$29 Cheap Flights from Raleigh (RDU) to Chicago (CHI)

View $29 flight on Sun, Jan 18, 2026Opens in a new window

Popular airlines from Raleigh-Durham International Airport (RDU) to Chicago

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Cheap Flights from Raleigh to Chicago (RDU-CHI)

Prices were available within the past 7 days and start at $29 for one-way flights and $62 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Nov 24 - Thu, Dec 4
RDU
Raleigh
ORD
Chicago
$62 Roundtrip, found 6 hours ago
$62
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Nov 24 from Raleigh to Chicago, returning Thu, Dec 4, priced at $62 found 6 hours ago
Frontier Airlines
Fri, Jan 9 - Sun, Jan 11
RDU
Raleigh
ORD
Chicago
$66 Roundtrip, just found
$66
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jan 9 from Raleigh to Chicago, returning Sun, Jan 11, priced at $66 just found
Frontier Airlines
Thu, Jan 8 - Sun, Jan 18
RDU
Raleigh
ORD
Chicago
$84 Roundtrip, found 6 hours ago
$84
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Jan 8 from Raleigh to Chicago, returning Sun, Jan 18, priced at $84 found 6 hours ago
Frontier Airlines
Mon, Jan 12 - Wed, Jan 14
RDU
Raleigh
ORD
Chicago
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Jan 12 from Raleigh to Chicago, returning Wed, Jan 14, priced at $88 just found
Frontier Airlines
Fri, Dec 5 - Thu, Dec 11
RDU
Raleigh
ORD
Chicago
$94 Roundtrip, found 14 hours ago
$94
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, Dec 5 from Raleigh to Chicago, returning Thu, Dec 11, priced at $94 found 14 hours ago
Frontier Airlines
Mon, Nov 24 - Sat, Dec 13
RDU
Raleigh
ORD
Chicago
$95 Roundtrip, found 2 days ago
$95
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 24 from Raleigh to Chicago, returning Sat, Dec 13, priced at $95 found 2 days ago
United
Tue, Dec 2 - Thu, Dec 4
RDU
Raleigh
ORD
Chicago
$108 Roundtrip, just found
$108
Roundtrip
just found
Select United flight, departing Tue, Dec 2 from Raleigh to Chicago, returning Thu, Dec 4, priced at $108 just found
Southwest Airlines
Thu, Nov 27 - Sun, Dec 7
RDU
Raleigh
ORD
Chicago
$118 Roundtrip, found 6 hours ago
$118
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Thu, Nov 27 from Raleigh to Chicago, returning Sun, Dec 7, priced at $118 found 6 hours ago
American Airlines
Sat, Dec 6 - Tue, Dec 9
RDU
Raleigh
RFD
Rockford
$139 Roundtrip, found 8 hours ago
$139
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Sat, Dec 6 from Raleigh to Rockford, returning Tue, Dec 9, priced at $139 found 8 hours ago
Spirit Airlines
Thu, Nov 13 - Thu, Nov 20
RDU
Raleigh
ORD
Chicago
$183 Roundtrip, found 4 hours ago
$183
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Thu, Nov 13 from Raleigh to Chicago, returning Thu, Nov 20, priced at $183 found 4 hours ago

Find the cheapest month to fly from Raleigh (RDU) to Chicago (CHI)

September is typically the cheapest month to fly

From $95 - $181 per traveler.

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $189
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $189
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $340
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $340
Select flight to Greater Rockford RFD. Average driving time to city center is 1 hour 30 minutes. Flights from $216
RFD
Greater Rockford
Average driving time to city center1 h 30 min
Flights from $216

Frequently asked questions

How much is a flight from RDU to Chicago, IL (CHI-All Airports)?
Based on fares quoted within the last 7 days on Expedia for flights departing within the next year, round-trip flights from Raleigh - Durham Intl. Airport (RDU) to Chicago, IL (CHI-All Airports) start from $62. Book today to secure the best price for your journey. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Raleigh–Durham Airport to Chicago, IL (CHI-All Airports)?
We get that your situation can change unexpectedly, so we've made it as hassle-free as possible for you to cancel your flight online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from Raleigh–Durham Airport to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for RDU to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from RDU to Chicago, IL (CHI-All Airports)?
Forget about a movie marathon on this flight — it's only 684 mi from Morrisville to Illinois. Find your seat, order a snack and you'll be in Illinois in next to no time.
Which airlines fly direct from Raleigh - Durham Intl. Airport (RDU) to Chicago, IL (CHI-All Airports)?
American Airlines (AA) is one of the preferred choices for many travelers flying between Raleigh–Durham Airport and Chicago, IL (CHI-All Airports). Choose from the 95 flights it operates on this route each month. Southwest Airlines (WN) is also worth considering. It offers 86 flights each month. Between these two airlines, you'll be able to find a good deal from Morrisville to Illinois.
Are Raleigh–Durham Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Flight prices change all the time, so not always. While last-minute flight deals between RDU and Chicago, IL (CHI-All Airports) are of course possible, it also makes sense to keep a close eye on prices well before you fly. In fact, some air carriers release their prices up to 12 months ahead of the departure date. Expedia is constantly updating the best airfare bargains around, so keep checking back and be ready to secure your seat when the fares dip.

Travel information

Origin airport
Raleigh - Durham Intl.
Destination airport
O'Hare Intl.
Roundtrip price
$62
Distance
645 mi

Book with confidence

Raleigh to Chicago Flights

The cheapest times to fly from Raleigh 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 Raleigh to Chicago are during the month of November. You can find some of the cheapest flights from Raleigh to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Raleigh to Chicago

Sunday is one of the best days to book for cheap flights from Raleigh 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 Raleigh 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 Raleigh to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $29 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 Raleigh 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 Raleigh 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.

 

Raleigh to Chicago Flights

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