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Cheap flights from Chicago Midway Airport to Charleston from $111

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 10/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Charleston (MDW-CHS)

Cheap round-trip flights

Frontier Logo
8:15 am - 2:31 pmMDW-CHS
5h 16m1 stop
Frontier Logo
3:26 pm - 7:11 amCHS-MDW
16h 45m1 stop
$260Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Southwest Logo
1:25 pm - 4:25 pmMDW-CHS
2h 00mnonstop
Southwest Logo
10:35 am - 1:45 pmCHS-MDW
4h 10m1 stop
$265Southwest
Find Deal
Wed, Oct 29 - Wed, Nov 5
Southwest Logo
7:35 pm - 10:40 pmMDW-CHS
2h 05mnonstop
Southwest Logo
6:35 am - 7:40 amCHS-MDW
2h 05mnonstop
$269Southwest
Find Deal
Mon, Sep 15 - Wed, Sep 17
Logo
11:31 am - 9:06 amMDW-CHS
20h 35m2 stops
Logo
3:25 pm - 11:03 pmCHS-MDW
8h 38m1 stop
$273
Find Deal
Sat, Oct 25 - Mon, Oct 27
Southwest Logo
1:25 pm - 4:25 pmMDW-CHS
2h 00mnonstop
Southwest Logo
10:35 am - 5:35 pmCHS-MDW
8h 00m2 stops
$274Southwest
Find Deal
Wed, Oct 29 - Wed, Nov 5
Frontier Logo
3:36 pm - 12:11 pmMDW-CHS
19h 35m1 stop
Frontier Logo
3:26 pm - 7:11 amCHS-MDW
16h 45m1 stop
$276Frontier
Find Deal
Sun, Aug 31 - Sun, Sep 7
Delta Logo
12:47 pm - 7:10 pmMDW-CHS
5h 23m1 stop
Delta Logo
9:00 am - 11:52 amCHS-MDW
3h 52m1 stop
$279Delta
Find Deal
Tue, Nov 11 - Tue, Nov 18
Logo
9:26 pm - 8:15 pmMDW-CHS
21h 49m2 stops
Logo
3:25 pm - 11:03 pmCHS-MDW
8h 38m1 stop
$282
Find Deal
Thu, Oct 23 - Mon, Oct 27
Southwest Logo
1:45 pm - 10:00 pmMDW-CHS
7h 15m2 stops
Southwest Logo
6:35 am - 7:40 amCHS-MDW
2h 05mnonstop
$284Southwest
Find Deal
Mon, Sep 15 - Wed, Sep 17
Delta Logo
6:00 am - 11:50 amMDW-CHS
4h 50m1 stop
Delta Logo
10:25 am - 1:36 pmCHS-MDW
4h 11m1 stop
$299Delta
Find Deal
Sun, Aug 31 - Thu, Sep 4

Delta flights from Chicago Midway Airport to Charleston

Our best Delta deals on Chicago Midway Airport to Charleston flight tickets
Delta
Nov 11
MDW12:47 pmChicago Midway
5h 23m
1 stop
CHS7:10 pmCharleston
Nov 18
CHS9:00 amCharleston
3h 52m
1 stop
MDW11:52 amChicago Midway
$279
Find similar
Delta
Aug 31
MDW6:00 amChicago Midway
4h 50m
1 stop
CHS11:50 amCharleston
Sep 4
CHS10:25 amCharleston
4h 11m
1 stop
MDW1:36 pmChicago Midway
$299
Find similar
Delta
Sep 30
MDW6:00 amChicago Midway
4h 48m
1 stop
CHS11:48 amCharleston
Oct 3
CHS7:10 amCharleston
6h 18m
1 stop
MDW12:28 pmChicago Midway
$306
Find similar

Frontier flights from Chicago Midway Airport to Charleston

Our best Frontier deals on Chicago Midway Airport to Charleston flight tickets
Frontier
Sep 4
MDW8:15 amChicago Midway
5h 16m
1 stop
CHS2:31 pmCharleston
Sep 7
CHS3:26 pmCharleston
16h 45m
1 stop
MDW7:11 amChicago Midway
$260
Find similar
Frontier
Aug 31
MDW3:36 pmChicago Midway
19h 35m
1 stop
CHS12:11 pmCharleston
Sep 7
CHS3:26 pmCharleston
16h 45m
1 stop
MDW7:11 amChicago Midway
$276
Find similar
Frontier
Sep 11
MDW8:15 amChicago Midway
5h 16m
1 stop
CHS2:31 pmCharleston
Sep 18
CHS3:26 pmCharleston
16h 45m
1 stop
MDW7:11 amChicago Midway
$315
Find similar

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 August 25, 2025.
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

Thu 9/4

8:15 am-2:31 pm

1 stop5h 16m

Charleston

Sun 9/7

3:26 pm-7:11 am

1 stop16h 45m

$260

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Wed 10/29

1:25 pm-4:25 pm

Nonstop2h 00m

Charleston

Wed 11/5

10:35 am-1:45 pm

1 stop4h 10m

$265

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 9/15

7:35 pm-10:40 pm

Nonstop2h 05m

Charleston

Wed 9/17

6:35 am-7:40 am

Nonstop2h 05m

$269

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sat 10/25

11:31 am-9:06 am

2 stops20h 35m

Charleston

Mon 10/27

3:25 pm-11:03 pm

1 stop8h 38m

$273

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Wed 10/29

1:25 pm-4:25 pm

Nonstop2h 00m

Charleston

Wed 11/5

10:35 am-5:35 pm

2 stops8h 00m

$274

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sun 8/31

3:36 pm-12:11 pm

1 stop19h 35m

Charleston

Sun 9/7

3:26 pm-7:11 am

1 stop16h 45m

$276

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Tue 11/11

12:47 pm-7:10 pm

1 stop5h 23m

Charleston

Tue 11/18

9:00 am-11:52 am

1 stop3h 52m

$279

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Thu 10/23

9:26 pm-8:15 pm

2 stops21h 49m

Charleston

Mon 10/27

3:25 pm-11:03 pm

1 stop8h 38m

$282

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Mon 9/15

1:45 pm-10:00 pm

2 stops7h 15m

Charleston

Wed 9/17

6:35 am-7:40 am

Nonstop2h 05m

$284

ChicagoCharleston

MDW - CHS

MDWCHS

Chicago Midway

Sun 8/31

6:00 am-11:50 am

1 stop4h 50m

Charleston

Thu 9/4

10:25 am-1:36 pm

1 stop4h 11m

$299

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 May. Flight prices, which tend to average around $302, are often lower during this time because this is during the off-season. The month of August is another great option to travel to Charleston, with average flight prices from Chicago Midway Airport averaging around $307.

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 $353. The most expensive day to fly to Charleston is Thursday, with ticket prices averaging around $417.

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

The cheapest time of day to fly to Charleston is in the evening when flights can be purchased for as low as $350. In the afternoon is when there is more demand to fly to Charleston, so prices are often more expensive at around $401 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 are 1 cabin classes 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.

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

Best Price Found

$90

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Charleston

1 airport
The best one-way flight to Charleston from Chicago Midway Airport in the past 72 hours is $90. The best round-trip flight deal from Chicago Midway Airport to Charleston found on momondo in the last 72 hours is $162.
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 near Charleston: 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 $257Free CancellationRating
8.0
4,243 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 4 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Charleston starts from $257 round-trip, up to an average price of $359. 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
North Charleston
Kiawah Island
Summerville
Mount Pleasant
Edisto Island
Walterboro
Goose Creek
Santee
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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