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$297+ Cheap flights from Fayetteville, NC (FAY) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
FAY — CHI
Jan 21 — Jan 281
Wed 1/21
Wed 1/28
1 adult, Economy
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Cheap flight deals from Fayetteville to Chicago

Cheapest flights from Fayetteville to Chicago
Explore the most affordable flight options available from Fayetteville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2025.

This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 amFAY - ORD
1 stop6h 12mAmerican Airlines
Sat 12/275:00 amORD - FAY
1 stop6h 12mAmerican Airlines
Deal found 12/21$743
This Delta deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2011:10 amFAY - MDW
1 stop5h 08mDelta
Sat 12/274:25 pmMDW - FAY
1 stop6h 28mDelta
Deal found 12/20$1,590
This Delta deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:53 pmFAY - MDW
1 stop4h 29mDelta
Mon 12/229:50 amMDW - FAY
1 stop7h 21mDelta
Deal found 12/19$2,121
This Delta deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:53 pmFAY - ORD
1 stop6h 09mDelta
Mon 12/224:13 pmORD - FAY
1 stop6h 40mDelta
Deal found 12/19$2,404

Find flight deals from Fayetteville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Fayetteville (FAY) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$297
(American Airlines)
Provider with most accurate pricing for Fayetteville-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fayetteville-Chicago (CHI) flights.
Search Deals
From Fayetteville to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fayetteville 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, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2025.
Use the filters below to find and compare flights from Fayetteville to Chicago that are best for you.

Fly from

Fayetteville

Fly to

Chicago

Route

Depart

Return

Price

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Sun 1/18

7:10 pm-11:27 pm

1 stop5h 17m

Chicago O'Hare Intl

Sun 1/25

6:05 am-11:42 am

1 stop4h 37m

$297

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Thu 1/8

4:12 pm-7:58 am

2 stops16h 46m

Chicago O'Hare Intl

Mon 1/12

2:30 pm-3:29 pm

2 stops23h 59m

$353

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Fri 1/9

6:00 am-6:28 pm

2 stops13h 28m

Chicago O'Hare Intl

Mon 1/12

7:30 pm-3:29 pm

2 stops18h 59m

$353

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Sun 1/18

6:00 am-10:27 am

1 stop5h 27m

Chicago Midway

Sun 1/25

10:48 am-6:06 pm

1 stop6h 18m

$368

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Fri 1/9

4:12 pm-10:07 pm

1 stop6h 55m

Chicago Midway

Mon 1/12

5:31 pm-11:12 pm

1 stop4h 41m

$414

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Thu 1/8

4:12 pm-10:07 pm

1 stop6h 55m

Chicago Midway

Mon 1/12

5:31 pm-11:12 pm

1 stop4h 41m

$414

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Tue 1/6

7:10 pm-11:27 pm

1 stop5h 17m

Chicago O'Hare Intl

Sat 1/10

5:50 pm-11:17 pm

1 stop4h 27m

$447

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Tue 1/6

4:12 pm-10:07 pm

1 stop6h 55m

Chicago Midway

Sat 1/10

5:31 pm-11:12 pm

1 stop4h 41m

$447

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Mon 1/5

8:31 pm-11:42 pm

1 stop4h 11m

Chicago O'Hare Intl

Fri 1/9

6:05 am-11:42 am

1 stop4h 37m

$489

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Sun 1/4

8:31 pm-11:42 pm

1 stop4h 11m

Chicago O'Hare Intl

Mon 1/5

6:37 pm-11:59 pm

1 stop4h 22m

$489

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 13 results
1
2

Compare providers for flights from Fayetteville to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Fayetteville to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Fayetteville, North Carolina-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Fayetteville, North Carolina-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Fayetteville, North Carolina-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Fayetteville, North Carolina-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Fayetteville, North Carolina-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Fayetteville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Fayetteville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Fayetteville to Chicago

What is the cheapest month to book a flight from Fayetteville, North Carolina to Chicago?

Currently, January is the cheapest month in which you can book a flight from Fayetteville, North Carolina to Chicago (average of $66). Flying from Fayetteville, North Carolina to Chicago in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from FAY to CHI?

Find hourly flight availability from Fayetteville to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 26% on flights from Fayetteville, North Carolina to Chicago by exploring options for tickets in the afternoon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated December 22, 2025.
Get a feel of what it's like to fly with American Airlines from Fayetteville to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,052 reviews

Crew

8.0

Food

6.4

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
11,052 reviews
American Airlines
7.2
Good
11,052 reviews

Crew

8.0

Food

6.4

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from Fayetteville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Fayetteville to Chicago?

    If you book a flight to Chicago from Fayetteville, you will be flying from Fayetteville, which is the city’s only airport. Fayetteville (FAY) is located 4.3 mi from the center of Fayetteville. There are 0 flights from Fayetteville to Chicago per day from 1 airline.

  • How long is the flight from Fayetteville, North Carolina to Chicago?

    For as low as $297, American Airlines can have you in Chicago from Fayetteville, North Carolina in 5h 17m. Airlines will cover a distance of 685 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Fayetteville, North Carolina to Chicago round-trip?

    Currently priced at $287, American Airlines will fly you from Fayetteville, North Carolina to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

  • Can I find deals for flights from Fayetteville to Chicago that include hotel bookings?

    Yes. In addition to deals on Fayetteville to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Fayetteville to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Fayetteville to Chicago.

  • Can I find deals for business class flights from Fayetteville to Chicago?

    Yes. Cheapflights offers flight deals from Fayetteville to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Fayetteville, North Carolina to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Fayetteville, North Carolina to Chicago (average of $66). Flying from Fayetteville, North Carolina to Chicago in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top airline flying from Fayetteville to Chicago

Discover the top airline that operate flights from Fayetteville to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$287Average$454FlexibilityNo cancel feeOn-time71%

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