To Raleigh

Cheap Flights from Chicago to Raleigh

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Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Raleigh

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Chicago to Raleigh

Explore current cheapest deals departing from Chicago to Raleigh

Round trip

Sort by: Cheapest

October 5 - October 21

Cheapest

ORD - Raleigh

$202

$193

Round trip

September 22 - October 1

MDW - Raleigh

$232

$194

Round trip

September 22 - September 30

MDW - Raleigh

$233

$194

Round trip

September 15 - October 1

Earliest

MDW - Raleigh

$208

$195

Round trip

September 29 - October 1

Best

MDW - Raleigh

$254

$195

Round trip

September 15 - October 1

Earliest

ORD - Raleigh

$189

$195

Round trip

September 15 - September 30

Earliest

MDW - Raleigh

$208

$195

Round trip

September 29 - September 30

Best

MDW - Raleigh

$254

$195

Round trip

October 19 - October 21

ORD - Raleigh

$234

$196

Round trip

September 17 - September 21

ORD - Raleigh

$222

$201

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Chicago to Raleigh

Only 4% of recent fares from Chicago to Raleigh were classified as a good price. Right now, fares for this route are above the typical level, with prices typically ranging from $180–$611 and a median of $381. For travelers seeking cheap flights from Chicago to Raleigh, new deals appear almost daily, suggesting frequent opportunities to find better prices.

The journey from Chicago to Raleigh typically takes 16h 51m, including connections. This duration reflects that most itineraries on this route involve at least one stop. The distance between Chicago and Raleigh is 1039 km, categorizing it as a short-haul flight.

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 budget-friendly options include May, where the median fare is $160, and April, with a median fare of $163.

Most itineraries on this route connect at least once, with only 37.6% of recent fares being direct flights from Chicago to Raleigh. For connecting itineraries, the typical number of stopovers is 2.

How much is a round trip from Chicago to Raleigh

Regular price: $167 - $234

Prices for flights from Chicago to Raleigh are currently within the regular range.

The regular price range for this route is typically between $167 and $234. The current lowest deal is $193, offered by Frontier Airlines for travel from Oct 5 to Oct 21.

now $193

Low $167

High $234

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

Southwest Airlines

Last-minute flights going from Chicago to Raleigh

Wed, Jun 17

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$384

$294

One-way

Wed, Jul 1

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$439

$217

One-way

Wed, Jul 1

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$471

$235

One-way

Wed, Jul 1

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$395

$247

One-way

Thu, Jul 2

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$444

$256

One-way

Thu, Jul 2

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$469

$277

One-way

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

3 nights

Jul 1 - Jul 4

$471 → $235

50%

7 nights

Jul 1 - Jul 8

$439 → $217

51%

8 nights

Jul 8 - Jul 16

$413 → $206

50%

3 nights

Jul 2 - Jul 5

$469 → $277

41%

Popular Airports to fly from Chicago to Raleigh

Chicago - Raleigh route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for Chicago to Raleigh are above the typical level, with a median price of $381.

📅 Best time to fly

December is historically cheapest at $119

Historically, December is the cheapest month to fly from Chicago to Raleigh, with a median price of $119.

⏱️ Flight duration

Connecting flights average 16h 51m

Connecting flights from Chicago to Raleigh typically average 16 hours and 51 minutes.

✈️ Airlines & availability

Connecting flights are dominant on this route

Connecting flights make up 62.4% of deals, with a median of 2 stopovers.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines is one of the carriers offering direct flights on the Chicago to Raleigh route.

🎯 Booking tip

Deals appear frequently (1+ per day)

Deals for flights from Chicago to Raleigh appear frequently, averaging more than one per day.

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

Charlotte Douglas International (CLT)

Cheapest

Charlotte Douglas International can be a useful alternative due to its status as a major international hub.

📍 ~240 km from Raleigh (reachable by car)

💸 Flights from ~$172

Piedmont Triad International (GSO)

Piedmont Triad International is a good alternative with reliable domestic service and shorter security lines.

📍 ~115 km from Raleigh (reachable by car)

💸 Flights from ~$259

Richmond International (RIC)

Richmond International offers significant regional capacity and is an excellent alternative for travelers heading north.

📍 ~180 km from Raleigh (reachable by car)

💸 Flights from ~$208

Wilmington International (ILM)

Wilmington International is a growing regional airport with increasing service and straightforward highway access.

📍 ~190 km from Raleigh (reachable by car)

💸 Flights from ~$236

Fayetteville Regional (FAY)

Fayetteville Regional is the closest candidate airport, offering extremely fast check-in and security.

📍 ~90 km from Raleigh (reachable by car)

💸 Flights from ~$346

Business & First Class Flight Deals to Raleigh

Raleigh, United States

35% AI deal score

$1,497

Frequently Asked Questions About Flights to Raleigh

Historically, the optimal window for booking flights from Chicago to Raleigh is typically 14-27 days before departure. During this period, the average price observed was $485. Booking within 0-6 days of departure generally sees a significantly higher average price of $1002. Prices tend to be slightly higher for bookings made 28-59 days out, with an average of $530, and for those booked 60+ days in advance, averaging $545.

A flight from Chicago to Raleigh is considered a good deal if it is priced at or below $180. This threshold represents the lowest 25% of prices observed across the trailing quarter. The median price for this route over the same period was $381, while prices in the upper quartile reached $611.

Historically, December has been the cheapest month to fly from Chicago to Raleigh, with a median price of $119. May and April also offered competitive prices, with median fares of $160 and $163 respectively. The annual median price for this route across the trailing 270 days was $381, indicating that these months offer substantial savings compared to the yearly average.

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