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Cheap flights from Charleston to Chicago from $147

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
8:20 am - 9:30 amCHS  Charleston-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
1:25 pm - 4:30 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$321Southwest
Sat, Oct 31 - Wed, Nov 4
Southwest Logo
8:30 am - 9:40 amCHS  Charleston-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
8:15 am - 11:20 amMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$321Southwest
Sat, Oct 3 - Sat, Oct 10
Southwest Logo
7:10 pm - 8:25 pmCHS  Charleston-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
1:25 pm - 4:30 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$321Southwest
Mon, Nov 2 - Wed, Nov 4
Southwest Logo
7:15 am - 8:25 amCHS  Charleston-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
1:30 pm - 4:40 pmMDW  Chicago Midway-CHS Charleston
2h 10mnonstop
$321Southwest
Tue, Oct 20 - Tue, Oct 27
Southwest Logo
8:00 am - 9:15 amCHS  Charleston-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
1:25 pm - 4:30 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$321Southwest
Tue, Nov 3 - Wed, Nov 4
Southwest Logo
1:30 pm - 6:55 pmCHS  Charleston-MDW Chicago Midway
6h 25m1 stop Baltimore/Washington
Southwest Logo
1:25 pm - 4:30 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$331Southwest
Tue, Nov 3 - Wed, Nov 4
Southwest Logo
2:10 pm - 8:55 pmCHS  Charleston-MDW Chicago Midway
7h 45m1 stop Denver Intl
Southwest Logo
8:15 am - 11:20 amMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$331Southwest
Sat, Oct 3 - Sat, Oct 10
Southwest Logo
10:45 am - 3:25 pmCHS  Charleston-MDW Chicago Midway
5h 40m1 stop Dallas Love Field
Southwest Logo
1:25 pm - 4:30 pmMDW  Chicago Midway-CHS Charleston
2h 05mnonstop
$331Southwest
Sat, Oct 31 - Wed, Nov 4
Delta Logo
6:29 pm - 10:33 pmCHS  Charleston-MDW Chicago Midway
5h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:07 amMDW  Chicago Midway-CHS Charleston
4h 03m1 stop Atlanta Hartsfield-Jackson
$341Delta
Mon, Nov 2 - Sat, Nov 7
Delta Logo
12:40 pm - 4:14 pmCHS  Charleston-MDW Chicago Midway
4h 34m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 1:13 pmMDW  Chicago Midway-CHS Charleston
6h 09m1 stop Atlanta Hartsfield-Jackson
$341Delta
Wed, Oct 28 - Wed, Nov 4

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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
Oct 3
CHS8:30 amCharleston
2h 10m
MDW9:40 amChicago Midway
Oct 10
MDW8:15 amChicago Midway
2h 05m
CHS11:20 amCharleston
$321
Southwest
Oct 3
CHS2:10 pmCharleston
7h 45m
1 stop
MDW8:55 pmChicago Midway
Oct 10
MDW8:15 amChicago Midway
2h 05m
CHS11:20 amCharleston
$331
Southwest
Oct 3
CHS8:30 amCharleston
2h 10m
MDW9:40 amChicago Midway
Oct 10
MDW11:55 amChicago Midway
5h 50m
2 stops
CHS6:45 pmCharleston
$336

Delta flights from Charleston to Chicago Midway Airport

Our best Delta deals on Charleston to Chicago Midway Airport flight tickets
Delta
Oct 29
CHS5:30 amCharleston
5h 33m
1 stop
MDW10:03 amChicago Midway
Oct 31
MDW6:04 amChicago Midway
4h 00m
1 stop
CHS11:04 amCharleston
$341
Delta
Oct 30
CHS6:30 amCharleston
6h 24m
1 stop
MDW11:54 amChicago Midway
Nov 2
MDW4:19 pmChicago Midway
6h 40m
1 stop
CHS11:59 pmCharleston
$358
Delta
Oct 30
CHS6:30 amCharleston
4h 33m
1 stop
MDW10:03 amChicago Midway
Nov 2
MDW6:04 amChicago Midway
4h 03m
1 stop
CHS11:07 amCharleston
$407

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

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Sat 10/31

8:20 am-9:30 am

Nonstop2h 10m

Chicago Midway

Wed 11/4

1:25 pm-4:30 pm

Nonstop2h 05m

$321

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Sat 10/3

8:30 am-9:40 am

Nonstop2h 10m

Chicago Midway

Sat 10/10

8:15 am-11:20 am

Nonstop2h 05m

$321

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Mon 11/2

7:10 pm-8:25 pm

Nonstop2h 15m

Chicago Midway

Wed 11/4

1:25 pm-4:30 pm

Nonstop2h 05m

$321

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 10/20

7:15 am-8:25 am

Nonstop2h 10m

Chicago Midway

Tue 10/27

1:30 pm-4:40 pm

Nonstop2h 10m

$321

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/3

8:00 am-9:15 am

Nonstop2h 15m

Chicago Midway

Wed 11/4

1:25 pm-4:30 pm

Nonstop2h 05m

$321

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Tue 11/3

1:30 pm-6:55 pm

1 stop6h 25m

Chicago Midway

Wed 11/4

1:25 pm-4:30 pm

Nonstop2h 05m

$331

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Sat 10/3

2:10 pm-8:55 pm

1 stop7h 45m

Chicago Midway

Sat 10/10

8:15 am-11:20 am

Nonstop2h 05m

$331

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Sat 10/31

10:45 am-3:25 pm

1 stop5h 40m

Chicago Midway

Wed 11/4

1:25 pm-4:30 pm

Nonstop2h 05m

$331

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Mon 11/2

6:29 pm-10:33 pm

1 stop5h 04m

Chicago Midway

Sat 11/7

6:04 am-11:07 am

1 stop4h 03m

$341

CharlestonChicago

CHS Charleston - MDW Chicago Midway

CHSMDW

Charleston

Wed 10/28

12:40 pm-4:14 pm

1 stop4h 34m

Chicago Midway

Wed 11/4

6:04 am-1:13 pm

1 stop6h 09m

$341

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 October 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 October, then departing from Charleston during the month March is also very affordable. Most momondo users find prices during this month for around $0.

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 $400. 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, Tuesday 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 $481.

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 afternoon is the least expensive time of day to depart. momondo users have found prices as low as $402 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $449. 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?

No. A direct flight is the cheapest option for a flight between Charleston to Chicago Midway Airport.

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

$147

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 $147. The best round-trip flight deal from Charleston to Chicago Midway Airport found on momondo in the last 72 hours is $321.
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
8.0
4,195 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 8 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 8.0/10.

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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