Chicago

$77+ Cheap flights from Raleigh (RDU) 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — CHI
oct. 11 — oct. 181
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Cheapflights Tip: The best prices from Raleigh-Durham to Chicago are usually found in September or August, booked 82 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Raleigh to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Raleigh (RDU) 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 septiembre 11, 2025.

Round-trip from

$129
(CheapOair)

One-way from

$77
(Frontier)

Popular in

March

Cheapest in

September

Average price

$213

Good round-trip deal

$209 or less

Good one-way deal

$136 or less
From Raleigh-Durham to Chicago (CHI)
One-way flight from Raleigh-Durham to Chicago (CHI)
Highest demand for flights based on searches. 17% potential increase in price ($61 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Raleigh-Durham to Chicago (CHI).
Price to beat on a one-way flight from Raleigh-Durham to Chicago (CHI).

Find flight deals from Raleigh to Chicago

Cheapest flights from Raleigh to Chicago
Explore the most affordable flight options available from Raleigh to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This CheapOair deal was found by Cheapflights users on 9/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/23:35 pmRDU - ORD
Nonstop2h 16mFrontier
sáb. 10/45:40 pmORD - RDU
1 stop4h 55mFrontier
Deal found 9/11$129
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/226:30 pmRDU - MDW
Nonstop2h 00mSouthwest
mié. 10/296:05 pmMDW - RDU
Nonstop1h 50mSouthwest
Deal found 9/8$129
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/169:44 pmRDU - ORD
Nonstop2h 22mMultiple Airlines
dom. 10/195:05 amORD - RDU
1 stop8h 15mMultiple Airlines
Deal found 9/10$131
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/242:27 pmRDU - ORD
Nonstop2h 22mFrontier
dom. 11/21:50 pmORD - RDU
Nonstop2h 06mFrontier
Deal found 9/10$132
This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/226:15 amRDU - ORD
Nonstop2h 23mUnited Airlines
vie. 10/246:20 pmORD - RDU
Nonstop2h 23mUnited Airlines
Deal found 9/11$133
This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/226:30 pmRDU - MDW
Nonstop2h 00mSouthwest
jue. 10/309:45 amMDW - RDU
Nonstop1h 50mSouthwest
Deal found 9/9$133
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/86:30 pmRDU - MDW
Nonstop2h 00mSouthwest
mié. 10/1510:10 amMDW - RDU
Nonstop1h 50mSouthwest
Deal found 9/8$134
This American Airlines deal was found by Cheapflights users on 9/10. 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.
sáb. 10/46:08 pmRDU - ORD
Nonstop2h 28mAmerican Airlines
lun. 10/68:45 pmORD - RDU
Nonstop2h 08mAmerican Airlines
Deal found 9/10$135
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/27:00 amRDU - MDW
1 stop15h 32mFrontier
jue. 12/46:00 amMDW - RDU
1 stop16h 33mFrontier
Deal found 9/10$135
This CheapOair deal was found by Cheapflights users on 9/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/169:44 pmRDU - ORD
Nonstop2h 22mFrontier
dom. 10/191:14 pmORD - RDU
1 stop6h 35mFrontier
Deal found 9/11$136
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/237:15 pmRDU - MDW
1 stop5h 31mFrontier
jue. 10/306:20 amMDW - RDU
1 stop10h 42mFrontier
Deal found 9/9$136
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/3010:06 pmRDU - ORD
Nonstop2h 22mMultiple Airlines
dom. 11/25:05 amORD - RDU
1 stop8h 15mMultiple Airlines
Deal found 9/9$137

Cheapflights Fare Finder

 
Customize your flight search to find flights from Raleigh 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 septiembre 11, 2025.
Use the filters below to find and compare flights from Raleigh to Chicago that are best for you.

Fly from

Raleigh

Fly to

Chicago

Route

Depart

Return

Price

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

lun. 10/6

6:15 am-7:38 am

Nonstop2h 23m

Chicago O'Hare Intl

mié. 10/8

6:20 pm-9:43 pm

Nonstop2h 23m

$133

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

dom. 11/9

5:45 am-6:50 am

Nonstop2h 05m

Chicago Midway

mar. 11/11

1:40 pm-4:25 pm

Nonstop1h 45m

$133

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

dom. 10/12

6:15 am-7:38 am

Nonstop2h 23m

Chicago O'Hare Intl

mié. 10/15

7:15 am-10:26 am

Nonstop2h 11m

$133

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

jue. 10/23

10:00 am-11:23 am

Nonstop2h 23m

Chicago O'Hare Intl

sáb. 10/25

7:10 am-10:28 am

Nonstop2h 18m

$133

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

dom. 11/9

6:30 am-7:56 am

Nonstop2h 26m

Chicago O'Hare Intl

mar. 11/11

11:05 am-2:08 pm

Nonstop2h 03m

$133

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

mié. 10/22

6:15 am-7:38 am

Nonstop2h 23m

Chicago O'Hare Intl

mié. 10/29

11:05 am-2:08 pm

Nonstop2h 03m

$139

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

sáb. 10/25

1:11 pm-2:34 pm

Nonstop2h 23m

Chicago O'Hare Intl

dom. 10/26

7:00 am-2:08 pm

1 stop6h 08m

$143

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

jue. 10/2

6:22 am-3:58 pm

1 stop10h 36m

Chicago Midway

dom. 10/5

6:21 am-5:11 pm

1 stop9h 50m

$144

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

mié. 10/1

6:45 am-3:58 pm

1 stop10h 13m

Chicago Midway

dom. 10/5

6:21 am-5:11 pm

1 stop9h 50m

$154

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

lun. 12/8

6:00 am-11:50 am

1 stop6h 50m

Chicago O'Hare Intl

vie. 12/12

7:10 am-10:14 am

Nonstop2h 04m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 52 results
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The best insider tips for Raleigh to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Raleigh to Chicago trip
Airports
RDU

RDU's compact layout makes navigating its two terminals easy. Know your terminal in advance to streamline your departure process.

Read more about RDUby John Walton
ORD

At ORD, take the free shuttle train between terminals to navigate the sprawling airport layout efficiently.

Read more about ORDby Ramsey Qubein
MDW

Use the Orange Line train for a quick, affordable ride to downtown Chicago from MDW, taking less than 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
John Walton

John Walton

Expert on RDU

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more

Best time to book a flight from Raleigh to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Raleigh 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 Raleigh to Chicago

How far ahead should I book a flight from Raleigh to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Raleigh to Chicago. Price data was last updated on August 29, 2025.

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Raleigh to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Raleigh to Chicago?

Currently, August is the cheapest month in which you can book a flight from Raleigh to Chicago (average of $245). Flying from Raleigh to Chicago in March is currently the most expensive (average of $321). 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 RDU to CHI?

Find hourly flight availability from Raleigh 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 septiembre 11, 2025.

One of the essential ways to save on airfare from Raleigh to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 47% on airfare.

What is the cheapest day to fly from Raleigh to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Raleigh to Chicago. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Raleigh to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Raleigh to Chicago

Explore weekly flight availability from Raleigh to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated septiembre 11, 2025.

The most flights from RDU to CHI are scheduled on a Thursday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

How much does it cost to fly round-trip from Raleigh to Chicago?

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 septiembre 11, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Raleigh 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.

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
8.0
Very good

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Food

7.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Raleigh 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 Raleigh to Chicago?

    Raleigh-Durham (RDU) is the airport you will fly out of if you book a flight from Raleigh to Chicago. You should not have trouble finding flights to Chicago from Raleigh-Durham; the airport handles an average of 22 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the Raleigh airport to Chicago. It is only a 11.1 mi journey to Raleigh-Durham (RDU) from Raleigh’s city center.

  • How long is the flight from Raleigh to Chicago?

    A quick flight from Raleigh to Chicago can take about 2h 05m. United Airlines provides one of the quickest options available for as low as $133. Raleigh and Chicago are separated by a distance of 631 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Raleigh to Chicago round-trip?

    Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $74. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Delta, with the lowest prices starting at $98 and $98, respectively. Users have found that Frontier is 73% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Raleigh to Chicago one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from United Airlines and Southwest, as they are both options that can get you from Raleigh to Chicago for a low price.

  • What are the most popular routes from Raleigh to Chicago?

  • What are the most reliable airlines from Raleigh to Chicago?

    Consider SWISS (92%), ANA (85%) or Japan Airlines (84%) when booking your flight. These represent the most reliable airlines when flying from Raleigh to Chicago.

  • What are the cheapest flights from Raleigh to Chicago?

    Looking for the cheapest flight from Raleigh to Chicago? While on average our users pay $888, our data indicates the cheapest price to be $77. The most popular route (Raleigh-Durham - Chicago O'Hare Intl), is priced around $117.

  • Can I find deals for flights from Raleigh to Chicago that include hotel bookings?

    Yes. In addition to deals on Raleigh to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Raleigh to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Raleigh to Chicago.

  • Can I find deals for business class flights from Raleigh to Chicago?

    Yes. Cheapflights offers flight deals from Raleigh 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 Raleigh to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Raleigh to Chicago (average of $245). Flying from Raleigh to Chicago in March is currently the most expensive (average of $321). 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
Benton Harbor
Porter
Chesterton

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Alternative routes for Raleigh to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Raleigh to Chicago

Discover the top 6 airlines that operate flights from Raleigh 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$74Average$185FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$98Average$279FlexibilityNo cancel feeOn-time65%
DeltaCheapest$98Average$302FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$167Average$375FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$168Average$302FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$181Average$319FlexibilityNo cancel feeOn-time63%

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