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Cheap flights from Charleston to Chicago Midway Airport from $154

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Charleston to Chicago Midway Airport departing on 11/24. 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 Charleston to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Charleston to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Charleston to Chicago.

Cheap last minute flights

Planning a quick getaway from Charleston to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Charleston to Chicago

Find recent round-trip train or bus tickets from Charleston to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
10:28 am - 4:17 pmCHS-MDW
6h 49m1 stop
6:00 am - 11:17 amMDW-CHS
4h 17m1 stop
$333Delta
Find Deal
Thu, Dec 19 - Tue, Dec 31
10:45 am - 12:05 pmCHS-MDW
2h 20mnonstop
3:00 pm - 6:00 pmMDW-CHS
2h 00mnonstop
$334Southwest
Find Deal
Fri, Feb 14 - Tue, Feb 18
1:57 pm - 6:32 pmCHS-MDW
5h 35m1 stop
6:00 am - 11:19 amMDW-CHS
4h 19m1 stop
$336Delta
Find Deal
Wed, Dec 11 - Tue, Dec 17
7:00 am - 8:15 amCHS-MDW
2h 15mnonstop
1:10 pm - 8:15 pmMDW-CHS
6h 05m1 stop
$338Southwest
Find Deal
Sat, Dec 7 - Tue, Dec 10
5:30 pm - 11:20 pmCHS-MDW
6h 50m1 stop
3:00 pm - 6:00 pmMDW-CHS
2h 00mnonstop
$343Southwest
Find Deal
Fri, Feb 14 - Tue, Feb 18
10:45 am - 12:05 pmCHS-MDW
2h 20mnonstop
1:20 pm - 8:40 pmMDW-CHS
6h 20m2 stops
$344Southwest
Find Deal
Fri, Feb 14 - Tue, Feb 18
5:35 pm - 6:47 amCHS-MDW
14h 12m2 stops
8:50 am - 4:35 pmMDW-CHS
30h 45m3 stops
Sun, Nov 24 - Tue, Nov 26
5:00 pm - 10:06 pmCHS-MDW
6h 06m1 stop
12:44 pm - 5:29 pmMDW-CHS
3h 45m1 stop
$347Delta
Find Deal
Sat, Dec 7 - Tue, Dec 10
11:30 am - 6:45 pmCHS-MDW
8h 15m1 stop
1:55 pm - 4:55 pmMDW-CHS
2h 00mnonstop
$349Southwest
Find Deal
Thu, Dec 12 - Thu, Dec 19
6:15 am - 7:35 amCHS-MDW
2h 20mnonstop
8:10 am - 11:15 amMDW-CHS
2h 05mnonstop
$350Southwest
Find Deal
Fri, May 2 - Sun, May 4
12:30 pm - 5:54 pmCHS-MDW
6h 24m1 stop
$154Delta
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Sun, Nov 24
3:40 pm - 9:25 pmCHS-MDW
6h 45m2 stops
$159Southwest
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Tue, Dec 24
3:40 pm - 10:20 pmCHS-MDW
7h 40m1 stop
$160Southwest
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Tue, Dec 24
1:35 pm - 7:15 pmCHS-MDW
6h 40m1 stop
$168Southwest
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Tue, Feb 18
7:00 am - 8:15 amCHS-MDW
2h 15mnonstop
$170Southwest
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Sat, Dec 14
8:15 am - 2:10 pmCHS-MDW
6h 55m2 stops
$173Southwest
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Tue, Dec 17
5:15 am - 9:50 amCHS-MDW
5h 35m1 stop
$179Delta
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Sun, Dec 8
3:51 pm - 7:50 amCHS-MDW
16h 59m2 stops
$254Allegiant Air
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Sun, Mar 9
5:12 pm - 10:36 amCHS-MDW
18h 24m3 stops
$424WestJet
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Sat, Feb 8
5:12 pm - 10:36 amCHS-MDW
18h 24m3 stops
$425WestJet
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Sat, Feb 8
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
1:55 pm - 4:55 pmMDW-CHS
2h 00mnonstop
$700Southwest
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Fri, Nov 15 - Mon, Nov 18
11:05 am - 6:00 pmCHS-MDW
7h 55m1 stop
1:55 pm - 4:55 pmMDW-CHS
2h 00mnonstop
$709Southwest
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Fri, Nov 15 - Mon, Nov 18
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
2:50 pm - 9:50 pmMDW-CHS
6h 00m2 stops
$714Southwest
Find Deal
Fri, Nov 15 - Mon, Nov 18
6:21 pm - 9:46 pmCHS-MDW
4h 25m1 stop
6:00 am - 1:50 pmMDW-CHS
6h 50m1 stop
$718Delta
Find Deal
Fri, Nov 15 - Mon, Nov 18
7:55 am - 3:35 pmCHS-MDW
8h 40m2 stops
12:35 pm - 7:05 pmMDW-CHS
5h 30m1 stop
$723Southwest
Find Deal
Sat, Nov 16 - Sun, Nov 17
5:15 am - 9:32 amCHS-MDW
5h 17m1 stop
6:49 pm - 11:59 pmMDW-CHS
4h 10m1 stop
$782Delta
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Sun, Nov 17 - Sun, Nov 17
5:30 pm - 12:50 amCHS-MDW
8h 20m1 stop
8:15 am - 3:45 pmMDW-CHS
6h 30m2 stops
$833Southwest
Find Deal
Fri, Nov 15 - Sun, Nov 17
4:15 pm - 11:10 pmCHS-MDW
7h 55m2 stops
11:40 am - 9:50 pmMDW-CHS
9h 10m2 stops
$838Southwest
Find Deal
Fri, Nov 15 - Sun, Nov 17
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
1:55 pm - 4:55 pmMDW-CHS
2h 00mnonstop
$867Southwest
Find Deal
Fri, Nov 15 - Sun, Nov 17
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
3:30 pm - 11:35 pmMDW-CHS
7h 05m1 stop
$931Southwest
Find Deal
Sun, Nov 17 - Sun, Nov 17
7:15 am - 8:30 amCHS-MDW
2h 15mnonstop
4:00 pm - 7:00 pmMDW-CHS
2h 00mnonstop
$400Southwest
Find Deal
Fri, Dec 20 - Sun, Jan 5
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
4:00 pm - 7:00 pmMDW-CHS
2h 00mnonstop
$405Southwest
Find Deal
Fri, Dec 13 - Fri, Dec 20
7:15 am - 8:30 amCHS-MDW
2h 15mnonstop
1:55 pm - 4:55 pmMDW-CHS
2h 00mnonstop
$454Southwest
Find Deal
Mon, Dec 2 - Sun, Dec 8
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
2:50 pm - 5:50 pmMDW-CHS
2h 00mnonstop
$457Southwest
Find Deal
Mon, Nov 25 - Sat, Nov 30
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
2:50 pm - 5:50 pmMDW-CHS
2h 00mnonstop
$470Southwest
Find Deal
Mon, Nov 25 - Sat, Nov 30
7:15 am - 8:30 amCHS-MDW
2h 15mnonstop
8:40 pm - 11:40 pmMDW-CHS
2h 00mnonstop
$508Southwest
Find Deal
Wed, Nov 27 - Sun, Dec 1
7:15 am - 8:30 amCHS-MDW
2h 15mnonstop
2:50 pm - 5:50 pmMDW-CHS
2h 00mnonstop
$528Southwest
Find Deal
Wed, Nov 27 - Sat, Nov 30
6:50 am - 8:05 amCHS-MDW
2h 15mnonstop
4:00 pm - 7:00 pmMDW-CHS
2h 00mnonstop
$530Southwest
Find Deal
Sun, Nov 24 - Tue, Nov 26
7:15 am - 8:30 amCHS-MDW
2h 15mnonstop
2:50 pm - 5:50 pmMDW-CHS
2h 00mnonstop
$539Southwest
Find Deal
Tue, Nov 26 - Sat, Nov 30
7:15 am - 8:30 amCHS-MDW
2h 15mnonstop
2:50 pm - 5:50 pmMDW-CHS
2h 00mnonstop
$561Southwest
Find Deal
Tue, Nov 26 - Sat, Nov 30

Southwest flights from Charleston to Chicago Midway Airport

Our best Southwest deals on Charleston to Chicago Midway Airport flight tickets
Southwest
Feb 14
CHS10:45 amCharleston
2h 20m
MDW12:05 pmChicago Midway
Feb 18
MDW3:00 pmChicago Midway
2h 00m
CHS6:00 pmCharleston
Southwest
Dec 7
CHS7:00 amCharleston
2h 15m
MDW8:15 amChicago Midway
Dec 10
MDW1:10 pmChicago Midway
6h 05m
1 stop
CHS8:15 pmCharleston
Southwest
Feb 14
CHS5:30 pmCharleston
6h 50m
1 stop
MDW11:20 pmChicago Midway
Feb 18
MDW3:00 pmChicago Midway
2h 00m
CHS6:00 pmCharleston

Delta flights from Charleston to Chicago Midway Airport

Our best Delta deals on Charleston to Chicago Midway Airport flight tickets
Delta
Dec 19
CHS10:28 amCharleston
6h 49m
1 stop
MDW4:17 pmChicago Midway
Dec 31
MDW6:00 amChicago Midway
4h 17m
1 stop
CHS11:17 amCharleston
Delta
Dec 11
CHS1:57 pmCharleston
5h 35m
1 stop
MDW6:32 pmChicago Midway
Dec 17
MDW6:00 amChicago Midway
4h 19m
1 stop
CHS11:19 amCharleston
Delta
Dec 7
CHS5:00 pmCharleston
6h 06m
1 stop
MDW10:06 pmChicago Midway
Dec 10
MDW12:44 pmChicago Midway
3h 45m
1 stop
CHS5:29 pmCharleston

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

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 from Charleston to Chicago Midway Airport?

September. The cheapest time of year to fly to Chicago Midway Airport from Charleston is September. Most expensive is May

What is the cheapest day to depart Charleston for Chicago Midway Airport?

Thursday. The cheapest day of the week is typically Thursday. The most expensive is typically Monday

When is the cheapest time to fly from Charleston to Chicago Midway Airport?

At noon. Charleston to Chicago Midway Airport flights are approximately 19% more expensive in the morning than at noon

What is the cheapest airline that flies to Chicago Midway Airport from Charleston?

Delta. Delta and Southwest are the most popular carriers operating from Charleston to Chicago Midway Airport

How many flights depart from Charleston to Chicago Midway Airport on average per week?

The number of flights available between Charleston and Chicago Midway Airport is 4 per week as of November 2024. The most frequent departure day is Sunday, with 25% of weekly flights leaving on this day.

Can stopping save me money on Charleston to Chicago Midway Airport flights?

You could potentially save up to 3% on your flight if you consider stops on a Charleston to Chicago Midway Airport flight.

When to book flights from Charleston to Chicago Midway Airport

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

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

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

Best Price Found

$154

Fastest flight time

2h 15m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Charleston in the past 72 hours is $154. The best round-trip flight deal from Charleston to Chicago Midway Airport found on momondo in the last 72 hours is $333.
The fastest flight from Charleston to Chicago Midway Airport takes 2h 15m
Direct flights go from Charleston to Chicago Midway Airport every day.

  • How far is Charleston to Chicago Midway by plane?

    There are 755.1 mi between Charleston and Chicago Midway. 2h 15m is a normal flight duration for this route.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Charleston Airport to Chicago Midway Airport.

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

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

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


Best airlines flying from Charleston to Chicago Midway Airport

Compare and see reviews for airlines that fly from Charleston to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $235Free CancellationRating
8.0
8,788 reviews
Search Delta flights
SouthwestPriceFrom $359Free CancellationRating
8.1
5,045 reviews
Search Southwest flights
  • Southwest Flights From Charleston to Chicago Midway Airport

    Southwest is one of the most popular airlines flying from Charleston to Chicago Midway Airport, operating 4 flights/week on average for this route. A good Southwest flight deal for Charleston to Chicago Midway Airport starts from $359 round-trip, up to an average price of $485. Our users have rated Southwest at 8.1/10.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Charleston to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Charleston which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Charleston to Chicago?

Once all potential Charleston to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Charleston to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Charleston to Chicago 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.


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