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Cheap flights from Chicago Midway Airport to Charleston from $143

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 6/18. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Charleston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
11:05 am - 6:15 pm
MDW
-
CRW
6h 10m
1 stop
Delta Logo
6:55 pm - 10:17 pm
CRW
-
MDW
4h 22m
1 stop
$258Delta
Fri, Jul 3 - Sun, Jul 5
Delta Logo
11:05 am - 6:11 pm
MDW
-
CRW
6h 06m
1 stop
Delta Logo
6:00 am - 10:05 am
CRW
-
MDW
5h 05m
1 stop
$268Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
5:10 pm - 11:31 pm
MDW
-
CRW
5h 21m
1 stop
Delta Logo
6:00 am - 12:38 pm
CRW
-
MDW
7h 38m
2 stops
$274Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
1:49 pm - 11:31 pm
MDW
-
CRW
8h 42m
2 stops
Delta Logo
6:55 pm - 10:17 pm
CRW
-
MDW
4h 22m
1 stop
$339Delta
Fri, Jul 3 - Sun, Jul 5
Delta Logo
6:00 am - 2:02 pm
MDW
-
CRW
7h 02m
1 stop
Delta Logo
6:51 pm - 10:15 pm
CRW
-
MDW
4h 24m
1 stop
$353Delta
Thu, Jul 23 - Mon, Jul 27
Delta Logo
11:05 am - 6:15 pm
MDW
-
CRW
6h 10m
1 stop
Delta Logo
6:00 am - 10:09 am
CRW
-
MDW
5h 09m
1 stop
$388Delta
Fri, Jul 3 - Sun, Jul 5
Delta Logo
5:10 pm - 11:31 pm
MDW
-
CRW
5h 21m
1 stop
Delta Logo
6:51 pm - 10:15 pm
CRW
-
MDW
4h 24m
1 stop
$407Delta
Fri, Jul 10 - Fri, Jul 17
Delta Logo
1:49 pm - 11:31 pm
MDW
-
CRW
8h 42m
2 stops
Delta Logo
6:00 am - 10:09 am
CRW
-
MDW
5h 09m
1 stop
$424Delta
Fri, Jul 3 - Sun, Jul 5
Delta Logo
11:05 am - 6:15 pm
MDW
-
CRW
6h 10m
1 stop
Delta Logo
11:20 am - 3:40 pm
CRW
-
MDW
5h 20m
1 stop
$432Delta
Thu, Jul 2 - Sat, Jul 4
Delta Logo
6:00 am - 2:02 pm
MDW
-
CRW
7h 02m
1 stop
Delta Logo
6:55 pm - 10:17 pm
CRW
-
MDW
4h 22m
1 stop
$468Delta
Thu, Jul 2 - Sun, Jul 5

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Delta flights from Chicago Midway Airport to Charleston, West Virginia

Our best Delta deals on Chicago Midway Airport to Charleston, West Virginia flight tickets
Delta
Jul 3
MDW11:05 amChicago Midway
6h 10m
1 stop
CRW6:15 pmCharleston Yeager
Jul 5
CRW6:55 pmCharleston Yeager
4h 22m
1 stop
MDW10:17 pmChicago Midway
$258
Delta
Jul 7
MDW11:05 amChicago Midway
6h 06m
1 stop
CRW6:11 pmCharleston Yeager
Jul 14
CRW6:00 amCharleston Yeager
5h 05m
1 stop
MDW10:05 amChicago Midway
$268
Delta
Jul 7
MDW5:10 pmChicago Midway
5h 21m
1 stop
CRW11:31 pmCharleston Yeager
Jul 14
CRW6:00 amCharleston Yeager
7h 38m
2 stops
MDW12:38 pmChicago Midway
$274

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Charleston, West Virginia 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 June 13, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Charleston, West Virginia that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/3

11:05 am-6:15 pm

1 stop6h 10m

Charleston Yeager

Sun 7/5

6:55 pm-10:17 pm

1 stop4h 22m

$258

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Tue 7/7

11:05 am-6:11 pm

1 stop6h 06m

Charleston Yeager

Tue 7/14

6:00 am-10:05 am

1 stop5h 05m

$268

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Tue 7/7

5:10 pm-11:31 pm

1 stop5h 21m

Charleston Yeager

Tue 7/14

6:00 am-12:38 pm

2 stops7h 38m

$274

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/3

1:49 pm-11:31 pm

2 stops8h 42m

Charleston Yeager

Sun 7/5

6:55 pm-10:17 pm

1 stop4h 22m

$339

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 7/23

6:00 am-2:02 pm

1 stop7h 02m

Charleston Yeager

Mon 7/27

6:51 pm-10:15 pm

1 stop4h 24m

$353

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/3

11:05 am-6:15 pm

1 stop6h 10m

Charleston Yeager

Sun 7/5

6:00 am-10:09 am

1 stop5h 09m

$388
Quickest round-trip

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/10

5:10 pm-11:31 pm

1 stop5h 21m

Charleston Yeager

Fri 7/17

6:51 pm-10:15 pm

1 stop4h 24m

$407

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 7/3

1:49 pm-11:31 pm

2 stops8h 42m

Charleston Yeager

Sun 7/5

6:00 am-10:09 am

1 stop5h 09m

$424

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 7/2

11:05 am-6:15 pm

1 stop6h 10m

Charleston Yeager

Sat 7/4

11:20 am-3:40 pm

1 stop5h 20m

$432

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 7/2

6:00 am-2:02 pm

1 stop7h 02m

Charleston Yeager

Sun 7/5

6:55 pm-10:17 pm

1 stop4h 22m

$468

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, West Virginia

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, West Virginia?

On average, the least expensive day to fly to Charleston, West Virginia from Chicago Midway Airport is on a Saturday. momondo users have found tickets for Saturday departures for as low as $238. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Charleston, West Virginia for around $451.

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

In the afternoon is the cheapest time of day to fly from Chicago Midway Airport to Charleston, West Virginia when you can find flight prices for as low as $297. Flying to Charleston, West Virginia in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $393. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chicago Midway Airport to Charleston, West Virginia

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Charleston, West Virginia 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, West Virginia (MDW to CRW) flight deals and tips

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

Fastest flight time

5h 20m

Direct flights

None
The fastest flight from Chicago Midway Airport to Charleston, West Virginia takes 5h 20m
There are no direct flights from Chicago Midway Airport to Charleston, West Virginia. There are no popular flight routes from Chicago Midway Airport to Charleston, West Virginia.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Charleston, West Virginia

  • How far is Chicago Midway to Charleston Yeager by plane?

    Chicago Midway and Charleston Yeager are 400.6 mi apart from one another. A reasonable flight in good conditions will take 5h 20m.

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

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

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

  • What documentation or ID do you need to fly to Charleston Yeager Airport?

    The travel and health documents you'll need for your trip to Charleston Yeager Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Charleston Yeager Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Charleston?

Book flights to Charleston if you plan to visit one of these locations
Cross Lanes

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?

Flights from Chicago to Charleston with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Chicago to Charleston 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 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.

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