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Cheap flights from Chicago Midway Airport to Raleigh from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Raleigh departing on 9/22. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to Raleigh

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:11 pm - 12:03 am
MDW
-
RDU
10h 52m
1 stop
Frontier Logo
12:04 pm - 10:03 pm
RDU
-
MDW
10h 59m
1 stop
$240Frontier
Sat, Aug 1 - Sat, Aug 8
Frontier Logo
11:45 am - 11:59 pm
MDW
-
RDU
11h 14m
1 stop
Frontier Logo
10:11 pm - 10:55 am
RDU
-
MDW
13h 44m
1 stop
$243Frontier
Sat, Sep 5 - Sun, Sep 6
Frontier Logo
11:06 am - 10:35 pm
MDW
-
RDU
10h 29m
1 stop
Frontier Logo
12:04 pm - 10:03 pm
RDU
-
MDW
10h 59m
1 stop
$245Frontier
Wed, Aug 5 - Mon, Aug 10
Southwest Logo
7:40 am - 10:35 am
MDW
-
RDU
1h 55mnonstop
Southwest Logo
8:20 pm - 11:15 pm
RDU
-
MDW
3h 55m
1 stop
$247Southwest
Tue, Jul 21 - Wed, Jul 22
Frontier Logo
11:06 am - 10:35 pm
MDW
-
RDU
10h 29m
1 stop
Frontier Logo
6:14 pm - 9:51 am
RDU
-
MDW
16h 37m
1 stop
$248Frontier
Fri, Aug 14 - Sun, Aug 16
Frontier Logo
12:11 pm - 12:04 am
MDW
-
RDU
10h 53m
1 stop
Frontier Logo
11:56 am - 10:03 pm
RDU
-
MDW
11h 07m
1 stop
$249Frontier
Mon, Jul 27 - Wed, Jul 29
Frontier Logo
11:50 am - 11:59 pm
MDW
-
RDU
11h 09m
1 stop
Frontier Logo
6:05 am - 10:55 am
RDU
-
MDW
5h 50m
1 stop
$250Frontier
Wed, Aug 26 - Sun, Aug 30
Southwest Logo
8:05 am - 1:15 pm
MDW
-
RDU
4h 10m
1 stop
Southwest Logo
6:45 pm - 7:40 pm
RDU
-
MDW
1h 55mnonstop
$251Southwest
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
7:40 am - 10:35 am
MDW
-
RDU
1h 55mnonstop
Southwest Logo
6:00 am - 11:50 am
RDU
-
MDW
6h 50m
2 stops
$252Southwest
Sat, Aug 8 - Wed, Aug 12
Frontier Logo
12:11 pm - 12:04 am
MDW
-
RDU
10h 53m
1 stop
Frontier Logo
6:15 am - 11:07 am
RDU
-
MDW
5h 52m
1 stop
$253Frontier
Thu, Jul 16 - Tue, Jul 21

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Southwest flights from Chicago Midway Airport to Raleigh

Our best Southwest deals on Chicago Midway Airport to Raleigh flight tickets
Southwest
Jul 21
MDW7:40 amChicago Midway
1h 55m
RDU10:35 amRaleigh-Durham
Jul 22
RDU8:20 pmRaleigh-Durham
3h 55m
1 stop
MDW11:15 pmChicago Midway
$247
Southwest
Aug 8
MDW8:05 amChicago Midway
4h 10m
1 stop
RDU1:15 pmRaleigh-Durham
Aug 10
RDU6:45 pmRaleigh-Durham
1h 55m
MDW7:40 pmChicago Midway
$251
Southwest
Aug 8
MDW7:40 amChicago Midway
1h 55m
RDU10:35 amRaleigh-Durham
Aug 12
RDU6:00 amRaleigh-Durham
6h 50m
2 stops
MDW11:50 amChicago Midway
$252

Frontier flights from Chicago Midway Airport to Raleigh

Our best Frontier deals on Chicago Midway Airport to Raleigh flight tickets
Frontier
Aug 1
MDW12:11 pmChicago Midway
10h 52m
1 stop
RDU12:03 amRaleigh-Durham
Aug 8
RDU12:04 pmRaleigh-Durham
10h 59m
1 stop
MDW10:03 pmChicago Midway
$240
Frontier
Sep 5
MDW11:45 amChicago Midway
11h 14m
1 stop
RDU11:59 pmRaleigh-Durham
Sep 6
RDU10:11 pmRaleigh-Durham
13h 44m
1 stop
MDW10:55 amChicago Midway
$243
Frontier
Aug 5
MDW11:06 amChicago Midway
10h 29m
1 stop
RDU10:35 pmRaleigh-Durham
Aug 10
RDU12:04 pmRaleigh-Durham
10h 59m
1 stop
MDW10:03 pmChicago Midway
$245

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Raleigh 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, momondo users made 832,500 searches. Data last updated June 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Raleigh that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 8/1

12:11 pm-12:03 am

1 stop10h 52m

Raleigh-Durham

Sat 8/8

12:04 pm-10:03 pm

1 stop10h 59m

$240

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 9/5

11:45 am-11:59 pm

1 stop11h 14m

Raleigh-Durham

Sun 9/6

10:11 pm-10:55 am

1 stop13h 44m

$243

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 8/5

11:06 am-10:35 pm

1 stop10h 29m

Raleigh-Durham

Mon 8/10

12:04 pm-10:03 pm

1 stop10h 59m

$245
Quickest round-trip

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 7/21

7:40 am-10:35 am

Nonstop1h 55m

Raleigh-Durham

Wed 7/22

8:20 pm-11:15 pm

1 stop3h 55m

$247

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 8/14

11:06 am-10:35 pm

1 stop10h 29m

Raleigh-Durham

Sun 8/16

6:14 pm-9:51 am

1 stop16h 37m

$248

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 7/27

12:11 pm-12:04 am

1 stop10h 53m

Raleigh-Durham

Wed 7/29

11:56 am-10:03 pm

1 stop11h 07m

$249

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 8/26

11:50 am-11:59 pm

1 stop11h 09m

Raleigh-Durham

Sun 8/30

6:05 am-10:55 am

1 stop5h 50m

$250

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 8/8

8:05 am-1:15 pm

1 stop4h 10m

Raleigh-Durham

Mon 8/10

6:45 pm-7:40 pm

Nonstop1h 55m

$251

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 8/8

7:40 am-10:35 am

Nonstop1h 55m

Raleigh-Durham

Wed 8/12

6:00 am-11:50 am

2 stops6h 50m

$252

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 7/16

12:11 pm-12:04 am

1 stop10h 53m

Raleigh-Durham

Tue 7/21

6:15 am-11:07 am

1 stop5h 52m

$253

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Raleigh from

How to get the cheapest flight ticket from Chicago Midway Airport to Raleigh

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 Raleigh?

The cheapest month to fly to Raleigh from Chicago Midway Airport is in April. Flight prices, which tend to average around $230, are often lower during this time because this is during the off-season. If you are unable to visit Raleigh during the month of April, then departing from Chicago Midway Airport during the month September is also very affordable. Most momondo users find prices during this month for around $267.

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

The cheapest day to depart from Chicago Midway Airport to Raleigh is on a Friday when prices can be found for as low as $242. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $348. These prices are subject to change though, so be sure to set up a Price Alert for flights to Raleigh.

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

At noon is the cheapest time of day to fly from Chicago Midway Airport to Raleigh when you can find flight prices for as low as $227. Flying to Raleigh at noon is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Raleigh is in the afternoon when prices are around $331.

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

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

What cabin class options are available on Chicago Midway Airport to Raleigh flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to Raleigh flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Raleigh flights?

You could potentially save up to 41% on your flight if you consider stops on a Chicago Midway Airport to Raleigh flight.

How have Chicago Midway Airport to Raleigh flight prices changed over time?

As of June 2026, prices for Chicago Midway Airport to Raleigh flights are approximately 397% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Raleigh

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

Cheap Chicago Midway Airport to Raleigh (MDW to RDU) flight deals and tips

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

Best Price Found

$168

Fastest flight time

1h 50m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Raleigh

1 airport
The best one-way flight to Raleigh from Chicago Midway Airport in the past 72 hours is $168. The best round-trip flight deal from Chicago Midway Airport to Raleigh found on momondo in the last 72 hours is $337.
The fastest flight from Chicago Midway Airport to Raleigh takes 1h 50m
Direct flights go from Chicago Midway Airport to Raleigh on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. The only airline offering direct flights is Southwest.
There is 1 airport in Raleigh. From Chicago Midway Airport there are direct flights to Raleigh-Durham (RDU).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Raleigh

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

    There are 641.7 mi between Chicago Midway and Raleigh-Durham. A reasonable flight in good conditions will take 1h 50m.

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

    Prices for flights from Chicago Midway Airport to Raleigh-Durham Airport refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Raleigh-Durham Airport.

  • What documentation or ID do you need to fly to Raleigh-Durham Airport?

    The travel and health documents you'll need for your trip to Raleigh-Durham Airport 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 Raleigh-Durham Airport. 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 Chicago Midway Airport to Raleigh?

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

Best airlines flying from Chicago Midway Airport to Raleigh

Compare and see reviews for airlines that fly from Chicago Midway Airport to Raleigh with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $157Free CancellationRating
5.6
2,856 reviews
Search Frontier flights
SouthwestPriceFrom $171Free CancellationRating
7.9
4,246 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Raleigh

    Southwest is one of the most popular airlines flying from Chicago Midway Airport to Raleigh, operating 12 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Raleigh starts from $171 round-trip, up to an average price of $307. Our users have rated Southwest at 7.9/10.

Traveling to a place near Raleigh?

Book flights to Raleigh if you plan to visit one of these locations
Durham
Danville
Cary
Rocky Mount
Wilson
Chapel Hill
Goldsboro
Garner
Smithfield
South Hill
Morrisville
Roanoke Rapids
Sanford
Southern Pines
Pinehurst
Wake Forest
Dunn
Henderson
Apex
Holly Springs

Why use momondo?

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

It is quick and easy to find Chicago to Raleigh flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Raleigh that suits you.

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

Yes. All flights to Raleigh from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Chicago to Raleigh 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 Chicago to Raleigh right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Raleigh now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Raleigh and let you know when they change.

An easier way to manage your Raleigh trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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