Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap Flight Deals From Asheville (GSP) to Chicago (CHI) Starting at $94

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This Weekend's Flight Deals from Asheville to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $94 One Way, $187 Round Trip from Asheville to Chicago

Prices starting at $187 for return flights and $94 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Chicago from Asheville

Route Information for Flights from Asheville to Chicago

Origin Airport IATA Code GSP
Destination Airport IATA Code CHI
Distance 577 mi
Direct Flight Airlines American Airlines, Qatar Airways, Air Canada, Alaska Airlines, Aer Lingus, ANA, Air New Zealand, Lufthansa, United Airlines
Earliest Flight Arrival 10:50AM UTC
Latest Flight Arrival 10:55PM UTC

Flights from Asheville to Chicago

Asheville Airport Information

The Asheville Regional Airport, the primary airport serving the greater Asheville region, is located less than 15 miles south of downtown Asheville and is easily accessible via Highways 240 and 26. Book your cheap flights from Asheville using Orbitz.com, and you will be able to choose from all of the domestic airlines that service the airport, including Delta, Allegiant, United and US Airways.

Airport Parking in Asheville

The short-term parking lot is situated directly across from the terminals. Short-term rates are $12.50 per day. The long-term lot, located directly behind the short-term lot, charges a maximum of $8 per day or $48 per week. There is an overflow lot with a short, five-minute walk to the terminals, and it is available when the other two lots become full. All of the lots have a maximum 30-day stay before cars are considered to be abandoned.

Ground Transportation in Asheville

Low-cost buses from the downtown area to the airport are available via transit route 6, charging a fare of $1. Several cab companies can also get you to the airport on time. The average taxi charges a flat rate of $2.50 plus $2.50 for each mile. When you book your discount ticket through Orbitz.com, you might have saved enough to be able to hire a private car or limousine service for your airport transportation.

Restaurants in Asheville

The Asheville airport's terminal may be small, but it is comfortable and offers plenty of amenities for travelers waiting to take off. The Blue Ridge Tavern is available for a quick beverage or light nosh, and its concierge program takes customer service to the extreme. Order anything off the restaurant's menu at least 20 minutes before flight time, and it will deliver your food to you at the Tavern, while you are at the gate or even after you have boarded your plane. Enjoy your trip wherever your final destination is, and remember to use Orbitz.com the next time you need to find cheap flights from Asheville.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Asheville to Chicago - Frequently Asked Questions

Am I able to catch a flight from Asheville to Chicago now?

If you're agonizing over travel restrictions and quarantine requirements when flying from Asheville to Chicago, go right to our Covid-19 Travel Advisor.

Are there non-stop flights from Asheville to Chicago?

Two airlines fly nonstop from Roger Milliken Field to ORD — United Airlines and American Airlines. They'll take you to your destination in style.

What is the shortest flight from Asheville to Chicago?

It can take as little as 2 hours and 41 minutes to fly from Roger Milliken Field to Chicago, IL Airport (MDW-Midway Intl.). Sit back and enjoy the trip, because you'll be walking through arrivals before you know it.

What airlines fly from Asheville to Chicago most frequently?

Consider booking a flight with United Airlines (UA), which flies frequently along this route. This airline offers 86 flights each month between Greenville-Spartanburg Intl. Airport (GSP) and O'Hare Intl. Airport (ORD). If you need some more options, look up the price of tickets with American Airlines (AA), which operates 56 flights from Asheville to Chicago every month.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.