Cheap Flights from Charleston to Chicago

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Flight deals from Charleston to Chicago

Looking for a cheap last-minute deal or the best return flight from Charleston to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Charleston to Chicago

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

Direct flights from Charleston to Chicago

Alternative Charleston to Chicago routes

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

Charleston to Chicago: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 8,830
Cheapest month to flyJune
Most popular airlineUnited
Average flights per week60

Finding cheap flights from Charleston to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Charleston to Chicago is ج.م.‏ 8,809. 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.
Currently, there are no airlines that fly direct from Charleston to Chicago. But we found flights with one or more stops from ج.م.‏ 8,809.
As of June 2025, there are 60 flights per week flying from Charleston to Chicago.
The cheapest month to fly from Charleston to Chicago is usually June 2025.
If you're flying from Charleston Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from ج.م.‏ 8,809.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Charleston Airport to Chicago on Saturday, 26 July 2025.
No airlines currently offer direct flights between Charleston Airport and Chicago. Most routes have one or more stops.
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 June, the average temperature is usually around 19°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, United offers the cheapest flight tickets to Chicago.

Travelling from Yeager Airport (CRW) to Chicago: what you need to know

  • Book a direct flight from Yeager Airport to Chicago and you'll be travelling for around 1 hour 40 minutes.

  • Chicago is one hour behind Charleston, where Yeager Airport is located. Chicago runs on the UTC-5 timezone.

  • With 19 flights a week between the two airports, Yeager Airport (CRW) to O'Hare International Airport (ORD) is the most popular route. United Airlines operates the earliest flight at 07:00. If you'd like to get more out of your day before jetting off, the latest departure from CRW to ORD is with United Airlines at 17:59.

  • To avoid missing your CRW to Chicago flight, leave plenty of time for things like baggage drop and finding your gate. Turning up two hours before international departures and an hour before domestic flights is the standard rule.

  • Longer lines at security and check-in are likely if you're heading away during high season, so allow a bit more breathing room. A good rule of thumb for peak periods? Get there up to four hours ahead for international flights and at least two hours for domestic departures.

  • Begin your journey at CRW and travel straight to O'Hare International Airport (ORD). That's where you can expect to touch down when searching for Yeager Airport to Chicago tickets.

  • United Airlines is a well-known carrier that offers direct flights from Yeager Airport to Chicago.

  • CRW is about 3 kilometres from central Charleston. If you're driving, catching a cab or ride-sharing from the centre, it'll take 5 minutes or so to get there, depending on the traffic. If you're using public transport, expect the trip time to be around 1 hour 10 minutes.

  • Searching for a hotel near CRW? If you're boarding an early flight from Yeager Airport to Chicago, these stays will put you moments from check-in:

  • Of the departures from Yeager Airport, 70.85% touch down on time at their destination.

  • The address for CRW is 100 Airport Road, Suite 175.

How to find the cheapest flights from Yeager Airport (CRW) to Chicago

  • ج.م.‏ 8,830 is the cheapest price we've found for a one-way Yeager Airport to Chicago flight. A round-trip flight ticket right now is ج.م.‏ 8,869. Depending on when you want to go and the availability, these fares may change.

  • Lock in cheap flights from CRW to Chicago by booking four months ahead. Based on our research, that's the best time for bagging a bargain.

  • Organise your trip for August. That's the best month for scoring a bargain on Yeager Airport to Chicago tickets. If your travel dates are flexible, use the 'Whole month' tool to access the cheapest price across each month.

  • There's no need to keep checking in to see if fares have dropped when you set up a Price Alert. We'll notify you when there's an updated deal for cheap flights from CRW to Chicago.

  • Choose your ideal arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from Yeager Airport to Chicago by 'Best,' 'Fastest' or 'Cheapest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to the centre of Chicago takes around 35 minutes to reach by car. The centre is roughly 40 kilometres away.

  • Travelling on public transport will take you around 55 minutes.

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

  • Pick up an O'Hare International Airport rental car and explore Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are popular providers to choose from here.

  • Lock in the best rate by booking your ride from O'Hare International Airport around four weeks before your flight from CRW to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The centre of Chicago is around 19 kilometres from Chicago Midway International Airport (MDW). Once your flight from Yeager Airport to Chicago has touched down and you've navigated your way to arrivals, expect a drive of about 20 minutes.

  • If you travel by public transport, the ride to the centre will take you 45 minutes or so.

  • Hang the 'Do not disturb' sign on your door and relax at a hotel close to MDW. Here are a few options where you can put your feet up after your CRW to Chicago flight:

  • No time to waste? The fastest way to get to where you're going is with a Chicago Midway International Airport rental car. Pick up your wheels from Dollar, Hertz or Budget and be on your way in a flash.

  • Get the lowest price by booking your ride from MDW four weeks ahead of time. You'll also have access to a greater selection of vehicles.

  • Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Find your way to the city centre after your flight from Yeager Airport to Chicago has arrived. Central Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

  • The journey will take about 4 hours 15 minutes when travelling on public transport.

  • Enjoy a more relaxed start to your trip by staying at a hotel near RFD after your CRW to Chicago flight. Take a load off after a long travel day or just give yourself time to find your footing in a new place at:

  • Stay in control of the next leg of your trip by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National make getting on the road smooth sailing.

  • Booking a couple of weeks ahead of your flight from Yeager Airport to Chicago is a smart way to go. Along with better deals, you'll have a wider selection of vehicle makes and models at RFD.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your trip dates before securing your flight from Yeager Airport to Chicago. The city comes alive in peak season, but prices are often higher and attractions can be busy. Go to Chicago in low season if you prefer a more relaxed vibe.

  • Lock in a Yeager Airport to Chicago flight ticket with a departure in July if you're eager to visit the city during its warmest month. Expect temperatures to range from 15ºC to 29ºC.

  • January has average temperatures of between -12ºC and 3ºC. Search for a cheap ticket from CRW to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

Explore more of United States

  • You've seen Chicago, now it's time to explore other parts of United States. Journey around 451 kilometres south-east to Columbus to tick off its top sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a full itinerary ahead.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Experience major highlights starting with The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.