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Cheap flights from Chicago Midway Airport to Charleston from $199

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 11/26. 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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0 bags

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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
4:13 pm - 9:34 pmMDW-CRW
4h 21m1 stop
Delta Logo
3:25 pm - 9:46 pmCRW-MDW
7h 21m1 stop
$213Delta
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Sat, Mar 7 - Tue, Mar 10
Multiple Airlines Logo
7:44 am - 2:03 pmMDW-CRW
5h 19m1 stop
Multiple Airlines Logo
2:43 pm - 9:58 pmCRW-MDW
8h 15m1 stop
$232Multiple Airlines
Find Deal
Thu, Dec 4 - Thu, Dec 11
Delta Logo
5:13 pm - 10:49 pmMDW-CRW
4h 36m1 stop
Delta Logo
6:50 pm - 11:47 pmCRW-MDW
5h 57m1 stop
$243Delta
Find Deal
Thu, Dec 4 - Thu, Dec 11
Multiple Airlines Logo
8:05 am - 6:56 pmMDW-CRW
33h 51m2 stops
Multiple Airlines Logo
2:43 pm - 9:58 pmCRW-MDW
8h 15m1 stop
$255Multiple Airlines
Find Deal
Thu, Dec 4 - Thu, Dec 11
Delta Logo
4:13 pm - 9:34 pmMDW-CRW
4h 21m1 stop
Delta Logo
3:25 pm - 9:46 pmCRW-MDW
7h 21m1 stop
$338Delta
Find Deal
Sat, Mar 7 - Tue, Mar 10
Delta Logo
4:13 pm - 9:34 pmMDW-CRW
4h 21m1 stop
Delta Logo
6:24 am - 6:08 pmCRW-MDW
12h 44m2 stops
$384Delta
Find Deal
Sat, Mar 7 - Tue, Mar 10
Delta Logo
9:34 am - 9:34 pmMDW-CRW
11h 00m2 stops
Delta Logo
3:25 pm - 9:46 pmCRW-MDW
7h 21m1 stop
$413Delta
Find Deal
Sat, Mar 7 - Tue, Mar 10
Delta Logo
9:34 am - 1:42 pmMDW-CRW
27h 08m2 stops
Delta Logo
3:25 pm - 9:46 pmCRW-MDW
7h 21m1 stop
$445Delta
Find Deal
Sat, Mar 7 - Tue, Mar 10
Delta Logo
10:53 am - 5:53 pmMDW-CRW
6h 00m1 stop
Delta Logo
6:34 pm - 10:44 pmCRW-MDW
5h 10m1 stop
$456Delta
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Tue, Feb 10 - Thu, Feb 12
Delta Logo
11:21 am - 4:40 pmMDW-CRW
4h 19m1 stop
Delta Logo
6:15 am - 10:34 amCRW-MDW
5h 19m1 stop
$462Delta
Find Deal
Sun, Jan 11 - Wed, Jan 14

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
Mar 7
MDW4:13 pmChicago Midway
4h 21m
1 stop
CRW9:34 pmCharleston Yeager
Mar 10
CRW3:25 pmCharleston Yeager
7h 21m
1 stop
MDW9:46 pmChicago Midway
$213
Find similar
Delta
Dec 4
MDW5:13 pmChicago Midway
4h 36m
1 stop
CRW10:49 pmCharleston Yeager
Dec 11
CRW6:50 pmCharleston Yeager
5h 57m
1 stop
MDW11:47 pmChicago Midway
$243
Find similar
Delta
Mar 7
MDW4:13 pmChicago Midway
4h 21m
1 stop
CRW9:34 pmCharleston Yeager
Mar 10
CRW3:25 pmCharleston Yeager
7h 21m
1 stop
MDW9:46 pmChicago Midway
$338
Find similar

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 November 5, 2025.
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

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 3/7

4:13 pm-9:34 pm

1 stop4h 21m

Charleston Yeager

Tue 3/10

3:25 pm-9:46 pm

1 stop7h 21m

$213

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 12/4

7:44 am-2:03 pm

1 stop5h 19m

Charleston Yeager

Thu 12/11

2:43 pm-9:58 pm

1 stop8h 15m

$232

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 12/4

5:13 pm-10:49 pm

1 stop4h 36m

Charleston Yeager

Thu 12/11

6:50 pm-11:47 pm

1 stop5h 57m

$243

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 12/4

8:05 am-6:56 pm

2 stops33h 51m

Charleston Yeager

Thu 12/11

2:43 pm-9:58 pm

1 stop8h 15m

$255

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 3/7

4:13 pm-9:34 pm

1 stop4h 21m

Charleston Yeager

Tue 3/10

3:25 pm-9:46 pm

1 stop7h 21m

$338

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 3/7

4:13 pm-9:34 pm

1 stop4h 21m

Charleston Yeager

Tue 3/10

6:24 am-6:08 pm

2 stops12h 44m

$384

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 3/7

9:34 am-9:34 pm

2 stops11h 00m

Charleston Yeager

Tue 3/10

3:25 pm-9:46 pm

1 stop7h 21m

$413

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 3/7

9:34 am-1:42 pm

2 stops27h 08m

Charleston Yeager

Tue 3/10

3:25 pm-9:46 pm

1 stop7h 21m

$445

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Tue 2/10

10:53 am-5:53 pm

1 stop6h 00m

Charleston Yeager

Thu 2/12

6:34 pm-10:44 pm

1 stop5h 10m

$456

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sun 1/11

11:21 am-4:40 pm

1 stop4h 19m

Charleston Yeager

Wed 1/14

6:15 am-10:34 am

1 stop5h 19m

$462

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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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 $249. 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 $477.

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

In the morning 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 $285. Flying to Charleston, West Virginia in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $324. 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

Direct flights

None
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.
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  • 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 4h 16m.

  • 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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