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Charlottesville

$134+ Cheap flights from Chicago (CHI) to Charlottesville (CHO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHO
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
1 adult, Economy
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Cheap flight deals from Chicago to Charlottesville

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Charlottesville (CHO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(United Airlines)

One-way from

$134
(United Airlines)

Popular in

September

Cheapest in

January

Average price

$537

Good round-trip deal

$307 or less

Good one-way deal

$223 or less
Provider with most accurate pricing for Chicago (CHI)-Charlottesville Albemarle flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Charlottesville Albemarle flights.
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From Chicago (CHI) to Charlottesville Albemarle
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One-way flight from Chicago (CHI) to Charlottesville Albemarle
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Highest demand for flights based on searches. 10% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Charlottesville Albemarle.
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Price to beat on a one-way flight from Chicago (CHI) to Charlottesville Albemarle.
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Find flight deals from Chicago to Charlottesville

Cheapest flights from Chicago to Charlottesville
Explore the most affordable flight options available from Chicago to Charlottesville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2025.

This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:49 amORD - CHO
Nonstop1h 59mUnited Airlines
Tue 10/285:38 pmCHO - ORD
Nonstop2h 12mUnited Airlines
Deal found 9/27$209
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:49 amORD - CHO
Nonstop1h 59mUnited Airlines
Tue 10/282:10 pmCHO - ORD
Nonstop2h 12mUnited Airlines
Deal found 9/27$226
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:50 amORD - CHO
1 stop4h 03mUnited Airlines
Wed 10/2910:35 amCHO - ORD
1 stop4h 20mUnited Airlines
Deal found 9/27$229
This Delta deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:00 amMDW - CHO
1 stop4h 11mDelta
Wed 11/54:05 pmCHO - MDW
1 stop7h 09mDelta
Deal found 9/29$229
This United Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:20 amORD - CHO
Nonstop1h 55mUnited Airlines
Mon 1/58:15 pmCHO - ORD
1 stop4h 29mUnited Airlines
Deal found 9/28$235
This United Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/147:49 amORD - CHO
Nonstop1h 59mUnited Airlines
Sat 10/186:10 amCHO - ORD
1 stop4h 26mUnited Airlines
Deal found 9/29$239
This United Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:49 amORD - CHO
Nonstop1h 59mUnited Airlines
Tue 10/148:29 pmCHO - ORD
1 stop3h 46mUnited Airlines
Deal found 9/27$269
This United Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/158:50 amORD - CHO
1 stop4h 03mUnited Airlines
Wed 10/228:29 pmCHO - ORD
1 stop3h 46mUnited Airlines
Deal found 9/29$280
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:00 amORD - CHO
1 stop4h 25mAmerican Airlines
Mon 11/104:35 pmCHO - ORD
1 stop6h 58mAmerican Airlines
Deal found 9/27$294
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:00 amMDW - CHO
1 stop4h 23mDelta
Wed 11/1911:15 amCHO - MDW
1 stop6h 24mDelta
Deal found 9/28$304
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:22 amORD - CHO
1 stop4h 09mAmerican Airlines
Tue 10/283:15 pmCHO - ORD
1 stop6h 55mAmerican Airlines
Deal found 9/28$324
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:00 amMDW - CHO
1 stop4h 11mDelta
Sun 11/24:05 pmCHO - MDW
1 stop7h 09mDelta
Deal found 9/28$344

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated September 29, 2025.
Use the filters below to find and compare flights from Chicago to Charlottesville that are best for you.

Fly from

Chicago

Fly to

Charlottesville

Route

Depart

Return

Price

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Wed 10/22

7:49 am-10:48 am

Nonstop1h 59m

Charlottesville Albemarle

Wed 10/29

2:10 pm-3:22 pm

Nonstop2h 12m

$209

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Wed 10/15

1:55 pm-5:07 pm

Nonstop2h 12m

Charlottesville Albemarle

Wed 10/22

7:00 am-8:05 am

Nonstop2h 05m

$219

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 10/23

7:49 am-10:48 am

Nonstop1h 59m

Charlottesville Albemarle

Tue 10/28

2:10 pm-3:22 pm

Nonstop2h 12m

$226

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Fri 1/23

7:10 am-2:26 pm

1 stop6h 16m

Charlottesville Albemarle

Mon 1/26

3:05 pm-6:57 pm

1 stop4h 52m

$229

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Fri 1/23

6:00 am-2:26 pm

1 stop7h 26m

Charlottesville Albemarle

Mon 1/26

3:05 pm-9:46 pm

1 stop7h 41m

$229

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Fri 1/23

8:52 am-1:54 pm

1 stop4h 02m

Charlottesville Albemarle

Mon 1/26

5:39 pm-6:55 pm

Nonstop2h 16m

$275

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Sat 10/25

1:55 pm-5:06 pm

Nonstop2h 11m

Charlottesville Albemarle

Mon 10/27

5:38 pm-6:50 pm

Nonstop2h 12m

$280

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Thu 2/12

7:00 am-2:25 pm

1 stop6h 25m

Charlottesville Albemarle

Sun 2/15

2:17 pm-7:29 pm

1 stop6h 12m

$294

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Sat 11/15

6:00 am-11:23 am

1 stop4h 23m

Charlottesville Albemarle

Wed 11/19

11:15 am-4:39 pm

1 stop6h 24m

$304

ChicagoCharlottesville

ORD - CHO

ORDCHO

Chicago O'Hare Intl

Sat 2/14

8:45 am-1:26 pm

1 stop3h 41m

Charlottesville Albemarle

Sat 2/21

12:47 pm-1:59 pm

Nonstop2h 12m

$324

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/28

Showing 1-10 of 26 results
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Compare providers for flights from Chicago to Charlottesville

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Charlottesville in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Charlottesville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Charlottesville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Charlottesville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Charlottesville flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Charlottesville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Charlottesville

Have a flexible travel schedule? Discover the best time to fly to Charlottesville from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to Charlottesville?

Currently, January is the cheapest month in which you can book a flight from Chicago to Charlottesville (average of $275). Flying from Chicago to Charlottesville in April is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to CHO?

Find hourly flight availability from Chicago to Charlottesville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 29, 2025.

One of the essential ways to save on airfare from Chicago to Charlottesville is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 7% on airfare.

Weekly flight availability from Chicago to Charlottesville

Explore weekly flight availability from Chicago to Charlottesville. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 29, 2025.

The most flights from CHI to CHO are scheduled on a Sunday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Chicago to Charlottesville?

Reviews of airlines servicing Charlottesville

Get insights into the airlines that provide service to Charlottesville. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Charlottesville. Reviews last updated September 29, 2025.
See what other customers who have flown with United Airlines and American Airlines from Chicago to Charlottesville have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,924 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,924 reviews
United Airlines
7.4
Good
8,924 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,924 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Charlottesville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Charlottesville from Chicago?

    Located just 7.6 mi from the city center, Charlottesville Albemarle is the airport most travelers will use when flying to Charlottesville from Chicago. Booking flights from Chicago to Albemarle (CHO) should be relatively easy as there are 5 daily inbound flights from Chicago from 2 different airlines.

  • How long is the flight from Chicago to Charlottesville?

    There are many flights that can get you from Chicago to Charlottesville in 1h 59m. Fly via United Airlines or Delta to get the fastest option. There are 565 mi between Chicago and Charlottesville. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Charlottesville round-trip?

    Our cheapest airline available from Chicago to Charlottesville is American Airlines. Our recent data shows that you can find tickets from as low as $228 on this airline. An additional option worth looking into is United Airlines, starting at $262. American Airlines is currently priced 42% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Charlottesville one-way?

    $134 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $144 and $380, respectively.

  • What are the most reliable airlines from Chicago to Charlottesville?

    No one likes to see their flight delayed. When booking a flight from Chicago to Charlottesville consider choosing SkyWest Airlines (70%), United Airlines (70%) or Air New Zealand (61%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Charlottesville?

    The cheapest flight price from Chicago to Charlottesville is $209. On average you can expect to pay $348. The most popular route, (Chicago O'Hare Intl - Charlottesville Albemarle), can usually be booked for $209.

  • Can I find deals for flights from Chicago to Charlottesville that include hotel bookings?

    Yes. In addition to deals on Chicago to Charlottesville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Charlottesville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Charlottesville.

  • Can I find deals for business class flights from Chicago to Charlottesville?

    Yes. Cheapflights offers flight deals from Chicago to Charlottesville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Charlottesville?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Charlottesville (average of $275). Flying from Chicago to Charlottesville in April is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Charlottesville

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Charlottesville

Discover the top 2 airlines that operate flights from Chicago to Charlottesville. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$298FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$262Average$408FlexibilityNo cancel feeOn-time69%

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