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 Charleston (CRW) to Chicago (CHI) Starting at $129

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This Weekend's Flight Deals from Charleston 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 $129 One Way, $264 Round Trip from Charleston to Chicago

Prices starting at $264 for return flights and $129 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 Charleston

Route Information for Flights from Charleston to Chicago

Origin Airport IATA Code CRW
Destination Airport IATA Code CHI
Distance 415 mi
Direct Flight Airlines ANA, United Airlines
Earliest Flight Arrival 12:05PM UTC
Latest Flight Arrival 10:49PM UTC

Finding Flights from Charleston to Chicago

Charleston Airport Information

Orbitz.com can help you find flights from Charleston, WV, by searching many airlines at once to find bargain tickets. Yeager Airport is the primary airport serving Charleston. Located at 100 Airport Road, the airport is about four miles east of downtown Charleston. Seven airlines, including United Express and US Airways, provide nonstop flights to 10 domestic locations.

Airport Parking Fees

Yeager Airport has a short-term parking lot and two long-term parking garages available just a short walk from the terminal. Fees are $1 per hour, with a daily maximum of $8 in the short-term lot. The first 15 minutes are free. Parking in the long-term lots is $7 per day for as many days as needed. All parking lots are attended 24 hours a day.

Ground Transportation Information

Taxis are available to transport you if you would prefer not to leave your car at the airport. Taxi stands are located next to the rental car parking lot. C&H Taxi provides service to the airport. There is also a bus stop at the airport; the fare is $1.25. Not only can Orbitz.com help you find great deals on air tickets, but it can also help you locate ground transportation.

Yeager Airport Restaurants

If you need a bite to eat or a drink while waiting for your flight, Tudor's Biscuit World & Family Restaurant and Gino's Pizzeria & Pub are both available in the airport . There is also an airport gift shop to handle any last-minute souvenir needs. Look to Orbitz.com to help you find great deals on flights from Charleston.

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 Charleston to Chicago - Frequently Asked Questions

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

If you're baffled about travel restrictions and quarantine requirements when traveling by plane from Charleston to Chicago, go right to our Covid-19 Travel Advisor.

Are there non-stop flights from Charleston to Chicago?

Yes, you can fly from Yeager Airport (CRW) to ORD with United Airlines, the only carrier offering direct flights on this route.

What is the shortest flight from Charleston to Chicago?

From Charleston, the wonderful sights and sounds of Chicago are at least 3 hours and 11 minutes away. Lock in your favorite seat, or perhaps even one with a bit more legroom, and fly to your destination in pure comfort.

What airlines fly from Charleston to Chicago most frequently?

If you're on the hunt for the carrier with the most frequent flights from Yeager Airport to ORD, buckle up and take off with United Airlines. This airline offers 60 monthly flights along this route.

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.