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Cheap flights from Charleston to Chicago from $121

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Charleston to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:15 pm - 9:30 pmCHS  Charleston-MDW Chicago Midway
5h 15m1 stop Baltimore/Washington
Southwest Logo
1:25 pm - 4:30 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$281Southwest
Tue, Nov 17 - Wed, Nov 18
Southwest Logo
1:30 pm - 7:45 pmCHS  Charleston-MDW Chicago Midway
7h 15m2 stops Baltimore/Washington Buffalo
Southwest Logo
8:45 am - 6:30 pmMDW  Chicago Midway-CHS Charleston
8h 45m2 stops Lambert-St Louis Nashville Intl
$281Southwest
Fri, Dec 4 - Sun, Dec 6
Southwest Logo
8:00 am - 9:15 amCHS  Charleston-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
1:15 pm - 8:05 pmMDW  Chicago Midway-CHS Charleston
5h 50m2 stops Richmond Byrd Intl Baltimore/Washington
$286Southwest
Tue, Nov 17 - Tue, Nov 17
Southwest Logo
7:30 am - 12:55 pmCHS  Charleston-MDW Chicago Midway
6h 25m2 stops Baltimore/Washington Nashville Intl
Southwest Logo
1:25 pm - 4:30 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$286Southwest
Tue, Nov 17 - Wed, Nov 18
Southwest Logo
6:40 am - 7:55 amCHS  Charleston-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
8:00 am - 12:50 pmMDW  Chicago Midway-CHS Charleston
3h 50m1 stop Nashville Intl
$287Southwest
Tue, Nov 24 - Tue, Dec 1
Southwest Logo
8:00 am - 9:15 amCHS  Charleston-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
12:45 pm - 3:50 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$291Southwest
Wed, Nov 18 - Fri, Nov 20
Southwest Logo
6:40 am - 7:55 amCHS  Charleston-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
7:35 am - 5:25 pmMDW  Chicago Midway-CHS Charleston
8h 50m2 stops Lambert-St Louis Nashville Intl
$292Southwest
Tue, Nov 24 - Tue, Dec 1
Southwest Logo
5:15 pm - 9:30 pmCHS  Charleston-MDW Chicago Midway
5h 15m1 stop Baltimore/Washington
Southwest Logo
7:35 am - 5:25 pmMDW  Chicago Midway-CHS Charleston
8h 50m2 stops Lambert-St Louis Nashville Intl
$296Southwest
Tue, Nov 17 - Wed, Nov 18
Delta Logo
5:34 pm - 10:54 pmCHS  Charleston-MDW Chicago Midway
6h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:34 pmMDW  Chicago Midway-CHS Charleston
5h 34m1 stop Atlanta Hartsfield-Jackson
$307Delta
Wed, Dec 9 - Sat, Jan 9
Delta Logo
1:06 pm - 6:04 pmCHS  Charleston-MDW Chicago Midway
5h 58m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 12:59 pmMDW  Chicago Midway-CHS Charleston
5h 59m1 stop Atlanta Hartsfield-Jackson
$307Delta
Mon, Nov 23 - Tue, Dec 1

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Southwest flights from Charleston to Chicago Midway Airport

Our best Southwest deals on Charleston to Chicago Midway Airport flight tickets
Southwest
Nov 17
CHS5:15 pmCharleston
5h 15m
1 stop
MDW9:30 pmChicago Midway
Nov 18
MDW1:25 pmChicago Midway
2h 05m
CHS4:30 pmCharleston
$281
Southwest
Nov 17
CHS8:00 amCharleston
2h 15m
MDW9:15 amChicago Midway
Nov 17
MDW1:15 pmChicago Midway
5h 50m
2 stops
CHS8:05 pmCharleston
$286
Southwest
Nov 24
CHS6:40 amCharleston
2h 15m
MDW7:55 amChicago Midway
Dec 1
MDW8:00 amChicago Midway
3h 50m
1 stop
CHS12:50 pmCharleston
$287

Delta flights from Charleston to Chicago Midway Airport

Our best Delta deals on Charleston to Chicago Midway Airport flight tickets
Delta
Dec 9
CHS5:34 pmCharleston
6h 20m
1 stop
MDW10:54 pmChicago Midway
Jan 9
MDW6:00 amChicago Midway
5h 34m
1 stop
CHS12:34 pmCharleston
$307
Delta
Nov 22
CHS6:34 amCharleston
4h 50m
1 stop
MDW10:24 amChicago Midway
Dec 1
MDW11:28 amChicago Midway
3h 59m
1 stop
CHS4:27 pmCharleston
$314
Delta
Dec 10
CHS12:55 pmCharleston
4h 21m
1 stop
MDW4:16 pmChicago Midway
Dec 13
MDW6:00 amChicago Midway
4h 50m
1 stop
CHS11:50 amCharleston
$318

momondo Fare Finder

 
Use the filters below to find and compare flights from Charleston to Chicago Midway Airport that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/17

5:15 pm-9:30 pm

1 stop5h 15m

Chicago Midway

Wed 11/18

1:25 pm-4:30 pm

Nonstop2h 05m

$281

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Fri 12/4

1:30 pm-7:45 pm

2 stops7h 15m

Chicago Midway

Sun 12/6

8:45 am-6:30 pm

2 stops8h 45m

$281

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/17

8:00 am-9:15 am

Nonstop2h 15m

Chicago Midway

Tue 11/17

1:15 pm-8:05 pm

2 stops5h 50m

$286

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/17

7:30 am-12:55 pm

2 stops6h 25m

Chicago Midway

Wed 11/18

1:25 pm-4:30 pm

Nonstop2h 05m

$286

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/24

6:40 am-7:55 am

Nonstop2h 15m

Chicago Midway

Tue 12/1

8:00 am-12:50 pm

1 stop3h 50m

$287
Quickest round-trip

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Wed 11/18

8:00 am-9:15 am

Nonstop2h 15m

Chicago Midway

Fri 11/20

12:45 pm-3:50 pm

Nonstop2h 05m

$291

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/24

6:40 am-7:55 am

Nonstop2h 15m

Chicago Midway

Tue 12/1

7:35 am-5:25 pm

2 stops8h 50m

$292

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/17

5:15 pm-9:30 pm

1 stop5h 15m

Chicago Midway

Wed 11/18

7:35 am-5:25 pm

2 stops8h 50m

$296

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Wed 12/9

5:34 pm-10:54 pm

1 stop6h 20m

Chicago Midway

Sat 1/9

6:00 am-12:34 pm

1 stop5h 34m

$307

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Mon 11/23

1:06 pm-6:04 pm

1 stop5h 58m

Chicago Midway

Tue 12/1

6:00 am-12:59 pm

1 stop5h 59m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Charleston to Chicago Midway Airport

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 cheapest month to fly to Chicago Midway Airport?

The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Charleston, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Charleston during the month July is also very affordable. Most momondo users find prices during this month for around $246.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from Charleston. The lowest ticket price found for a Friday departure recently was $414. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Charleston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $477.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Charleston in the evening is the least expensive time of day to depart. momondo users have found prices as low as $423 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $451. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Charleston to Chicago Midway flight route?

Fly from Charleston to Chicago Midway for the best Charleston - Chicago Midway flight prices

What cabin class options are available on Charleston to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Charleston to Chicago Midway Airport 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 Charleston to Chicago Midway Airport flights?

You could potentially save up to 47% on your flight if you consider stops on a Charleston to Chicago Midway Airport flight.

When to book flights from Charleston to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Charleston to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Charleston to Chicago Midway Airport (CHS to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Charleston to Chicago Midway Airport

Best Price Found

$121

Fastest flight time

2h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Charleston in the past 72 hours is $121. The best round-trip flight deal from Charleston to Chicago Midway Airport found on momondo in the last 72 hours is $281.
The fastest flight from Charleston to Chicago Midway Airport takes 2h 10m
Direct flights go from Charleston to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Charleston to Chicago Midway Airport

  • How far is Charleston to Chicago Midway by plane?

    There are 755.1 mi between Charleston and Chicago Midway. 2h 10m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Charleston Airport to Chicago Midway Airport?

    Prices for flights from Charleston Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Charleston Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Charleston Airport to Chicago Midway 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 Charleston Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Charleston to Chicago Midway Airport?

  • What is the most popular airline from Charleston to Chicago Midway Airport?

Best airlines flying from Charleston to Chicago Midway Airport

Compare and see reviews for airlines that fly from Charleston to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $258Free CancellationRating
7.9
4,220 reviews
Search Southwest flights

  • Southwest Flights From Charleston to Chicago Midway Airport

    Southwest is one of the most popular airlines flying from Charleston to Chicago Midway Airport, operating 11 flights/week on average for this route. A good Southwest flight deal for Charleston to Chicago Midway Airport starts from $258 round-trip, up to an average price of $323. Our users have rated Southwest at 7.9/10.

Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from Charleston to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Charleston to Chicago for you.

Can I find flights from Charleston to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Charleston which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Charleston to Chicago?

Once all potential Charleston to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Charleston to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Charleston to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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