S$127 Cheap Flights from Raleigh to Chicago

View S$127 flight on Thu, 27 Nov, 2025Opens 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 S$127 for one-way flights and S$275 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 29 Oct - Wed, 5 Nov
RDU
Raleigh
ORD
Chicago
S$275 Return, found 5 days ago
S$275
Return
found 5 days ago
Select Delta flight, departing Wed, 29 Oct from Raleigh to Chicago, returning Wed, 5 Nov, priced at S$275 found 5 days ago
Delta
Wed, 29 Oct - Wed, 5 Nov
RDU
Raleigh
MDW
Chicago
S$280 Return, found 5 days ago
S$280
Return
found 5 days ago
Select Delta flight, departing Wed, 29 Oct from Raleigh to Chicago, returning Wed, 5 Nov, priced at S$280 found 5 days ago
Delta
Wed, 29 Oct - Wed, 5 Nov
RDU
Raleigh
ORD
Chicago
S$280 Return, found 5 days ago
S$280
Return
found 5 days ago
Select Delta flight, departing Wed, 29 Oct from Raleigh to Chicago, returning Wed, 5 Nov, priced at S$280 found 5 days ago
American Airlines
Wed, 29 Oct - Wed, 5 Nov
RDU
Raleigh
ORD
Chicago
S$283 Return, found 5 days ago
S$283
Return
found 5 days ago
Select American Airlines flight, departing Wed, 29 Oct from Raleigh to Chicago, returning Wed, 5 Nov, priced at S$283 found 5 days ago
United
Wed, 29 Oct - Wed, 5 Nov
RDU
Raleigh
ORD
Chicago
S$283 Return, found 5 days ago
S$283
Return
found 5 days ago
Select United flight, departing Wed, 29 Oct from Raleigh to Chicago, returning Wed, 5 Nov, priced at S$283 found 5 days ago
United
Wed, 29 Oct - Wed, 5 Nov
RDU
Raleigh
ORD
Chicago
S$288 Return, found 5 days ago
S$288
Return
found 5 days ago
Select United flight, departing Wed, 29 Oct from Raleigh to Chicago, returning Wed, 5 Nov, priced at S$288 found 5 days ago
Delta
Thu, 30 Oct - Fri, 31 Oct
RDU
Raleigh
ORD
Chicago
S$293 Return, found 5 days ago
S$293
Return
found 5 days ago
Select Delta flight, departing Thu, 30 Oct from Raleigh to Chicago, returning Fri, 31 Oct, priced at S$293 found 5 days ago
Delta
Thu, 30 Oct - Fri, 31 Oct
RDU
Raleigh
ORD
Chicago
S$301 Return, found 5 days ago
S$301
Return
found 5 days ago
Select Delta flight, departing Thu, 30 Oct from Raleigh to Chicago, returning Fri, 31 Oct, priced at S$301 found 5 days ago
United
Thu, 30 Oct - Fri, 31 Oct
RDU
Raleigh
ORD
Chicago
S$313 Return, found 5 days ago
S$313
Return
found 5 days ago
Select United flight, departing Thu, 30 Oct from Raleigh to Chicago, returning Fri, 31 Oct, priced at S$313 found 5 days ago
Delta
Wed, 29 Oct - Wed, 5 Nov
RDU
Raleigh
ORD
Chicago
S$314 Return, found 5 days ago
S$314
Return
found 5 days ago
Select Delta flight, departing Wed, 29 Oct from Raleigh to Chicago, returning Wed, 5 Nov, priced at S$314 found 5 days ago

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

September is typically the cheapest month to fly

From S$123 - S$233 per traveller.

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 S$275. 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 1,100 kilometres 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 travellers 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.
Return price
S$275
Distance
1033 km

Book with confidence

Perfect flights from Raleigh to Chicago

Your Journey from Raleigh to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Raleigh to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines, United. Our selection of flights from Raleigh - Durham Intl. to CHI-All Airports caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Raleigh to Chicago Flights

Experience the joy of finding cheap flights from Raleigh - Durham Intl. to CHI-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$127 and roundtrip prices from S$275*.
 

Pre-Flight Essentials

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Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Raleigh to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Raleigh to Chicago.
 

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With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Raleigh to Chicago with Confidence

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Raleigh to Chicago

Explore a world of travel with Expedia

Chicago Airports

Chicago

Raleigh to O'Hare Intl.
S$274.70
*Available to Expedia members.