$73+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
AVL — CHI
Dec 2 — Dec 91
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 May or March, booked 82 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 November 2, 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 November 2, 2026.
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:15 am -
Nonstop2h 28m
Sun 12/136:05 pm -
Nonstop2h 12m
Deal found 10/28![United Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/139:12 pm -
2 stops16h 39m
Mon 11/167:55 am -
1 stop26h 36m
Deal found 10/31![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/148:30 am -
1 stop8h 07m
Wed 11/189:51 am -
2 stops30h 03m
Deal found 10/30![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/142:27 pm -
2 stops32h 33m
Sat 12/196:08 am -
1 stop15h 50m
Deal found 10/29![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/246:20 am -
1 stop18h 14m
Mon 11/304:00 pm -
1 stop16h 59m
Deal found 10/31![Multiple Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:08 am -
1 stop4h 52m
Sun 12/131:29 pm -
Nonstop2h 02m
Deal found 10/28![American Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/259:30 am -
1 stop8h 29m
Tue 12/298:59 am -
1 stop12h 53m
Deal found 11/1![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:58 pm -
1 stop9h 45m
Mon 11/306:20 am -
1 stop15h 03m
Deal found 10/28![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/206:00 am -
2 stops18h 18m
Mon 11/234:00 pm -
1 stop15h 01m
Deal found 10/29![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/39:21 am -
2 stops13h 19m
Sun 12/66:07 am -
1 stop12h 21m
Deal found 10/29![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/249:00 am -
1 stop8h 14m
Mon 12/285:05 pm -
2 stops28h 37m
Deal found 10/28![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:40 am -
1 stop11h 19m
Tue 12/299:07 am -
1 stop12h 45m
Deal found 10/28![Multiple Airlines logo]()
$319
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 November 2, 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 November 2, 2026.
This Delta deal was found by Cheapflights users on 11/1. 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 12/116:15 pm -
1 stop5h 39m
Sun 12/136:00 am -
1 stop4h 15m
Deal found 11/1![Delta logo]()
$320
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/245:33 pm -
Nonstop2h 32m
Fri 1/11:55 pm -
Nonstop2h 00m
Deal found 11/1![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 10/31. 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 1/156:38 pm -
1 stop4h 39m
Mon 1/185:45 pm -
1 stop4h 53m
Deal found 10/31![Delta logo]()
$340
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/2110:49 am -
Nonstop2h 09m
Sat 11/287:05 am -
Nonstop2h 01m
Deal found 11/1![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/226:15 am -
Nonstop2h 29m
Mon 12/286:28 pm -
Nonstop2h 10m
Deal found 11/1![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 11/236:05 am -
1 stop4h 20m
Wed 11/253:59 pm -
1 stop5h 47m
Deal found 11/1![Delta logo]()
$379
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:21 pm -
1 stop5h 33m
Tue 11/176:00 am -
1 stop6h 23m
Deal found 10/28![Delta logo]()
$399
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:20 pm -
Nonstop2h 09m
Sun 11/291:55 pm -
Nonstop2h 01m
Deal found 10/28![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 10/30. 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 2/196:15 pm -
1 stop4h 55m
Sat 2/2010:35 am -
1 stop3h 50m
Deal found 10/30![Delta logo]()
$439
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/146:15 pm -
1 stop5h 39m
Thu 12/176:00 am -
1 stop6h 26m
Deal found 10/28![Delta logo]()
$461
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:20 pm -
Nonstop2h 09m
Fri 11/135:29 pm -
1 stop21h 50m
Deal found 10/28![United Airlines logo]()
$519
This Delta deal was found by Cheapflights users on 11/1. 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 12/18:00 am -
1 stop5h 04m
Tue 12/89:37 am -
2 stops9h 41m
Deal found 11/1![Delta logo]()
$535
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/125:18 pm -
1 stop7h 43m
Mon 11/169:00 am -
1 stop6h 19m
Deal found 10/29![United Airlines logo]()
$636
This Delta deal was found by Cheapflights users on 11/1. 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 12/114:01 pm -
1 stop5h 52m
Sun 12/137:05 am -
2 stops7h 08m
Deal found 11/1![Delta logo]()
$535
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/286:30 am -
Nonstop2h 26m
Sun 11/291:55 pm -
Nonstop2h 01m
Deal found 10/30![United Airlines logo]()
$643
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/112:21 pm -
1 stop5h 48m
Mon 12/149:59 am -
2 stops8h 58m
Deal found 10/28![Delta logo]()
$535
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 12/1410:05 am -
2 stops9h 18m
Thu 12/1711:35 am -
1 stop4h 52m
Deal found 11/1![Delta logo]()
$634
Last-minute flights from Asheville to ChicagoDiscover last-minute flight deals from Asheville to Chicago. Data last updated November 2, 2026 and is based on user searches.
Discover last-minute flight deals from Asheville to Chicago. Data last updated November 2, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/139:12 pm -
2 stops16h 39m
Mon 11/167:55 am -
1 stop26h 36m
Deal found 10/31![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/148:30 am -
1 stop8h 07m
Wed 11/189:51 am -
2 stops30h 03m
Deal found 10/30![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/148:30 am -
1 stop8h 07m
Tue 11/177:35 pm -
2 stops17h 24m
Deal found 11/1![Multiple Airlines logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:00 am -
2 stops16h 21m
Mon 11/167:55 am -
1 stop7h 35m
Deal found 10/28![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/206:00 am -
2 stops18h 18m
Mon 11/234:00 pm -
1 stop15h 01m
Deal found 10/29![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/206:00 am -
1 stop18h 34m
Sun 11/224:00 pm -
1 stop27h 23m
Deal found 11/2![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/2310:00 am -
1 stop14h 34m
Wed 11/2511:53 pm -
2 stops32h 06m
Deal found 11/1![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/246:20 am -
1 stop18h 14m
Mon 11/304:00 pm -
1 stop16h 59m
Deal found 10/31![Multiple Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 11/252:20 pm -
Nonstop2h 09m
Sat 11/287:05 am -
Nonstop2h 01m
Deal found 11/2![United Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/257:40 am -
1 stop16h 54m
Mon 11/304:00 pm -
1 stop16h 59m
Deal found 11/1![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:58 pm -
1 stop9h 45m
Mon 11/306:20 am -
1 stop15h 03m
Deal found 10/28![Multiple Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:10 am -
1 stop5h 05m
Thu 12/36:00 am -
1 stop4h 15m
Deal found 10/28![Delta logo]()
$349
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 November 2, 2026.
Search for one-way flight options from Asheville to Chicago. Find affordable one-way fares based on user searches. Data last updated November 2, 2026.
This Trip.com deal was found by Cheapflights users on 11/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:15 am -
1 stop11h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/211:21 am -
1 stop27h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$76
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:44 pm -
1 stop27h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:40 am -
1 stop11h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$106
This Trip.com deal was found by Cheapflights users on 10/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/249:00 am -
1 stop8h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:18 pm -
1 stop31h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 -
1 stop25h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/102:31 pm -
1 stop24h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$136
This Trip.com deal was found by Cheapflights users on 11/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:40 am -
1 stop11h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/110:54 am -
3 stops52h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 stops31h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:01 pm -
2 stops37h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$149
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 November 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $261 (American Airlines) |
One-way from | $76 (Kiwi.com) |
Popular in | January |
Cheapest in | May |
Average price | $290 |
Good round-trip deal | $393 or less |
Good one-way deal | $358 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 November 2, 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 - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Thu 12/17
6:15 am-4:59 pm
1 stop11h 44m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$73
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Fri 12/18
6:40 am-4:59 pm
1 stop11h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$106
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Tue 12/22
6:40 am-4:52 pm
1 stop11h 12m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$141
AshevilleChicago
AVL Asheville Regional - MDW Chicago Midway
AVLMDW
Asheville Regional
Mon 11/16
5:20 pm-11:47 pm
2 stops31h 27m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$145
AshevilleChicago
AVL Asheville Regional - MDW Chicago Midway
AVLMDW
Asheville Regional
Fri 12/18
12:21 pm-12:01 am
2 stops36h 40m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$187
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Thu 1/7
8:22 pm-6:47 pm
3 stops23h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$195
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Mon 11/9
11:53 am-5:07 pm
1 stop30h 14m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$202
AshevilleChicago
AVL Asheville Regional - MDW Chicago Midway
AVLMDW
Asheville Regional
Mon 11/9
11:53 am-5:47 pm
2 stops30h 54m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$212
AshevilleChicago
AVL Asheville Regional - MDW Chicago Midway
AVLMDW
Asheville Regional
Sun 11/15
6:30 am-3:41 pm
2 stops34h 11m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$220
AshevilleChicago
AVL Asheville Regional - ORD Chicago O'Hare Intl
AVLORD
Asheville Regional
Thu 1/7
10:34 am-12:00 pm
Nonstop2h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$221
Showing 1-10 of 40 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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | 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, March is the cheapest month in which you can book a flight from Asheville to Chicago (average of $279). Flying from Asheville to Chicago in October is currently the most expensive (average of $372). 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 November 2, 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 15% on airfare.
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 $261 and $331 in February.The cheapest round-trip price found within the last 5 days was $261 on American Airlines (Feb 19-Feb 20).
How far ahead should I book a flight from Asheville to Chicago?
Booking 72 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 November 2, 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
Food
6.7
Overall
7.3
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Food
6.7
Overall
7.3
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Food
6.7
Overall
7.3
Crew
8.1
Entertainment
7.1
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Food
6.7
Overall
7.3
Crew
8.1
Entertainment
7.1
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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 2, 2026.
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Asheville and Chicago flights
Browse other Asheville and Chicago flight options. Last updated on November 2, 2026.
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Browse through other flights departing from Asheville. Flights are based on user searches made on Cheapflights and were last updated on November 2, 2026.
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Check out other popular destinations found by fellow travelers in 2026
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 November 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$146 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$239 | Average$348 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$249 | Average$343 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$308 | Average$466 | FlexibilityNo cancel fee | On-timeN/A |