AVL - CHI

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Everything you should know

Cheapest round-trip
$279
Typical prices: $231-$380
Multiple Airlines
Mon 10/15Mon 10/22
AVL - ORD • 1 stop
Cheapest non-stop
$317
Typical prices: $237-$371
American Airlines
Mon 10/29Thu 11/1
AVL - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 2h 15m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 49% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 52% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $202 (round-trip)
Shortest trip • 4h 10m (one-way)
Insights
Insights
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Expert advice
Flight Deals

Cheap Flights from Asheville to Chicago (AVL-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Asheville to Chicago

Fri, Oct 30 - Thu, Nov 5
Multiple Airlines Logo
9:54 pm - 8:46 amAVL  Asheville Regional-ORD Chicago O'Hare Intl
11h 52m1 stop Orlando Sanford Intl
Multiple Airlines Logo
9:51 am - 11:28 pmORD  Chicago O'Hare Intl-AVL Asheville Regional
12h 37m1 stop Orlando
$279Multiple Airlines
Thu, Oct 15 - Thu, Oct 22
Multiple Airlines Logo
7:00 am - 3:30 pmAVL  Asheville Regional-ORD Chicago O'Hare Intl
9h 30m1 stop Fort Lauderdale
Multiple Airlines Logo
8:04 am - 10:57 pmORD  Chicago O'Hare Intl-AVL Asheville Regional
13h 53m1 stop Fort Lauderdale
$279Multiple Airlines
Wed, Oct 21 - Sun, Oct 25
Multiple Airlines Logo
8:10 am - 3:30 pmAVL  Asheville Regional-ORD Chicago O'Hare Intl
8h 20m1 stop Fort Lauderdale
Multiple Airlines Logo
8:04 am - 10:20 pmORD  Chicago O'Hare Intl-AVL Asheville Regional
13h 16m1 stop Fort Lauderdale
$279Multiple Airlines
Thu, Oct 29 - Sun, Nov 1
American Airlines Logo
4:46 pm - 5:59 pmAVL  Asheville Regional-ORD Chicago O'Hare Intl
2h 13mnonstop
American Airlines Logo
8:03 am - 10:55 amORD  Chicago O'Hare Intl-AVL Asheville Regional
1h 52mnonstop
$317American Airlines
Fri, Dec 11 - Sun, Dec 13
United Airlines Logo
6:15 am - 7:43 amAVL  Asheville Regional-ORD Chicago O'Hare Intl
2h 28mnonstop
United Airlines Logo
6:05 pm - 9:17 pmORD  Chicago O'Hare Intl-AVL Asheville Regional
2h 12mnonstop
$319United Airlines
Wed, Oct 14 - Wed, Oct 21
United Airlines Logo
6:48 am - 7:59 amAVL  Asheville Regional-ORD Chicago O'Hare Intl
2h 11mnonstop
United Airlines Logo
5:55 pm - 8:59 pmORD  Chicago O'Hare Intl-AVL Asheville Regional
2h 04mnonstop
$319United Airlines
Thu, Nov 19 - Fri, Nov 27
American Airlines Logo
11:33 am - 12:47 pmAVL  Asheville Regional-ORD Chicago O'Hare Intl
2h 14mnonstop
American Airlines Logo
6:53 pm - 9:53 pmORD  Chicago O'Hare Intl-AVL Asheville Regional
2h 00mnonstop
$319American Airlines
Thu, Oct 29 - Mon, Nov 2
Delta Logo
5:40 am - 10:03 amAVL  Asheville Regional-MDW Chicago Midway
5h 23m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:08 amMDW  Chicago Midway-AVL Asheville Regional
4h 04m1 stop Atlanta Hartsfield-Jackson
$339Delta
Fri, Oct 23 - Tue, Oct 27
Delta Logo
7:17 pm - 10:33 pmAVL  Asheville Regional-MDW Chicago Midway
4h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:08 amMDW  Chicago Midway-AVL Asheville Regional
4h 04m1 stop Atlanta Hartsfield-Jackson
$339Delta
Sun, Oct 11 - Thu, Oct 15
Allegiant Air Logo
6:45 am - 12:36 pmAVL  Asheville Regional-MDW Chicago Midway
30h 51m2 stops Tampa St. Petersburg Knoxville McGhee Tyson
Allegiant Air Logo
9:18 am - 8:42 pmMDW  Chicago Midway-AVL Asheville Regional
10h 24m1 stop Punta Gorda
$678Allegiant Air
Booking Insights

Price, demand and travel trends for Asheville to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Asheville to Chicago with more confidence.

What is the cheapest Asheville to Chicago flight route?

Asheville (AVL) to Chicago Midway Airport (MDW) is the cheapest Asheville to Chicago route, averaging $139 round-trip. Other Asheville to Chicago routes average $335, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Asheville to Chicago?

Friday is the cheapest day of the week to fly from Asheville to Chicago, it is 9% cheaper than the average day. Sunday is the most expensive day with flight prices 36% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•November is the cheapest month to fly from Asheville to Chicago at $254 round-trip.
•January ($341) and June ($322) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 34% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Asheville to Chicago the cheapest?

Flights from Asheville to Chicago are cheapest 26 weeks before departure. Booking in this window typically costs about 52% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Asheville to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Key details for Asheville to Chicago flights

Low season

January

Cheapest flight

$85
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Asheville to Chicago O'Hare Intl Airport

When to book flights from Asheville to Chicago

Are your dates flexible? Find out the best times to travel from Asheville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Asheville to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Can I access car rental services at MDW airport?

    Yes. MDW airport offers reliable car rental services to its passengers. There are car rental offices outside the terminal which you can access by a shuttle bus that leaves outside the baggage reclaim area. These offices are operated by Alamo, National, Dollar, Corporate Rent A Car, Hertz and Budget.

  • Does ORD airport have interesting features?

    Yes. ORD airport hosts an Aeroponic Garden where you can learn about aeroponic vertical farming technology. You will see Aeroponic Tower, Aeroponic Herb Garden, Aeroponc Flower Garden and a Japanese-Inspired Water Garden. A USPS post office is also located in the Terminal 2 Arrivals area. The terminal also has a replica dinosaur skeleton and interesting art exhibits.

  • How can I get to AVL airport from downtown Asheville?

    Arriving from Hwy 28 and Walhalla, turn left onto Post Office St. Traveling south on Post Office Street and take the second right toward Airport Rd. Take the first right and follow the signs for ramp A. If arriving from Hendersonville, take 14W to I-26 East towards U.S. 20E North, turn left at U.S. 20E North at exit 9A, and proceed towards Asheville .

  • Which baby care facilities are available at AVL airport?

    There are family-friendly facilities available at the airport. These include nursing rooms and baby-changing facilities. Nursing rooms are located on the lower level of ramp A and in Terminal B near gate 1. Baby changing facilities are located near gate 3 on the upper level of ramp A and in terminal B near gate 2.

  • Which airlines offer extra legroom and free seat selection on Asheville to Chicago flights?

    Among airlines operating Asheville to Chicago flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Asheville to Chicago?

    2 airlines operate flights between Asheville and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • Which airports can I use when flying from Asheville to Chicago?

    Flights from Asheville to Chicago usually depart from Asheville Regional (AVL) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Asheville to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Asheville to Chicago?

    Two cabin classes are available on flights from Asheville to Chicago:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Asheville to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $202 round-trip via Fort Lauderdale (FLL), compared to $296 for nonstop.

  • What is the standard checked-bag allowance on flights from Asheville to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $25–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Asheville to Chicago pass through?

    One-stop flights from Asheville to Chicago most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 68% of one-stop connections
    • Fort Lauderdale (FLL) - 18% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 7% of one-stop connections
    • Punta Gorda (PGD) - 7% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Asheville to Chicago?

    Yes. Being flexible with your travel dates can save you up to 33% on the Asheville to Chicago route. Friday is the cheapest departure day at $273 round-trip on average, while Sunday is the most expensive at $407, a difference of $134. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Asheville to Chicago spread across the day?

    Morning is the busiest departure period on Asheville to Chicago flights, with 60% of flights leaving in that window. Afternoon departures account for 20%, evening flights for 20%, and night flights for 0%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Asheville to Chicago?

    These are the earliest and latest flight times available from Asheville to Chicago:

    • Earliest: departs at 6:15 am and lands at 8:30 am
    • Latest: departs at 9:50 pm and lands at 12:05 am.

    The flight takes about 2h 15m.

  • How expensive are last-minute Asheville to Chicago flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 44% above the route average of $299. Book 26 weeks before departure for the lowest fares.

  • How long is a flight from Asheville to Chicago?

    A nonstop flight from Asheville to Chicago takes 2h 15m, covering 522 miles.

  • Do I need a passport to fly from Asheville to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Asheville to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $279 to $1,387. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Asheville to Chicago looking right now?

    One-way fares from Asheville to Chicago are currently lower than usual. Average one-way flight prices are about $207, which is 14% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Asheville to Chicago?

    Flying via Chicago O'Hare Intl (ORD) gives the shortest average 1-stop total travel time at 4h 10m, compared with 4h 49m via Atlanta Hartsfield-Jackson (ATL) and 12h 52m via Fort Lauderdale (FLL).

  • What is the time difference between Asheville and Chicago?

    Chicago is 1 hour behind Asheville (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Asheville to Chicago flight?

    Round-trip flights from Asheville to Chicago range from $231 to $380, with an average of $299 over the past 12 months. Anything below $231 counts as a good deal.

  • Which airlines offer Wi-Fi on Asheville to Chicago flights?

    American Airlines is the only airline on the Asheville to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Asheville to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Sunday. On this route, Friday flights average $273 - about $134 less than Sunday (33% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 52% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Asheville to Chicago trip for November. Fares historically average $254 round-trip in that month - typically $87 less than the most expensive month, which is January (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Fort Lauderdale Airport (FLL) can be cheaper than flying direct. The cheapest layover option averages $202 round-trip on this route - about $94 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel
  • Asheville Regional Airport (AVL) has parking facilities accessible to travelers. For short stays, use the hourly lot located opposite the terminal. This lot has E.V. charging stations for electric vehicles. The daily parking lot found far from the terminal offers extended stay services and a shuttle bus transfers passengers from the car park to the terminal. There is also a garage connected to the main terminal building.
  • Differntly-abled travelers will be glad to fly out through AVL airport as they will access convenient specialized facilities. It offers wheelchairs and additional assistance through the airlines. Ramps, TDD telephones, braille signage, adapted toilets and lifts throughout the airport. Wheelchair-accessible restrooms and washrooms are available in the terminal building. Audible paging is also available for travelers.
  • Midway Airport (MDW) in Chicago provides pet-friendly facilities for traveling animals. It has an outdoor pet relief area with a grassy area, complimentary waste bags and water fountains found at the north end outside the terminal building. There is also an indoor pet relief area with benches and kennels for carrying the pets in the concessions area.
  • Family travelers with kids should opt to land at O’Hare International Airport (ORD) as it offers convenient family facilities. It has a children's Museum where you can take your kids for a memorable downtime at the airport in Terminal 2. There is also a children's play area near gate M12 of Terminal 5 designated for children to have fun.
  • ORD airport hosts multiple lounges designated for passengers. U.S. military members landing at the airport should consider using USO Lounge on the mezzanine level of Terminal 2 as it is designated for military members only. Other lounges are; United Polaris Lounge near gate C18 of Terminal 1, Delta Sky Club in Terminal 2, SAS Lounge of Terminal 5 and Swiss International Lounge of Terminal 5 next to gate M8.

Prefer to fly direct from Asheville to Chicago?

 
Find which airlines fly direct from Asheville Regional Airport to Chicago, which days they fly and book direct flights.

Direct departures

Asheville Regional to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago to Asheville Regional

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

More options for your flight from Asheville to Chicago

Complete your trip to Chicago with a hotel stay or car rental