FlightsFrom Chicago

To Raleigh

Cheap Flights from Chicago to Raleigh

Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.

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Prices updated today

405 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

Today’s best flight deals from Chicago to Raleigh

Explore current cheapest deals departing from Chicago to Raleigh

October 29 - October 31

Cheapest
Best

MDW - Raleigh

$248

$157

Round trip

October 2 - October 5

ORD - Raleigh

$206

$163

Round trip

October 1 - October 5

ORD - Raleigh

$206

$169

Round trip

September 13 - October 5

ORD - Raleigh

$176

$169

Round trip

October 17 - October 27

ORD - Raleigh

$185

$172

Round trip

October 17 - October 26

ORD - Raleigh

$192

$172

Round trip

September 13 - September 18

ORD - Raleigh

$213

$175

Round trip

August 11 - August 13

Best
Earliest

ORD - Raleigh

$321

$176

Round trip

September 28 - September 29

ORD - Raleigh

$216

$179

Round trip

October 15 - October 21

ORD - Raleigh

$201

$180

Round trip

Unlock all 500+ flight deals to Raleigh and get alerts when great deals appear

Chicago to Raleigh: Overview

Insights for flights from Chicago to Raleigh

Right now, 9% of recent fares for flights from Chicago to Raleigh are classified as a good price. Fares for this route typically range from $287 to $595, with a median price of $394. Currently, prices are below the typical level, suggesting a favorable time to find cheap flights from Chicago to Raleigh.
A typical journey from Chicago to Raleigh takes about 16h 51m, including connections. This duration reflects the fact that most itineraries involve at least one stopover, making the overall travel time longer than a direct flight.
Most itineraries for this route connect at least once, with only 30.3% of recent fares being non-stop. For connecting flights, the median number of stopovers is 2, which contributes to the overall journey time.
When is the cheapest time to fly from Chicago to Raleigh? The most affordable month to fly is typically December, with a median fare of $119. Other inexpensive months include May, with a median fare of $160, and April, where the median fare is $163. New deals for this route appear almost daily, offering frequent opportunities to find competitive prices.

How much is a round trip from Chicago to Raleigh

Regular price: $165 - $239

Prices are currently within the regular range.

The regular price range for flights from Chicago to Raleigh is $165 to $239. The current lowest deal is $165 with Frontier Airlines for travel from Oct 2-Oct 5.

now $165

Low $165

High $239

The cheapest time to fly from Chicago to Raleigh

The cheapest month to fly from Chicago to Raleigh is December, with a median price of $119. The most expensive month is March, with a median price of $676. Prices are generally lower from February to December.

December

Cheapest

Flights from $119

March

Most Expensive

Flights from $676

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Direct flights from Chicago to Raleigh

Airline logo

United Airlines

Last-minute flights going from Chicago to Raleigh

Wed, Jul 29

⌛ Last-Minute

MDW - Raleigh

Frontier Airlines

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$628

$323

One-way

Sat, Aug 1

⌛ Last-Minute

MDW - Raleigh

Frontier Airlines

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$626

$293

One-way

Sat, Aug 1

⌛ Last-Minute

MDW - Raleigh

Frontier Airlines

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$538

$327

One-way

Tue, Aug 4

⌛ Last-Minute

MDW - Raleigh

Frontier Airlines

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$498

$323

One-way

Wed, Aug 5

⌛ Last-Minute

MDW - Raleigh

Frontier Airlines

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$395

$285

One-way

Wed, Aug 5

⌛ Last-Minute

MDW - Raleigh

Frontier Airlines

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$483

$288

One-way

Biggest price drops on these dates for flights from Chicago to Raleigh

3 nights

Aug 1 - Aug 4

$626  →  $293

53%

1 night

Jul 29 - Jul 30

$628  →  $323

49%

4 nights

Aug 6 - Aug 10

$477  →  $236

51%

6 nights

Aug 1 - Aug 7

$538  →  $327

39%

Popular Airports to fly from Chicago to Raleigh

Chicago - Raleigh route insights

💸 Price insights

Recent fares are below the typical level

Recent fares for Chicago to Raleigh are below the typical level, with a median price of $394.

📅 Best time to fly

Fly in December for the best prices

Historically, December offers the lowest median prices at $119, followed by May at $160.

⏱️ Flight duration

Median flight time is 16h 51m

The median flight time from Chicago to Raleigh is 16 hours and 51 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 69.7% of routes, with a median of 2 stopovers.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines is a carrier that offers direct flights on this route.

🎯 Booking tip

Deals appear frequently

Deals for flights on this route appear frequently, typically within a 30-day window.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Consider Chicago Midway International for flights to Raleigh, offering a potentially cheaper option from Chicago.

📍 ~15 km from Chicago city center (reachable by car or train)

💸 Flights from ~$194

Chicago Rockford International (RFD)

Chicago Rockford International is an alternative departure airport for your trip from Chicago to Raleigh.

📍 ~120 km from Chicago city center (reachable by car)

💸 Flights from ~$204

O Hare International (ORD)

O Hare International is a major airport to consider for your flight from Chicago to Raleigh.

📍 ~25 km from Chicago city center (reachable by car or train)

💸 Flights from ~$198

Raleigh main airports to arrive at

Raleigh–Durham International (RDU)

Cheapest

Raleigh–Durham International Airport is a convenient arrival choice for flights to Raleigh.

📍 ~15 km from Raleigh (reachable by car)

💸 Flights from ~$193

Airports nearby Raleigh used as alternative

Piedmont Triad International (GSO)

Piedmont Triad International can be a useful alternative, especially for travelers heading to the Research Triangle area.

📍 ~95 km from Raleigh (reachable by car)

💸 Flights from ~$258

Charlotte Douglas International (CLT)

Cheapest

Charlotte Douglas International is a major hub with an extensive route network, but involves a significant driving distance.

📍 ~225 km from Raleigh (reachable by car)

💸 Flights from ~$143

Richmond International (RIC)

Richmond International is a reliable alternative for travel to the Northeast, requiring interstate travel across state lines.

📍 ~240 km from Raleigh (reachable by car)

💸 Flights from ~$198

Fayetteville Regional (FAY)

Fayetteville Regional is the closest geographic alternative, offering a smaller terminal for faster check-in.

📍 ~90 km from Raleigh (reachable by car)

💸 Flights from ~$345

Wilmington International (ILM)

Wilmington International is a full-service regional airport, a good alternative for travelers in eastern North Carolina.

📍 ~190 km from Raleigh (reachable by car)

💸 Flights from ~$225

Business & First Class Flight Deals to Raleigh

Discover luxury on the budget with premium cabin class on flights from Chicago to Raleigh.

Elite

Best Elite deals to Raleigh

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Aug 21

Raleigh, United States

76% AI deal score

$3,369

$1,708

Save $1,661

From ORD

Elite

Aug 24

Raleigh, United States

76% AI deal score

$3,457

$1,708

Save $1,749

From ORD

Elite

Aug 24

Raleigh, United States

76% AI deal score

$3,420

$1,708

Save $1,712

From ORD

Elite

Aug 21

Raleigh, United States

76% AI deal score

$3,364

$1,708

Save $1,656

From ORD

Elite

Aug 24

Raleigh, United States

76% AI deal score

$3,427

$1,708

Save $1,719

From ORD

Elite

Aug 21

Raleigh, United States

76% AI deal score

$3,455

$1,708

Save $1,747

From ORD

Elite

Aug 05

Raleigh, United States

76% AI deal score

$3,505

$1,780

Save $1,725

From ORD

Elite

Aug 04

Raleigh, United States

76% AI deal score

$3,714

$1,831

Save $1,883

From ORD

Elite

Aug 05

Raleigh, United States

76% AI deal score

$3,740

$1,835

Save $1,905

From ORD

Elite

Aug 04

Raleigh, United States

75% AI deal score

$3,310

$1,747

Save $1,563

From ORD

Elite

Aug 05

Raleigh, United States

75% AI deal score

$3,340

$1,751

Save $1,589

From ORD

Elite

Aug 05

Raleigh, United States

75% AI deal score

$3,310

$1,751

Save $1,559

From ORD

Elite

Aug 04

Raleigh, United States

75% AI deal score

$3,471

$1,776

Save $1,695

From ORD

Elite

Aug 02

Raleigh, United States

75% AI deal score

$3,437

$1,840

Save $1,597

From ORD

Elite

Aug 10

Raleigh, United States

74% AI deal score

$3,310

$1,798

Save $1,512

From ORD

Elite

Aug 10

Raleigh, United States

74% AI deal score

$3,310

$1,798

Save $1,512

From ORD

Elite

Aug 10

Raleigh, United States

74% AI deal score

$3,310

$1,798

Save $1,512

From ORD

Elite

Aug 21

Raleigh, United States

74% AI deal score

$3,297

$1,816

Save $1,481

From ORD

Elite

Aug 24

Raleigh, United States

74% AI deal score

$3,276

$1,816

Save $1,460

From ORD

Elite

Aug 24

Raleigh, United States

74% AI deal score

$3,276

$1,816

Save $1,460

From ORD

Elite

Aug 07

Raleigh, United States

74% AI deal score

$3,310

$1,834

Save $1,476

From ORD

Elite

Aug 07

Raleigh, United States

74% AI deal score

$3,330

$1,834

Save $1,496

From ORD

Elite

Aug 07

Raleigh, United States

74% AI deal score

$3,310

$1,834

Save $1,476

From ORD

Elite

Aug 21

Raleigh, United States

69% AI deal score

$3,297

$1,957

Save $1,340

From ORD

Elite

Aug 24

Raleigh, United States

69% AI deal score

$3,341

$1,957

Save $1,384

From ORD

Elite

Aug 12

Raleigh, United States

67% AI deal score

$633

$519

Save $114

From ORD

Elite

Nov 10

Raleigh, United States

66% AI deal score

$598

$537

Save $61

From ORD

Elite

Aug 05

Raleigh, United States

66% AI deal score

$590

$537

Save $53

From ORD

Elite

Aug 20

Raleigh, United States

66% AI deal score

$652

$551

Save $101

From ORD

Elite

Oct 21

Raleigh, United States

65% AI deal score

$592

$537

Save $55

From ORD

Elite

Jul 28

Raleigh, United States

50% AI deal score

$1,996

$1,782

Save $214

From ORD

Elite

Oct 06

Raleigh, United States

50% AI deal score

$579

$537

Save $42

From ORD

Elite

Oct 07

Raleigh, United States

50% AI deal score

$581

$537

Save $44

From ORD

Elite

Jul 28

Raleigh, United States

49% AI deal score

$1,905

$1,782

Save $123

From ORD

Elite

Jul 08

Raleigh, United States

49% AI deal score

$570

$537

Save $33

From ORD

Elite

Sep 17

Raleigh, United States

49% AI deal score

$597

$551

Save $46

From ORD

Elite

Sep 22

Raleigh, United States

48% AI deal score

$551

$537

Save $14

From ORD

Elite

Sep 23

Raleigh, United States

48% AI deal score

$554

$537

Save $17

From ORD

Elite

Jul 22

Raleigh, United States

48% AI deal score

$554

$537

Save $17

From ORD

Elite

Nov 26

Raleigh, United States

48% AI deal score

$595

$569

Save $26

From ORD

Elite

Sep 15

Raleigh, United States

47% AI deal score

$545

$537

Save $8

From ORD

Elite

Sep 16

Raleigh, United States

47% AI deal score

$545

$537

Save $8

From ORD

Elite

Jul 08

Raleigh, United States

47% AI deal score

$519

From ORD

Elite

Jul 04

Raleigh, United States

47% AI deal score

$538

From ORD

Elite

Nov 23

Raleigh, United States

47% AI deal score

$585

From ORD

Elite

Nov 06

Raleigh, United States

47% AI deal score

$619

From ORD

Elite

Jul 22

Raleigh, United States

46% AI deal score

$1,936

From ORD

Elite

Nov 13

Raleigh, United States

46% AI deal score

$637

From ORD

Elite

Dec 08

Raleigh, United States

45% AI deal score

$663

From ORD

Elite

Jul 15

Raleigh, United States

44% AI deal score

$1,901

From ORD

Elite

Nov 17

Raleigh, United States

44% AI deal score

$703

From ORD

Elite

Nov 23

Raleigh, United States

44% AI deal score

$733

From ORD

Elite

Jul 15

Raleigh, United States

43% AI deal score

$1,901

From ORD

Elite

Dec 07

Raleigh, United States

43% AI deal score

$756

From ORD

Elite

Jul 22

Raleigh, United States

41% AI deal score

$1,935

From ORD

Elite

Nov 29

Raleigh, United States

40% AI deal score

$912

From ORD

Elite

Jun 22

Raleigh, United States

36% AI deal score

$3,819

From ORD

Elite

Nov 10

Raleigh, United States

35% AI deal score

$1,497

Frequently Asked Questions About Flights to Raleigh

Historically, the optimal booking window for flights from Chicago to Raleigh is typically 14-27 days before departure. During this period, the average price for a flight has been observed at approximately $485. Booking within 0-6 days of departure generally sees prices rise significantly, averaging around $1002. Conversely, booking 60+ days out also shows a higher average price of about $545, indicating that very early booking might not always yield the lowest fares.

Based on historical data from the trailing 90 days, a flight from Chicago to Raleigh is considered a good deal if it is priced at or below $287. The median price for this route has been $394. Prices exceeding $595 are typically in the higher range for this route. Travelers aiming for the most economical options should target fares around the $287 mark or lower.

Historically, the cheapest months to fly from Chicago to Raleigh include December, with a median price of $119, and May, with a median price of $160. April also offers competitive pricing, with a median of $163. The annual median price for this route is $394, indicating that these specific months offer significant savings compared to the yearly average. Travelers seeking lower fares should consider these months for their plans.