$104 Cheap Flights from Asheville (AVL) to Chicago (ORD)

View $104 flight on Tue, Jul 8, 2025Opens in a new window

Popular airlines from Asheville Regional Airport (AVL) to Chicago O'Hare Intl. Airport (ORD)

Find available prices by choosing your travel dates.

Cheap Flights from Asheville to Chicago (AVL-ORD)

Prices were available within the past 7 days and start at $104 for one-way flights and $207 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Oct 8 - Tue, Oct 14
AVL
Asheville
ORD
Chicago
$207 Roundtrip, found 17 hours ago
$207
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Oct 8 from Asheville to Chicago, returning Tue, Oct 14, priced at $207 found 17 hours ago
American Airlines
Tue, Aug 26 - Sat, Aug 30
AVL
Asheville
ORD
Chicago
$207 Roundtrip, found 10 hours ago
$207
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Aug 26 from Asheville to Chicago, returning Sat, Aug 30, priced at $207 found 10 hours ago
American Airlines
Wed, Jun 4 - Mon, Jun 9
AVL
Asheville
ORD
Chicago
$208 Roundtrip, found 2 hours ago
$208
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Jun 4 from Asheville to Chicago, returning Mon, Jun 9, priced at $208 found 2 hours ago
United
Thu, Aug 14 - Sun, Aug 17
AVL
Asheville
ORD
Chicago
$209 Roundtrip, just found
$209
Roundtrip
just found
Select United flight, departing Thu, Aug 14 from Asheville to Chicago, returning Sun, Aug 17, priced at $209 just found
United
Wed, Oct 8 - Tue, Oct 14
AVL
Asheville
ORD
Chicago
$218 Roundtrip, found 17 hours ago
$218
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Oct 8 from Asheville to Chicago, returning Tue, Oct 14, priced at $218 found 17 hours ago
United
Sat, May 24 - Mon, May 26
AVL
Asheville
ORD
Chicago
$219 Roundtrip, found 6 hours ago
$219
Roundtrip
found 6 hours ago
Select United flight, departing Sat, May 24 from Asheville to Chicago, returning Mon, May 26, priced at $219 found 6 hours ago
United
Tue, Jul 8 - Sat, Jul 12
AVL
Asheville
ORD
Chicago
$220 Roundtrip, found 19 hours ago
$220
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Jul 8 from Asheville to Chicago, returning Sat, Jul 12, priced at $220 found 19 hours ago
United
Tue, Jun 10 - Sat, Jun 14
AVL
Asheville
ORD
Chicago
$221 Roundtrip, found 3 days ago
$221
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jun 10 from Asheville to Chicago, returning Sat, Jun 14, priced at $221 found 3 days ago
Delta
Tue, Jun 3 - Tue, Jun 10
AVL
Asheville
ORD
Chicago
$227 Roundtrip, found 9 hours ago
$227
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Jun 3 from Asheville to Chicago, returning Tue, Jun 10, priced at $227 found 9 hours ago
JetBlue Airways
Sun, May 25 - Sat, May 31
AVL
Asheville
ORD
Chicago
$377 Roundtrip, found 13 hours ago
$377
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Sun, May 25 from Asheville to Chicago, returning Sat, May 31, priced at $377 found 13 hours ago
Flights from Asheville (AVL) to Chicago (ORD)
Origin airport
Asheville Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Roundtrip price
$207
Distance
536 mi

Asheville to Chicago Flights

The cheapest times to fly from Asheville to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Asheville to Chicago are during the month of October. You can find some of the cheapest flights from Asheville to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Asheville to Chicago

Sunday is one of the best days to book for cheap flights from Asheville to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Asheville to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Asheville to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $104 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Asheville to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Asheville to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD) cost?
Snag cheap return fares starting from $194 from Asheville Regional Airport (AVL) to O’Hare Intl. Airport (ORD). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving AVL on May 21 2025 and touching down at ORD. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from AVL to ORD?
The cheapest flights from AVL to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD)?
When departing from Asheville Regional Airport (AVL), you can get on a direct flight to O’Hare Intl. Airport (ORD) with United Airlines.
What is the cheapest airline that flies from AVL to ORD?
Right now, the cheapest airline offering one-way flights from AVL to ORD is United. You can take off on this route from $91. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from AVL on May 31 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD)?
When departing from Asheville Regional Airport (AVL), you’ll have your pick from an average of 2 daily direct flights to O’Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD)?
The 5 PM departures from AVL to ORD see the highest demand. These flights can come with a higher price due to their popularity. If you want to save money, book during off-peak hours.
What day of the week has the most flights from AVL to ORD?
Depart on a Friday if you’re looking for the best selection of flights from Asheville Regional Airport (AVL) to O’Hare Intl. Airport (ORD).
What is the earliest flight from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD)?
Asheville Regional Airport (AVL)’s earliest flight to O’Hare Intl. Airport (ORD) is at approximately 6:49AM UTC-5. With a flight time of 2h 16m, you’ll arrive at around 8:05AM UTC-6.
How long does it take to fly from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD)?
It takes approximately 2 hours and 10 minutes to fly the 540 mi from AVL to ORD.
What is the best time to fly from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD)?
To avoid possible delays on the Asheville Regional Airport (AVL) to O’Hare Intl. Airport (ORD) route, aim to fly before 3 PM. Departures after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Chicago from Asheville Regional Airport (AVL)?
If you’re traveling on a direct flight from Asheville Regional Airport (AVL) to Chicago, O’Hare Intl. Airport (ORD) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD) last-minute?
Booking your flight from AVL to ORD shortly before your journey is typically more expensive. However, if you’re flexible with your schedule, you could snag a cheap last-minute fare.
Is it cheaper to book an AVL to ORD flight and hotel package?
You can save money by securing an AVL to ORD flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s easy to manage it all in one place. After choosing your ideal accommodations and flights, consider adding extras including tours, activities and car rentals.
Can I cancel or change the date of my flight from Asheville Regional Airport (AVL) to O'Hare Intl. Airport (ORD)?
If you booked your AVL to ORD flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

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*Available to One Key members.