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$159+ Cheap flights from Fayetteville, NC (FAY) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/26. Fares are subject to change and may not be available on all flights or dates of travel.
FAY — CHI
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheap 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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$287
(Delta)

One-way from

$159
(Delta)

Popular in

November

Cheapest in

February

Average price

$645
Provider with most accurate pricing for Fayetteville-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Fayetteville-Chicago (CHI) flights.
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From Fayetteville to Chicago (CHI)
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One-way flight from Fayetteville to Chicago (CHI)
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Highest demand for flights based on searches. 31% potential increase in price ($230 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 16, 2025.

This Delta deal was found by Cheapflights users on 10/16. 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.
Wed 12/246:02 amFAY - ORD
1 stop4h 34mDelta
Fri 1/25:29 pmORD - FAY
1 stop5h 26mDelta
Deal found 10/16$287
This Delta deal was found by Cheapflights users on 10/16. 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.
Sun 12/216:51 pmFAY - MDW
1 stop4h 31mDelta
Mon 1/55:25 pmMDW - FAY
1 stop4h 31mDelta
Deal found 10/16$317
This Delta deal was found by Cheapflights users on 10/15. 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.
Thu 12/113:19 pmFAY - ORD
1 stop4h 24mDelta
Sat 12/135:30 amORD - FAY
1 stop4h 03mDelta
Deal found 10/15$317
This Delta deal was found by Cheapflights users on 10/16. 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.
Tue 11/1811:09 amFAY - ORD
2 stops12h 26mDelta
Sun 11/235:23 amORD - FAY
1 stop4h 06mDelta
Deal found 10/16$325
This Delta deal was found by Cheapflights users on 10/16. 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.
Wed 12/246:02 amFAY - MDW
2 stops12h 24mDelta
Mon 1/55:25 pmMDW - FAY
1 stop4h 31mDelta
Deal found 10/16$336
This Delta deal was found by Cheapflights users on 10/16. 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 12/276:53 pmFAY - MDW
1 stop4h 29mDelta
Fri 1/25:10 pmMDW - FAY
1 stop5h 45mDelta
Deal found 10/16$348
This Delta deal was found by Cheapflights users on 10/16. 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.
Mon 12/226:51 pmFAY - ORD
1 stop6h 11mDelta
Mon 1/52:45 pmORD - FAY
1 stop7h 11mDelta
Deal found 10/16$348
This Delta deal was found by Cheapflights users on 10/16. 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.
Sun 12/216:51 pmFAY - MDW
2 stops23h 28mDelta
Fri 1/25:10 pmMDW - FAY
1 stop5h 45mDelta
Deal found 10/16$356
This Delta deal was found by Cheapflights users on 10/16. 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.
Sun 12/216:51 pmFAY - ORD
2 stops17h 57mDelta
Fri 1/25:29 pmORD - FAY
1 stop5h 26mDelta
Deal found 10/16$356
This Delta deal was found by Cheapflights users on 10/16. 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.
Wed 12/246:02 amFAY - ORD
1 stop4h 34mDelta
Thu 1/16:45 amORD - FAY
1 stop4h 38mDelta
Deal found 10/16$358
This Delta deal was found by Cheapflights users on 10/16. 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.
Mon 11/1711:09 amFAY - ORD
2 stops12h 26mDelta
Sun 11/235:23 amORD - FAY
1 stop4h 06mDelta
Deal found 10/16$361
This Delta deal was found by Cheapflights users on 10/16. 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.
Tue 11/1811:09 amFAY - MDW
2 stops26h 25mDelta
Sun 11/235:34 pmMDW - FAY
1 stop4h 01mDelta
Deal found 10/16$367

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 October 16, 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

Wed 12/24

6:02 am-9:36 am

1 stop4h 34m

Chicago O'Hare Intl

Mon 1/5

2:45 pm-10:56 pm

1 stop7h 11m

$287

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Wed 2/18

10:53 am-9:46 pm

2 stops11h 53m

Chicago O'Hare Intl

Sat 2/21

5:55 pm-10:56 pm

1 stop4h 01m

$295

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Sat 2/21

10:53 am-3:25 pm

1 stop5h 32m

Chicago Midway

Mon 2/23

9:30 am-10:15 am

2 stops23h 45m

$306

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Thu 12/11

5:10 am-11:03 am

1 stop6h 53m

Chicago O'Hare Intl

Sat 12/13

5:00 am-12:24 pm

1 stop6h 24m

$317

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Sun 12/21

6:51 pm-10:22 pm

1 stop4h 31m

Chicago Midway

Fri 1/2

5:10 pm-11:55 pm

1 stop5h 45m

$317

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Fri 12/26

6:02 am-11:58 am

1 stop6h 56m

Chicago Midway

Fri 1/2

5:10 pm-11:55 pm

1 stop5h 45m

$317

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Sun 12/21

6:51 pm-12:02 am

1 stop6h 11m

Chicago O'Hare Intl

Fri 1/2

5:29 pm-11:55 pm

1 stop5h 26m

$317

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Sat 12/27

6:53 pm-12:02 am

1 stop6h 09m

Chicago O'Hare Intl

Mon 1/5

2:45 pm-10:56 pm

1 stop7h 11m

$317

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Fri 12/26

6:02 am-11:27 am

1 stop6h 25m

Chicago O'Hare Intl

Fri 1/2

5:29 pm-11:55 pm

1 stop5h 26m

$317

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Sat 12/27

6:53 pm-12:02 am

1 stop6h 09m

Chicago O'Hare Intl

Fri 1/2

5:29 pm-11:55 pm

1 stop5h 26m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

Showing 1-10 of 32 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Fayetteville, North Carolina-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, November is the cheapest month in which you can book a flight from Fayetteville, North Carolina to Chicago (average of $79). 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 October 16, 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 October 16, 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
11,043 reviews

Boarding

7.5

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

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
11,043 reviews
American Airlines
7.2
Good
11,043 reviews

Boarding

7.5

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

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 $287, Delta can have you in Chicago from Fayetteville, North Carolina in 4h 34m. Airlines will cover a distance of 685 mi.

  • 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. You may be able to fly from Fayetteville, North Carolina to Chicago for 44% less than the average price by searching for this airline.

  • 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, November is the cheapest month in which you can book a flight from Fayetteville, North Carolina to Chicago (average of $79). 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor
Chesterton

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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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$287Average$457FlexibilityNo cancel feeOn-time71%

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