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$55+ Cheap flights from Asheville (AVL) 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
AVL — CHI
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Asheville Regional to Chicago are usually found in October or September, booked 51 days in advance, depart on a Friday or Thursday and return on a Monday

Cheap flight deals from Asheville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Asheville (AVL) 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 julio 29, 2025.

Round-trip from

$130
(Cheapflightsfares)

One-way from

$55
(Mytrip)

Popular in

March

Cheapest in

October

Average price

$242

Good round-trip deal

$78 or less

Good one-way deal

$55 or less
From Asheville Regional to Chicago (CHI)
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One-way flight from Asheville Regional to Chicago (CHI)
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Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Asheville Regional to Chicago (CHI).
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Price to beat on a one-way flight from Asheville Regional to Chicago (CHI).
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Find flight deals from Asheville to Chicago

Cheapest flights from Asheville to Chicago
Explore the most affordable flight options available from Asheville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/811:40 amAVL - MDW
Nonstop1h 41mAllegiant Air
lun. 8/111:11 pmMDW - AVL
Nonstop1h 38mAllegiant Air
Deal found 7/28$130
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/129:00 pmAVL - ORD
1 stop14h 43mMultiple Airlines
dom. 9/146:30 amORD - AVL
1 stop16h 03mMultiple Airlines
Deal found 7/28$205
This American Airlines deal was found by Cheapflights users on 7/27. 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.
mié. 9/31:15 pmAVL - ORD
Nonstop2h 06mAmerican Airlines
dom. 9/78:00 amORD - AVL
Nonstop1h 55mAmerican Airlines
Deal found 7/27$208
This United Airlines deal was found by Cheapflights users on 7/27. 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.
sáb. 8/306:40 amAVL - ORD
Nonstop2h 10mUnited Airlines
sáb. 9/207:25 amORD - AVL
Nonstop1h 59mUnited Airlines
Deal found 7/27$226
This Delta deal was found by Cheapflights users on 7/27. 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.
mié. 9/246:15 pmAVL - MDW
1 stop4h 21mDelta
sáb. 9/2711:00 amMDW - AVL
1 stop5h 14mDelta
Deal found 7/27$227
This Delta deal was found by Cheapflights users on 7/27. 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.
sáb. 8/302:37 pmAVL - ORD
1 stop5h 42mDelta
sáb. 9/205:30 amORD - AVL
1 stop6h 23mDelta
Deal found 7/27$227

Cheapflights Fare Finder

 
Customize your flight search to find flights from Asheville 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 julio 29, 2025.
Use the filters below to find and compare flights from Asheville to Chicago that are best for you.

Fly from

Asheville

Fly to

Chicago

Route

Depart

Return

Price

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

vie. 8/8

11:40 am-12:21 pm

Nonstop1h 41m

Chicago Midway

lun. 8/11

1:11 pm-3:49 pm

Nonstop1h 38m

$130

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

lun. 9/15

6:24 pm-10:43 am

1 stop17h 19m

Chicago O'Hare Intl

mar. 9/16

6:44 pm-10:01 am

1 stop14h 17m

$200

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mié. 9/3

1:15 pm-2:21 pm

Nonstop2h 06m

Chicago O'Hare Intl

dom. 9/7

8:00 am-10:55 am

Nonstop1h 55m

$208

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

sáb. 8/30

6:40 am-7:50 am

Nonstop2h 10m

Chicago O'Hare Intl

sáb. 9/20

7:25 am-10:24 am

Nonstop1h 59m

$226

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

mié. 9/24

6:15 pm-9:36 pm

1 stop4h 21m

Chicago Midway

sáb. 9/27

11:00 am-5:14 pm

1 stop5h 14m

$227

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

sáb. 8/30

2:37 pm-7:19 pm

1 stop5h 42m

Chicago O'Hare Intl

sáb. 9/20

5:30 am-12:53 pm

1 stop6h 23m

$227

AshevilleChicago

AVL - MDW

AVLMDW

Asheville Regional

lun. 8/11

11:40 am-12:21 pm

Nonstop1h 41m

$55

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

dom. 10/26

10:16 am-5:21 pm

1 stop8h 05m

$90

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

mié. 8/27

8:00 am-11:59 pm

1 stop16h 59m

$97

AshevilleChicago

AVL - ORD

AVLORD

Asheville Regional

vie. 9/26

6:20 pm-9:02 am

1 stop15h 42m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 13 results
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Best time to book a flight from Asheville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Asheville 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 Asheville to Chicago

How far ahead should I book a flight from Asheville to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Asheville to Chicago. Price data was last updated on July 25, 2025.

Booking 51 days in advance of your planned departure date is, on average, the best time to get cheap flights from Asheville to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Asheville to Chicago?

Currently, August is the cheapest month in which you can book a flight from Asheville to Chicago (average of $245). Flying from Asheville 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 AVL to CHI?

Find hourly flight availability from Asheville 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 julio 29, 2025.

One of the essential ways to save on airfare from Asheville to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 75% on airfare.

Weekly flight availability from Asheville to Chicago

Explore weekly flight availability from Asheville 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 julio 29, 2025.

The most flights from AVL to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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 julio 29, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Asheville to Chicago to help guide your decision. 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
7,979 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
7,979 reviews
Delta
8.0
Very good
7,979 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
8,896 reviews
Delta
8.0
Very good
7,979 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
7,979 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!
Allegiant Air
7.2
Good
702 reviews
Delta
8.0
Very good
7,979 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!
Sun Country Air
6.9
Okay
333 reviews
Delta
8.0
Very good
7,979 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 Asheville 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 Asheville to Chicago?

    If you book a flight to Chicago from Asheville, you will be flying from Asheville Regional, which is the city’s only airport. Asheville Regional (AVL) is located 10.9 mi from the center of Asheville. There are 6 flights from Asheville Regional to Chicago per day from 4 different airlines.

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

    Flying on Allegiant Air is currently your cheapest option to Chicago, with prices starting at $130. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $208 and $226, respectively. You may be able to fly from Asheville to Chicago for 50% less than the average price by searching for these airlines.

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

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from Sun Country Air and Delta, as they are both options that can get you from Asheville to Chicago for a low price.

  • What are the most reliable airlines from Asheville to Chicago?

    The top 3 most reliable airlines when flying from Asheville to Chicago are Republic Airways (90%), Avianca (89%) and Qatar Airways (76%).

  • What are the cheapest flights from Asheville to Chicago?

    Looking at all options, your cheapest flight can be booked for $178. While the most popular route (Asheville Regional - Chicago O'Hare Intl) can be booked for $207 on average our data indicates $861 when flying from Asheville to Chicago.

  • Can I find deals for flights from Asheville to Chicago that include hotel bookings?

    Yes. In addition to deals on Asheville to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Asheville to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Asheville to Chicago.

  • Can I find deals for business class flights from Asheville to Chicago?

    Yes. Cheapflights offers flight deals from Asheville 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 Asheville to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Asheville to Chicago (average of $245). Flying from Asheville 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Asheville to Chicago

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Top 4 airlines flying from Asheville to Chicago

Discover the top 4 airlines that operate flights from Asheville 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 julio 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$62Average$105FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$199Average$264FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$199Average$333FlexibilityNo cancel feeOn-time69%
DeltaCheapest$228Average$388FlexibilityNo cancel feeOn-timeN/A

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