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Cheap flights from Chicago Midway Airport to Charleston from $373

This is the cheapest round-trip 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 5/1. 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
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
5:21 pm - 10:56 pm
MDW
-
CRW
4h 35m
1 stop
Delta Logo
11:12 am - 4:26 pm
CRW
-
MDW
6h 14m
1 stop
$373Delta
Fri, May 1 - Sat, May 2
Delta Logo
5:10 pm - 11:07 pm
MDW
-
CRW
4h 57m
1 stop
Delta Logo
4:00 pm - 9:09 pm
CRW
-
MDW
6h 09m
1 stop
$377Delta
Wed, May 20 - Sat, May 23
Delta Logo
12:53 pm - 6:19 pm
MDW
-
CRW
4h 26m
1 stop
Delta Logo
4:00 pm - 9:09 pm
CRW
-
MDW
6h 09m
1 stop
$383Delta
Fri, May 22 - Sat, May 23
Delta Logo
5:21 pm - 10:56 pm
MDW
-
CRW
4h 35m
1 stop
Delta Logo
11:12 am - 4:26 pm
CRW
-
MDW
6h 14m
1 stop
$428Delta
Fri, May 1 - Sat, May 2
Delta Logo
10:59 am - 6:19 pm
MDW
-
CRW
6h 20m
1 stop
Delta Logo
3:30 pm - 9:09 pm
CRW
-
MDW
6h 39m
1 stop
$446Delta
Wed, May 27 - Fri, May 29
Delta Logo
12:52 pm - 6:24 pm
MDW
-
CRW
4h 32m
1 stop
Delta Logo
11:12 am - 4:26 pm
CRW
-
MDW
6h 14m
1 stop
$517Delta
Fri, May 1 - Sat, May 2
Delta Logo
5:10 pm - 11:07 pm
MDW
-
CRW
4h 57m
1 stop
Delta Logo
3:30 pm - 9:09 pm
CRW
-
MDW
6h 39m
1 stop
$563Delta
Sat, May 23 - Fri, May 29
Delta Logo
5:10 pm - 11:07 pm
MDW
-
CRW
4h 57m
1 stop
Delta Logo
4:00 pm - 9:09 pm
CRW
-
MDW
6h 09m
1 stop
$628Delta
Sat, May 30 - Sat, Jun 6
Delta Logo
5:10 pm - 11:07 pm
MDW
-
CRW
4h 57m
1 stop
Delta Logo
6:00 am - 11:56 am
CRW
-
MDW
6h 56m
1 stop
$652Delta
Mon, May 11 - Mon, May 18
Delta Logo
5:21 pm - 10:56 pm
MDW
-
CRW
4h 35m
1 stop
Delta Logo
11:10 am - 4:26 pm
CRW
-
MDW
6h 16m
1 stop
$656Delta
Mon, Apr 27 - Fri, May 1

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
May 1
MDW5:21 pmChicago Midway
4h 35m
1 stop
CRW10:56 pmCharleston Yeager
May 2
CRW11:12 amCharleston Yeager
6h 14m
1 stop
MDW4:26 pmChicago Midway
$373
Delta
May 20
MDW5:10 pmChicago Midway
4h 57m
1 stop
CRW11:07 pmCharleston Yeager
May 23
CRW4:00 pmCharleston Yeager
6h 09m
1 stop
MDW9:09 pmChicago Midway
$377
Delta
May 1
MDW5:21 pmChicago Midway
4h 35m
1 stop
CRW10:56 pmCharleston Yeager
May 2
CRW11:12 amCharleston Yeager
6h 14m
1 stop
MDW4:26 pmChicago Midway
$383

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 April 18, 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 5/1

5:21 pm-10:56 pm

1 stop4h 35m

Charleston Yeager

Sat 5/2

11:12 am-4:26 pm

1 stop6h 14m

$373

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Wed 5/20

5:10 pm-11:07 pm

1 stop4h 57m

Charleston Yeager

Sat 5/23

4:00 pm-9:09 pm

1 stop6h 09m

$377
Quickest round-trip

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 5/22

12:53 pm-6:19 pm

1 stop4h 26m

Charleston Yeager

Sat 5/23

4:00 pm-9:09 pm

1 stop6h 09m

$383

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 5/1

5:21 pm-10:56 pm

1 stop4h 35m

Charleston Yeager

Sat 5/2

11:12 am-4:26 pm

1 stop6h 14m

$428

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Wed 5/27

10:59 am-6:19 pm

1 stop6h 20m

Charleston Yeager

Fri 5/29

3:30 pm-9:09 pm

1 stop6h 39m

$446

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 5/1

12:52 pm-6:24 pm

1 stop4h 32m

Charleston Yeager

Sat 5/2

11:12 am-4:26 pm

1 stop6h 14m

$517

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 5/23

5:10 pm-11:07 pm

1 stop4h 57m

Charleston Yeager

Fri 5/29

3:30 pm-9:09 pm

1 stop6h 39m

$563

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 5/30

5:10 pm-11:07 pm

1 stop4h 57m

Charleston Yeager

Sat 6/6

4:00 pm-9:09 pm

1 stop6h 09m

$628

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Mon 5/11

5:10 pm-11:07 pm

1 stop4h 57m

Charleston Yeager

Mon 5/18

6:00 am-11:56 am

1 stop6h 56m

$652

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Mon 4/27

5:21 pm-10:56 pm

1 stop4h 35m

Charleston Yeager

Fri 5/1

11:10 am-4:26 pm

1 stop6h 16m

$656

Flights are sorted by cheapest round-trip flights first.

Sorted 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 $252. 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 $354. 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

4h 35m

Direct flights

None
The fastest flight from Chicago Midway Airport to Charleston, West Virginia takes 4h 35m
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 4h 35m.

  • 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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