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Just found

Asheville from Chicago, 16 – 18 Oct: £1,155 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.

Asheville is 2 nights from Chicago, 16 – 18 Oct 2026. The cheapest round trip we found is £383 per person (F9 + G4, 2 stops, 42h 48m). Hotels start at £195 a night; Highs 60–80°F, little rain expected.

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

£1,155 for two · 2 nights · flights, hotel, taxes & fees

For two
Flights for two, return£765
Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel, 2 nights, two guests, taxes in£390
The total, before you go£1,155
Hold luggage each, return (not in the total)about £181

Not in it: seat selection on basic fares and hold luggage (about £45 each way per bag on Frontier, £181 for two return); 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

£383 per person, return

£765 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£3832 stops42h 48m
F9 + G4£3971 stop36h 17m
F9 + G4£4302 stops31h 44m

Prices checked 13 Oct 2026, 12:30 GMT-5. Prices change; the binding price is the one on the booking site.

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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, 16 – 18 Oct

Highs 60–80°F, little rain expected

Forecast for the trip days
DayHighLowRain chance
Fri 16 Oct80 °F47 °F13%
Sat 17 Oct62 °F37 °F5%
Sun 18 Oct60 °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

£390 for 2 nights, two guests · £195 a night

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Cambria Hotel Downtown Asheville

★★★★★ 9.1 881 reviews

Downtown Asheville, AshevilleKing Guest Roomroom_only

£956 for 2 nights, two guests · £478 a night

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Comfort Inn Biltmore West

★★★★ 8.5 203 reviews

AshevilleQueen Room with Two Queen Beds - Non-Smokingroom_onlyfree cancellation

£397 for 2 nights, two guests · £199 a night

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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

Hire cars for these dates

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What 2 nights in Asheville costs

Estimate
Flights for two£766
Hotel, 2 nights (Brookstone Lodge near Biltmore Village, an Ascend Collection Hotel)£390
Food, getting around and tickets, 2 days for two£392
Total for two£1,547

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£383 per person
Lowest in the last 30 days£363 (13 Oct 2026)
Typical price, last 60 days£400
Price checks20

Every price we found on this route

Good to know

  • Passport: no passport needed for travellers 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 £1,547 for two: £766 in flights, £390 for the hotel and £392 for food, getting around and tickets.

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

Highs 60–80°F, little rain expected

Do I need a passport for Asheville?

No. No passport needed for travellers 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 £383 a good price for Chicago to Asheville?

It is 4% below the typical £400 per person we see on this route, which is why it made the list.

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The total, before you go

£1,192 for two · 2 nights · flights, hotel, taxes, fees & the resort fee

Flights £794 + hotel £357 + resort fee £41, taxes in · a checked bag each adds about £181

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

£898 for two · 2 nights · flights, hotel, taxes & fees

Flights £552 + hotel £347, taxes in · a checked bag each adds about £181

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.

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The total, before you go

£1,207 for two · 7 nights · flights, hotel, taxes & fees

Flights £608 + hotel £598, taxes in · a checked bag each adds about £181

Frontier · nonstop · 7h 59m

The catch: Weather normals for these dates show drizzle most days and rain on two, and a checked bag is about $240 for two, not in the total.

Worth it if you want a warm, easy beach week at a fair fare; skip it if gray, drizzly days would spoil the trip for you.

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The total, before you go

£616 for two · 2 nights · flights, hotel, taxes & fees

Flights £422 + hotel £194, taxes in · a checked bag each adds about £181

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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The total, before you go

£861 for two · 2 nights · flights, hotel, taxes & fees

Flights £647 + hotel £214, taxes in · a checked bag each adds about £106

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The total, before you go

£1,574 for two · 7 nights · flights, hotel, taxes & fees

Flights £368 + hotel £1,206, taxes in · a checked bag each adds about £181

Frontier · with a stop · 9h 30m

The catch: The Frontier fare has one stop and takes 9h 30m, and Pod 51's room is a bunk pod with a shared bathroom.

Worth it if a long travel day and a bunk pod are fine for a week in New York; skip it if you need a private bathroom.

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Nashville

23 – 25 Oct 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

£898 for two · 2 nights · flights, hotel, taxes & fees

Flights £552 + hotel £347, taxes in · a checked bag each adds about £181

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.

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Cancún

14 – 21 Nov 2026 · 7 nights

  • Nonstop from O'Hare: leave 6:10 AM, land in Cancún 11:08 AM
  • Aloft by Marriott Cancun: 8.1 from 798 reviews, free cancellation
  • $404 per person, right at the $404 median of 13 checks
The total, before you go

£1,207 for two · 7 nights · flights, hotel, taxes & fees

Flights £608 + hotel £598, taxes in · a checked bag each adds about £181

Frontier · nonstop · 7h 59m

The catch: Weather normals for these dates show drizzle most days and rain on two, and a checked bag is about $240 for two, not in the total.

Worth it if you want a warm, easy beach week at a fair fare; skip it if gray, drizzly days would spoil the trip for you.

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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Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. We use AI tools to draft the text of each page from the data on it; code checks every number in the draft against that data and rejects what does not match, and the team reviews pages and fixes or removes what readers report. How we pick · Report a mistake.

Prices converted from US dollars at the rate of 15 Oct 2026.

Image credits