Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Charleston, West Virginia to Chicago from $178

This is the cheapest one-way 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 11/14. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
7:00 am - 7:57 am
CRW
-
ORD
1h 57mnonstop
United Airlines Logo
6:51 am - 9:43 am
ORD
-
CRW
1h 52mnonstop
$249United Airlines
Tue, Oct 20 - Sat, Oct 24
United Airlines Logo
10:45 am - 11:45 am
CRW
-
ORD
2h 00mnonstop
United Airlines Logo
6:30 am - 9:22 am
ORD
-
CRW
1h 52mnonstop
$249United Airlines
Mon, Sep 7 - Mon, Sep 14
United Airlines Logo
6:05 pm - 7:02 pm
CRW
-
ORD
1h 57mnonstop
United Airlines Logo
6:30 am - 9:22 am
ORD
-
CRW
1h 52mnonstop
$249United Airlines
Wed, Sep 16 - Sun, Sep 20
United Airlines Logo
10:45 am - 11:45 am
CRW
-
ORD
2h 00mnonstop
United Airlines Logo
6:51 am - 9:45 am
ORD
-
CRW
1h 54mnonstop
$249United Airlines
Sat, Aug 29 - Wed, Sep 9
United Airlines Logo
10:45 am - 11:45 am
CRW
-
ORD
2h 00mnonstop
United Airlines Logo
7:00 am - 9:54 am
ORD
-
CRW
1h 54mnonstop
$249United Airlines
Fri, Aug 28 - Sun, Aug 30
United Airlines Logo
6:05 pm - 7:02 pm
CRW
-
ORD
1h 57mnonstop
United Airlines Logo
6:51 am - 9:43 am
ORD
-
CRW
1h 52mnonstop
$249United Airlines
Tue, Sep 8 - Tue, Sep 15
United Airlines Logo
6:05 pm - 7:05 pm
CRW
-
ORD
2h 00mnonstop
United Airlines Logo
7:00 am - 9:54 am
ORD
-
CRW
1h 54mnonstop
$249United Airlines
Fri, Aug 21 - Sun, Aug 23
United Airlines Logo
6:05 pm - 7:03 pm
CRW
-
ORD
1h 58mnonstop
United Airlines Logo
6:51 am - 9:43 am
ORD
-
CRW
1h 52mnonstop
$249United Airlines
Fri, Oct 2 - Mon, Oct 5
Delta Logo
6:54 pm - 11:59 pm
CRW
-
ORD
6h 05m
1 stop
Delta Logo
5:30 am - 1:53 pm
ORD
-
CRW
7h 23m
1 stop
$268Delta
Fri, Sep 18 - Sun, Sep 20
Delta Logo
11:06 am - 4:37 pm
CRW
-
ORD
6h 31m
1 stop
Delta Logo
3:40 pm - 11:20 pm
ORD
-
CRW
6h 40m
1 stop
$268Delta
Fri, Oct 2 - Mon, Oct 5

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

United Airlines flights from Charleston, West Virginia to Chicago

Our best United Airlines deals on Charleston, West Virginia to Chicago flight tickets
United Airlines
Aug 20
CRW10:45 amCharleston Yeager
2h 00m
ORD11:45 amChicago O'Hare Intl
Aug 22
ORD7:00 amChicago O'Hare Intl
1h 54m
CRW9:54 amCharleston Yeager
$249
United Airlines
Sep 17
CRW7:00 amCharleston Yeager
1h 57m
ORD7:57 amChicago O'Hare Intl
Sep 21
ORD6:30 amChicago O'Hare Intl
1h 52m
CRW9:22 amCharleston Yeager
$262
United Airlines
Aug 13
CRW10:45 amCharleston Yeager
2h 00m
ORD11:45 amChicago O'Hare Intl
Aug 16
ORD7:00 amChicago O'Hare Intl
1h 54m
CRW9:54 amCharleston Yeager
$264

American Airlines flights from Charleston, West Virginia to Chicago

Our best American Airlines deals on Charleston, West Virginia to Chicago flight tickets
American Airlines
Aug 22
CRW10:25 amCharleston Yeager
6h 32m
1 stop
ORD3:57 pmChicago O'Hare Intl
Aug 26
ORD4:53 pmChicago O'Hare Intl
5h 06m
1 stop
CRW10:59 pmCharleston Yeager
$268
American Airlines
Aug 14
CRW5:14 pmCharleston Yeager
7h 38m
1 stop
ORD11:52 pmChicago O'Hare Intl
Aug 20
ORD8:54 amChicago O'Hare Intl
6h 50m
1 stop
CRW4:44 pmCharleston Yeager
$298
American Airlines
Aug 6
CRW10:25 amCharleston Yeager
7h 23m
1 stop
ORD4:48 pmChicago O'Hare Intl
Aug 10
ORD4:53 pmChicago O'Hare Intl
5h 06m
1 stop
CRW10:59 pmCharleston Yeager
$328

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 July 28, 2026.
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

Cheapest round-trip
Quickest round-trip

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Tue 10/20

7:00 am-7:57 am

Nonstop1h 57m

Chicago O'Hare Intl

Sat 10/24

6:51 am-9:43 am

Nonstop1h 52m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Mon 9/7

10:45 am-11:45 am

Nonstop2h 00m

Chicago O'Hare Intl

Mon 9/14

6:30 am-9:22 am

Nonstop1h 52m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Wed 9/16

6:05 pm-7:02 pm

Nonstop1h 57m

Chicago O'Hare Intl

Sun 9/20

6:30 am-9:22 am

Nonstop1h 52m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Sat 8/29

10:45 am-11:45 am

Nonstop2h 00m

Chicago O'Hare Intl

Wed 9/9

6:51 am-9:45 am

Nonstop1h 54m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 8/28

10:45 am-11:45 am

Nonstop2h 00m

Chicago O'Hare Intl

Sun 8/30

7:00 am-9:54 am

Nonstop1h 54m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Tue 9/8

6:05 pm-7:02 pm

Nonstop1h 57m

Chicago O'Hare Intl

Tue 9/15

6:51 am-9:43 am

Nonstop1h 52m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 8/21

6:05 pm-7:05 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 8/23

7:00 am-9:54 am

Nonstop1h 54m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 10/2

6:05 pm-7:03 pm

Nonstop1h 58m

Chicago O'Hare Intl

Mon 10/5

6:51 am-9:43 am

Nonstop1h 52m

$249

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 9/18

6:54 pm-11:59 pm

1 stop6h 05m

Chicago O'Hare Intl

Sun 9/20

5:30 am-1:53 pm

1 stop7h 23m

$268

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 10/2

11:06 am-4:37 pm

1 stop6h 31m

Chicago O'Hare Intl

Mon 10/5

3:40 pm-11:20 pm

1 stop6h 40m

$268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $238 to $401.
The lowest price recently found on this route was $249.

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Charleston, West Virginia, with most prices found around $269. If you’re not able to fly to Chicago in December, then October is your next best option. Flight prices from Charleston, West Virginia to Chicago during October average around $281.

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 Friday when prices can be found for as low as $443. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Charleston, West Virginia to Chicago for around $691.

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 $472. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $581.

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, West Virginia to Chicago flights?

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

Can stopping save me money on Charleston, West Virginia to Chicago flights?

No. A direct flight is the cheapest option for a flight between Charleston, West Virginia to Chicago.

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

$389

Fastest flight time

1h 57m

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 $389. The best round-trip flight deal from Charleston, West Virginia to Chicago found on momondo in the last 72 hours is $430.
The fastest flight from Charleston, West Virginia to Chicago takes 1h 57m
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

Frequently asked questions about flying from Charleston, West Virginia to Chicago

  • 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 57m.

  • 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 $190Free CancellationRating
7.4
10,046 reviews
Search United Airlines flights

  • United Airlines Flights From Charleston, West Virginia to Chicago

    United Airlines flies from Charleston, West Virginia to Chicago around 21 times per week, with 10,048 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 $190 (round-trip), much lower than the average airfare cost of $328 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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.

An easier way to manage your Chicago 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
Thu 8/27
Thu 9/3
By creating a price alert you accept our terms of use and privacy policy.

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