Cheap flights from Chicago to Charleston from $103
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Charleston departing on 12/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Fly from
Fly to
Route
Depart
Return
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Sat 10/31
1:30 pm-4:40 pm
Nonstop2h 10m
Charleston
Mon 11/2
8:55 pm-12:05 am
1 stop4h 10m
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Tue 11/3
12:45 pm-7:30 pm
1 stop5h 45m
Charleston
Mon 11/9
7:10 pm-8:25 pm
Nonstop2h 15m
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 11/3
8:05 am-3:04 pm
1 stop5h 59m
Charleston
Mon 11/9
7:13 am-9:00 am
Nonstop2h 47m
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Thu 2/18
9:06 pm-12:17 am
Nonstop2h 11m
Charleston
Tue 3/2
6:56 pm-11:00 pm
1 stop5h 04m
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Mon 12/14
1:25 pm-4:30 pm
Nonstop2h 05m
Charleston
Wed 12/16
11:00 am-4:15 pm
1 stop6h 15m
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Mon 12/14
8:10 am-11:30 am
Nonstop2h 20m
Charleston
Wed 12/16
12:11 pm-4:11 pm
1 stop5h 00m
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Fri 2/5
6:23 pm-9:55 pm
Nonstop2h 32m
Charleston
Tue 2/9
9:50 am-11:29 am
Nonstop2h 39m
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 12/8
5:24 pm-8:38 am
1 stop14h 14m
Charleston
Mon 12/14
8:58 pm-6:37 pm
2 stops22h 39m
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 12/8
5:24 pm-8:38 am
1 stop14h 14m
Charleston
Fri 12/11
8:58 pm-6:37 pm
2 stops22h 39m
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 11/3
8:50 am-2:28 pm
1 stop4h 38m
Charleston
Mon 11/9
7:52 pm-12:02 am
1 stop5h 10m
See travel insights to Charleston from
How to get the cheapest flight ticket from Chicago to Charleston
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago and Charleston?
Prices are currently low for flights on this route.
Typical prices usually range from $329 to $519.The lowest price recently found on this route was $244.
What is the cheapest month to fly to Charleston?
The cheapest month to fly to Charleston from Chicago is in September. Flight prices, which tend to average around $328, are often lower during this time because this is during the off-season. The month of December is another great option to travel to Charleston, with average flight prices from Chicago averaging around $368.
What is the cheapest day to depart on your flight to Charleston?
The cheapest day to depart from Chicago to Charleston is on a Tuesday. Travelers who choose to depart for Charleston on a Tuesday will often find tickets for as low as $353. The most expensive day to fly to Charleston is Sunday, with ticket prices averaging around $408.
What is the cheapest time of day to depart on your flight to Charleston?
The cheapest time of day to fly to Charleston is in the evening when flights can be purchased for as low as $387. At noon is when there is more demand to fly to Charleston, so prices are often more expensive at around $390 per ticket.
What is the cheapest Chicago to Charleston flight route?
Fly from Chicago Midway to Charleston for the best Chicago - Charleston flight prices
How far in advance should I book a flight from Chicago to Charleston?
You are more likely to see cheaper flights to Charleston from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Charleston for around $388 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Charleston from Chicago for as low as $349 on momondo.
What cabin class options are available on Chicago to Charleston flights?
There are 4 cabin classes available to choose from on Chicago to Charleston flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Charleston flights?
You could potentially save up to 20% on your flight if you consider stops on a Chicago to Charleston flight.
How have Chicago to Charleston flight prices changed over time?
As of October 2026, prices for Chicago to Charleston flights are approximately 125% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Charleston?
Delta and Southwest are the most popular carriers operating from Chicago to Charleston
What airlines fly to Charleston?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Charleston from Chicago according to our data. United Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Charleston. Keep in mind that there are 4 different airlines that fly to Charleston on a routine basis, so you have a few additional options to choose from.
Which airport is the most popular layover for flights between Chicago and Charleston?
Atlanta (ATL) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.
Which layover airport offers the lowest fares from Chicago to Charleston?
Flights via Atlanta (ATL) offer the lowest average round-trip price of $284.
Which layover airport has the shortest travel time from Chicago to Charleston?
Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 4h 30m.
Which layover airport has the shortest connection time from Chicago to Charleston?
Charlotte (CLT) has the shortest average layover time for this route: 0h 57m.
How many flights depart from Chicago to Charleston on average per day?
As of October 2026, 17 flights take off from Chicago and land in Charleston each day. The most common flight departure time for this route is 2:00PM, with 40% of daily flights taking off at noon.
How many flights depart from Chicago to Charleston on average per week?
As of October 2026, there are 122 flights per week flying from Chicago to Charleston. The most common day of the week flights depart is Wed, with 16% of flights taking off on this day.
When to book flights from Chicago to Charleston
Cheap Chicago to Charleston (CHI to CHS) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Charleston
Frequently asked questions about flying from Chicago to Charleston
How far is Chicago to Charleston by plane?
A flight from Chicago to Charleston will travel around 756.4 mi. A reasonable flight in good conditions will take 2h 00m.
When did momondo last update prices for flights from Chicago to Charleston Airport?
Prices for flights from Chicago to Charleston Airport are updated daily.
How many operators does momondo search for flights from Chicago to Charleston Airport?
There are 3 operators available for flights from Chicago to Charleston Airport as of October 2026.
How old do you have to be to fly from Chicago to Charleston Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Charleston Airport.
What documentation or ID do you need to fly to Charleston Airport?
The necessary travel and health documents for your Charleston Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Charleston?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Charleston is Boeing 737-800 (27.74% of total bookings). The next most popular plane models are Airbus A319 (17.29%), Embraer 175 (Enhanced Winglets) (13.77%), and Boeing 737-700 (10.20%).
What is the most popular airline from Chicago to Charleston?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Charleston is American Airlines (50% of total bookings). The next most popular airlines are United Airlines (40%) and Southwest (10%).
Best airlines flying from Chicago to Charleston
Compare and see reviews for airlines that fly from Chicago to Charleston with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $237 | Free Cancellation | Rating 7.0 12,147 reviews | |||
| PriceFrom $244 | Free Cancellation | Rating 7.4 10,324 reviews | |||
| PriceFrom $254 | Free Cancellation | Rating 7.9 4,224 reviews |
Southwest Flights From Chicago to Charleston
The lowest priced Southwest flight from Chicago to Charleston from the last 72 hours was $254. Generally, Southwest has 2 flights on this route every week with an average price of $405. Southwest is rated 7.9/10 by our users.
United Airlines Flights From Chicago to Charleston
United Airlines (7.4/10 from 10,324 reviews) operates around 24 flights from Chicago to Charleston in any given week. The average United Airlines airfare for this route is around $414, with deals from around $244 rare but found on momondo. Referenced prices are for round-trip Chicago to Charleston flight searches in the last 72 hours.
Traveling to a place near Charleston?
Book flights to Charleston if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Charleston?
It is quick and easy to find Chicago to Charleston flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Charleston that suits you.
Can I find flights from Chicago to Charleston with flexible booking policies on momondo?
All flight searches from Chicago to Charleston on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Chicago to Charleston?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Charleston.
I’m not ready to book a flight from Chicago to Charleston right now. Can momondo alert me if prices change?
Price alerts on flights to Charleston from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.