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Cheap flights from Chicago Midway Airport to Charleston from $102

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 Midway Airport to Charleston departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Charleston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:35 am - 10:55 am
MDW
-
CHS
2h 20mnonstop
Southwest Logo
7:35 am - 8:45 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Mon, Sep 7 - Wed, Sep 9
Southwest Logo
7:35 am - 10:55 am
MDW
-
CHS
2h 20mnonstop
Southwest Logo
6:30 pm - 7:40 pm
CHS
-
MDW
2h 10mnonstop
$237Southwest
Mon, Sep 7 - Mon, Sep 14
Southwest Logo
3:05 pm - 6:10 pm
MDW
-
CHS
2h 05mnonstop
Southwest Logo
7:00 am - 8:10 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Sat, Aug 15 - Mon, Aug 17
Southwest Logo
3:05 pm - 6:15 pm
MDW
-
CHS
2h 10mnonstop
Southwest Logo
7:35 am - 8:45 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Sat, Sep 12 - Sat, Sep 19
Southwest Logo
7:35 am - 10:55 am
MDW
-
CHS
2h 20mnonstop
Southwest Logo
7:00 am - 8:10 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Mon, Sep 7 - Thu, Sep 10
Southwest Logo
6:15 pm - 9:30 pm
MDW
-
CHS
2h 15mnonstop
Southwest Logo
7:00 am - 8:10 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Thu, Sep 10 - Thu, Sep 17
Southwest Logo
6:00 pm - 9:15 pm
MDW
-
CHS
2h 15mnonstop
Southwest Logo
7:35 am - 8:45 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
6:00 pm - 9:15 pm
MDW
-
CHS
2h 15mnonstop
Southwest Logo
7:35 am - 8:45 am
CHS
-
MDW
2h 10mnonstop
$237Southwest
Wed, Sep 9 - Wed, Sep 16
Delta Logo
4:30 pm - 9:35 pm
MDW
-
CHS
4h 05m
1 stop
Delta Logo
12:59 pm - 6:33 pm
CHS
-
MDW
6h 34m
1 stop
$240Delta
Sat, Sep 12 - Wed, Sep 16
Delta Logo
11:35 am - 7:38 pm
MDW
-
CHS
7h 03m
1 stop
Delta Logo
7:10 am - 12:39 pm
CHS
-
MDW
6h 29m
1 stop
$240Delta
Sat, Sep 12 - Wed, Sep 16

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Southwest flights from Chicago Midway Airport to Charleston

Our best Southwest deals on Chicago Midway Airport to Charleston flight tickets
Southwest
Sep 9
MDW6:00 pmChicago Midway
2h 15m
CHS9:15 pmCharleston
Sep 16
CHS7:35 amCharleston
2h 10m
MDW8:45 amChicago Midway
$237
Southwest
Sep 11
MDW7:35 amChicago Midway
2h 20m
CHS10:55 amCharleston
Sep 14
CHS6:30 pmCharleston
2h 10m
MDW7:40 pmChicago Midway
$242
Southwest
Sep 28
MDW6:15 pmChicago Midway
2h 15m
CHS9:30 pmCharleston
Oct 1
CHS4:45 pmCharleston
4h 10m
1 stop
MDW7:55 pmChicago Midway
$243

Delta flights from Chicago Midway Airport to Charleston

Our best Delta deals on Chicago Midway Airport to Charleston flight tickets
Delta
Sep 12
MDW4:30 pmChicago Midway
4h 05m
1 stop
CHS9:35 pmCharleston
Sep 16
CHS12:59 pmCharleston
6h 34m
1 stop
MDW6:33 pmChicago Midway
$240
Delta
Sep 11
MDW4:30 pmChicago Midway
6h 29m
1 stop
CHS11:59 pmCharleston
Sep 14
CHS6:52 pmCharleston
4h 52m
1 stop
MDW10:44 pmChicago Midway
$272
Delta
Oct 17
MDW4:19 pmChicago Midway
4h 22m
1 stop
CHS9:41 pmCharleston
Oct 21
CHS6:30 amCharleston
4h 33m
1 stop
MDW10:03 amChicago Midway
$287

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Charleston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Charleston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 9/7

7:35 am-10:55 am

Nonstop2h 20m

Charleston

Wed 9/9

7:35 am-8:45 am

Nonstop2h 10m

$237

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 9/7

7:35 am-10:55 am

Nonstop2h 20m

Charleston

Mon 9/14

6:30 pm-7:40 pm

Nonstop2h 10m

$237
Quickest round-trip

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 8/15

3:05 pm-6:10 pm

Nonstop2h 05m

Charleston

Mon 8/17

7:00 am-8:10 am

Nonstop2h 10m

$237

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 9/12

3:05 pm-6:15 pm

Nonstop2h 10m

Charleston

Sat 9/19

7:35 am-8:45 am

Nonstop2h 10m

$237

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 9/7

7:35 am-10:55 am

Nonstop2h 20m

Charleston

Thu 9/10

7:00 am-8:10 am

Nonstop2h 10m

$237

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Thu 9/10

6:15 pm-9:30 pm

Nonstop2h 15m

Charleston

Thu 9/17

7:00 am-8:10 am

Nonstop2h 10m

$237

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 9/8

6:00 pm-9:15 pm

Nonstop2h 15m

Charleston

Tue 9/15

7:35 am-8:45 am

Nonstop2h 10m

$237

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Wed 9/9

6:00 pm-9:15 pm

Nonstop2h 15m

Charleston

Wed 9/16

7:35 am-8:45 am

Nonstop2h 10m

$237

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 9/12

4:30 pm-9:35 pm

1 stop4h 05m

Charleston

Wed 9/16

12:59 pm-6:33 pm

1 stop6h 34m

$240

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 9/12

11:35 am-7:38 pm

1 stop7h 03m

Charleston

Wed 9/16

7:10 am-12:39 pm

1 stop6h 29m

$240

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 Charleston from

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

The cheapest month to fly to Charleston from Chicago Midway Airport is in February. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Charleston, with average flight prices from Chicago Midway Airport averaging around $0.

What is the cheapest day to depart on your flight to Charleston?

The cheapest day to depart from Chicago Midway Airport to Charleston is on a Tuesday. Travelers who choose to depart for Charleston on a Tuesday will often find tickets for as low as $346. The most expensive day to fly to Charleston is Sunday, with ticket prices averaging around $406.

What is the cheapest time of day to depart on your flight to Charleston?

The cheapest time of day to fly to Charleston is at noon when flights can be purchased for as low as $379. In the morning is when there is more demand to fly to Charleston, so prices are often more expensive at around $388 per ticket.

What is the cheapest Chicago Midway to Charleston flight route?

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

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

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

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

When to book flights from Chicago Midway Airport to Charleston

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

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

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

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Charleston

1 airport
The fastest flight from Chicago Midway Airport to Charleston takes 2h 05m
Direct flights go from Chicago Midway Airport to Charleston every day.
There is 1 airport in Charleston. From Chicago Midway Airport there are direct flights to Charleston (CHS).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Charleston

  • How far is Chicago Midway to Charleston by plane?

    Charleston is 755.1 mi away from Chicago Midway. In terms of flight time, this usually takes a little over 2h 05m.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Charleston Airport.

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

    The required travel and health documents for your Charleston 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 Charleston 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 Chicago Midway Airport to Charleston?

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

Best airlines flying from Chicago Midway Airport to Charleston

Compare and see reviews for airlines that fly from Chicago Midway Airport to Charleston with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $245Free CancellationRating
8.0
4,229 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Charleston

    Southwest is one of the most popular airlines flying from Chicago Midway Airport to Charleston, operating 8 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Charleston starts from $245 round-trip, up to an average price of $406. Our users have rated Southwest at 8.0/10.

Traveling to a place near Charleston?

Book flights to Charleston if you plan to visit one of these locations
Folly Beach
North Charleston
Summerville
Isle of Palms
Mount Pleasant
Kiawah Island
Walterboro
Santee
Goose Creek
Edisto Island
Edisto Beach
Seabrook Island

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Charleston from Chicago.

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

Yes. momondo enables you to select and highlight flights to Charleston from Chicago with this policy.

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?

Yes. momondo can track prices for Chicago to Charleston 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.

An easier way to manage your Charleston trip

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