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$150+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
FAY — CHI
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
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 February 18, 2026.

This Delta deal was found by Cheapflights users on 2/17. 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 3/103:19 pm
FAY
-
ORD
1 stop4h 34m
Delta
Thu 3/127:10 am
ORD
-
FAY
1 stop6h 28m
Delta
Deal found 2/17$296
This Delta deal was found by Cheapflights users on 2/16. 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 4/126:58 pm
FAY
-
MDW
1 stop4h 33m
Delta
Sat 4/185:21 pm
MDW
-
FAY
1 stop4h 35m
Delta
Deal found 2/16$316
This Delta deal was found by Cheapflights users on 2/15. 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.
Wed 4/86:58 pm
FAY
-
MDW
1 stop4h 33m
Delta
Sat 4/114:30 pm
MDW
-
FAY
1 stop5h 32m
Delta
Deal found 2/15$328
This American Airlines deal was found by Cheapflights users on 2/17. 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.
Thu 3/195:15 am
FAY
-
ORD
1 stop4h 53m
American Airlines
Mon 3/235:00 pm
ORD
-
FAY
1 stop5h 50m
American Airlines
Deal found 2/17$337
This Delta deal was found by Cheapflights users on 2/15. 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.
Tue 4/76:58 pm
FAY
-
MDW
1 stop4h 33m
Delta
Sat 4/114:30 pm
MDW
-
FAY
1 stop5h 32m
Delta
Deal found 2/15$357
This Delta deal was found by Cheapflights users on 2/17. 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 3/106:58 pm
FAY
-
MDW
1 stop4h 33m
Delta
Thu 3/1210:45 am
MDW
-
FAY
1 stop6h 30m
Delta
Deal found 2/17$368
This Delta deal was found by Cheapflights users on 2/15. 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.
Mon 4/66:58 pm
FAY
-
ORD
1 stop5h 56m
Delta
Fri 4/107:10 am
ORD
-
FAY
1 stop6h 28m
Delta
Deal found 2/15$388
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:49 pm
FAY
-
ORD
1 stop5h 10m
American Airlines
Sun 5/315:34 pm
ORD
-
FAY
1 stop5h 11m
American Airlines
Deal found 2/15$390
This American Airlines deal was found by Cheapflights users on 2/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/75:25 pm
FAY
-
ORD
1 stop7h 29m
American Airlines
Sat 4/116:41 pm
ORD
-
FAY
1 stop4h 15m
American Airlines
Deal found 2/15$409
This Delta deal was found by Cheapflights users on 2/15. 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.
Wed 4/86:58 pm
FAY
-
MDW
1 stop4h 33m
Delta
Fri 4/1012:47 pm
MDW
-
FAY
1 stop20h 26m
Delta
Deal found 2/15$425
This American Airlines deal was found by Cheapflights users on 2/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/128:05 pm
FAY
-
ORD
1 stop4h 49m
American Airlines
Sat 4/186:40 am
ORD
-
FAY
2 stops8h 01m
American Airlines
Deal found 2/16$438
This American Airlines deal was found by Cheapflights users on 2/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:05 am
FAY
-
ORD
1 stop7h 16m
American Airlines
Sat 3/71:39 pm
ORD
-
FAY
1 stop7h 00m
American Airlines
Deal found 2/16$447

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 February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$296
(Delta)

One-way from

$150
(Delta)
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
One-way flight 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 February 18, 2026.
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

Tue 3/10

3:19 pm-6:53 pm

1 stop4h 34m

Chicago O'Hare Intl

Thu 3/12

7:10 am-2:38 pm

1 stop6h 28m

$296

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Sun 4/12

6:58 pm-10:31 pm

1 stop4h 33m

Chicago Midway

Sat 4/18

5:21 pm-10:56 pm

1 stop4h 35m

$316

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Wed 4/8

6:58 pm-10:31 pm

1 stop4h 33m

Chicago Midway

Sat 4/11

4:30 pm-11:02 pm

1 stop5h 32m

$328

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Thu 3/19

5:15 am-9:08 am

1 stop4h 53m

Chicago O'Hare Intl

Mon 3/23

5:00 pm-11:50 pm

1 stop5h 50m

$337

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Tue 3/10

6:58 pm-10:31 pm

1 stop4h 33m

Chicago Midway

Thu 3/12

10:45 am-6:15 pm

1 stop6h 30m

$368

FayettevilleChicago

FAY - MDW

FAYMDW

Fayetteville

Tue 4/7

6:58 pm-10:31 pm

1 stop4h 33m

Chicago Midway

Sat 4/11

6:34 pm-10:13 am

2 stops14h 39m

$374

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Mon 4/6

6:58 pm-11:54 pm

1 stop5h 56m

Chicago O'Hare Intl

Fri 4/10

7:10 am-2:38 pm

1 stop6h 28m

$388

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Fri 5/29

6:59 pm-11:59 pm

1 stop6h 00m

Chicago O'Hare Intl

Sun 5/31

7:05 am-2:54 pm

1 stop6h 49m

$388

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Fri 5/29

7:49 pm-11:59 pm

1 stop5h 10m

Chicago O'Hare Intl

Sun 5/31

5:34 pm-11:45 pm

1 stop5h 11m

$390

FayettevilleChicago

FAY - ORD

FAYORD

Fayetteville

Tue 3/3

10:05 am-4:21 pm

1 stop7h 16m

Chicago O'Hare Intl

Sat 3/7

1:39 pm-9:39 pm

1 stop7h 00m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Showing 1-10 of 39 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust 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, January is the cheapest month in which you can book a flight from Fayetteville, North Carolina to Chicago (average of $49). Flying from Fayetteville, North Carolina to Chicago in March is currently the most expensive (average of $149). 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.

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 February 18, 2026.
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
11,304 reviews

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,304 reviews
American Airlines
7.2
Good
11,304 reviews

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Food

6.4

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 $296, Delta can have you in Chicago from Fayetteville, North Carolina in 4h 34m. 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 $49). Flying from Fayetteville, North Carolina to Chicago in March is currently the most expensive (average of $149). 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 February 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$287Average$437FlexibilityNo cancel feeOn-time71%

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