Can I fly direct from Chicago to Raleigh?

Yes, direct flights from Chicago to Raleigh are available. Historically, approximately 30.3% of the flights on this route have been direct. For flights that include stops, travelers typically encounter a median of 2 stopovers.

What's the flight time from Chicago to Raleigh?

The typical direct flight time from Chicago to Raleigh is approximately 2 hours and 12 minutes, covering a distance of 1039 kilometers. Flights with one stop, however, have a significantly longer median duration, averaging around 9 hours and 25 minutes. This difference highlights the convenience of direct routes for this journey.

Should I set a price alert for Chicago to Raleigh flights?

Historically, price fluctuations for flights from Chicago to Raleigh are frequent. This route is classified as having frequent price changes. Setting a price alert can be beneficial to monitor these changes and potentially secure a more favorable fare.

Flights From 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.

Deals from

Chicago

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

Prices updated 4 days ago

459 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 8, 2026.)

Today’s best flight deals from Chicago to Raleigh

Explore current cheapest deals departing from Chicago to Raleigh

2026-09-23 – 2026-09-29
CHI - Raleigh
43% AI deal score
$204
$200
Round trip
2026-11-07 – 2026-11-10
CHI - Raleigh
47% AI deal score
$241
$203
Round trip
2026-11-01 – 2026-11-03
CHI - Raleigh
72% AI deal score
$274
$203
Round trip
2026-10-01 – 2026-10-03
CHI - Raleigh
72% AI deal score
$280
$206
Round trip
2026-09-23 – 2026-10-03
CHI - Raleigh
42% AI deal score
$186
$208
Round trip
2026-10-25 – 2026-10-31
CHI - Raleigh
71% AI deal score
$265
$208
Round trip
2026-09-30 – 2026-10-03
CHI - Raleigh
43% AI deal score
$216
$208
Round trip
2026-09-17 – 2026-09-21
CHI - Raleigh
48% AI deal score
$252
$209
Round trip
2026-10-17 – 2026-10-24
CHI - Raleigh
40% AI deal score
$194
$210
Round trip
2026-10-25 – 2026-11-03
CHI - Raleigh
50% AI deal score
$251
$210
Round trip

Chicago to Raleigh: Overview

Insights for flights from Chicago to Raleigh

Only 9% of recent fares from Chicago to Raleigh were classified as a good price. Right now, if you are looking for cheap flights from Chicago to Raleigh, fares are below the typical level, with prices typically ranging from $287–$595, and a median of $394 over the last 90 days. New deals appear almost daily for this route, suggesting frequent opportunities to find better prices.

When is the cheapest time to fly from Chicago to Raleigh? The data indicates that December is the most affordable month to fly, with a median fare of just $119. Following December, May offers a median fare of $160, and April is also a good option with a median fare of $163. These months present the best value for travelers.

A typical journey from Chicago to Raleigh takes about 16h 51m, including connections. Most itineraries for this route connect at least once, with the median number of stopovers for connecting flights being 2. Only 30.3% of recent fares were for direct flights from Chicago to Raleigh, meaning most travelers should expect at least one stop along the way.

The distance between Chicago and Raleigh is 1039 km, which classifies this as a short-haul route. This distance means flights are generally quicker, though the prevalence of connecting itineraries extends the overall travel time.

How much is a round trip from Chicago to Raleigh

Regular price: $158 - $246

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

Regular prices for flights from Chicago to Raleigh typically range from $158 to $246. The current lowest deal is $182 with Frontier Airlines for travel from Oct 20-Oct 27.

now $182

Low $158

High $246

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

United Airlines

Last-minute flights going from Chicago to Raleigh

Tue, Sep 8

⌛ Last-Minute

ORD - Raleigh

Chicago (ORD) - Raleigh (RDU)

Frontier Airlines

$396

$313

One-way

Thu, Sep 10

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$398

$308

One-way

Fri, Sep 11

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$407

$300

One-way

Fri, Sep 11

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$411

$300

One-way

Sat, Sep 12

⌛ Last-Minute

ORD - Raleigh

Chicago (ORD) - Raleigh (RDU)

Frontier Airlines

$337

$296

One-way

Mon, Sep 14

⌛ Last-Minute

ORD - Raleigh

Chicago (ORD) - Raleigh (RDU)

Frontier Airlines

$296

$300

One-way

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

4 nights

Sep 5 - Sep 9

$370 → $257

31%

1 night

Sep 3 - Sep 4

$411 → $322

22%

4 nights

Sep 4 - Sep 8

$398 → $311

22%

2 nights

Sep 2 - Sep 4

$396 → $325

18%

Popular Airports to fly from Chicago to Raleigh

Chicago - Raleigh route insights

💸 Price insights

Recent fares are below the typical level.

Recent fares from Chicago to Raleigh are $182, which is below the typical level.

📅 Best time to fly

December is historically the cheapest month to fly.

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

⏱️ Flight duration

Flights are typically 16h 51m.

The typical flight duration from Chicago to Raleigh is 16 hours and 51 minutes.

✈️ Airlines & availability

Connecting flights are dominant on this route.

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

🏆 Airline highlight

Frontier Airlines offers a recent deal for $182.

A recent deal from Frontier Airlines is available for $182, departing Oct 20-Oct 27.

🎯 Booking tip

Deals are frequent on this route.

Deals on flights from Chicago to Raleigh are frequent, appearing often over 30 days.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers flights to Raleigh and is often the cheapest option from Chicago.

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

💸 Flights from ~$200

Raleigh main airports to arrive at

Raleigh–Durham International (RDU)

Cheapest

Raleigh–Durham International Airport is ideal for direct access to Raleigh and the surrounding area.

📍 ~17 km from Raleigh (reachable by car)

💸 Flights from ~$200

Airports nearby Raleigh used as alternative

Piedmont Triad International (GSO)

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

📍 ~95 km from Raleigh (reachable by car)

💸 Flights from ~$290

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

Sep 25

Raleigh, United States

48% AI deal score

$2,172

$2,162

Save $10

Alaska Airlines, Inc.

Business Class

From ORD

Elite

Sep 21

Raleigh, United States

47% AI deal score

$2,384

$2,325

Save $59

Air Canada, +1

Business Class

From ORD

Elite

Nov 26

Raleigh, United States

46% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Dec 08

Raleigh, United States

46% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Feb 17

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Feb 23

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Feb 05

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 06

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 07

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 21

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 09

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 17

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

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 observed was $485. Booking within 0-6 days of departure often sees prices rise significantly, with an average of $1002. Conversely, booking 60+ days out also tends to be more expensive, averaging around $545.

Across the trailing quarter, a good deal for a flight from Chicago to Raleigh is considered to be around $287 or less. The median price for this route historically stands at $394. Prices exceeding $595 are typically in the higher range for this route.

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 shows a median price of $163. These prices are considerably lower than the annual median price for the route, which is $394.

Related routes

More routes from Chicago

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Flights to Raleigh from other cities

Flights from Dallas to Raleigh Flights from Denver to Raleigh Flights from Houston to Raleigh Flights from Lisbon to Raleigh Flights from Milan to Raleigh Flights from New York to Raleigh Flights from Orlando to Raleigh Flights from Philadelphia to Raleigh Flights from Pittsburgh to Raleigh Flights from Reykjavik to Raleigh Flights from Seattle to Raleigh Flights from Sioux Falls to Raleigh

Chicago to Raleigh: Overview

Insights for flights from Chicago to Raleigh

How much is a round trip from Chicago to Raleigh

Regular price: $158 - $246

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

Regular prices for flights from Chicago to Raleigh typically range from $158 to $246. The current lowest deal is $182 with Frontier Airlines for travel from Oct 20-Oct 27.

now $182

Low $158

High $246

The cheapest time to fly from Chicago to Raleigh

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

United Airlines

Last-minute flights going from Chicago to Raleigh

Tue, Sep 8

⌛ Last-Minute

ORD - Raleigh

Chicago (ORD) - Raleigh (RDU)

Frontier Airlines

$396

$313

One-way

Thu, Sep 10

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$398

$308

One-way

Fri, Sep 11

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$407

$300

One-way

Fri, Sep 11

⌛ Last-Minute

MDW - Raleigh

Chicago (MDW) - Raleigh (RDU)

Frontier Airlines

$411

$300

One-way

Sat, Sep 12

⌛ Last-Minute

ORD - Raleigh

Chicago (ORD) - Raleigh (RDU)

Frontier Airlines

$337

$296

One-way

Mon, Sep 14

⌛ Last-Minute

ORD - Raleigh

Chicago (ORD) - Raleigh (RDU)

Frontier Airlines

$296

$300

One-way

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

4 nights

Sep 5 - Sep 9

$370 → $257

31%

1 night

Sep 3 - Sep 4

$411 → $322

22%

4 nights

Sep 4 - Sep 8

$398 → $311

22%

2 nights

Sep 2 - Sep 4

$396 → $325

18%

Popular Airports to fly from Chicago to Raleigh

Chicago - Raleigh route insights

💸 Price insights

Recent fares are below the typical level.

Recent fares from Chicago to Raleigh are $182, which is below the typical level.

📅 Best time to fly

December is historically the cheapest month to fly.

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

⏱️ Flight duration

Flights are typically 16h 51m.

The typical flight duration from Chicago to Raleigh is 16 hours and 51 minutes.

✈️ Airlines & availability

Connecting flights are dominant on this route.

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

🏆 Airline highlight

Frontier Airlines offers a recent deal for $182.

A recent deal from Frontier Airlines is available for $182, departing Oct 20-Oct 27.

🎯 Booking tip

Deals are frequent on this route.

Deals on flights from Chicago to Raleigh are frequent, appearing often over 30 days.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers flights to Raleigh and is often the cheapest option from Chicago.

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

💸 Flights from ~$200

Raleigh main airports to arrive at

Raleigh–Durham International (RDU)

Cheapest

Raleigh–Durham International Airport is ideal for direct access to Raleigh and the surrounding area.

📍 ~17 km from Raleigh (reachable by car)

💸 Flights from ~$200

Airports nearby Raleigh used as alternative

Piedmont Triad International (GSO)

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

📍 ~95 km from Raleigh (reachable by car)

💸 Flights from ~$290

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

Sep 25

Raleigh, United States

48% AI deal score

$2,172

$2,162

Save $10

Alaska Airlines, Inc.

Business Class

From ORD

Elite

Sep 21

Raleigh, United States

47% AI deal score

$2,384

$2,325

Save $59

Air Canada, +1

Business Class

From ORD

Elite

Nov 26

Raleigh, United States

46% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Dec 08

Raleigh, United States

46% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Feb 17

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Feb 23

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Feb 05

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 06

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 07

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 21

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 09

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

From ORD

Elite

Oct 17

Raleigh, United States

45% AI deal score

$623

United Airlines

Business Class

Frequently Asked Questions About Flights to Raleigh

Cheap Flights from Chicago to Raleigh

Today’s best flight deals from Chicago to Raleigh

Chicago to Raleigh: Overview

Insights for flights from Chicago to Raleigh

How much is a round trip from Chicago to Raleigh

The cheapest time to fly from Chicago to Raleigh

Direct flights from Chicago to Raleigh

Last-minute flights going from Chicago to Raleigh

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

Popular Airports to fly from Chicago to Raleigh

Chicago - Raleigh route insights

Recent fares are below the typical level.

December is historically the cheapest month to fly.

Flights are typically 16h 51m.

Connecting flights are dominant on this route.

Frontier Airlines offers a recent deal for $182.

Deals are frequent on this route.

Chicago main airports to depart from

Raleigh main airports to arrive at

Airports nearby Raleigh used as alternative

Business & First Class Flight Deals to Raleigh

Best Elite deals to Raleigh

Sep 25

Sep 21

Nov 26

Dec 08

Feb 17

Feb 23

Feb 05

Oct 06

Oct 07

Oct 21

Oct 09

Oct 17

Frequently Asked Questions About Flights to Raleigh

When is the best time to book flights from Chicago to Raleigh?

How do I know if a Chicago to Raleigh flight is a good deal?

When is the cheapest time of year to fly from Chicago to Raleigh?

Can I fly direct from Chicago to Raleigh?

What's the flight time from Chicago to Raleigh?

Should I set a price alert for Chicago to Raleigh flights?

Related routes

More routes from Chicago

Flights to Raleigh from other cities

Chicago to Raleigh: Overview

Insights for flights from Chicago to Raleigh

How much is a round trip from Chicago to Raleigh

The cheapest time to fly from Chicago to Raleigh

Direct flights from Chicago to Raleigh

Last-minute flights going from Chicago to Raleigh

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

Popular Airports to fly from Chicago to Raleigh

Chicago - Raleigh route insights

Recent fares are below the typical level.

December is historically the cheapest month to fly.

Flights are typically 16h 51m.

Connecting flights are dominant on this route.

Frontier Airlines offers a recent deal for $182.

Deals are frequent on this route.

Chicago main airports to depart from

Raleigh main airports to arrive at

Airports nearby Raleigh used as alternative

Business & First Class Flight Deals to Raleigh

Best Elite deals to Raleigh

Sep 25

Sep 21

Nov 26

Dec 08

Feb 17

Feb 23

Feb 05

Oct 06

Oct 07

Oct 21

Oct 09

Oct 17

Frequently Asked Questions About Flights to Raleigh

When is the best time to book flights from Chicago to Raleigh?

How do I know if a Chicago to Raleigh flight is a good deal?

When is the cheapest time of year to fly from Chicago to Raleigh?