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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 9/15. 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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Find the cheapest flights from Charleston, West Virginia to Chicago

Cheap round-trip flights

United Airlines Logo
5:45 pm - 6:39 pmCRW-ORD
1h 54mnonstop
United Airlines Logo
2:10 pm - 5:00 pmORD-CRW
1h 50mnonstop
$179United Airlines
Find Deal
Mon, Sep 15 - Mon, Sep 22
American Airlines Logo
7:11 pm - 10:59 pmCRW-ORD
4h 48m1 stop
American Airlines Logo
7:03 pm - 11:59 pmORD-CRW
3h 56m1 stop
$198American Airlines
Find Deal
Tue, Sep 2 - Tue, Sep 9
American Airlines Logo
5:35 am - 12:02 pmCRW-ORD
7h 27m1 stop
American Airlines Logo
5:00 am - 10:25 amORD-CRW
4h 25m1 stop
$203American Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
American Airlines Logo
12:40 pm - 6:34 pmCRW-ORD
6h 54m1 stop
American Airlines Logo
5:00 am - 10:25 amORD-CRW
4h 25m1 stop
$228American Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
United Airlines Logo
2:00 pm - 2:54 pmCRW-ORD
1h 54mnonstop
United Airlines Logo
10:43 am - 1:24 pmORD-CRW
1h 41mnonstop
$232United Airlines
Find Deal
Sat, Oct 25 - Thu, Oct 30
Delta Logo
6:24 am - 12:35 pmCRW-MDW
7h 11m2 stops
Delta Logo
6:00 am - 11:29 amMDW-CRW
4h 29m1 stop
$234Delta
Find Deal
Wed, Jan 14 - Sat, Jan 17
Delta Logo
6:24 am - 2:56 pmCRW-ORD
9h 32m2 stops
Delta Logo
5:50 am - 11:29 amORD-CRW
4h 39m1 stop
$234Delta
Find Deal
Wed, Jan 14 - Sat, Jan 17
United Airlines Logo
2:00 pm - 2:54 pmCRW-ORD
1h 54mnonstop
United Airlines Logo
10:40 am - 1:25 pmORD-CRW
1h 45mnonstop
$239United Airlines
Find Deal
Tue, Sep 2 - Tue, Sep 9
United Airlines Logo
5:45 pm - 6:39 pmCRW-ORD
1h 54mnonstop
United Airlines Logo
10:40 am - 1:25 pmORD-CRW
1h 45mnonstop
$244United Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Delta Logo
6:40 pm - 11:53 pmCRW-ORD
6h 13m1 stop
Delta Logo
7:00 am - 2:42 pmORD-CRW
6h 42m2 stops
$264Delta
Find Deal
Fri, Dec 19 - Sat, Jan 10

United Airlines flights from Charleston, West Virginia to Chicago

Our best United Airlines deals on Charleston, West Virginia to Chicago flight tickets
United Airlines
Sep 15
CRW5:45 pmCharleston Yeager
1h 54m
ORD6:39 pmChicago O'Hare Intl
Sep 22
ORD2:10 pmChicago O'Hare Intl
1h 50m
CRW5:00 pmCharleston Yeager
$179
Find similar
United Airlines
Oct 25
CRW2:00 pmCharleston Yeager
1h 54m
ORD2:54 pmChicago O'Hare Intl
Oct 30
ORD10:43 amChicago O'Hare Intl
1h 41m
CRW1:24 pmCharleston Yeager
$232
Find similar
United Airlines
Sep 2
CRW2:00 pmCharleston Yeager
1h 54m
ORD2:54 pmChicago O'Hare Intl
Sep 9
ORD10:40 amChicago O'Hare Intl
1h 45m
CRW1:25 pmCharleston Yeager
$239
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
Sep 2
CRW7:11 pmCharleston Yeager
4h 48m
1 stop
ORD10:59 pmChicago O'Hare Intl
Sep 9
ORD7:03 pmChicago O'Hare Intl
3h 56m
1 stop
CRW11:59 pmCharleston Yeager
$198
Find similar
American Airlines
Sep 5
CRW5:35 amCharleston Yeager
7h 27m
1 stop
ORD12:02 pmChicago O'Hare Intl
Sep 7
ORD5:00 amChicago O'Hare Intl
4h 25m
1 stop
CRW10:25 amCharleston Yeager
$203
Find similar
American Airlines
Sep 5
CRW12:40 pmCharleston Yeager
6h 54m
1 stop
ORD6:34 pmChicago O'Hare Intl
Sep 7
ORD5:00 amChicago O'Hare Intl
4h 25m
1 stop
CRW10:25 amCharleston Yeager
$228
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 August 4, 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

Mon 9/15

5:45 pm-6:39 pm

Nonstop1h 54m

Chicago O'Hare Intl

Mon 9/22

2:10 pm-5:00 pm

Nonstop1h 50m

$179

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Tue 9/2

7:11 pm-10:59 pm

1 stop4h 48m

Chicago O'Hare Intl

Tue 9/9

7:03 pm-11:59 pm

1 stop3h 56m

$198

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 9/5

5:35 am-12:02 pm

1 stop7h 27m

Chicago O'Hare Intl

Sun 9/7

5:00 am-10:25 am

1 stop4h 25m

$203

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 9/5

12:40 pm-6:34 pm

1 stop6h 54m

Chicago O'Hare Intl

Sun 9/7

5:00 am-10:25 am

1 stop4h 25m

$228

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Sat 10/25

2:00 pm-2:54 pm

Nonstop1h 54m

Chicago O'Hare Intl

Thu 10/30

10:43 am-1:24 pm

Nonstop1h 41m

$232

CharlestonChicago

CRW - MDW

CRWMDW

Charleston Yeager

Wed 1/14

6:24 am-12:35 pm

2 stops7h 11m

Chicago Midway

Sat 1/17

6:00 am-11:29 am

1 stop4h 29m

$234

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Wed 1/14

6:24 am-2:56 pm

2 stops9h 32m

Chicago O'Hare Intl

Sat 1/17

5:50 am-11:29 am

1 stop4h 39m

$234

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Tue 9/2

2:00 pm-2:54 pm

Nonstop1h 54m

Chicago O'Hare Intl

Tue 9/9

10:40 am-1:25 pm

Nonstop1h 45m

$239

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 9/5

5:45 pm-6:39 pm

Nonstop1h 54m

Chicago O'Hare Intl

Sun 9/7

10:40 am-1:25 pm

Nonstop1h 45m

$244

CharlestonChicago

CRW - ORD

CRWORD

Charleston Yeager

Fri 12/19

6:40 pm-11:53 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 1/10

7:00 am-2:42 pm

2 stops6h 42m

$264

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 Thursday when prices can be found for as low as $534. 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 $750.

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 $532. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $643.

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

$359

Fastest flight time

1h 48m

Direct flights

Mon, Tue, Wed, Thu and Sat

Airports in Chicago

2 airports
The best one-way flight to Chicago from Charleston, West Virginia in the past 72 hours is $359. The best round-trip flight deal from Charleston, West Virginia to Chicago found on momondo in the last 72 hours is $179.
The fastest flight from Charleston, West Virginia to Chicago takes 1h 48m
Direct flights go from Charleston, West Virginia to Chicago on Monday, Tuesday, Wednesday, Thursday and Saturday. The only airline offering direct flights is United Airlines.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
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  • 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
8,909 reviews
Search United Airlines flights
American AirlinesPriceFrom $198Free CancellationRating
7.2
10,000 reviews
Search American 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 8,909 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 $309 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