Cheap flights from Charlottesville to Chicago from $279
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charlottesville to Chicago departing on 1/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Our best American Airlines deals on Charlottesville to Chicago O'Hare Intl Airport flight tickets
United Airlines flights from Charlottesville to Chicago O'Hare Intl Airport
Our best United Airlines deals on Charlottesville to Chicago O'Hare Intl Airport flight tickets
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Use the filters below to find and compare flights from Charlottesville to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Fri 11/27
7:11 am-8:20 am
Nonstop2h 09m
Chicago O'Hare Intl
Wed 12/2
2:48 pm-5:50 pm
Nonstop2h 02m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Tue 12/15
6:55 am-8:23 am
Nonstop2h 28m
Chicago O'Hare Intl
Sat 1/16
8:57 pm-12:06 am
Nonstop2h 09m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Fri 12/4
2:04 pm-3:15 pm
Nonstop2h 11m
Chicago O'Hare Intl
Sun 12/6
10:25 am-1:29 pm
Nonstop2h 04m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Fri 11/6
6:46 am-7:57 am
Nonstop2h 11m
Chicago O'Hare Intl
Mon 11/9
5:54 pm-8:58 pm
Nonstop2h 04m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Thu 12/3
2:04 pm-3:15 pm
Nonstop2h 11m
Chicago O'Hare Intl
Sun 12/6
10:25 am-1:29 pm
Nonstop2h 04m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Thu 11/12
6:42 pm-7:52 pm
Nonstop2h 10m
Chicago O'Hare Intl
Sun 11/15
8:45 pm-11:55 pm
Nonstop2h 10m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Thu 11/5
7:23 am-8:32 am
Nonstop2h 09m
Chicago O'Hare Intl
Tue 11/10
3:02 pm-6:12 pm
Nonstop2h 10m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Fri 12/4
2:36 pm-7:25 pm
1 stop5h 49m
Chicago O'Hare Intl
Sun 12/6
6:00 am-1:50 pm
1 stop6h 50m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Thu 11/26
12:09 pm-4:50 pm
1 stop5h 41m
Chicago O'Hare Intl
Thu 12/3
9:59 am-4:59 pm
1 stop6h 00m
CharlottesvilleChicago
CHO Charlottesville Albemarle - ORD Chicago O'Hare Intl
CHOORD
Charlottesville Albemarle
Thu 12/3
2:30 pm-7:09 pm
1 stop5h 39m
Chicago O'Hare Intl
Sat 12/5
5:30 am-11:12 am
1 stop4h 42m
See travel insights to Chicago from
How to get the cheapest flight ticket from Charlottesville to Chicago O'Hare Intl Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Charlottesville and Chicago O'Hare Intl Airport?
Prices are currently typical for flights on this route.
Typical prices usually range from $298 to $448.The lowest price recently found on this route was $319.
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Charlottesville averaging around $379.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $440. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Charlottesville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $768.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Charlottesville at noon is the least expensive time of day to depart. momondo users have found prices as low as $420 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $496. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Charlottesville Albemarle to Chicago O'Hare Intl flight route?
Fly from Charlottesville Albemarle to Chicago O'Hare Intl for the best Charlottesville Albemarle - Chicago O'Hare Intl flight prices
How far in advance should I book a flight from Charlottesville to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Charlottesville when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $419 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Charlottesville for as low as $209 on momondo.
What cabin class options are available on Charlottesville to Chicago O'Hare Intl Airport flights?
There are 4 cabin classes available to choose from on Charlottesville to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Charlottesville to Chicago O'Hare Intl Airport flights?
No. A direct flight is the cheapest option for a flight between Charlottesville to Chicago O'Hare Intl Airport.
How have Charlottesville to Chicago O'Hare Intl Airport flight prices changed over time?
As of October 2026, prices for Charlottesville to Chicago O'Hare Intl Airport flights are approximately 3% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Charlottesville Albemarle to Chicago O'Hare Intl?
United Airlines and Delta are the most popular carriers operating from Charlottesville Albemarle to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Charlottesville according to our data. United Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
Which airport is the most popular layover for flights between Charlottesville and Chicago O'Hare Intl Airport?
Atlanta (ATL) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.
Which layover airport offers the lowest fares from Charlottesville to Chicago O'Hare Intl Airport?
Flights via Atlanta (ATL) offer the lowest average round-trip price of $187.
Which layover airport has the shortest travel time from Charlottesville to Chicago O'Hare Intl Airport?
Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 5h 01m.
Which layover airport has the shortest connection time from Charlottesville to Chicago O'Hare Intl Airport?
Atlanta (ATL) has the shortest average layover time for this route: 1h 30m.
How many flights depart from Charlottesville to Chicago O'Hare Intl Airport on average per day?
4 flights are operational daily from Charlottesville to Chicago O'Hare Intl Airport as of October 2026. The most popular departure time for this route is 6:00AM, with 54% of flights per day taking off in the afternoon.
How many flights depart from Charlottesville to Chicago O'Hare Intl Airport on average per week?
As of October 2026, there are 33 flights per week flying from Charlottesville to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.
When to book flights from Charlottesville to Chicago O'Hare Intl Airport
Cheap Charlottesville to Chicago O'Hare Intl Airport (CHO to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Charlottesville to Chicago O'Hare Intl Airport
Frequently asked questions about flying from Charlottesville to Chicago O'Hare Intl Airport
How far is Charlottesville Albemarle to Chicago O'Hare Intl by plane?
There are 567.7 mi between Charlottesville Albemarle and Chicago O'Hare Intl. Typically, this will take 1h 58m by plane in normal conditions.
When did momondo last update prices for flights from Charlottesville Albemarle Airport to Chicago O'Hare Intl Airport?
Prices for flights from Charlottesville Albemarle Airport to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from Charlottesville Albemarle Airport to Chicago O'Hare Intl Airport?
As of October 2026, there are 2 operators available to choose from for flights from Charlottesville Albemarle Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Charlottesville Albemarle Airport to Chicago O'Hare Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charlottesville Albemarle Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Charlottesville to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Charlottesville to Chicago O'Hare Intl Airport is Canadair (Bombardier) Regional Jet CRJ-550 (58.38% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (12.69%), Embraer 175 (9.14%), and Embraer 170 (3.05%).
What is the most popular airline from Charlottesville to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Charlottesville to Chicago O'Hare Intl Airport is United Airlines, representing 92% of all bookings. The subsequent popular airline is American Airlines at 8%.
Best airlines flying from Charlottesville to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Charlottesville to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $209 | Free Cancellation | Rating 7.4 10,322 reviews | |||
| PriceFrom $291 | Free Cancellation | Rating 7.0 12,146 reviews |
United Airlines Flights From Charlottesville to Chicago O'Hare Intl Airport
United Airlines is one of the most popular airlines flying from Charlottesville to Chicago O'Hare Intl Airport, operating 20 flights/week on average for this route. A good United Airlines flight deal for Charlottesville to Chicago O'Hare Intl Airport starts from $209 round-trip, up to an average price of $412. Our users have rated United Airlines at 7.4/10.
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Why should I use momondo to find a flight deal from Charlottesville to Chicago?
It is quick and easy to find Charlottesville to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Charlottesville to Chicago with flexible booking policies on momondo?
All flight searches from Charlottesville to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Charlottesville to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Charlottesville to Chicago.
I’m not ready to book a flight from Charlottesville to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Charlottesville. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.