Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Charleston, West Virginia to Chicago from $198

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Charleston, West Virginia to Chicago departing on 3/10. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Charleston, West Virginia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:59 pm - 10:31 pm
CRW
-
MDW
4h 32m
1 stop
Delta Logo
6:00 am - 1:57 pm
MDW
-
CRW
6h 57m
1 stop
$198Delta
Tue, Mar 10 - Tue, Mar 17
Delta Logo
6:00 am - 9:56 am
CRW
-
MDW
4h 56m
1 stop
Delta Logo
6:00 am - 1:57 pm
MDW
-
CRW
6h 57m
1 stop
$238Delta
Sat, Mar 14 - Tue, Mar 17
Delta Logo
6:59 pm - 10:31 pm
CRW
-
MDW
4h 32m
1 stop
Delta Logo
6:00 am - 1:57 pm
MDW
-
CRW
6h 57m
1 stop
$248Delta
Wed, Mar 25 - Wed, Apr 1
Multiple Airlines Logo
2:43 pm - 8:04 am
CRW
-
MDW
18h 21m
1 stop
Multiple Airlines Logo
9:14 am - 9:19 am
MDW
-
CRW
23h 05m
1 stop
$320Multiple Airlines
Thu, Apr 23 - Sat, Apr 25
Multiple Airlines Logo
9:59 am - 1:00 pm
CRW
-
MDW
28h 01m
1 stop
Multiple Airlines Logo
7:30 am - 2:03 pm
MDW
-
CRW
5h 33m
1 stop
$322Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Multiple Airlines Logo
9:59 am - 10:19 pm
CRW
-
MDW
13h 20m
2 stops
Multiple Airlines Logo
9:14 am - 9:19 am
MDW
-
CRW
23h 05m
1 stop
$358Multiple Airlines
Thu, Apr 23 - Sat, Apr 25
Delta Logo
4:14 pm - 10:33 pm
CRW
-
MDW
7h 19m
1 stop
Delta Logo
4:13 pm - 9:32 pm
MDW
-
CRW
4h 19m
1 stop
$373Delta
Tue, Feb 24 - Sat, Feb 28
Multiple Airlines Logo
9:59 am - 10:19 pm
CRW
-
MDW
13h 20m
2 stops
Multiple Airlines Logo
9:14 am - 9:19 am
MDW
-
CRW
23h 05m
1 stop
$380Multiple Airlines
Thu, Apr 23 - Sat, Apr 25
Delta Logo
3:21 pm - 9:09 pm
CRW
-
MDW
6h 48m
1 stop
Delta Logo
6:30 am - 2:40 pm
MDW
-
CRW
7h 10m
1 stop
$398Delta
Thu, May 28 - Sun, May 31
Delta Logo
3:21 pm - 9:09 pm
CRW
-
MDW
6h 48m
1 stop
Delta Logo
6:30 am - 2:40 pm
MDW
-
CRW
7h 10m
1 stop
$408Delta
Thu, May 28 - Sun, May 31

Delta flights from Charleston, West Virginia to Chicago Midway Airport

Our best Delta deals on Charleston, West Virginia to Chicago Midway Airport flight tickets
Delta
Mar 10
CRW6:59 pmCharleston Yeager
4h 32m
1 stop
MDW10:31 pmChicago Midway
Mar 17
MDW6:00 amChicago Midway
6h 57m
1 stop
CRW1:57 pmCharleston Yeager
$198
Delta
Mar 14
CRW6:00 amCharleston Yeager
4h 56m
1 stop
MDW9:56 amChicago Midway
Mar 17
MDW6:00 amChicago Midway
6h 57m
1 stop
CRW1:57 pmCharleston Yeager
$238
Delta
Mar 25
CRW6:59 pmCharleston Yeager
4h 32m
1 stop
MDW10:31 pmChicago Midway
Apr 1
MDW6:00 amChicago Midway
6h 57m
1 stop
CRW1:57 pmCharleston Yeager
$248

momondo Fare Finder

 
Customize your flight search to find flights from Charleston, West Virginia to Chicago Midway Airport 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 February 11, 2026.
Use the filters below to find and compare flights from Charleston, West Virginia to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Tue 3/10

6:59 pm-10:31 pm

1 stop4h 32m

Chicago Midway

Tue 3/17

6:00 am-1:57 pm

1 stop6h 57m

$198

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Sat 3/14

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Tue 3/17

6:00 am-1:57 pm

1 stop6h 57m

$238

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Wed 3/25

6:59 pm-10:31 pm

1 stop4h 32m

Chicago Midway

Wed 4/1

6:00 am-1:57 pm

1 stop6h 57m

$248

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Thu 4/23

2:43 pm-8:04 am

1 stop18h 21m

Chicago Midway

Sat 4/25

9:14 am-9:19 am

1 stop23h 05m

$320

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Thu 4/23

9:59 am-1:00 pm

1 stop28h 01m

Chicago Midway

Sun 4/26

7:30 am-2:03 pm

1 stop5h 33m

$322

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Thu 4/23

9:59 am-10:19 pm

2 stops13h 20m

Chicago Midway

Sat 4/25

9:14 am-9:19 am

1 stop23h 05m

$358

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Tue 2/24

4:14 pm-10:33 pm

1 stop7h 19m

Chicago Midway

Sat 2/28

4:13 pm-9:32 pm

1 stop4h 19m

$373

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Thu 4/23

9:59 am-10:19 pm

2 stops13h 20m

Chicago Midway

Sat 4/25

9:14 am-9:19 am

1 stop23h 05m

$380

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Thu 5/28

3:21 pm-9:09 pm

1 stop6h 48m

Chicago Midway

Sun 5/31

6:30 am-2:40 pm

1 stop7h 10m

$398

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Thu 5/28

3:21 pm-9:09 pm

1 stop6h 48m

Chicago Midway

Sun 5/31

6:30 am-2:40 pm

1 stop7h 10m

$408

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Charleston, West Virginia 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 airline that flies from Charleston Yeager to Chicago Midway?

Delta is the most popular carrier operating from Charleston Yeager to Chicago Midway

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

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

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

Fastest flight time

4h 32m

Direct flights

None
The fastest flight from Charleston, West Virginia to Chicago Midway Airport takes 4h 32m
There are no direct flights from Charleston, West Virginia to Chicago Midway Airport. There are no popular flight routes from Charleston, West Virginia to Chicago Midway Airport.
Search flight deals

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

    The straight-line distance from Charleston Yeager to Chicago Midway is 400.6 mi. A reasonable flight in good conditions will take 4h 32m.

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

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

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

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Charleston to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from Charleston to Chicago 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 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?

If you are not ready to book a flight from Charleston to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 3/13
Fri 3/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago