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

Wed 11/12

11:15 am-4:39 pm

1 stop6h 24m

Chicago Midway

Sat 11/15

4:28 pm-10:47 pm

1 stop5h 19m

$229

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

Fri 10/31

8:10 pm-11:43 pm

1 stop4h 33m

Chicago O'Hare Intl

Tue 11/4

10:35 am-1:35 pm

Nonstop2h 00m

$229

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

Wed 11/26

8:10 pm-11:43 pm

1 stop4h 33m

Chicago O'Hare Intl

Sat 11/29

6:15 pm-9:21 pm

Nonstop2h 06m

$235

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

Thu 11/20

7:58 pm-11:40 pm

1 stop4h 42m

Chicago O'Hare Intl

Sun 11/23

5:00 am-10:25 am

1 stop4h 25m

$239

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

Sat 11/1

4:05 pm-10:14 pm

1 stop7h 09m

Chicago Midway

Mon 11/3

6:00 am-11:11 am

1 stop4h 11m

$239

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

Sat 11/1

4:05 pm-10:14 pm

1 stop7h 09m

Chicago Midway

Mon 11/3

6:00 am-11:11 am

1 stop4h 11m

$249

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

Mon 12/22

6:01 pm-11:42 pm

1 stop6h 41m

Chicago O'Hare Intl

Mon 1/12

8:50 am-4:07 pm

1 stop6h 17m

$293

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

Fri 11/14

7:20 pm-11:37 pm

1 stop5h 17m

Chicago O'Hare Intl

Mon 11/17

5:00 am-11:47 am

1 stop5h 47m

$294

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Charlottesville to Chicago

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 Charlottesville and Chicago?

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Charlottesville, with most prices found around $299. If you’re not able to fly to Chicago in October, then February is your next best option. Flight prices from Charlottesville to Chicago during February average around $307.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $439. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Charlottesville to Chicago for around $632.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Charlottesville to Chicago during this time can be as low as $382. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $506.

What is the cheapest Charlottesville Albemarle to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Charlottesville when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $392 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Charlottesville for as low as $254 on momondo.

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

There are 4 cabin classes available to choose from on Charlottesville Albemarle to Chicago 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 Charlottesville to Chicago flights?

You could potentially save up to 43% on your flight if you consider stops on a Charlottesville to Chicago flight.

When to book flights from Charlottesville to Chicago

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

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

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

Best Price Found

$262

Fastest flight time

2h 04m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Charlottesville in the past 72 hours is $262. The best round-trip flight deal from Charlottesville to Chicago found on momondo in the last 72 hours is $338.
The fastest flight from Charlottesville to Chicago takes 2h 04m
Direct flights go from Charlottesville to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Charlottesville Albemarle to Chicago by plane?

    A flight from Charlottesville Albemarle to Chicago will travel around 551.8 mi. Typically, this will take 2h 04m by plane in normal conditions.

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

    Prices for flights from Charlottesville Albemarle Airport to Chicago were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Charlottesville Albemarle Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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

Best airlines flying from Charlottesville to Chicago

Compare and see reviews for airlines that fly from Charlottesville to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $219Free CancellationRating
7.4
8,976 reviews
Search United Airlines flights
American AirlinesPriceFrom $228Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

  • United Airlines Flights From Charlottesville to Chicago

    United Airlines operates around 19 flights from Charlottesville to Chicago every week. The average price of these flights found in the last 72 hours has been $384, but momondo users have found United Airlines deals from Charlottesville to Chicago from as low as $219 round-trip. United Airlines has been scored 7.4/10 in 8,976 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Charlottesville to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Chicago from Charlottesville with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Charlottesville to Chicago.

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

Yes momondo offers price alerts on flights to Chicago from Charlottesville. 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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 11/13
Thu 11/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport