HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$110+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — CHI
juin 17 — juin 241
mar. 6/17
mar. 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Charlottesville to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Charlottesville Albemarle to Chicago are usually found in February or December, booked 40 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 juin 12, 2025.

Round-trip from

$249
(Delta)

One-way from

$110
(American Airlines)

Popular in

June

Cheapest in

February

Average price

$503

Good round-trip deal

$384 or less

Good one-way deal

$258 or less
From Charlottesville Albemarle to Chicago (CHI)
Search Deals
One-way flight from Charlottesville Albemarle to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Charlottesville Albemarle to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Charlottesville Albemarle to Chicago (CHI).
Search Deals

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 juin 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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.
mer. 7/235:41 pmCHO - MDW
1 stop5h 01mDelta
mar. 7/296:00 amMDW - CHO
1 stop4h 20mDelta
Deal found 6/10$249
This United Airlines deal was found by Cheapflights users on 6/9. 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.
mar. 8/52:54 pmCHO - ORD
1 stop6h 22mUnited Airlines
lun. 8/116:00 amORD - CHO
1 stop6h 49mUnited Airlines
Deal found 6/9$256
This American Airlines deal was found by Cheapflights users on 6/11. 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.
mar. 8/53:01 pmCHO - ORD
1 stop4h 47mAmerican Airlines
lun. 8/117:35 amORD - CHO
1 stop7h 04mAmerican Airlines
Deal found 6/11$264
This Delta deal was found by Cheapflights users on 6/10. 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.
mar. 8/55:41 pmCHO - ORD
1 stop4h 49mDelta
sam. 8/95:35 amORD - CHO
1 stop4h 45mDelta
Deal found 6/10$334

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 juin 12, 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 - MDW

CHOMDW

Charlottesville Albemarle

mer. 7/23

5:41 pm-9:42 pm

1 stop5h 01m

Chicago Midway

mar. 7/29

6:00 am-11:20 am

1 stop4h 20m

$249

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

mar. 8/5

2:54 pm-8:16 pm

1 stop6h 22m

Chicago O'Hare Intl

lun. 8/11

6:00 am-1:49 pm

1 stop6h 49m

$256

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

mar. 8/5

3:01 pm-6:48 pm

1 stop4h 47m

Chicago O'Hare Intl

lun. 8/11

7:35 am-3:39 pm

1 stop7h 04m

$264

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

mar. 8/5

5:41 pm-9:30 pm

1 stop4h 49m

Chicago O'Hare Intl

sam. 8/9

5:35 am-11:20 am

1 stop4h 45m

$334

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

ven. 7/4

3:06 pm-8:36 pm

1 stop6h 30m

$110

CharlottesvilleChicago

CHO - ORD

CHOORD

Charlottesville Albemarle

dim. 7/6

7:00 am-8:05 am

Nonstop2h 05m

$224

CharlottesvilleChicago

CHO - MDW

CHOMDW

Charlottesville Albemarle

ven. 7/4

11:05 am-3:41 pm

1 stop5h 36m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 9, 2025.

To ensure you get the cheapest price possible for a flight from Charlottesville to Chicago, you should look to book at least 40 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 $321). 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 juin 12, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 5% on flights from Charlottesville to Chicago by exploring options for tickets at noon.

Weekly flight availability from Charlottesville to Chicago

Explore weekly flight availability from Charlottesville to Chicago. 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 juin 12, 2025.

The most flights from CHO to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).

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 juin 12, 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
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,946 reviews

Crew

8.5

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 4 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 $249. Other airlines that can offer you cheap pricing are United Airlines, from $256, and American Airlines, from $264. You may be able to fly from Charlottesville to Chicago for 34% less than the average price by searching for these airlines.

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

    $110 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $224 and $234, 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 SkyWest Airlines (74%), United Airlines (74%) or Air New Zealand (73%) 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 $1,407 for a flight from Charlottesville to Chicago. The cheapest flight overall is $213 while the most popular route, (Charlottesville Albemarle - Chicago O'Hare Intl) is currently priced at $219.

  • 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 $321). 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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Charlottesville to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Dulles Intl to Midway flights
Raleigh to O'Hare Intl flights
Reagan-National to Midway flights
Dulles Intl to St. Louis flights
Greensboro to O'Hare Intl flights
Richmond to O'Hare Intl flights
Reagan-National to St. Louis flights
Raleigh to Midway flights
Norfolk to O'Hare Intl flights
Charlottesville to O'Hare Intl flights
Greensboro to Midway flights
Roanoke to O'Hare Intl flights
Raleigh to St. Louis flights
Richmond to Midway flights
Norfolk to Midway flights
Dulles Intl to Peoria flights
Reagan-National to Peoria flights
Dulles Intl to Moline flights
Richmond to St. Louis flights
Charlottesville to Midway flights
Norfolk to St. Louis flights
Charlottesville to St. Louis flights
Roanoke to Midway flights
Blountville to O'Hare Intl flights
Greensboro to St. Louis flights
Reagan-National to Moline flights
Blountville to Midway flights
Raleigh to Peoria flights
Raleigh to Moline flights
Staunton to O'Hare Intl flights
Blountville to St. Louis flights
Lewisburg to O'Hare Intl flights
Dulles Intl to Evansville flights
Raleigh to Bloomington flights
Roanoke to Moline flights
Reagan-National to Bloomington flights
Reagan-National to Evansville flights
Greensboro to Peoria flights
Dulles Intl to Bloomington flights
Norfolk to Rockford flights
Raleigh to Springfield flights
Richmond to Bloomington flights
Richmond to Moline flights
Lynchburg to O'Hare Intl flights
Salisbury to O'Hare Intl flights
Reagan-National to Springfield flights

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 juin 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$148Average$308FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$219Average$384FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.