Cheap Flight Tickets from Chicago (MDW) to Charleston (CHS), Starting at $352

Good to Know: Cheapest and Fastest MDW - CHS Flights

Useful information for finding best airline tickets from Chicago Midway International to Charleston Air Force Base-International on your next trip.

Cheapest Round Trip Flight

$352

WN Southwest Airlines • 1 stop • 8h 45m

Aug 14 – Aug 16

The cheapest round trip flight from Chicago to Charleston (MDW-CHS-MDW) is currently $352

🔍 Search Flights

Cheapest Direct Flight

$352

WN Southwest Airlines • nonstop • 3h 40m

Aug 14

The cheapest nonstop flight from Chicago to Charleston (MDW-CHS) is currently $352

🔍 Search Flights

Fastest Flight

3h 30m

The fastest nonstop flight from Chicago to Charleston (MDW-CHS) takes 3h 30m

Top Airlines Flying from Chicago to Charleston

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Chicago (MDW) to Charleston (CHS)

Compare and book low fare round-trip air tickets from Chicago to Charleston. Ideal for travelers with confirmed return itineraries.

Aug 14 - Aug 16, Economy
WN
Chicago → Charleston
8h 45m
9:00 AM - 3:25 PM • 1 stop
WN
Chicago → Charleston
3h 30m
6:10 PM - 7:20 PM • nonstop
$352
Southwest Airlines
Aug 14 - Aug 16, Economy
WN
Chicago → Charleston
7h 20m
11:00 AM - 4:40 PM • 1 stop
WN
Chicago → Charleston
3h 30m
6:10 PM - 7:20 PM • nonstop
$352
Southwest Airlines
Aug 14 - Aug 16, Economy
WN
Chicago → Charleston
10h 55m
7:30 AM - 3:25 PM • 1 stop
WN
Chicago → Charleston
3h 30m
6:10 PM - 7:20 PM • nonstop
$352
Southwest Airlines
Aug 14 - Aug 16, Economy
DL
Chicago → Charleston
6h 46m
10:54 AM - 4:00 PM • 1 stop
DL
Chicago → Charleston
7h 27m
6:55 AM - 10:42 AM • 1 stop
$352
Delta Airlines
Aug 14 - Aug 16, Economy
WN
Chicago → Charleston
8h 45m
9:00 AM - 3:25 PM • 1 stop
WN
Chicago → Charleston
6h 55m
2:45 PM - 6:00 PM • 1 stop
$352
Southwest Airlines
Aug 14 - Aug 16, Economy
WN
Chicago → Charleston
10h 30m
1:00 PM - 8:30 PM • 1 stop
WN
Chicago → Charleston
6h 55m
2:45 PM - 6:00 PM • 1 stop
$352
Southwest Airlines

Fly from Chicago to Charleston with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Charleston? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Charleston Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to CHS?
The most popular airline flying from Chicago to Charleston are
Can I fly from MDW to CHS non-stop?
Yes, you can fly MDW to CHS non-stop on
Which airlines fly nonstop between Chicago and Charleston?
The non-stop flights between Chicago and Charleston are .
What’s the earliest departure time from MDW to CHS Airport?
The earliest flight leaves MDW at 7:30 am and lands in CHS - Charleston Air Force Base-International
What are the airports in Charleston?
CHS
Can I make changes to my Chicago to Charleston flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to CHS?
Read the fare rules of the Chicago to Charleston air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Charleston?
operate flights between Chicago and Charleston
How long does a flight from Chicago to Charleston take?
It takes approximately 2 hour to fly non-stop from MDW to CHS, which is 744.88 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Charleston (CHS) ?
In the past couple of days, the cheapest tickets to CHS from MDW were found on WN : USD 352
Do I need a passport to fly between MDW and CHS?
No
What’s the latest departure time from MDW to CHS ?
The last flight leaves MDW at 6:15 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to chs?
You can find cheap airline tickets from Chicago Midway International (mdw) to Charleston Air Force Base-International (chs) on Southwest Airlines. As a first-class passenger, you'll enjoy luxury amenities such as suites and fine dining. Booking in advance is recommended, with 19 days before departure being the optimal time for savings. For round-trip flights, consider visiting our website for the latest airfare deals.
What's the popular airline to fly from mdw to chs?
Delta Airlines offers direct flights from Chicago Midway International Airport (mdw) to Charleston Air Force Base-International Airport (chs). As a first-class passenger, you can enjoy luxury amenities such as suites and fine dining. Booking in advance is recommended, with 19 days prior to your trip being ideal. This round-trip journey will provide you with affordable airfares on Delta Airlines, making it a popular choice for travelers.
What's the cheapest day of the week to fly from mdw to chs?
The cheapest day to fly from Chicago Midway International Airport (mdw) to Charleston Air Force Base-International Airport (chs) is Sunday. Flying on Sundays can often result in lower airfares, making it a budget-friendly option for your round-trip journey.
What's the cheapest month to fly from mdw to chs?
The cheapest month to fly from Chicago Midway International (mdw) to Charleston Air Force Base-International (chs) is November. You can expect budget-friendly flights during this time.
Which airline/airlines fly from mdw to chs?
The airlines that fly from Chicago Midway International Airport (mdw) to Charleston Air Force Base-International Airport (chs) include American Airlines, Southwest Airlines, Allegiant, Delta Airlines, Porter Airline, United Airlines, and Frontier Airlines. You can find the most up-to-date airfare information on our website for July or December travel.
What is the cheapest airfare from Milwaukee to Charleston?
The cheapest airfare from Milwaukee to Charleston can be found on Southwest Airlines (WN) with prices starting from $200. Book your flight now and enjoy a comfortable journey.
Can I book flights for July and December travel on your website?
Yes, you can book flights for July and December travel on our website. Simply enter your travel dates and destinations to find the best deals.
How many advance booking days do I have for my round trip flight?
You have 19 advance booking days for your round trip flight. Book early to secure the best prices.
Is there an airline that offers First class luxury cabins with fine dining options?
Yes, Delta Airlines (DL) offers First class luxury cabins with fine dining options. Experience the ultimate in comfort and service on their flights.
Do you offer busco or muy flights at affordable fares?
We do not offer busco or muy flights at affordable fares. However, we can help you find other affordable flight options that meet your needs.

Chicago (MDW) to Charleston (CHS): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Charleston Air Force Base-International , Charleston, US
Distance 745 miles

More Flight Options for Chicago (MDW) and Charleston (CHS)

Why Fareleaders for MDW to CHS Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to Charleston flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on MDW to CHS flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to Charleston flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (MDW) to Charleston (CHS)
Terms and Conditions*