Cheap flights from Charlottesville (CHO) to Chicago (CHI) from $158

This is the cheapest one-way flight price, found on 9/20. Prices may vary by date and flight preferences.
CHO — CHI
sep. 26 — oct. 31

The best prices from Charlottesville Albemarle to Chicago are usually found in April or March, booked 60 days in advance, depart on a Saturday or Thursday and return on a Saturday

How to find the cheapest flight from Charlottesville (CHO) to Chicago (CHI)

All the information you need to plan the best CHO to CHI flight in 2023: compare Charlottesville to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

November

Cheapest in

April

Average price

$481

Round-trip from

$207
High demand for flights, 23% potential price rise
Best time to find cheap flights, 24% potential price drop
Average for round-trip flights in September 2023
From Charlottesville Albemarle to Chicago (CHI)

CHO - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

What is the cheapest day to fly round-trip from Charlottesville to Chicago?

Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 70% on your flight compared to booking on days when demand is much higher.

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

Find a great deal and save up to 36% by booking at least 61 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Charlottesville to Chicago within the next two weeks, with the cheapest ticket starting at $488.

What is the cheapest month to fly from Charlottesville to Chicago?

April is one of the best times of the year to fly to Chicago from Charlottesville. Prices for April average $461 per person but you can even find prices for as low as $261. The most expensive prices can be found in the month of November. Opting for a April flight can save you 29% on your journey compared to booking in November

When is the cheapest time to fly from Charlottesville to Chicago (CHO - CHI)?

Unlike at noon, when flights are generally more expensive, you can save up to 30% on flights from Charlottesville to Chicago by exploring options for tickets in the afternoon.

Cheap United Airlines flights from Charlottesville to Chicago

Consider these cheap United Airlines flights we've found departing from Charlottesville to Chicago. Make sure to double check the flight details before booking.

Cheap American Airlines flights from Charlottesville to Chicago

Some of the lowest-priced American Airlines flights we've found at this time heading from Charlottesville to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.

Cheap Charlottesville to Chicago flights in September & October 2023

The best prices found for CHO to CHI flights for September, October
These are some of the best deals we've found on flights to Chicago in 2023 at this time. For more flight deals, be sure to check back very soon.

Charlottesville to Chicago 2023 flight deals

Cheap flights to Chicago from Charlottesville found for this year
These are some of the best deals we've found on flights to Chicago in 2023 at this time. For more flight deals, be sure to check back very soon.

Non-stop flights to Chicago from Charlottesville

Save time with Charlottesville to Chicago direct flight deals
Take a look at some of the direct flights traveling from Charlottesville to Chicago in the near future. Users can also choose from other Charlottesville to Chicago flights by using the search form above.

Charlottesville to Chicago flights leaving soon

Late deals on return flights to Chicago from Charlottesville, departing today and this week
Users seeking a last-minute flight from Charlottesville to Chicago should consider booking one of these fares. To prevent any unwanted surprises, users should verify their flight info before booking.

One-way flights to Chicago from Charlottesville

The cheapest one-way flights from Charlottesville to Chicago
Users traveling one-way from Charlottesville to Chicago can select one of these great deals. Users in need of a round-trip flight from Charlottesville to Chicago instead should update the search form at the top of page.

Find flights from Charlottesville to Chicago within your budget

Use the slider to find flights from Charlottesville to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$184 - $207

Route

Depart

Return

Price

Charlottesville AlbemarleChicago O'Hare Intl

CHO - ORD

CHOORD

Charlottesville Albemarle

mar. 11/14

1 stop4h 49m

Chicago O'Hare Intl

vie. 11/24

1 stop4h 00m

Charlottesville AlbemarleChicago O'Hare Intl

CHO - ORD

CHOORD

Charlottesville Albemarle

jue. 10/26

1 stop4h 35m

Chicago O'Hare Intl

sáb. 10/28

1 stop3h 59m

Charlottesville AlbemarleChicago Midway

CHO - MDW

CHOMDW

Charlottesville Albemarle

mié. 10/25

1 stop5h 29m

Chicago Midway

mar. 10/31

1 stop7h 02m

Charlottesville AlbemarleChicago O'Hare Intl

CHO - ORD

CHOORD

Charlottesville Albemarle

mar. 10/24

1 stop7h 34m

Chicago O'Hare Intl

mié. 11/1

1 stop6h 55m

Charlottesville AlbemarleChicago Midway

CHO - MDW

CHOMDW

Charlottesville Albemarle

mié. 10/25

1 stop5h 29m

Chicago Midway

mié. 11/1

2 stops6h 24m

Charlottesville AlbemarleChicago O'Hare Intl

CHO - ORD

CHOORD

Charlottesville Albemarle

jue. 11/2

1 stop6h 37m

Chicago O'Hare Intl

dom. 11/5

1 stop5h 54m

Charlottesville AlbemarleChicago O'Hare Intl

CHO - ORD

CHOORD

Charlottesville Albemarle

mié. 10/4

1 stop4h 16m

Chicago O'Hare Intl

sáb. 10/7

Nonstop1h 52m

Charlottesville AlbemarleChicago O'Hare Intl

CHO - ORD

CHOORD

Charlottesville Albemarle

mié. 11/8

1 stop4h 05m

Chicago O'Hare Intl

mar. 11/14

Nonstop1h 54m

Charlottesville AlbemarleChicago O'Hare Intl

CHO - ORD

CHOORD

Charlottesville Albemarle

mié. 10/4

1 stop4h 16m

Chicago O'Hare Intl

sáb. 10/7

1 stop4h 38m

Flights are sorted by cheapest first

Deals found on 9/20

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Charlottesville to Chicago, such as United Airlines, American Airlines and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,019 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.0

Reviews

1 / 10

When you're uncomfortable, it's hard to have a positive experience. I paid for Comfort plus with my 7 year old and due to issues with PILOTS (not weather--even though they want to claim weather so as not to be responsible or accountable) we ended up in the very back and last row. I was told to get a refund for my Comfort Plus, it would be MY responsibility to reach out to Delta through the website. None of the people working for Delta at the gate could help me. And this was after being stuck in the Atlanta airport from midnight-8am (because of a thunderstorm that had completely passed through at 6PM) and told there were no hotel vouchers available and was given a $15 one that NO ONE accepted--so it didn't even work. What a nightmare.

Delta
7.9
Good
3,019 reviews
Delta
7.9
Good
3,019 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.0

Reviews

1 / 10

When you're uncomfortable, it's hard to have a positive experience. I paid for Comfort plus with my 7 year old and due to issues with PILOTS (not weather--even though they want to claim weather so as not to be responsible or accountable) we ended up in the very back and last row. I was told to get a refund for my Comfort Plus, it would be MY responsibility to reach out to Delta through the website. None of the people working for Delta at the gate could help me. And this was after being stuck in the Atlanta airport from midnight-8am (because of a thunderstorm that had completely passed through at 6PM) and told there were no hotel vouchers available and was given a $15 one that NO ONE accepted--so it didn't even work. What a nightmare.

United Airlines
7.4
Good
1,888 reviews
Delta
7.9
Good
3,019 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.0

Reviews

1 / 10

When you're uncomfortable, it's hard to have a positive experience. I paid for Comfort plus with my 7 year old and due to issues with PILOTS (not weather--even though they want to claim weather so as not to be responsible or accountable) we ended up in the very back and last row. I was told to get a refund for my Comfort Plus, it would be MY responsibility to reach out to Delta through the website. None of the people working for Delta at the gate could help me. And this was after being stuck in the Atlanta airport from midnight-8am (because of a thunderstorm that had completely passed through at 6PM) and told there were no hotel vouchers available and was given a $15 one that NO ONE accepted--so it didn't even work. What a nightmare.

American Airlines
7.2
Good
2,635 reviews
Delta
7.9
Good
3,019 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.0

Reviews

1 / 10

When you're uncomfortable, it's hard to have a positive experience. I paid for Comfort plus with my 7 year old and due to issues with PILOTS (not weather--even though they want to claim weather so as not to be responsible or accountable) we ended up in the very back and last row. I was told to get a refund for my Comfort Plus, it would be MY responsibility to reach out to Delta through the website. None of the people working for Delta at the gate could help me. And this was after being stuck in the Atlanta airport from midnight-8am (because of a thunderstorm that had completely passed through at 6PM) and told there were no hotel vouchers available and was given a $15 one that NO ONE accepted--so it didn't even work. What a nightmare.

WestJet
7.2
Good
918 reviews
Delta
7.9
Good
3,019 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.0

Reviews

1 / 10

When you're uncomfortable, it's hard to have a positive experience. I paid for Comfort plus with my 7 year old and due to issues with PILOTS (not weather--even though they want to claim weather so as not to be responsible or accountable) we ended up in the very back and last row. I was told to get a refund for my Comfort Plus, it would be MY responsibility to reach out to Delta through the website. None of the people working for Delta at the gate could help me. And this was after being stuck in the Atlanta airport from midnight-8am (because of a thunderstorm that had completely passed through at 6PM) and told there were no hotel vouchers available and was given a $15 one that NO ONE accepted--so it didn't even work. What a nightmare.

Related info for your journey

Useful info, stats and facts about Charlottesville to Chicago flights.

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 0 daily outbound flights to Chicago from 3 different airlines.

Can I find flights from Charlottesville to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Charlottesville to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $184, but on average you can expect to pay $198.

Are there nonstop flights from Charlottesville to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Charlottesville to Chicago under $300. A good price for a nonstop flight from Charlottesville to Chicago is less than $410.

Are there last-minute flights available from Charlottesville to Chicago for under $400?

There are currently 5+ open flights from Charlottesville to Chicago within the next 7 days for less than $400.

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

Cheapflights users have booked flights from Charlottesville to Chicago round-trip from $184. Other airlines that can offer you cheap pricing are Delta, from $187, and United Airlines, from $198. You may be able to fly from Charlottesville to Chicago for 60% less than the average price by searching for these airlines.

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

$158 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 $193 and $219, respectively.

What are the most popular airlines that fly from Charlottesville to Chicago?

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 Air New Zealand (100%), SkyWest Airlines (96%) or United Airlines (96%) 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 $452 for a flight from Charlottesville to Chicago. The cheapest flight overall is $215 while the most popular route, (Charlottesville Albemarle - Chicago O'Hare Intl) is currently priced at $187.

What does CHO to ORD mean?

Great question - CHO to ORD just means Charlottesville Albemarle Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

Top 3 airlines flying from Charlottesville to Chicago

The chart below displays the airlines Cheapflights users traveling from Charlottesville to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$185Average$398FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$194Average$358FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$226Average$533FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Hourly flight availability from Charlottesville to Chicago

See what time of day planes typically take off from Charlottesville to Chicago
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM
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