Cheap Flights from Asheville (AVL) to Chicago (CHIA)

Compare Asheville to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Asheville to Chicago

Looking for a cheap last-minute deal or the best return flight from Asheville Airport to Chicago? If you want to travel next month, return fares start from $395. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Asheville to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Asheville to Chicago flights are currently cheapest in August.

Direct flights from Asheville to Chicago

Alternative Asheville to Chicago routes

Looking for the cheapest, fastest or easiest route from Asheville to Chicago? You could fly into the following airports instead.

Asheville to Chicago: Flight information

The things to know before you go.
Cheapest flight found$255
Cheapest month to flyAugust
Average flight time1 hr, 59 mins
Most popular airlineAmerican Airlines
Average flights per week153

Finding cheap flights from Asheville to Chicago: Frequently asked questions

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
The best price we found for a return flight from Asheville to Chicago is $255. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 58 minutes is the average flight time from Asheville to Chicago.
American Airlines, Envoy Air and United fly direct from Asheville to Chicago.
As of August 2026, there are 153 flights per week flying from Asheville to Chicago.
The cheapest month to fly from Asheville to Chicago is usually August.
If you're flying from Asheville Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from $255.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Asheville Airport to Chicago on Friday, 14 August 2026.
Yes – the average flight time is 1 hour and 58 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

In August, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Allegiant Air offers the cheapest flight tickets to Chicago.

Travelling from Asheville Regional Airport (AVL) to Chicago: what you need to know

  • Book a direct flight from Asheville Regional Airport to Chicago and you'll be travelling for an average of 1 hour 50 minutes.

  • Asheville Regional Airport is located in Asheville. Based in the UTC-6 timezone, Chicago is one hour behind Asheville.

  • Asheville Regional Airport (AVL) to Chicago O'Hare International Airport (ORD) is the most traveled route, with 32 flights a week to choose from. If you have things to finalize before heading off, the last flight from AVL to ORD is with American Airlines at 18:37. Go for the first departure operated by United Airlines at 06:00 if you want to get on your way earlier.

  • For a relaxed start to your AVL to Chicago flight, allow plenty of time for things like baggage drop and finding your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the general rule.

  • You'll likely experience longer queues during popular months like July. Arriving up to four hours ahead of an international flight and two hours for a domestic departure is a smart move.

  • Direct Asheville Regional Airport to Chicago tickets are available for booking. Chicago O'Hare International Airport (ORD) is where you'll step off the plane.

  • Pick from a variety of carriers operating direct flights from Asheville Regional Airport to Chicago. Get up and away with one of these:

  • Located around 18 kilometres from the centre of Asheville, AVL can be reached in about 20 minutes by car, depending on traffic. Travelling on public transport takes roughly 50 minutes.

  • Want a relaxed start to your holiday? Stay near AVL. Whether you have an early flight from Asheville Regional Airport to Chicago or want to avoid feeling rushed, these hotels put convenience first:

  • 74% of flights that leave from Asheville Regional Airport touch down at their destination on schedule.

  • AVL is located at 61 Terminal Drive.

How to find the cheapest flights from Asheville Regional Airport (AVL) to Chicago

  • The best price we've seen for a one-way Asheville Regional Airport to Chicago flight is $111. The cheapest price for a return flight is $255. Keep in mind fares can change due to demand at the time of booking.

  • To secure cheap flights from AVL to Chicago, reserve your trip three months before your departure date.

  • Organise your trip for August. That's the best month for landing an incredible deal on Asheville Regional Airport to Chicago tickets. If you're flexible with your travel dates, use the 'Whole month' tool to access the lowest price across every month.

  • Never miss a deal on cheap flights from AVL to Chicago by creating a Price Alert. You'll get an email or notification on the app when fares go down.

  • Tailor your trip with filters. Pick your preferred arrival and departure times, total journey duration and airlines. You can also sort results by 'Fastest,' 'Best' or 'Cheapest' flights from Asheville Regional Airport to Chicago.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It takes about 30 minutes to reach the centre driving.

  • It'll take around 45 minutes to get there using public transport.

  • If you're coming in on a late flight from Asheville Regional Airport to Chicago, few things beat the convenience of staying near the terminal. Collect your bags from the carousel and then be showered and relaxing soon after at one of these hotels near ORD:

  • To secure the lowest price, reserve your ride from Chicago O'Hare International Airport around four weeks in advance of your flight from AVL to Chicago.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is about 16 kilometres from the centre of Chicago. Once you've disembarked your flight from Asheville Regional Airport to Chicago, it'll take you around 25 minutes to get to the heart of the city in a ride-share or taxi.

  • The journey will take about 30 minutes on public transport.

  • Place the 'Do not disturb' sign on your door and unwind at a hotel near MDW. Here are a few options where you can check in after your AVL to Chicago flight:

  • Avoid potential price surges. Booking your ride four weeks ahead of your arrival at MDW will save you money.

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Head to the city centre after your flight from Asheville Regional Airport to Chicago has landed. Central Chicago is about 145 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to reach by taxi or ride-share.

  • If you travel by public transport, expect a journey of about 2 hours.

  • Choose a hotel near RFD and get from baggage claim to your bed in a snap. Whether you're arriving on a late AVL to Chicago flight or just want to keep your travel plans simple, these accommodation options are all about convenience:

  • Rental providers sometimes offer deals on early bookings, so secure your vehicle from RFD a few weeks in advance of your flight from Asheville Regional Airport to Chicago. A little planning can save you money.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • It's time to work out your trip dates for your flight from Asheville Regional Airport to Chicago. July is the busiest month to travel to Chicago. If you prefer a quieter vibe, go in January.

  • When booking your Asheville Regional Airport to Chicago plane ticket, think about the kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 16ºC (61ºF) to 28ºC (82ºF).

  • Look for cheap tickets from AVL to Chicago in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of the United States

  • Columbus is just one of the many places in the United States waiting to be discovered once you've seen the sights of Chicago. Around 451 kilometres away to the southeast, top sights here include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • If you're eager to discover another great destination in the United States, consider Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.