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Cheap flights from Raleigh to Chicago from $59

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Raleigh to Chicago departing on 6/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Raleigh to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Raleigh to Chicago.
Frontier Logo
3:38 pm - 5:15 pmRDU-ORD
2h 37mnonstop
Frontier Logo
11:32 am - 2:39 pmORD-RDU
2h 07mnonstop
$140Frontier
Find Deal
Tue, Jul 1 - Thu, Jul 3
Frontier Logo
9:28 pm - 10:59 pmRDU-ORD
2h 31mnonstop
Frontier Logo
11:32 am - 2:37 pmORD-RDU
2h 05mnonstop
$149Frontier
Find Deal
Fri, May 16 - Sun, May 25
American Airlines Logo
4:06 pm - 5:46 pmRDU-ORD
2h 40mnonstop
American Airlines Logo
8:53 pm - 11:58 pmORD-RDU
2h 05mnonstop
$159American Airlines
Find Deal
Sat, Jun 7 - Tue, Jun 10
Southwest Logo
6:20 am - 7:15 amRDU-MDW
1h 55mnonstop
Southwest Logo
8:15 am - 11:10 amMDW-RDU
1h 55mnonstop
$159Southwest
Find Deal
Sat, Jul 12 - Tue, Jul 15
United Airlines Logo
9:32 am - 10:55 amRDU-ORD
2h 23mnonstop
United Airlines Logo
6:20 pm - 9:29 pmORD-RDU
2h 09mnonstop
$161United Airlines
Find Deal
Tue, May 13 - Wed, May 14
Southwest Logo
6:15 am - 7:20 amRDU-MDW
2h 05mnonstop
Southwest Logo
9:00 am - 11:55 amMDW-RDU
1h 55mnonstop
$161Southwest
Find Deal
Tue, May 6 - Tue, May 13
United Airlines Logo
6:30 am - 7:53 amRDU-ORD
2h 23mnonstop
United Airlines Logo
4:00 pm - 11:46 pmORD-RDU
6h 46m1 stop
$171United Airlines
Find Deal
Tue, May 6 - Tue, May 13
American Airlines Logo
6:00 am - 7:21 amRDU-ORD
2h 21mnonstop
American Airlines Logo
9:50 am - 12:55 pmORD-RDU
2h 05mnonstop
$180American Airlines
Find Deal
Wed, Apr 30 - Sat, May 3
Delta Logo
12:25 pm - 6:48 pmRDU-ORD
7h 23m1 stop
Delta Logo
7:10 am - 12:01 pmORD-RDU
3h 51m1 stop
$197Delta
Find Deal
Sat, May 24 - Wed, May 28
Delta Logo
5:55 am - 8:40 amRDU-MDW
3h 45m1 stop
Delta Logo
6:00 am - 11:18 amMDW-RDU
4h 18m1 stop
$197Delta
Find Deal
Tue, May 6 - Tue, May 13

Sun Country Air flights from Raleigh to Chicago

Our best Sun Country Air deals on Raleigh to Chicago flight tickets
Sun Country Air
Apr 23
RDU5:55 pmRaleigh-Durham
25h 24m
1 stop
ORD6:19 pmChicago O'Hare Intl
Apr 25
ORD7:35 pmChicago O'Hare Intl
14h 09m
1 stop
RDU10:44 amRaleigh-Durham
Sun Country Air
May 14
RDU7:45 pmRaleigh-Durham
24h 24m
1 stop
ORD7:09 pmChicago O'Hare Intl
May 23
ORD6:12 pmChicago O'Hare Intl
15h 36m
1 stop
RDU10:48 amRaleigh-Durham

Frontier flights from Raleigh to Chicago

Our best Frontier deals on Raleigh to Chicago flight tickets
Frontier
Jul 1
RDU3:38 pmRaleigh-Durham
2h 37m
ORD5:15 pmChicago O'Hare Intl
Jul 3
ORD11:32 amChicago O'Hare Intl
2h 07m
RDU2:39 pmRaleigh-Durham
Frontier
May 16
RDU9:28 pmRaleigh-Durham
2h 31m
ORD10:59 pmChicago O'Hare Intl
May 25
ORD11:32 amChicago O'Hare Intl
2h 05m
RDU2:37 pmRaleigh-Durham
Frontier
Jun 17
RDU3:38 pmRaleigh-Durham
2h 37m
ORD5:15 pmChicago O'Hare Intl
Jun 26
ORD11:32 amChicago O'Hare Intl
2h 07m
RDU2:39 pmRaleigh-Durham

See travel insights to Chicago from

How to get the cheapest flight ticket from Raleigh to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Raleigh, with most prices found around $174. If you’re not able to fly to Chicago in August, then July is your next best option. Flight prices from Raleigh to Chicago during July average around $176.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $351. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Raleigh to Chicago for around $553.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Raleigh to Chicago during this time can be as low as $136. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $495.

What is the cheapest Raleigh-Durham to Chicago flight route?

Fly from Raleigh-Durham to Chicago Midway for the best Raleigh-Durham - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Raleigh when booking 18 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $288 when searching 18 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Raleigh for as low as $212 on momondo.

What cabin class options are available on Raleigh-Durham to Chicago flights?

There are 4 cabin classes available to choose from on Raleigh-Durham to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Raleigh to Chicago flight prices changed over time?

As of April 2025, prices for Raleigh to Chicago flights are approximately 51% cheaper when compared to flights at the same time last year.

When to book flights from Raleigh to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Raleigh to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Raleigh to Chicago (RDU to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Raleigh to Chicago

Best Price Found

$59

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Raleigh in the past 72 hours is $59. The best round-trip flight deal from Raleigh to Chicago found on momondo in the last 72 hours is $140.
The fastest flight from Raleigh to Chicago takes 1h 55m
Direct flights go from Raleigh to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • Is flying the fastest way to get from Raleigh to Chicago?

    The quickest way is to book a flight from Raleigh to Chicago, which can be as quick as 1h 55m onboard Southwest. You can also get a train from Raleigh to Chicago, or a bus from Raleigh to Chicago which can take you longer to arrive at your destination.

  • Is flying the cheapest way to get from Raleigh to Chicago?

    Expect a flight to be one of the cheapest options available to you for travel. Currently, a flight has deals available from $140. While they may not be the most cost-effective options currently available a train from Raleigh to Chicago or a bus from Raleigh to Chicago can also be options worth looking into if other factors outside of cost are a higher priority.

  • How far is Raleigh-Durham to Chicago by plane?

    The straight-line distance from Raleigh-Durham to Chicago is 640.7 mi. In terms of flight time, this usually takes a little over 1h 55m.

  • When did momondo last update prices for flights from Raleigh-Durham Airport to Chicago?

    Prices for flights from Raleigh-Durham Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Raleigh-Durham Airport to Chicago?

  • How old do you have to be to fly from Raleigh-Durham Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Raleigh-Durham Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Raleigh to Chicago?

  • What is the most popular airline from Raleigh to Chicago?


Best airlines flying from Raleigh to Chicago

Compare and see reviews for airlines that fly from Raleigh to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $38Free CancellationRating
5.9
3,278 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $98Free CancellationRating
6.3
7,902 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $138Free CancellationRating
7.4
8,629 reviews
Search United Airlines flights
American AirlinesPriceFrom $146Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $159Free CancellationRating
8.0
4,277 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
8.0
7,901 reviews
Search Delta flights
  • Southwest Flights From Raleigh to Chicago

    The lowest priced Southwest flight from Raleigh to Chicago from the last 72 hours was $159. Generally, Southwest has 6 flights on this route every week with an average price of $333. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Raleigh to Chicago

    United Airlines is also a popular choice for this route. United Airlines flight deals for Raleigh to Chicago start from as low as $138 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $316. United Airlines operates 22 flights to Chicago from Raleigh in an average week. Users have rated it 7.4/10 across 8,629 reviews.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Raleigh to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Raleigh to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Raleigh to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Raleigh to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Raleigh to Chicago?

Once all potential Raleigh to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Raleigh to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Raleigh to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


Choose the best way to get from Raleigh to Chicago

Buses

50h 40m
$305 one-way$188 round-trip
Nonstop · from $188

Distance to downtown

G1N10.6 mi

Find Buses

Raleigh to Chicago Buses

Trains

24h 37m
$99 one-way$198 round-trip
Nonstop · from $198

Distance to downtown

ZUN0.7 mi

Flights

1h 55m
$59 one-way$140 round-trip
Nonstop · from $1401 stop · from $165

Distance to downtown

ORD15.9 mi

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1 adult
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Sat 4/12
Sat 4/19

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago