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$224+ Cheap flights from Charlottesville (CHO) to Chicago (CHI)

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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — CHI
abr 2 — abr 91
qua 4/2
qua 4/9
1 adult, Economy
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1. Tell us where you want to go
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Cheapflights Tip: The best prices from Charlottesville Albemarle to Chicago are usually found in February or March, booked 62 days in advance, depart on a Wednesday or Thursday and return on a Tuesday

Cheap flight deals from Charlottesville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Charlottesville (CHO) to Chicago (CHI). 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 março 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$264
(American Airlines)

One-way from

$224
(United Airlines)

Popular in

November

Cheapest in

February

Average price

$329

Good round-trip deal

$348 or less

Good one-way deal

$268 or less
Provider with most accurate pricing for Charlottesville Albemarle-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Charlottesville Albemarle-Chicago (CHI) flights.
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From Charlottesville Albemarle to Chicago (CHI)
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One-way flight from Charlottesville Albemarle to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Charlottesville Albemarle to Chicago (CHI).
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Price to beat on a one-way flight from Charlottesville Albemarle to Chicago (CHI).
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Find flight deals from Charlottesville to Chicago

Cheapest flights from Charlottesville to Chicago
Explore the most affordable flight options available from Charlottesville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on março 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/26. 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.
sex 5/306:14 pmCHO - ORD
1 stop6h 57mAmerican Airlines
dom 6/15:00 amORD - CHO
1 stop6h 53mAmerican Airlines
Deal found 3/26$264
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 6/63:07 pmCHO - ORD
1 stop7h 13mDelta
sex 6/137:05 amORD - CHO
1 stop5h 49mDelta
Deal found 3/27$269
This Delta deal was found by Cheapflights users on 3/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 6/75:43 pmCHO - MDW
1 stop4h 30mDelta
qua 6/116:00 amMDW - CHO
1 stop6h 54mDelta
Deal found 3/27$279
This United Airlines deal was found by Cheapflights users on 3/26. 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.
qua 4/305:40 pmCHO - ORD
Nonstop2h 08mUnited Airlines
seg 5/122:04 pmORD - CHO
Nonstop1h 59mUnited Airlines
Deal found 3/26$279

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated março 28, 2025.
Use the filters below to find and compare flights from Charlottesville to Chicago that are best for you.

Fly from

Charlottesville

Fly to

Chicago

Route

Depart

Return

Price

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

sex 5/30

6:14 pm-12:11 am

1 stop6h 57m

Chicago O'Hare Intl

dom 6/1

5:00 am-12:53 pm

1 stop6h 53m

$264

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

sex 6/6

3:07 pm-9:20 pm

1 stop7h 13m

Chicago O'Hare Intl

sex 6/13

7:05 am-1:54 pm

1 stop5h 49m

$269

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

qua 4/30

5:40 pm-6:48 pm

Nonstop2h 08m

Chicago O'Hare Intl

seg 5/12

2:04 pm-5:03 pm

Nonstop1h 59m

$279

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

sáb 6/7

5:43 pm-9:13 pm

1 stop4h 30m

Chicago Midway

qua 6/11

6:00 am-1:54 pm

1 stop6h 54m

$279

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

sex 5/30

7:00 am-8:05 am

Nonstop2h 05m

$224

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

sáb 5/10

1:30 pm-7:20 pm

1 stop6h 50m

$234

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

dom 6/22

5:50 am-11:56 am

1 stop7h 06m

$260

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

sex 4/11

8:14 pm-11:49 pm

1 stop4h 35m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Compare providers for flights from Charlottesville to Chicago

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 Charlottesville to Chicago in March.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice 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 Charlottesville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charlottesville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charlottesville-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charlottesville-Chicago 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 Charlottesville-Chicago 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 Charlottesville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Charlottesville 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 Charlottesville to Chicago

How far ahead should I book a flight from Charlottesville to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Charlottesville to Chicago. Price data was last updated on March 21, 2025.

To ensure you get the cheapest price possible for a flight from Charlottesville to Chicago, you should look to book at least 57 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Charlottesville to Chicago (average of $245). Flying from Charlottesville to Chicago in March is currently the most expensive (average of $323). 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 CHO to CHI?

Find hourly flight availability from Charlottesville to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated março 28, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 3% on flights from Charlottesville to Chicago by exploring options for tickets at noon.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated março 28, 2025.
Read through reviews of airlines operating flights from Charlottesville to Chicago, such as Delta, United Airlines and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,896 reviews

Entertainment

7.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,896 reviews
Delta
8.0
Very good
7,896 reviews

Entertainment

7.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,603 reviews
Delta
8.0
Very good
7,896 reviews

Entertainment

7.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,896 reviews

Entertainment

7.9

Comfort

8.0

Overall

8.0

Boarding

8.2

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Charlottesville to Chicago. 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 from for flights from Charlottesville to Chicago?

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

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

    Cheapflights users have booked flights from Charlottesville to Chicago round-trip from $264. Other airlines that can offer you cheap pricing are Delta, from $269, and United Airlines, from $279. You may be able to fly from Charlottesville to Chicago for 26% less than the average price by searching for these airlines.

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

    $224 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 Delta and American Airlines, with prices starting from $234 and $309, respectively.

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

    No one likes to see their flight delayed. When booking a flight from Charlottesville to Chicago consider choosing Republic Airways (100%), United Airlines (83%) or SkyWest Airlines (76%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Charlottesville to Chicago?

    On average you can expect to pay $719 for a flight from Charlottesville to Chicago. The cheapest flight overall is $223 while the most popular route, (Charlottesville Albemarle - Chicago O'Hare Intl) is currently priced at $209.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Charlottesville to Chicago 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 Charlottesville to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Charlottesville to Chicago (average of $245). Flying from Charlottesville to Chicago in March is currently the most expensive (average of $323). 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

Traveling to a place near Charlottesville?

Book flights to Charlottesville if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Charlottesville to Chicago

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Top 2 airlines flying from Charlottesville to Chicago

Discover the top 2 airlines that operate flights from Charlottesville to Chicago. 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 março 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$148Average$318FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$221Average$377FlexibilityNo cancel feeOn-time69%
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