Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Charleston from $89

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 2/9. 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
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Charleston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:30 am - 4:05 pm
MDW
-
CHS
7h 35m
1 stop
Multiple Airlines Logo
8:07 am - 11:20 pm
CHS
-
MDW
16h 13m
2 stops
$277Multiple Airlines
Tue, Mar 10 - Sat, Mar 14
Southwest Logo
12:45 pm - 3:50 pm
MDW
-
CHS
2h 05mnonstop
Southwest Logo
6:55 pm - 8:20 pm
CHS
-
MDW
2h 25mnonstop
$285Southwest
Tue, Mar 10 - Sat, Mar 14
Multiple Airlines Logo
7:30 am - 4:00 pm
MDW
-
CHS
7h 30m
1 stop
Multiple Airlines Logo
11:57 am - 10:19 pm
CHS
-
MDW
11h 22m
2 stops
$286Multiple Airlines
Tue, Mar 24 - Tue, Mar 31
Multiple Airlines Logo
2:41 pm - 10:33 pm
MDW
-
CHS
30h 52m
2 stops
Multiple Airlines Logo
3:21 pm - 8:53 pm
CHS
-
MDW
6h 32m
1 stop
$288Multiple Airlines
Thu, Mar 12 - Mon, Mar 16
Southwest Logo
3:35 pm - 8:30 pm
MDW
-
CHS
3h 55m
1 stop
Southwest Logo
6:55 pm - 8:20 pm
CHS
-
MDW
2h 25mnonstop
$295Southwest
Tue, Mar 10 - Sat, Mar 14
Multiple Airlines Logo
6:00 am - 10:33 pm
MDW
-
CHS
15h 33m
2 stops
Multiple Airlines Logo
3:21 pm - 8:53 pm
CHS
-
MDW
6h 32m
1 stop
$298Multiple Airlines
Thu, Mar 19 - Mon, Mar 23
Southwest Logo
12:45 pm - 3:50 pm
MDW
-
CHS
2h 05mnonstop
Southwest Logo
4:35 pm - 5:55 pm
CHS
-
MDW
2h 20mnonstop
$302Southwest
Mon, Mar 9 - Tue, Mar 10
Multiple Airlines Logo
7:30 am - 4:00 pm
MDW
-
CHS
7h 30m
1 stop
Multiple Airlines Logo
6:16 pm - 11:33 am
CHS
-
MDW
42h 17m
2 stops
$303Multiple Airlines
Thu, Mar 26 - Sat, Apr 4
Southwest Logo
6:30 am - 1:35 pm
MDW
-
CHS
6h 05m
1 stop
Southwest Logo
4:35 pm - 5:55 pm
CHS
-
MDW
2h 20mnonstop
$305Southwest
Tue, Mar 24 - Tue, Mar 24
Southwest Logo
2:45 pm - 5:45 pm
MDW
-
CHS
2h 00mnonstop
Southwest Logo
7:55 am - 11:35 am
CHS
-
MDW
4h 40m
1 stop
$309Southwest
Tue, Feb 17 - Wed, Feb 18

Delta flights from Chicago Midway Airport to Charleston

Our best Delta deals on Chicago Midway Airport to Charleston flight tickets
Delta
Apr 21
MDW1:10 pmChicago Midway
3h 49m
1 stop
CHS5:59 pmCharleston
Apr 29
CHS7:05 amCharleston
6h 25m
1 stop
MDW12:30 pmChicago Midway
$325
Delta
Feb 17
MDW6:00 amChicago Midway
7h 00m
1 stop
CHS2:00 pmCharleston
Feb 18
CHS5:27 amCharleston
5h 27m
1 stop
MDW9:54 amChicago Midway
$333
Delta
Feb 4
MDW6:14 pmChicago Midway
4h 41m
1 stop
CHS11:55 pmCharleston
Feb 5
CHS5:25 amCharleston
5h 28m
1 stop
MDW9:53 amChicago Midway
$335

Southwest flights from Chicago Midway Airport to Charleston

Our best Southwest deals on Chicago Midway Airport to Charleston flight tickets
Southwest
Mar 10
MDW12:45 pmChicago Midway
2h 05m
CHS3:50 pmCharleston
Mar 14
CHS6:55 pmCharleston
2h 25m
MDW8:20 pmChicago Midway
$285
Southwest
Mar 10
MDW3:35 pmChicago Midway
3h 55m
1 stop
CHS8:30 pmCharleston
Mar 14
CHS6:55 pmCharleston
2h 25m
MDW8:20 pmChicago Midway
$295
Southwest
Mar 9
MDW12:45 pmChicago Midway
2h 05m
CHS3:50 pmCharleston
Mar 10
CHS4:35 pmCharleston
2h 20m
MDW5:55 pmChicago Midway
$302

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 January 15, 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

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 3/10

7:30 am-4:05 pm

1 stop7h 35m

Charleston

Sat 3/14

8:07 am-11:20 pm

2 stops16h 13m

$277

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 3/10

12:45 pm-3:50 pm

Nonstop2h 05m

Charleston

Sat 3/14

6:55 pm-8:20 pm

Nonstop2h 25m

$285

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 3/24

7:30 am-4:00 pm

1 stop7h 30m

Charleston

Tue 3/31

11:57 am-10:19 pm

2 stops11h 22m

$286

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Thu 3/12

2:41 pm-10:33 pm

2 stops30h 52m

Charleston

Mon 3/16

3:21 pm-8:53 pm

1 stop6h 32m

$288

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 3/10

3:35 pm-8:30 pm

1 stop3h 55m

Charleston

Sat 3/14

6:55 pm-8:20 pm

Nonstop2h 25m

$295

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Thu 3/19

6:00 am-10:33 pm

2 stops15h 33m

Charleston

Mon 3/23

3:21 pm-8:53 pm

1 stop6h 32m

$298

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 3/9

12:45 pm-3:50 pm

Nonstop2h 05m

Charleston

Tue 3/10

4:35 pm-5:55 pm

Nonstop2h 20m

$302

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Thu 3/26

7:30 am-4:00 pm

1 stop7h 30m

Charleston

Sat 4/4

6:16 pm-11:33 am

2 stops42h 17m

$303

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 3/24

6:30 am-1:35 pm

1 stop6h 05m

Charleston

Tue 3/24

4:35 pm-5:55 pm

Nonstop2h 20m

$305

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 2/17

2:45 pm-5:45 pm

Nonstop2h 00m

Charleston

Wed 2/18

7:55 am-11:35 am

1 stop4h 40m

$309

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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 $350. The most expensive day to fly to Charleston is Friday, with ticket prices averaging around $391.

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 $359. In the morning is when there is more demand to fly to Charleston, so prices are often more expensive at around $384 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 to Charleston flights?

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

You could potentially save up to 57% on your flight if you consider stops on a Chicago Midway Airport to Charleston flight.

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 00m

Direct flights

Every day

Airports in Charleston

1 airport
The fastest flight from Chicago Midway Airport to Charleston takes 2h 00m
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

  • 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 00m.

  • 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
4,258 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 2 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 $317. 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
Isle of Palms
Kiawah Island
North Charleston
Summerville
Mount Pleasant
Edisto Island
Santee
Walterboro
Goose Creek
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 2/14
Sat 2/21
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States