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CHO - CHI

Find cheap flights from Charlottesville to Chicago from $198

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charlottesville to Chicago departing on 7/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charlottesville to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Charlottesville to Chicago (CHO-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charlottesville to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:00 am - 8:01 amCHO-ORD
2h 01mnonstop
8:53 am - 1:48 pmORD-CHO
3h 55m1 stop
$198United Airlines
Find Deal
Sat, Jul 13 - Wed, Jul 17
7:00 am - 8:01 amCHO-ORD
2h 01mnonstop
7:00 am - 1:48 pmORD-CHO
5h 48m1 stop
$204United Airlines
Find Deal
Sat, Jul 13 - Tue, Jul 16
1:00 pm - 7:35 pmCHO-ORD
7h 35m1 stop
7:00 am - 2:54 pmORD-CHO
6h 54m1 stop
$205American Airlines
Find Deal
Sat, Jul 13 - Tue, Jul 16
10:04 pm - 1:38 amCHO-ORD
4h 34m1 stop
12:10 pm - 6:43 pmORD-CHO
5h 33m1 stop
$206American Airlines
Find Deal
Thu, May 23 - Thu, May 30
6:28 pm - 11:54 pmCHO-ORD
6h 26m1 stop
6:05 am - 11:17 amORD-CHO
4h 12m1 stop
$208Delta
Find Deal
Wed, Jun 5 - Sat, Jun 8
11:59 am - 8:55 pmCHO-ORD
9h 56m2 stops
6:05 am - 11:17 amORD-CHO
4h 12m1 stop
$213Delta
Find Deal
Wed, Jun 5 - Sat, Jun 8
7:00 am - 8:01 amCHO-ORD
2h 01mnonstop
6:23 pm - 9:26 pmORD-CHO
2h 03mnonstop
$214United Airlines
Find Deal
Sat, Jul 13 - Tue, Jul 16
11:59 am - 8:55 pmCHO-ORD
9h 56m2 stops
1:25 pm - 10:51 pmORD-CHO
8h 26m2 stops
$218Delta
Find Deal
Wed, Jun 5 - Sat, Jun 15
5:45 pm - 6:53 pmCHO-ORD
2h 08mnonstop
7:00 am - 1:48 pmORD-CHO
5h 48m1 stop
$222United Airlines
Find Deal
Tue, May 21 - Tue, May 28
8:07 pm - 11:58 pmCHO-ORD
4h 51m1 stop
5:30 am - 10:32 amORD-CHO
4h 02m1 stop
$240American Airlines
Find Deal
Wed, Jun 5 - Mon, Jun 10

Flights from Charlottesville to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Charlottesville to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Charlottesville to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Charlottesville to Chicago.
Our data shows that the cheapest route for a one-way flight from Charlottesville to Chicago cost $215 and was between Charlottesville and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $267.

What’s the cheapest day of the week to fly from Charlottesville to Chicago?

The average price of all flights from Charlottesville to Chicago clicked on KAYAK for each day over the last 12 months.
When flying from Charlottesville to Chicago, you should consider leaving on a Saturday and avoid Mondays if you are looking for the best rates. For your return to Charlottesville, you’ll find the best rates on Tuesdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Charlottesville to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Charlottesville to Chicago is September, where tickets cost $278 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $589 and $490 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Charlottesville to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Charlottesville to Chicago, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 60 days before departure.

Which airlines provide the cheapest flights from Charlottesville to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Charlottesville were found on United Airlines ($215) and American Airlines ($223), and the lowest round-trip tickets were found on United Airlines ($198) and American Airlines ($205).

Which airlines fly non-stop between Charlottesville and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Charlottesville to Chicago.
There is just one airline that flies from Charlottesville to Chicago direct and that is United Airlines. The best one-way deal found from United Airlines for the route is $194.

How many flights are there between Charlottesville and Chicago per day?

Each day, there are between 3 and 4 nonstop flights that take off from Charlottesville and land in Chicago, with an average flight time of 2h 06m. The most common departure time is 5:00 pm and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 25 flights. The most frequent day of departure is Thursday, when 16% of all weekly flights depart. The fewest flights depart on a Wednesday.

Which cabin class options are there for flights between Charlottesville and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Charlottesville to Chicago take?

The duration of a nonstop flight to Chicago from Charlottesville is typically 2h 01m. The journey crosses a distance of 549 miles.

What’s the earliest departure time from Charlottesville to Chicago?

Early birds can take the earliest flight from Charlottesville at 6:55 am and will be landing in Chicago at 8:05 am.

What’s the latest departure time from Charlottesville to Chicago?

If you prefer to fly at night, the latest flight from Charlottesville to Chicago jets off at 5:45 pm and lands at 6:55 pm.

Good to know

Low season

February

High season

September

Cheapest flight

$198
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 32% lower on average.
Flight from Charlottesville to Chicago O'Hare Airport

When to book flights from Charlottesville to Chicago

Are your dates flexible? Find out the best times to travel from Charlottesville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Charlottesville to Chicago

  • What is the cheapest flight from Charlottesville to Chicago?

    In the last 3 days, the lowest price for a flight from Charlottesville to Chicago was $215 for a one-way ticket and $198 for a round-trip.

  • Do I need a passport to fly between Charlottesville and Chicago?

    No, a passport isn't needed to fly from Charlottesville to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Charlottesville to Chicago?

    When flying out of Charlottesville you will be using Charlottesville Albemarle. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Charlottesville to Chicago?

    Only American Airlines offers inflight Wi-Fi service on the Charlottesville to Chicago flight route.

  • Which aircraft models fly most regularly from Charlottesville to Chicago?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Charlottesville to Chicago flight route.

  • Which airline alliances offer flights from Charlottesville to Chicago?

    Star Alliance is the only airline alliance operating flights between Charlottesville and Chicago.

  • On which days can I fly direct from Charlottesville to Chicago?

    There are nonstop flights from Charlottesville to Chicago on a daily basis.

  • Which is the best airline for flights from Charlottesville to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Charlottesville to Chicago are Delta and United Airlines. With an average price for the route of $353 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $387 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Charlottesville to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charlottesville to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charlottesville to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Charlottesville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charlottesville to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Charlottesville with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charlottesville to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Charlottesville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Charlottesville to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $268 or less one-way and $393 or less round-trip.

Prefer to fly non-stop from Charlottesville to Chicago?

Find which airlines fly direct from Albemarle to Chicago, which days they fly and book direct flights.

Nonstop departures

Charlottesville Albemarle to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Nonstop returns

Chicago to Charlottesville Albemarle

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top 3 airlines serving from Charlottesville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Charlottesville to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charlottesville to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11004 reviews
8.2boarding
7.9comfort
7.5food
8.0entertainment
8.6crew
Airline reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

6.0 GoodDan, Apr 2024LGA - DEN
Read more about Delta reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Book cheap flights from Charlottesville to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Charlottesville to Chicago found on KAYAK in the last 72 hours.
7/6Sat
nonstopUnited Airlines
2h 01mCHO-ORD
$215
7/6Sat
1 stopAmerican Airlines
4h 08mCHO-ORD
$223
8/18Sun
1 stopDelta
5h 57mCHO-ORD
$224
5/29Wed
2 stopsUnited Airlines
9h 27mCHO-ORD
$228
5/29Wed
nonstopUnited Airlines
2h 01mCHO-ORD
$250
5/29Wed
1 stopUnited Airlines
6h 42mCHO-ORD
$259
5/13Mon
2 stopsUnited Airlines
17h 30mCHO-ORD
$282
5/8Wed
1 stopAmerican Airlines
9h 02mCHO-ORD
$288
5/8Wed
2 stopsDelta
7h 42mCHO-ORD
$304
8/18Sun
1 stopDelta
4h 12mCHO-MDW
$359

Search by stops

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Last minute flights from Charlottesville to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Charlottesville to Chicago that are departing in the next 10 days.
4/26Fri
multi-stopAmerican Airlines
4h 33mCHO-ORD
4/30Tue
multi-stopAmerican Airlines
5h 34mORD-CHO
$309
4/27Sat
multi-stopDelta
5h 10mCHO-MDW
4/30Tue
multi-stopDelta
5h 48mMDW-CHO
$328
4/27Sat
multi-stopDelta
6h 31mCHO-ORD
4/30Tue
multi-stopDelta
5h 10mORD-CHO
$328
4/27Sat
multi-stopDelta
5h 10mCHO-MDW
4/30Tue
multi-stopDelta
10h 23mMDW-CHO
$333
4/27Sat
multi-stopDelta
9h 55mCHO-ORD
4/30Tue
multi-stopDelta
6h 30mORD-CHO
$333
4/27Sat
multi-stopDelta
9h 55mCHO-ORD
4/30Tue
multi-stopDelta
8h 13mORD-CHO
$338
4/27Sat
nonstopUnited Airlines
2h 11mCHO-ORD
4/30Tue
nonstopUnited Airlines
1h 57mORD-CHO
$379
4/25Thu
nonstopUnited Airlines
2h 11mCHO-ORD
4/25Thu
multi-stopUnited Airlines
11h 19mORD-CHO
$393
4/26Fri
nonstopUnited Airlines
2h 11mCHO-ORD
4/30Tue
nonstopUnited Airlines
1h 57mORD-CHO
$429
4/26Fri
nonstopUnited Airlines
2h 08mCHO-ORD
4/30Tue
multi-stopUnited Airlines
3h 59mORD-CHO
$438

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Charlottesville - Chicago Flights

Departure:

Charlottesville (CHO)United States

Return flight deals:

Chicago - Charlottesville

Cabin classes:

$885
$1,064
$474
$267

Compare transportation modes for Charlottesville to Chicago

Average priceAverage duration
Flights$4192h 01m
Trains$23421h 08m