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Cheap flight tickets from Charleston to Chicago

Compare Charleston to Chicago flight deals

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Flight deals from Charleston Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Charleston Airport to Chicago? If you want to travel next month, return fares start from RM861. Find the lowest prices on one-way and return tickets right here.
Chicago.RM569 per passenger.Departing Tue, 17 Mar, returning Tue, 24 Mar.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Charleston on Tue, 17 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 24 Mar, arriving in Charleston.Price includes taxes and charges.From RM569, select.
Chicago.RM751 per passenger.Departing Fri, 27 Mar, returning Sat, 4 Apr.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Charleston on Fri, 27 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 4 Apr, arriving in Charleston.Price includes taxes and charges.From RM751, select.
Chicago.RM861 per passenger.Departing Wed, 8 Apr, returning Fri, 10 Apr.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Charleston on Wed, 8 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Fri, 10 Apr, arriving in Charleston.Price includes taxes and charges.From RM861, select.
Chicago.RM1,013 per passenger.Departing Tue, 14 Apr, returning Wed, 15 Apr.Return flight with United.Outbound direct flight with United departs from Charleston on Tue, 14 Apr, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Wed, 15 Apr, arriving in Charleston.Price includes taxes and charges.From RM1,013, select.
Chicago.RM1,051 per passenger.Departing Sat, 21 Mar, returning Mon, 23 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Charleston on Sat, 21 Mar, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 23 Mar, arriving in Charleston.Price includes taxes and charges.From RM1,051, select.
Chicago.RM1,152 per passenger.Departing Thu, 30 Apr, returning Sat, 2 May.Return flight with United.Outbound direct flight with United departs from Charleston on Thu, 30 Apr, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 2 May, arriving in Charleston.Price includes taxes and charges.From RM1,152, select.
Chicago.RM1,160 per passenger.Departing Mon, 30 Mar, returning Wed, 1 Apr.Return flight with United.Outbound direct flight with United departs from Charleston on Mon, 30 Mar, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Wed, 1 Apr, arriving in Charleston.Price includes taxes and charges.From RM1,160, select.
Chicago.RM1,290 per passenger.Departing Thu, 7 May, returning Sun, 10 May.Return flight with United.Outbound direct flight with United departs from Charleston on Thu, 7 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 10 May, arriving in Charleston.Price includes taxes and charges.From RM1,290, select.
Chicago.RM1,294 per passenger.Departing Sat, 8 Aug, returning Tue, 11 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Charleston on Sat, 8 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 11 Aug, arriving in Charleston.Price includes taxes and charges.From RM1,294, select.
Chicago.RM1,392 per passenger.Departing Wed, 10 Jun, returning Sat, 13 Jun.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Charleston on Wed, 10 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Southwest Airlines, departs from Chicago O'Hare International on Sat, 13 Jun, arriving in Charleston.Price includes taxes and charges.From RM1,392, select.
Chicago.RM1,425 per passenger.Departing Fri, 10 Jul, returning Wed, 15 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Charleston on Fri, 10 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 15 Jul, arriving in Charleston.Price includes taxes and charges.From RM1,425, select.
Chicago.RM1,425 per passenger.Departing Fri, 11 Sep, returning Mon, 14 Sep.Return flight with United.Outbound direct flight with United departs from Charleston on Fri, 11 Sep, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 14 Sep, arriving in Charleston.Price includes taxes and charges.From RM1,425, select.
Chicago.RM1,425 per passenger.Departing Sat, 27 Jun, returning Sun, 28 Jun.Return flight with United.Outbound direct flight with United departs from Charleston on Sat, 27 Jun, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 28 Jun, arriving in Charleston.Price includes taxes and charges.From RM1,425, select.
Chicago.RM1,436 per passenger.Departing Sun, 31 May, returning Sun, 7 Jun.Return flight with United.Outbound direct flight with United departs from Charleston on Sun, 31 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 7 Jun, arriving in Charleston.Price includes taxes and charges.From RM1,436, select.

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 March.
Mar
from RM569
Apr
from RM861
May
from RM1,290
Jun
from RM1,392
Jul
from RM1,425
Aug
from RM1,294
Sep
from RM1,425
Oct
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Nov
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Dec
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Jan
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Feb
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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.

Chicago Midway

14km from central Chicago
Closest
from RM1,051
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from RM569
Search flights

Chicago Dupage County

51km from central Chicago
Search flights

Chicago Rockford

126km from central Chicago
Search flights

Charleston to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRM569
Cheapest month to flyMarch
Average flight time2 hrs, 27 mins
Most popular airlineAmerican Airlines
Average flights per week1,300

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 RM569. 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.
2 hours and 26 minutes is the average flight time from Charleston to Chicago.
American Airlines, Alaska Airlines and Envoy Air fly direct from Charleston to Chicago.
As of March 2026, there are 325 flights per week flying from Charleston to Chicago.
The cheapest month to fly from Charleston to Chicago is usually March.
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 RM569.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Charleston Airport to Chicago on Tuesday, 17 March 2026.
Yes – the average flight time is 2 hours and 26 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 March, the average temperature is usually around 3°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, Spirit Airlines and United offer the cheapest flight tickets to Chicago.

Flying from Charleston International Airport (CHS) to Chicago: what you need to know

  • The average time for a direct flight from Charleston International Airport to Chicago is 2 hours 15 minutes.

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

  • With 32 weekly flights between the two airports, Charleston International Airport (CHS) to O'Hare International Airport (ORD) is the most popular route. American Airlines operates the earliest flight at 05:00. If you're eager to make the most of your day before leaving, the latest departure from CHS to ORD is with American Airlines at 19:44.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and one hour before domestic departures. That way, you won't have to rush to board your CHS to Chicago flight.

  • Heading off during a peak period like school or public holidays? Expect longer lines at security and check-in. Play it safe and arrive up to four hours before international flights and two hours before domestic departures.

  • Direct Charleston International Airport to Chicago tickets are available for booking. O'Hare International Airport (ORD) is where you'll complete your journey.

  • Choose from a variety of airlines offering direct flights from Charleston International Airport to Chicago. Book your seat with one of these:

  • Located around 16 kilometres from the centre of Charleston, CHS can be reached in about 30 minutes by car. Travelling on public transport will take roughly 3 hours 35 minutes.

  • Planning to catch an early flight from Charleston International Airport to Chicago? Avoid the stress of rushing to the terminal (and catch some extra z's) by choosing one of these hotels near CHS:

  • Charleston International Airport earns top marks for on-time performance. 81.5% of flights that depart CHS arrive at their destination as scheduled.

How to find the cheapest flights from Charleston International Airport (CHS) to Chicago

  • RM221 is currently the best price for a one-way Charleston International Airport to Chicago flight. A return flight ticket starts at RM569. These prices can change depending on demand.

  • Get cheap flights from CHS to Chicago by booking two months ahead. Based on our research, that's the best time for finding a bargain.

  • The best month for picking up cheap Charleston International Airport to Chicago tickets is June. Use the 'Whole month' tool to compare flight prices, then select the dates with the lowest fares.

  • Never miss a deal on cheap flights from CHS to Chicago by creating a Price Alert. You'll get an email or push notification on the app when a special offer becomes available.

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

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes about 35 minutes to reach the centre driving.

  • If you're travelling by public transport, expect a journey time of around 55 minutes.

  • If you're arriving on a late flight from Charleston International Airport to Chicago, nothing beats 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 accommodation options 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 top providers to choose from here.

  • To lock in the lowest price, book your vehicle from O'Hare International Airport about four weeks ahead of your flight from CHS to Chicago.

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

Chicago Midway International Airport (MDW)

  • Once your flight from Charleston International Airport to Chicago has landed, you can get to the city centre in about 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • The journey will take roughly 45 minutes on public transport.

  • Following your CHS to Chicago flight, rest your head at a hotel close to MDW. These are some great accommodation options that'll help you slip into relaxation mode:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car simple. These companies are located in or around the terminal and will have you behind the wheel before you know it.

  • Get exactly what you want. Securing your ride from MDW four weeks ahead of time often means more savings and a bigger choice of vehicles.

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

Chicago Rockford International Airport (RFD)

  • Find your way to the city centre after your flight from Charleston International Airport to Chicago has arrived. Central Chicago is about 137 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach by cab or ride-share.

  • If you go by public transport, expect a journey of about 4 hours 15 minutes.

  • Enjoy a low-stress, comfortable start to your trip by choosing a hotel near RFD after your CHS to Chicago flight. Take a load off after a long travel day or just take a moment to get your footing in a new city at:

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

  • Booking at least a few weeks ahead of your flight from Charleston International Airport to Chicago is a smart way to go. In addition to better deals, you'll have a wider selection of vehicle makes and models at RFD.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Before scheduling your flights from Charleston International Airport to Chicago, consider which time of year works best for you. Peak season in Chicago offers a lively atmosphere and plenty of activities, while the off-season brings better hotel deals and fewer crowds.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Lock in your Charleston International Airport to Chicago flight ticket then if this is the type of weather you enjoy.

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

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the most popular stays in Chicago right here. Explore these options after you've booked your flight from Charleston International Airport to Chicago:

  • There are so many things to explore in this city it can be difficult to know where to begin. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are highlights which should be on any well-planned Chicago itinerary.

Explore more of United States

  • Columbus is just one of the many places in United States waiting to be explored after you've seen Chicago. Around 451 kilometres away to the south-east, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another favourite stop in United States. Experience this destination's highlights firsthand at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Charleston to Chicago

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