$85+ Cheap flights from Asheville (AVL) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
AVL — CHI
Oct 18 — Oct 251
Round-trip
1 adult, Economy
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Find cheap flights from Asheville to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Asheville Regional to Chicago are usually found in November or May, booked 37 days in advance, depart on a Friday or Thursday and return on a Friday
Cheap flight deals from Asheville to Chicago
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Cheapest flights from Asheville to ChicagoExplore 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 September 18, 2026.
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 September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop9h 30m
Thu 10/228:04 am -
1 stop13h 53m
Deal found 9/16![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop9h 30m
Sun 10/187:44 pm -
2 stops37h 17m
Deal found 9/16![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:10 am -
1 stop8h 10m
Tue 10/138:04 am -
1 stop27h 55m
Deal found 9/14![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:39 pm -
2 stops14h 53m
Mon 10/198:04 am -
1 stop24h 57m
Deal found 9/14![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:00 am -
1 stop9h 37m
Sat 11/212:52 pm -
1 stop25h 07m
Deal found 9/17![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:30 am -
1 stop8h 07m
Sun 11/17:50 pm -
2 stops38h 41m
Deal found 9/17![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:41 am -
1 stop21h 10m
Sat 10/248:04 am -
1 stop8h 40m
Deal found 9/14![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:49 pm -
2 stops19h 07m
Tue 11/245:01 am -
1 stop17h 23m
Deal found 9/16![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:07 pm -
1 stop10h 44m
Thu 10/228:04 am -
1 stop13h 53m
Deal found 9/15![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:41 pm -
1 stop18h 49m
Mon 10/128:04 am -
1 stop24h 57m
Deal found 9/16![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:00 am -
1 stop13h 02m
Wed 12/308:07 pm -
1 stop26h 10m
Deal found 9/17![Multiple Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 10/287:17 pm -
1 stop4h 16m
Wed 11/44:19 pm -
1 stop4h 56m
Deal found 9/15![Delta logo]()
$339
Best flights from Asheville to ChicagoDiscover carefully curated flight deals from Asheville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
Discover carefully curated flight deals from Asheville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Tue 12/156:15 am -
Nonstop2h 28m
Sat 12/196:28 pm -
Nonstop2h 10m
Deal found 9/13![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/13. 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.
Wed 10/287:17 pm -
1 stop4h 16m
Tue 11/34:19 pm -
1 stop4h 56m
Deal found 9/13![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/316:00 am -
1 stop5h 37m
Sat 11/76:04 am -
1 stop4h 04m
Deal found 9/15![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/166:48 am -
Nonstop2h 11m
Fri 10/235:55 pm -
Nonstop2h 04m
Deal found 9/17![United Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 9/13. 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.
Thu 2/1111:15 am -
1 stop6h 22m
Mon 2/155:30 am -
1 stop6h 58m
Deal found 9/13![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/307:17 pm -
1 stop4h 16m
Wed 11/44:19 pm -
1 stop4h 56m
Deal found 9/15![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/305:39 pm -
Nonstop2h 21m
Sat 11/710:25 am -
Nonstop2h 01m
Deal found 9/15![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 9/14. 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.
Fri 10/307:17 pm -
1 stop4h 16m
Sat 11/76:04 am -
1 stop4h 04m
Deal found 9/14![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 9/16. 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.
Tue 11/172:08 pm -
1 stop5h 57m
Sat 11/216:49 am -
1 stop6h 00m
Deal found 9/16![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/295:39 pm -
Nonstop2h 21m
Sat 10/319:00 am -
1 stop6h 19m
Deal found 9/16![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 9/17. 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.
Sat 10/316:00 am -
1 stop5h 37m
Sun 11/16:04 am -
1 stop4h 04m
Deal found 9/17![Delta logo]()
$389
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/315:35 pm -
Nonstop2h 21m
Fri 11/61:55 pm -
Nonstop2h 01m
Deal found 9/15![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 9/15. 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.
Sat 10/316:00 am -
1 stop5h 37m
Fri 11/66:04 am -
1 stop4h 04m
Deal found 9/15![Delta logo]()
$389
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 10/186:48 am -
Nonstop2h 11m
Sat 10/247:10 am -
Nonstop2h 01m
Deal found 9/13![United Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/307:17 pm -
1 stop4h 16m
Fri 11/66:04 am -
1 stop4h 04m
Deal found 9/15![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/25:39 pm -
Nonstop2h 21m
Fri 11/61:55 pm -
Nonstop2h 01m
Deal found 9/15![United Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 9/17. 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.
Fri 10/27:16 pm -
1 stop4h 28m
Tue 10/66:04 am -
1 stop6h 13m
Deal found 9/17![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/15:59 pm -
1 stop5h 45m
Mon 10/56:05 am -
1 stop3h 59m
Deal found 9/16![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 11/204:00 pm -
1 stop8h 54m
Sun 11/225:30 am -
1 stop4h 43m
Deal found 9/16![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 10/85:40 am -
1 stop5h 23m
Tue 10/206:04 am -
1 stop4h 04m
Deal found 9/15![Delta logo]()
$449
This Delta deal was found by Cheapflights users on 9/17. 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.
Fri 10/307:17 pm -
1 stop4h 16m
Sun 11/16:04 am -
1 stop4h 04m
Deal found 9/17![Delta logo]()
$469
This Delta deal was found by Cheapflights users on 9/17. 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.
Thu 11/55:59 pm -
1 stop5h 34m
Sun 11/86:04 am -
1 stop4h 04m
Deal found 9/17![Delta logo]()
$519
Last-minute flights from Asheville to ChicagoDiscover last-minute flight deals from Asheville to Chicago. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Asheville to Chicago. Data last updated September 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:10 am -
1 stop8h 10m
Tue 10/138:04 am -
1 stop27h 55m
Deal found 9/14![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:41 pm -
1 stop18h 49m
Mon 10/128:04 am -
1 stop24h 57m
Deal found 9/16![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop9h 30m
Thu 10/228:04 am -
1 stop13h 53m
Deal found 9/16![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop9h 30m
Sun 10/187:44 pm -
2 stops37h 17m
Deal found 9/16![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:39 pm -
2 stops14h 53m
Mon 10/198:04 am -
1 stop24h 57m
Deal found 9/14![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:07 pm -
1 stop10h 44m
Thu 10/228:04 am -
1 stop13h 53m
Deal found 9/15![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:41 am -
1 stop21h 10m
Sat 10/248:04 am -
1 stop8h 40m
Deal found 9/14![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:10 am -
2 stops26h 11m
Mon 10/268:04 am -
1 stop7h 26m
Deal found 9/17![Multiple Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 9/14. 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.
Sat 10/246:00 am -
1 stop10h 17m
Tue 10/276:04 am -
1 stop4h 04m
Deal found 9/14![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 10/287:17 pm -
1 stop4h 16m
Wed 11/44:19 pm -
1 stop4h 56m
Deal found 9/15![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/295:40 am -
1 stop5h 23m
Sun 11/16:04 am -
1 stop4h 04m
Deal found 9/16![Delta logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:30 am -
1 stop8h 07m
Sun 11/17:50 pm -
2 stops38h 41m
Deal found 9/17![Multiple Airlines logo]()
$288
One-way flights from Asheville to ChicagoSearch for one-way flight options from Asheville to Chicago. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
Search for one-way flight options from Asheville to Chicago. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:10 am -
1 stop8h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:00 am -
1 stop9h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
1 stop9h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:21 pm -
1 stop27h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:20 pm -
2 stops20h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:10 am -
2 stops34h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:00 am -
1 stop25h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Allegiant Air logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/84:42 pm -
2 stops28h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am -
2 stops11h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:00 am -
1 stop26h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Allegiant Air logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am -
2 stops11h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:41 pm -
2 stops27h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$203
Find 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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $279 (Kiwi.com) |
One-way from | $85 (Kiwi.com) |
Popular in | January |
Cheapest in | November |
Average price | $335 |
Good round-trip deal | $371 or less |
Good one-way deal | $301 or less |
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 7,457,451 searches. Data last updated September 18, 2026.
Use the filters below to find and compare flights from Asheville to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
AshevilleChicago
AVL Asheville Regional - MDW Chicago Midway
AVLMDW
Asheville Regional
Thu 10/8
7:00 am-5:45 pm
2 stops11h 45m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$156
Quickest round-trip
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Sun 3/7
6:50 am-7:54 am
Nonstop2h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$215
AshevilleChicago
AVL Asheville Regional - MDW Chicago Midway
AVLMDW
Asheville Regional
Sat 10/17
8:00 am-11:43 pm
3 stops16h 43m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$253
AshevilleChicago
AVL Asheville Regional - MDW Chicago Midway
AVLMDW
Asheville Regional
Thu 9/24
7:45 am-11:44 pm
2 stops16h 59m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$264
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Wed 11/18
6:05 am-5:05 pm
1 stop12h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$277
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Sat 10/17
5:40 pm-7:00 pm
Nonstop2h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Tue 11/10
5:39 pm-7:00 pm
Nonstop2h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Mon 10/19
6:48 am-7:59 am
Nonstop2h 11m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Mon 11/16
2:20 pm-3:29 pm
Nonstop2h 09m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Wed 11/18
5:39 pm-7:00 pm
Nonstop2h 21m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$279
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Asheville to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Asheville to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Asheville-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Asheville-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Asheville-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Asheville-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Asheville-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
AVL-CHI
AVL-ORD
AVL-MDW
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
AVL-CHI
AVL-ORD
AVL-MDW
What is the cheapest month to book a flight from Asheville to Chicago?
Currently, November is the cheapest month in which you can book a flight from Asheville to Chicago (average of $256). Flying from Asheville to Chicago in September is currently the most expensive (average of $347). 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 September 18, 2026.
One of the essential ways to save on airfare from Asheville to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 23% 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 September 18, 2026.
The most flights from AVL to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Asheville to Chicago?
Airfare is typical for this route at the moment.
Asheville to Chicago flights typically cost between $279 and $399 in October.The cheapest round-trip price found within the last 5 days was $279 on Multiple Airlines (Oct 15-Oct 22).
How far ahead should I book a flight from Asheville to Chicago?
Booking 36 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.
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 September 18, 2026.
Peruse reviews from past customers who have flown with United Airlines,Allegiant Air, andAmerican 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.
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Food
6.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Asheville and Chicago flights
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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 7,457,451 searches. Data last updated September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$141 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$209 | Average$340 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$314 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$308 | Average$466 | FlexibilityNo cancel fee | On-timeN/A |