Cheap Flight Tickets from Charleston (CHS) to Chicago (MDW), Starting at $305

Good to Know: Cheapest and Fastest CHS - MDW Flights

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

Cheapest Round Trip Flight

$305

WN Southwest Airlines • nonstop • 3h 35m

Nov 06 – Nov 09

The cheapest round trip flight from Charleston to Chicago (CHS-MDW-CHS) is currently $305

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Cheapest Direct Flight

$305

WN Southwest Airlines • nonstop • 3h 35m

Nov 06

The cheapest nonstop flight from Charleston to Chicago (CHS-MDW) is currently $305

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Fastest Flight

3h 35m

The fastest nonstop flight from Charleston to Chicago (CHS-MDW) takes 3h 35m

Top Airlines Flying from Charleston to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

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

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

Nov 06 - Nov 09, Economy
WN
Charleston → Chicago
3h 35m
7:10 PM - 8:25 PM • nonstop
WN
Charleston → Chicago
3h 25m
12:45 PM - 3:50 PM • nonstop
$305
Southwest Airlines
Nov 06 - Nov 09, Economy
WN
Charleston → Chicago
8h 30m
4:00 PM - 8:10 PM • 1 stop
WN
Charleston → Chicago
3h 25m
12:45 PM - 3:50 PM • nonstop
$314
Southwest Airlines
Nov 06 - Nov 09, Economy
WN
Charleston → Chicago
5h 50m
1:20 PM - 4:10 PM • 1 stop
WN
Charleston → Chicago
3h 25m
12:45 PM - 3:50 PM • nonstop
$314
Southwest Airlines
Nov 06 - Nov 09, Economy
WN
Charleston → Chicago
10h
11:00 AM - 4:00 PM • 1 stop
WN
Charleston → Chicago
5h 45m
8:00 AM - 12:45 PM • 1 stop
$320
Southwest Airlines
Nov 06 - Nov 09, Economy
DL
Charleston → Chicago
6h 45m
12:12 PM - 3:17 PM • 1 stop
DL
Charleston → Chicago
5h 51m
5:13 PM - 10:04 PM • 1 stop
$446
Delta Airlines
Nov 06 - Nov 09, Economy
DL
Charleston → Chicago
7h 18m
7:05 AM - 10:43 AM • 1 stop
DL
Charleston → Chicago
5h 51m
5:13 PM - 10:04 PM • 1 stop
$446
Delta Airlines

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

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

FAQs on Charleston to Chicago Flights

What are the airports in Charleston?
CHS
What’s the most popular airline flying from CHS to MDW?
The most popular airline flying from Charleston to Chicago are
Can I fly from CHS to MDW non-stop?
Yes, you can fly CHS to MDW non-stop on
Which airlines fly nonstop between Charleston and Chicago?
The non-stop flights between Charleston and Chicago are .
What’s the earliest departure time from CHS to MDW Airport?
The earliest flight leaves CHS at 7:05 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Charleston to Chicago 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 CHS to MDW?
Read the fare rules of the Charleston to Chicago 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 Charleston and Chicago?
operate flights between Charleston and Chicago
How long does a flight from Charleston to Chicago take?
It takes approximately 2 hour to fly non-stop from CHS to MDW, which is 744.88 miles by air.
Which airlines provide the cheapest flights from Charleston (CHS) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from CHS were found on WN : USD 305
Do I need a passport to fly between CHS and MDW?
No
What’s the latest departure time from CHS to MDW ?
The last flight leaves CHS at 7:10 pm

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

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

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