Chicago to Asheville: what the flight costs
In the last 60 days we checked this route 32 times. The typical round trip was $527 per person and the lowest $481, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | $481 |
| Typical (median) | $527 |
| Price checks, 60 days | 32 |
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Trips we picked on this route
Just found · from ChicagoNot worth it this week
Asheville
Oct 23–25, 2026 · 2 nights
- Clear skies Friday and Saturday, highs of 69°F and 71°F
- Comfort Suites Outlet Center: 8.2 from 556 reviews, breakfast included
- October is peak fall foliage on the Blue Ridge Parkway
$1,581 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights $1,053 + hotel $474 + resort fee $54, taxes in · a checked bag each adds about $240
F9 + G4 · with a stop · 39h 13m
The catch: The $527 fare has 2 stops and takes 39h 13m, landing Saturday at 6:00 PM, and a checked bag is about $240 for two.
Worth it if you switch to the $579 nonstop and want foliage and breweries; skip this 2-stop fare if you want a real weekend.
Just found · from ChicagoWorth it, if
Asheville
Oct 16–18, 2026 · 2 nights
- Free cancellation at Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel
- Highs 60–80°F, little rain expected
- No passport needed
$1,532 for two · 2 nights · flights, hotel, taxes & fees
Flights $1,015 + hotel $517, taxes in · a checked bag each adds about $240
F9 + G4 · with a stop · 42h 48m
The catch: Not nonstop: 2 stops on the way, 42h 48m in all.
Worth it if you want to be outside all day; skip it if you want to lie by a pool.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| Oct 14, 2026 | Oct 23–25, 2026 | $579 | American. Operated by Envoy Air as American Eagle | nonstop | 2h 4m | Google Flights |
| Oct 14, 2026 | Oct 23–25, 2026 | $527 | F9 + G4 | with a stop | 39h 13m | Kiwi.com |
| Oct 14, 2026 | Oct 23–25, 2026 | $490 | F9 + G4 | with a stop | 20h 49m | Kiwi.com |
| Oct 14, 2026 | Oct 23–25, 2026 | $512 | F9 + G4 | with a stop | 20h 49m | Kiwi.com |
| Oct 14, 2026 | Oct 23–25, 2026 | $498 | F9 + G4 | with a stop | 30h 49m | Kiwi.com |
| Oct 14, 2026 | Oct 16–18, 2026 | $533 | American. Operated by Piedmont Airlines as American Eagle | with a stop | 6h 41m | Google Flights |
| Oct 14, 2026 | Oct 16–18, 2026 | $523 | F9 + G4 | with a stop | 42h 48m | Kiwi.com |
| Oct 14, 2026 | Oct 23–25, 2026 | $495 | F9 + G4 | with a stop | 20h 49m | Kiwi.com |
| Oct 14, 2026 | Oct 16–18, 2026 | $545 | F9 + G4 | with a stop | 25h 14m | Kiwi.com |
| Oct 14, 2026 | Oct 23–25, 2026 | $496 | F9 + G4 | with a stop | 30h 49m | Kiwi.com |
| Oct 14, 2026 | Oct 23–25, 2026 | $495 | F9 + G4 | with a stop | 20h 49m | Kiwi.com |
| Oct 14, 2026 | Oct 16–18, 2026 | $545 | F9 + G4 | with a stop | 25h 14m | Kiwi.com |
| Oct 13, 2026 | Oct 16–18, 2026 | $508 | F9 + G4 | with a stop | 42h 48m | Kiwi.com |
| Oct 13, 2026 | Oct 16–18, 2026 | $520 | F9 + G4 | with a stop | 25h 14m | Kiwi.com |
| Oct 13, 2026 | Oct 23–25, 2026 | $482 | F9 + G4 | with a stop | 30h 49m | Kiwi.com |
| Oct 13, 2026 | Oct 16–18, 2026 | $533 | American. Operated by Envoy Air as American Eagle | with a stop | 4h 55m | Google Flights |
| Oct 13, 2026 | Oct 16–18, 2026 | $528 | F9 + G4 | with a stop | 36h 17m | Kiwi.com |
| Oct 13, 2026 | Oct 23–25, 2026 | $481 | F9 + G4 | with a stop | 20h 49m | Kiwi.com |
| Oct 13, 2026 | Oct 16–18, 2026 | $527 | F9 + G4 | with a stop | 25h 14m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $543 | F9 + G4 | with a stop | 30h 49m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $536 | F9 + G4 | with a stop | 36h 17m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $533 | American. Operated by Piedmont Airlines as American Eagle | with a stop | 6h 41m | Google Flights |
| Oct 12, 2026 | Oct 23–25, 2026 | $487 | F9 + G4 | with a stop | 13h 38m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $527 | F9 + G4 | with a stop | 25h 14m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $527 | F9 + G4 | with a stop | 25h 14m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $677 | UA | nonstop | 2h 1m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $593 | F9 + G4 | with a stop | 31h 16m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $533 | F9 + G4 | with a stop | 13h 38m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $668 | F9 + G4 | with a stop | 15h 33m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $533 | F9 + G4 | with a stop | 13h 38m | Kiwi.com |
About Asheville
Asheville mixes the Biltmore Estate and the Blue Ridge Parkway with one of the densest craft-brewery scenes in the country and a creative mountain-town spirit.
Asheville from every city: when to go, where to stay, what to do
Questions about Chicago to Asheville
What does a round trip from Chicago to Asheville usually cost?
Over the last 60 days the typical price we found was $527 per person, taxes and fees included, across 32 checks; the lowest was $481.
When is the best time to fly from Chicago to Asheville?
Asheville is at its best in April, May, June, September and October. Avoid January, February: Cold, with sections of the Blue Ridge Parkway closed by ice
Do I need a passport to fly from Chicago to Asheville?
No passport needed for travelers from the United States: a government photo ID is enough for Asheville.