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$131+ Cheap flights from Midway (MDW) to Charleston, WV (CRW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CRW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to Charleston

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Charleston (CRW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$258
(Delta)

One-way from

$131
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$269
From Chicago Midway to Charleston Yeager
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One-way flight from Chicago Midway to Charleston Yeager
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Highest demand for flights based on searches. 9% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Charleston

Cheapest flights from Midway to Charleston
Explore the most affordable flight options available from Midway to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:45 amMDW - CRW
1 stop8h 11mMultiple Airlines
Sun 10/269:58 amCRW - MDW
1 stop14h 27mMultiple Airlines
Deal found 9/9$351
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/44:25 pmMDW - CRW
1 stop5h 15mDelta
Sat 10/114:05 pmCRW - MDW
1 stop7h 09mDelta
Deal found 9/10$398
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2610:35 amMDW - CRW
1 stop6h 33mDelta
Sat 9/274:05 pmCRW - MDW
1 stop6h 05mDelta
Deal found 9/8$508
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:43 pmMDW - CRW
1 stop4h 25mDelta
Mon 9/293:25 pmCRW - MDW
1 stop7h 11mDelta
Deal found 9/10$668
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2410:35 amMDW - CRW
1 stop6h 33mDelta
Sun 9/283:25 pmCRW - MDW
1 stop7h 11mDelta
Deal found 9/10$798
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/65:04 pmMDW - CRW
1 stop4h 46mDelta
Wed 10/86:48 pmCRW - MDW
1 stop4h 26mDelta
Deal found 9/9$1,048
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:43 pmMDW - CRW
1 stop4h 25mDelta
Mon 9/153:25 pmCRW - MDW
1 stop7h 11mDelta
Deal found 9/10$1,303

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Charleston that are best for you.

Fly from

Midway

Fly to

Charleston

Route

Depart

Return

Price

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 10/24

9:45 am-6:56 pm

1 stop8h 11m

Charleston Yeager

Sun 10/26

9:58 am-11:25 pm

1 stop14h 27m

$351

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Sat 10/4

4:25 pm-10:40 pm

1 stop5h 15m

Charleston Yeager

Sat 10/11

4:05 pm-10:14 pm

1 stop7h 09m

$398

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Fri 9/26

10:35 am-6:08 pm

1 stop6h 33m

Charleston Yeager

Sat 9/27

4:05 pm-9:10 pm

1 stop6h 05m

$508

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 9/25

12:43 pm-6:08 pm

1 stop4h 25m

Charleston Yeager

Mon 9/29

3:25 pm-9:36 pm

1 stop7h 11m

$668

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Wed 9/24

10:35 am-6:08 pm

1 stop6h 33m

Charleston Yeager

Sun 9/28

3:25 pm-9:36 pm

1 stop7h 11m

$798

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Mon 10/6

5:04 pm-10:50 pm

1 stop4h 46m

Charleston Yeager

Wed 10/8

6:48 pm-10:14 pm

1 stop4h 26m

$1,048

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Mon 10/6

6:21 am-6:56 pm

1 stop11h 35m

$131

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 11/13

9:15 am-6:56 pm

2 stops32h 41m

$147

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Thu 11/13

10:47 am-6:10 pm

1 stop6h 23m

$184

ChicagoCharleston

MDW - CRW

MDWCRW

Chicago Midway

Mon 9/15

12:43 pm-6:08 pm

1 stop4h 25m

$524

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 11 results
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Best time to book a flight from Midway to Charleston

Have a flexible travel schedule? Discover the best time to fly to Charleston from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Charleston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Charleston from Chicago Midway?

    For a flight from Chicago Midway to Charleston, you will be flying into Yeager. Charleston Yeager (CRW) is just 2.7 mi from the center of the city. Yeager is the only Charleston airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to Charleston Yeager from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to Charleston, West Virginia?

    Airlines like Delta fly from Chicago Midway Airport to Charleston, West Virginia in about 5h 15m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 401 mi.

  • Can I find deals for flights from Midway to Charleston that include hotel bookings?

    Yes. In addition to deals on Midway to Charleston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Charleston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Charleston.

  • Can I find deals for business class flights from Midway to Charleston?

    Yes. Cheapflights offers flight deals from Midway to Charleston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Charleston, West Virginia?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Charleston, West Virginia (average of $304). Flying from Chicago Midway Airport to Charleston, West Virginia in December is currently the most expensive (average of $448). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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