Just found

Asheville from Chicago, Oct 16–18: $1,532 for two, all in

The verdict

Our verdict

Worth it, if

  • Free cancellation at Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel
  • Highs 60–80°F, little rain expected
  • No passport needed

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.

Round-trip flights on F9 + G4 from Chicago to Asheville cost $508 per person for Oct 16–18, 2026 when we checked. Three places to stay start at $259 a night for the 2-night stay. Prices move; every link below shows the live price.

Asheville: Elegant view of the Biltmore Estate, Asheville, NC, showcasing grand architecture and landscaped grounds.
Photo: Ken Jacobsen / Pexels, Pexels License

The total, before you go

$1,532 for two · 2 nights · flights, hotel, taxes & fees

For two
Flights for two, round trip$1,015
Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel, 2 nights, two guests, taxes in$517
The total, before you go$1,532
A checked bag each, round trip (not in the total)about $240

Not in it: seat picks on basic fares and a checked bag (about $60 each way per bag on Frontier, $240 for two round trip); a resort fee, if the hotel has one, is collected at the desk. Prices are what we found at the time shown; the booking site’s checkout is the binding one.

The flight

$508 per person, round trip

$1,015 for two, taxes and fees included · F9 + G4 · 2 stops · 42h 48m

Out Fri, Oct 16, 8:11 PM – Sat, Oct 17, 10:25 PM · back Sun, Oct 18, 7:50 AM – Mon, Oct 19, 12:24 AM

See flights

Other fares we saw for these dates
AirlinePer personStopsDuration
F9 + G4$5082 stops42h 48m
F9 + G4$5271 stop36h 17m
F9 + G4$5702 stops31h 44m

Prices checked Oct 13, 2026, 12:30 PM CDT. Prices change; the binding price is the one on the booking site.

Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn

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Why Asheville

Why we picked it: Asheville is the best value we priced for the weekend: $508 round trip, 5% under the typical price.

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.

Weather in Asheville, Oct 16–18

Highs 60–80°F, little rain expected

Forecast for the trip days
DayHighLowRain chance
Fri, Oct 1680 °F47 °F13%
Sat, Oct 1762 °F37 °F5%
Sun, Oct 1860 °F37 °F0%

Weather data by Open-Meteo.com

Where to stay in Asheville

Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel

★★★★ 7.7 915 reviews

AshevilleQueen Room with Two Queen Beds - Accessible/Non-Smoking breakfastfree cancellation

$517 for 2 nights, two guests · $259 a night

See rooms

Cambria Hotel Downtown Asheville

★★★★★ 9.1 881 reviews

Downtown Asheville, AshevilleKing Guest Roomroom_only

$1,268 for 2 nights, two guests · $634 a night

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Comfort Inn Biltmore West

★★★★ 8.5 203 reviews

AshevilleQueen Room with Two Queen Beds - Non-Smokingroom_onlyfree cancellation

$527 for 2 nights, two guests · $264 a night

See rooms

All hotels in Asheville for these dates

Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn

Where in Asheville

  • Downtown Asheville: Art Deco streets with breweries, music venues and galleries on foot.
  • Biltmore Village: Inns and shops at the gates of the Biltmore Estate.
  • River Arts District: Converted mills with studios and riverside restaurants.
  • West Asheville: Local bars and cafes along Haywood Road.
  • Black Mountain: Small mountain town 15 miles east with craft shops and trailheads.

What to do in Asheville

Signature experiences

  • Tour the Biltmore Estate and its gardens
  • Drive the Blue Ridge Parkway to Craggy Gardens
  • Tour the breweries from Wicked Weed to Sierra Nevada
  • Hear bluegrass at the Grey Eagle or the Orange Peel
  • Hike to Catawba Falls or Mount Mitchell
  • Eat your way through the River Arts District

Tours and tickets in Asheville

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Getting there and around

Airports in ChicagoChicago O'Hare International (ORD), Chicago Midway International (MDW)
Airports in AshevilleAsheville Regional (AVL)
Flight time42h 48m (2 stops)
Distance513 miles each way
Time difference+1 hour

Rental cars for these dates

Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn

What 2 nights in Asheville costs

Estimate
Flights for two$1,016
Hotel, 2 nights (Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel)$517
Food, getting around and tickets, 2 days for two$520
Total for two$2,053

Flights and hotel are the prices we found; spending is a planning estimate for an upscale destination, per person per day times two.

Price history: Chicago to Asheville

Per person
This trip$508 per person
Lowest in the last 30 days$481 (Oct 13, 2026)
Typical price, last 60 days$531
Price checks20

Every price we found on this route

Good to know

  • Passport: no passport needed for travelers from the United States: a government photo ID is enough for Asheville.
  • Currency: US dollar (USD).
  • Peak fall foliage on the Parkway and the busiest weekends

Questions readers ask

How much does 2 nights in Asheville from Chicago cost?

About $2,053 for two: $1,016 in flights, $517 for the hotel and $520 for food, getting around and tickets.

What is the weather like in Asheville Oct 16–18?

Highs 60–80°F, little rain expected

Do I need a passport for Asheville?

No. No passport needed for travelers from the United States: a government photo ID is enough for Asheville.

How long is the flight from Chicago to Asheville?

42h 48m with 2 stops on F9 + G4, on the fare we found.

Is $508 a good price for Chicago to Asheville?

It is 4% below the typical $531 per person we see on this route, which is why it made the list.

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Oct 30–Nov 1, 2026 · 2 nights

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$902 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights $548 + hotel $306 + resort fee $48, taxes in · a checked bag each adds about $160

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Oct 23–25, 2026 · 2 nights

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The total, before you go

$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.

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The total, before you go

$1,192 for two · 2 nights · flights, hotel, taxes & fees

Flights $732 + hotel $460, taxes in · a checked bag each adds about $240

Frontier · with a stop · 12h 42m

The catch: The Frontier outbound has one stop and takes 12h 42m, leaving 8:11 PM Friday and landing 8:53 AM Saturday.

Worth it if you want a Saturday of honky-tonks and hot chicken for less; skip it if you need a full Friday night in town.

Tweak this trip

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$817 for two · 2 nights · flights, hotel, taxes & fees

Flights $560 + hotel $257, taxes in · a checked bag each adds about $240

Frontier · nonstop · 2h 57m

The catch: You land just after midnight, so this is really a Saturday and Sunday, and a checked bag is about $240 for two, which isn't in the total.

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Oct 23–25, 2026 · 2 nights

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Nov 14–21, 2026 · 7 nights

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$2,088 for two · 7 nights · flights, hotel, taxes & fees

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Nashville

Oct 30–Nov 1, 2026 · 2 nights

  • $274 per person, $123 below the typical fare on this route
  • TownePlace Suites scores 8.5 from 1,014 reviews, breakfast included
  • Highs of 62–65°F, good for walking between Broadway honky-tonks
The total, before you go

$902 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights $548 + hotel $306 + resort fee $48, taxes in · a checked bag each adds about $160

Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charter · with a stop · 3h 40m

The catch: It's one stop on a Contour Airlines public charter, 3h 40m for 398 miles, and a checked bag adds about $160 for two.

Worth it if a stop is a fair trade for $123 per person off; skip it if you'd rather pay $454 per person for United's 1h 47m nonstop.

Just found · from ChicagoLowest in 30 daysWorth it, if

Nashville

Oct 23–25, 2026 · 2 nights

  • $366 per person, $37 below the typical fare on this route
  • Breakfast included at Sonesta Select, rated 8.7 from 2,186 reviews
  • Highs of 71–85°F with rain chances of 20% or less
The total, before you go

$1,192 for two · 2 nights · flights, hotel, taxes & fees

Flights $732 + hotel $460, taxes in · a checked bag each adds about $240

Frontier · with a stop · 12h 42m

The catch: The Frontier outbound has one stop and takes 12h 42m, leaving 8:11 PM Friday and landing 8:53 AM Saturday.

Worth it if you want a Saturday of honky-tonks and hot chicken for less; skip it if you need a full Friday night in town.

Asheville in pictures

Asheville: Scenic view of Biltmore Estate in Asheville, NC, with dramatic sky.
Photo: Ken Jacobsen / Pexels, Pexels License
Asheville: A picturesque barn and silo in Asheville's rural landscape, nestled among rolling hills and lush fields.
Photo: Mark Stebnicki / Pexels, Pexels License

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