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Cheap flights from Chicago Midway Airport to Raleigh from $108

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
9:53 am - 10:49 pmMDW  Chicago Midway-RDU Raleigh-Durham
11h 56m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
4:20 pm - 11:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
8h 27m1 stop Atlanta Hartsfield-Jackson
$210Frontier
Tue, Oct 27 - Wed, Oct 28
Frontier Logo
6:16 am - 3:23 pmMDW  Chicago Midway-RDU Raleigh-Durham
8h 07m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:07 am - 5:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
12h 40m1 stop Atlanta Hartsfield-Jackson
$214Frontier
Wed, Nov 4 - Sun, Nov 8
Frontier Logo
6:15 am - 12:21 pmMDW  Chicago Midway-RDU Raleigh-Durham
5h 06m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
4:20 pm - 11:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
8h 27m1 stop Atlanta Hartsfield-Jackson
$215Frontier
Mon, Oct 26 - Wed, Oct 28
Frontier Logo
6:25 am - 12:38 pmMDW  Chicago Midway-RDU Raleigh-Durham
5h 13m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:56 pm - 5:51 pmRDU  Raleigh-Durham-MDW Chicago Midway
4h 55m1 stop Atlanta Hartsfield-Jackson
$216Frontier
Thu, Oct 1 - Mon, Oct 5
Multiple Airlines Logo
6:16 am - 10:40 pmMDW  Chicago Midway-RDU Raleigh-Durham
15h 24m2 stops Atlanta Hartsfield-Jackson Jacksonville
Multiple Airlines Logo
1:19 pm - 5:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
5h 28m1 stop Atlanta Hartsfield-Jackson
$256Multiple Airlines
Thu, Oct 29 - Sun, Nov 1
Southwest Logo
8:20 am - 11:20 amMDW  Chicago Midway-RDU Raleigh-Durham
2h 00mnonstop
Southwest Logo
6:55 am - 7:55 amRDU  Raleigh-Durham-MDW Chicago Midway
2h 00mnonstop
$257Southwest
Sat, Oct 10 - Mon, Oct 12
Southwest Logo
8:00 am - 11:00 amMDW  Chicago Midway-RDU Raleigh-Durham
2h 00mnonstop
Southwest Logo
6:50 pm - 7:55 pmRDU  Raleigh-Durham-MDW Chicago Midway
2h 05mnonstop
$257Southwest
Mon, Oct 26 - Wed, Oct 28
Southwest Logo
6:45 pm - 9:35 pmMDW  Chicago Midway-RDU Raleigh-Durham
1h 50mnonstop
Southwest Logo
8:00 am - 9:05 amRDU  Raleigh-Durham-MDW Chicago Midway
2h 05mnonstop
$257Southwest
Thu, Nov 5 - Mon, Nov 9
Multiple Airlines Logo
6:16 am - 3:23 pmMDW  Chicago Midway-RDU Raleigh-Durham
8h 07m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:05 am - 5:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
11h 42m2 stops Orlando Atlanta Hartsfield-Jackson
$271Multiple Airlines
Tue, Nov 3 - Wed, Nov 4
Multiple Airlines Logo
6:15 am - 12:21 pmMDW  Chicago Midway-RDU Raleigh-Durham
5h 06m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
9:01 pm - 5:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
21h 46m2 stops Tampa Atlanta Hartsfield-Jackson
$282Multiple Airlines
Mon, Oct 26 - Fri, Oct 30

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Frontier flights from Chicago Midway Airport to Raleigh

Our best Frontier deals on Chicago Midway Airport to Raleigh flight tickets
Frontier
Oct 27
MDW9:53 amChicago Midway
11h 56m
1 stop
RDU10:49 pmRaleigh-Durham
Oct 28
RDU4:20 pmRaleigh-Durham
8h 27m
1 stop
MDW11:47 pmChicago Midway
$210
Frontier
Nov 4
MDW6:16 amChicago Midway
8h 07m
1 stop
RDU3:23 pmRaleigh-Durham
Nov 8
RDU6:07 amRaleigh-Durham
12h 40m
1 stop
MDW5:47 pmChicago Midway
$214
Frontier
Oct 26
MDW6:15 amChicago Midway
5h 06m
1 stop
RDU12:21 pmRaleigh-Durham
Oct 28
RDU4:20 pmRaleigh-Durham
8h 27m
1 stop
MDW11:47 pmChicago Midway
$215

Southwest flights from Chicago Midway Airport to Raleigh

Our best Southwest deals on Chicago Midway Airport to Raleigh flight tickets
Southwest
Oct 10
MDW4:20 pmChicago Midway
2h 00m
RDU7:20 pmRaleigh-Durham
Oct 15
RDU7:20 pmRaleigh-Durham
2h 00m
MDW8:20 pmChicago Midway
$257
Southwest
Oct 7
MDW7:55 amChicago Midway
2h 00m
RDU10:55 amRaleigh-Durham
Oct 10
RDU2:20 pmRaleigh-Durham
7h 20m
1 stop
MDW8:40 pmChicago Midway
$267
Southwest
Sep 23
MDW6:00 pmChicago Midway
2h 00m
RDU9:00 pmRaleigh-Durham
Sep 30
RDU6:25 pmRaleigh-Durham
1h 55m
MDW7:20 pmChicago Midway
$370

momondo Fare Finder

 
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 Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Tue 10/27

9:53 am-10:49 pm

1 stop11h 56m

Raleigh-Durham

Wed 10/28

4:20 pm-11:47 pm

1 stop8h 27m

$210

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Wed 11/4

6:16 am-3:23 pm

1 stop8h 07m

Raleigh-Durham

Sun 11/8

6:07 am-5:47 pm

1 stop12h 40m

$214

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Mon 10/26

6:15 am-12:21 pm

1 stop5h 06m

Raleigh-Durham

Wed 10/28

4:20 pm-11:47 pm

1 stop8h 27m

$215

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Thu 10/1

6:25 am-12:38 pm

1 stop5h 13m

Raleigh-Durham

Mon 10/5

1:56 pm-5:51 pm

1 stop4h 55m

$216

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Thu 10/29

6:16 am-10:40 pm

2 stops15h 24m

Raleigh-Durham

Sun 11/1

1:19 pm-5:47 pm

1 stop5h 28m

$256

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Sat 10/10

8:20 am-11:20 am

Nonstop2h 00m

Raleigh-Durham

Mon 10/12

6:55 am-7:55 am

Nonstop2h 00m

$257

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Mon 10/26

8:00 am-11:00 am

Nonstop2h 00m

Raleigh-Durham

Wed 10/28

6:50 pm-7:55 pm

Nonstop2h 05m

$257
Quickest round-trip

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Thu 11/5

6:45 pm-9:35 pm

Nonstop1h 50m

Raleigh-Durham

Mon 11/9

8:00 am-9:05 am

Nonstop2h 05m

$257

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Tue 11/3

6:16 am-3:23 pm

1 stop8h 07m

Raleigh-Durham

Wed 11/4

7:05 am-5:47 pm

2 stops11h 42m

$271

ChicagoRaleigh

MDW Chicago Midway - RDU Raleigh-Durham

MDWRDU

Chicago Midway

Mon 10/26

6:15 am-12:21 pm

1 stop5h 06m

Raleigh-Durham

Fri 10/30

9:01 pm-5:47 pm

2 stops21h 46m

$282

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 typical price of a round-trip flight between Chicago Midway Airport and Raleigh?

Prices are currently low for flights on this route.

Typical prices usually range from $292 to $390.
The lowest price recently found on this route was $210.

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 February is also very affordable. Most momondo users find prices during this month for around $273.

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 $278. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $411. 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 $242. 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 $346.

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 33% 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 September 2026, prices for Chicago Midway Airport to Raleigh flights are approximately 68% 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

$108

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Raleigh

1 airport
The best one-way flight to Raleigh from Chicago Midway Airport in the past 72 hours is $108. The best round-trip flight deal from Chicago Midway Airport to Raleigh found on momondo in the last 72 hours is $210.
The fastest flight from Chicago Midway Airport to Raleigh takes 1h 45m
Direct flights go from Chicago Midway Airport to Raleigh every day.
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 45m.

  • 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 $174Free CancellationRating
5.6
2,608 reviews
Search Frontier flights
SouthwestPriceFrom $204Free CancellationRating
8.0
4,194 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 17 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Raleigh starts from $204 round-trip, up to an average price of $317. Our users have rated Southwest at 8.0/10.

Traveling to a place near Raleigh?

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

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

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