$129 Cheap Flights from Fayetteville (FAY) to Chicago (MDW)

View $129 flight on Thu, Nov 27, 2025Opens in a new window

Popular airlines from Fayetteville Regional Airport (FAY) to Chicago Midway Airport (MDW)

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Cheap Flights from Fayetteville to Chicago (FAY-MDW)

Prices were available within the past 7 days and start at $129 for one-way flights and $277 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Nov 24 - Thu, Nov 27
FAY
Fayetteville
MDW
Chicago
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Nov 24 from Fayetteville to Chicago, returning Thu, Nov 27, priced at $277 found 5 days ago
Delta
Fri, Dec 26 - Wed, Dec 31
FAY
Fayetteville
MDW
Chicago
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 26 from Fayetteville to Chicago, returning Wed, Dec 31, priced at $287 found 1 day ago
Delta
Mon, Nov 24 - Tue, Dec 2
FAY
Fayetteville
MDW
Chicago
$297 Roundtrip, found 5 days ago
$297
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Nov 24 from Fayetteville to Chicago, returning Tue, Dec 2, priced at $297 found 5 days ago
Delta
Wed, Apr 1 - Tue, Apr 21
FAY
Fayetteville
MDW
Chicago
$317 Roundtrip, found 8 hours ago
$317
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Apr 1 from Fayetteville to Chicago, returning Tue, Apr 21, priced at $317 found 8 hours ago
Delta
Fri, Dec 26 - Wed, Dec 31
FAY
Fayetteville
MDW
Chicago
$318 Roundtrip, found 1 day ago
$318
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 26 from Fayetteville to Chicago, returning Wed, Dec 31, priced at $318 found 1 day ago
Delta
Mon, Nov 24 - Fri, Nov 28
FAY
Fayetteville
MDW
Chicago
$322 Roundtrip, found 1 day ago
$322
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 24 from Fayetteville to Chicago, returning Fri, Nov 28, priced at $322 found 1 day ago
Delta
Mon, Nov 24 - Mon, Dec 1
FAY
Fayetteville
MDW
Chicago
$328 Roundtrip, found 5 days ago
$328
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Nov 24 from Fayetteville to Chicago, returning Mon, Dec 1, priced at $328 found 5 days ago
Delta
Fri, Dec 26 - Mon, Jan 5
FAY
Fayetteville
MDW
Chicago
$344 Roundtrip, found 3 days ago
$344
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Dec 26 from Fayetteville to Chicago, returning Mon, Jan 5, priced at $344 found 3 days ago
Delta
Wed, Apr 1 - Thu, Apr 16
FAY
Fayetteville
MDW
Chicago
$348 Roundtrip, found 8 hours ago
$348
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Apr 1 from Fayetteville to Chicago, returning Thu, Apr 16, priced at $348 found 8 hours ago
Delta
Sun, Nov 23 - Tue, Dec 2
FAY
Fayetteville
MDW
Chicago
$352 Roundtrip, found 5 days ago
$352
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Nov 23 from Fayetteville to Chicago, returning Tue, Dec 2, priced at $352 found 5 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $489
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $489

Frequently asked questions

How much does a flight from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight from $129 or cheap return flight from $277 from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW)?
The cheapest month to fly from FAY to MDW is November, when demand is low. Off-peak months are typically when better flight deals are available between these airports.
Which airlines fly direct from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW)?
You can't fly nonstop from Fayetteville, NC (FAY-Fayetteville Regional) to Midway Intl. Airport (MDW). However, you can seamlessly travel to Chicago without any layovers by taking off from Raleigh - Durham Intl. Airport (RDU).
What is the cheapest airline that flies from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest FAY to MDW flight.
How many flights per day from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW)?
There are no daily nonstop flights available from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW). But you can book flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from FAY to MDW?
Usually you'll find the widest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* However, this can change based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW)?
Book a flight from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the risk of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from FAY to MDW are typically more expensive. For the cheapest rates, start looking for flights ahead of time. That being said, if your travel plans are flexible, it's possible to land a cheap ticket right before your journey.
Is it cheaper to book a FAY to MDW flight and hotel package?
Compared with arranging hotels and flights separately, booking a FAY to MDW flight and hotel package with Expedia could result in significant savings. Better yet, having it all in one place will take the stress out of planning your trip. Just pick your flights and choose from our wide range of hotels, then personalize your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Fayetteville Regional Airport (FAY) to Midway Intl. Airport (MDW)?
If you reserved your FAY to MDW flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

Travel information

Origin airport
Fayetteville Regional
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$276
Distance
670 mi

Book with confidence

Fayetteville to Chicago Flights

The cheapest times to fly from Fayetteville to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Fayetteville to Chicago are during the month of November. You can find some of the cheapest flights from Fayetteville to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Fayetteville to Chicago

Sunday is one of the best days to book for cheap flights from Fayetteville to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Fayetteville to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Fayetteville to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $129 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Fayetteville to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Fayetteville to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Fayetteville to Chicago Flights

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