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Cheap flights from Charleston, West Virginia to Chicago from $179

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 1/7. 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 Charleston, West Virginia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:37 pm - 6:39 pm
CRW
-
ORD
2h 02mnonstop
United Airlines Logo
6:09 pm - 8:56 pm
ORD
-
CRW
1h 47mnonstop
$179United Airlines
Wed, Jan 7 - Wed, Jan 14
Delta Logo
12:20 pm - 4:29 pm
CRW
-
MDW
5h 09m1 stop
Delta Logo
11:21 am - 4:40 pm
MDW
-
CRW
4h 19m1 stop
$198Delta
Wed, Jan 7 - Wed, Jan 14
Delta Logo
12:20 pm - 4:44 pm
CRW
-
ORD
5h 24m1 stop
Delta Logo
9:55 am - 5:53 pm
ORD
-
CRW
6h 58m1 stop
$198Delta
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
7:00 am - 8:05 am
CRW
-
ORD
2h 05mnonstop
United Airlines Logo
5:51 pm - 8:36 pm
ORD
-
CRW
1h 45mnonstop
$209United Airlines
Thu, Dec 25 - Tue, Dec 30
American Airlines Logo
7:40 am - 12:40 pm
CRW
-
ORD
6h 00m1 stop
American Airlines Logo
6:37 pm - 12:26 am
ORD
-
CRW
4h 49m1 stop
$228American Airlines
Thu, Dec 25 - Tue, Dec 30
United Airlines Logo
5:37 pm - 6:39 pm
CRW
-
ORD
2h 02mnonstop
United Airlines Logo
6:09 pm - 8:56 pm
ORD
-
CRW
1h 47mnonstop
$239United Airlines
Thu, Jan 22 - Mon, Jan 26
Multiple Airlines Logo
9:59 am - 12:02 am
CRW
-
MDW
15h 03m1 stop
Multiple Airlines Logo
1:20 pm - 9:19 am
MDW
-
CRW
18h 59m2 stops
$242Multiple Airlines
Sun, Jan 18 - Wed, Jan 21
Multiple Airlines Logo
9:59 am - 10:42 pm
CRW
-
ORD
13h 43m1 stop
Multiple Airlines Logo
10:48 am - 9:19 am
ORD
-
CRW
21h 31m1 stop
$243Multiple Airlines
Sun, Jan 18 - Wed, Jan 21
American Airlines Logo
1:26 pm - 7:22 pm
CRW
-
ORD
6h 56m1 stop
American Airlines Logo
5:00 am - 10:41 am
ORD
-
CRW
4h 41m1 stop
$258American Airlines
Wed, Dec 24 - Mon, Dec 29
Multiple Airlines Logo
2:43 pm - 1:52 pm
CRW
-
ORD
24h 09m2 stops
Multiple Airlines Logo
10:48 am - 9:19 am
ORD
-
CRW
21h 31m1 stop
$270Multiple Airlines
Sun, Jan 18 - Wed, Jan 21

United Airlines flights from Charleston, West Virginia to Chicago

Our best United Airlines deals on Charleston, West Virginia to Chicago flight tickets
United Airlines
Jan 7
CRW5:37 pmCharleston Yeager
2h 02m
ORD6:39 pmChicago O'Hare Intl
Jan 14
ORD6:09 pmChicago O'Hare Intl
1h 47m
CRW8:56 pmCharleston Yeager
$179
Find similar
United Airlines
Dec 25
CRW7:00 amCharleston Yeager
2h 05m
ORD8:05 amChicago O'Hare Intl
Dec 30
ORD10:35 amChicago O'Hare Intl
1h 47m
CRW1:22 pmCharleston Yeager
$194
Find similar
United Airlines
Dec 25
CRW7:00 amCharleston Yeager
2h 05m
ORD8:05 amChicago O'Hare Intl
Dec 30
ORD5:51 pmChicago O'Hare Intl
1h 45m
CRW8:36 pmCharleston Yeager
$209
Find similar

American Airlines flights from Charleston, West Virginia to Chicago

Our best American Airlines deals on Charleston, West Virginia to Chicago flight tickets
American Airlines
Dec 25
CRW7:40 amCharleston Yeager
6h 00m
1 stop
ORD12:40 pmChicago O'Hare Intl
Dec 30
ORD6:37 pmChicago O'Hare Intl
4h 49m
1 stop
CRW12:26 amCharleston Yeager
$213
Find similar
American Airlines
Dec 25
CRW7:40 amCharleston Yeager
6h 00m
1 stop
ORD12:40 pmChicago O'Hare Intl
Dec 30
ORD6:37 pmChicago O'Hare Intl
4h 49m
1 stop
CRW12:26 amCharleston Yeager
$228
Find similar
American Airlines
Dec 24
CRW1:26 pmCharleston Yeager
6h 56m
1 stop
ORD7:22 pmChicago O'Hare Intl
Dec 29
ORD5:00 amChicago O'Hare Intl
4h 41m
1 stop
CRW10:41 amCharleston Yeager
$258
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Charleston, West Virginia to Chicago 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 December 13, 2025.
Use the filters below to find and compare flights from Charleston, West Virginia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Wed 1/7

5:37 pm-6:39 pm

Nonstop2h 02m

Chicago O'Hare Intl

Wed 1/14

6:09 pm-8:56 pm

Nonstop1h 47m

$179

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Wed 1/7

12:20 pm-4:29 pm

1 stop5h 09m

Chicago Midway

Wed 1/14

11:21 am-4:40 pm

1 stop4h 19m

$198

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Sat 1/17

12:20 pm-4:44 pm

1 stop5h 24m

Chicago O'Hare Intl

Tue 1/20

9:55 am-5:53 pm

1 stop6h 58m

$198

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Thu 12/25

7:00 am-8:05 am

Nonstop2h 05m

Chicago O'Hare Intl

Tue 12/30

5:51 pm-8:36 pm

Nonstop1h 45m

$209

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Thu 12/25

7:40 am-12:40 pm

1 stop6h 00m

Chicago O'Hare Intl

Tue 12/30

6:37 pm-12:26 am

1 stop4h 49m

$228

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Thu 1/22

5:37 pm-6:39 pm

Nonstop2h 02m

Chicago O'Hare Intl

Mon 1/26

6:09 pm-8:56 pm

Nonstop1h 47m

$239

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Sun 1/18

9:59 am-12:02 am

1 stop15h 03m

Chicago Midway

Wed 1/21

1:20 pm-9:19 am

2 stops18h 59m

$242

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Sun 1/18

9:59 am-10:42 pm

1 stop13h 43m

Chicago O'Hare Intl

Wed 1/21

10:48 am-9:19 am

1 stop21h 31m

$243

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Wed 12/24

1:26 pm-7:22 pm

1 stop6h 56m

Chicago O'Hare Intl

Mon 12/29

5:00 am-10:41 am

1 stop4h 41m

$258

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Sun 1/18

2:43 pm-1:52 pm

2 stops24h 09m

Chicago O'Hare Intl

Wed 1/21

10:48 am-9:19 am

1 stop21h 31m

$270

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 Chicago from

How to get the cheapest flight ticket from Charleston, West Virginia to Chicago

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 typical price of a round-trip flight between Charleston, West Virginia and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Charleston, West Virginia, with most prices found around $239. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Charleston, West Virginia to Chicago during April average around $239.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $478. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Charleston, West Virginia to Chicago for around $764.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Charleston, West Virginia to Chicago during this time can be as low as $511. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $604.

What is the cheapest Charleston Yeager to Chicago flight route?

Fly from Charleston Yeager to Chicago O'Hare Intl for the best Charleston Yeager - Chicago flight prices

What cabin class options are available on Charleston Yeager to Chicago flights?

There are 4 cabin classes available to choose from on Charleston Yeager to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Charleston, West Virginia to Chicago

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

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

Best Price Found

$342

Fastest flight time

1h 48m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Charleston, West Virginia in the past 72 hours is $342. The best round-trip flight deal from Charleston, West Virginia to Chicago found on momondo in the last 72 hours is $357.
The fastest flight from Charleston, West Virginia to Chicago takes 1h 48m
Direct flights go from Charleston, West Virginia to Chicago every day.
There are 3 airports in Chicago. From Charleston, West Virginia there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Charleston Yeager to Chicago by plane?

    Charleston Yeager and Chicago are 399.2 mi apart from one another. A reasonable flight in good conditions will take 1h 48m.

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

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

  • How many operators does momondo search for flights from Charleston Yeager Airport to Chicago?

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

    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.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Charleston, West Virginia to Chicago?

  • What is the most popular airline from Charleston, West Virginia to Chicago?

Best airlines flying from Charleston, West Virginia to Chicago

Compare and see reviews for airlines that fly from Charleston, West Virginia to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,094 reviews
Search United Airlines flights
American AirlinesPriceFrom $198Free CancellationRating
7.2
11,052 reviews
Search American Airlines flights

  • United Airlines Flights From Charleston, West Virginia to Chicago

    United Airlines flies from Charleston, West Virginia to Chicago around 12 times per week, with 9,094 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Charleston, West Virginia to Chicago in the last 72 hours was $179 (round-trip), much lower than the average airfare cost of $307 for United Airlines flights on this route.

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
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Charleston to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Charleston with this policy.

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

Once you have performed a search for Charleston to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Charleston to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Charleston to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport