$169 Cheap American Airlines flights from Charleston to Chicago (CRW to ORD)

Find The Best Day To Fly from Charleston to Chicago

Amazing American Airlines CRW to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $258 round trip and $169 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Dec 10 - Wed, Dec 17
CRW
Charleston
ORD
Chicago
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Dec 10 from Charleston to Chicago, returning Wed, Dec 17, priced at $258 found 3 days ago
Sat, Dec 13 - Wed, Dec 17
CRW
Charleston
ORD
Chicago
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Dec 13 from Charleston to Chicago, returning Wed, Dec 17, priced at $259 found 3 days ago
Mon, Sep 22 - Mon, Sep 29
CRW
Charleston
ORD
Chicago
$293 Roundtrip, found 22 hours ago
$293
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Mon, Sep 22 from Charleston to Chicago, returning Mon, Sep 29, priced at $293 found 22 hours ago
Thu, Dec 11 - Sun, Dec 14
CRW
Charleston
ORD
Chicago
$317 Roundtrip, found 3 days ago
$317
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Dec 11 from Charleston to Chicago, returning Sun, Dec 14, priced at $317 found 3 days ago
Thu, Dec 11 - Sun, Dec 14
CRW
Charleston
ORD
Chicago
$322 Roundtrip, found 3 days ago
$322
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Dec 11 from Charleston to Chicago, returning Sun, Dec 14, priced at $322 found 3 days ago
Fri, Dec 12 - Sat, Dec 13
CRW
Charleston
ORD
Chicago
$330 Roundtrip, found 3 days ago
$330
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Dec 12 from Charleston to Chicago, returning Sat, Dec 13, priced at $330 found 3 days ago

ORD From CRW Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
Save 100% on your flight
Price was $1,377, price is now $1,133 per person
$1,133
per person
Oct 11 - Oct 15
found 18 hours ago
Roundtrip flight included
Charleston (CRW) to Chicago (ORD)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Save 100% on your flight
Price was $1,552, price is now $1,176 per person
$1,176
per person
Oct 11 - Oct 15
found 18 hours ago
Roundtrip flight included
Charleston (CRW) to Chicago (ORD)
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Save 100% on your flight
Price was $1,622, price is now $1,251 per person
$1,251
per person
Oct 11 - Oct 15
found 18 hours ago
Roundtrip flight included
Charleston (CRW) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from Yeager Airport to O'Hare Intl. Airport (ORD) right now?
Make sure you go to our Covid-19 Travel Advisor to discover if there are any current travel advice reports and quarantine requirements in place in O'Hare Intl. Airport (ORD) when flying in from Yeager Airport.
What terminal is American Airlines at Yeager Airport?
As soon as you're issued your boarding pass for your American Airlines flight from Yeager Airport to O'Hare Intl. Airport (ORD), see if the terminal details are printed on it. If not, you might like to ask your air carrier. They'll be able to advise where you'll be flying in and out of.
Are there American Airlines non-stop flights from CRW to ORD?
If you want to fly with American Airlines from Yeager Airport to ORD, you'll have to make at least one stop. While you're waiting for your connection, use the time to grab a bite to eat or go for a wander.
How long is an American Airlines flight from CRW to ORD?
If weather conditions are right and things run smoothly, your American Airlines flight from CRW to ORD will take on average 3 hours and 46 minutes. Make use of that short journey to check your travel schedule before you hit the tarmac.
How many direct and indirect flights does American Airlines fly from CRW to ORD?
When jetting from CRW to ORD, you'll find there are 4 American Airlines daily flights to choose from.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O'Hare Airport, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.
American Airlines Airports
Hop on a(n) American Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DFWUSADallas-Fort Worth Intl.599
CLTUSACharlotte-Douglas Intl.536
ORDUSAO'Hare Intl.317
PHLUSAPhiladelphia Intl.247
MIAUSAMiami Intl.193
DCAUSARonald Reagan Washington National152
PHXUSASky Harbor Intl.141
LAXUSALos Angeles Intl.81
LGAUSALaGuardia72
BOSUSALogan Intl.57

Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
8.2/10 Very Good! (2,122 reviews)
"Very easy check-in and attractive room and restaurant options."

Reviewed on Sep 15, 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
8.6/10 Excellent! (1,974 reviews)
"This was a great location close to the airport just far from downtown"

Reviewed on Sep 15, 2025

Hyatt Regency O'Hare Chicago
Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

2 out of 5
4021 North Mannheim Rd, Schiller Park, IL
This hotel doesn't skimp on freebies - guests have free WiFi and a free airport shuttle. Traveling on business? Take advantage of the 2 conference rooms, along ...
8.2/10 Very Good! (1,945 reviews)
"very nice and very good"

Reviewed on Sep 14, 2025

Sonesta Simply Suites Chicago O'Hare Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.