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Cheap flights from Chicago Midway Airport to Raleigh from $87

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 8/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Raleigh

Cheap round-trip flights

Southwest Logo
10:00 am - 12:55 pmMDW-RDU
1h 55mnonstop
Southwest Logo
1:35 pm - 2:30 pmRDU-MDW
1h 55mnonstop
$139Southwest
Find Deal
Wed, Sep 24 - Wed, Oct 1
Frontier Logo
5:15 pm - 10:58 pmMDW-RDU
4h 43m1 stop
Frontier Logo
6:38 pm - 11:20 pmRDU-MDW
5h 42m1 stop
$142Frontier
Find Deal
Fri, Sep 5 - Sun, Sep 7
Frontier Logo
6:21 am - 5:11 pmMDW-RDU
9h 50m1 stop
Frontier Logo
10:48 am - 8:52 pmRDU-MDW
11h 04m1 stop
$144Frontier
Find Deal
Sun, Sep 28 - Fri, Oct 3
Frontier Logo
8:15 am - 1:38 pmMDW-RDU
4h 23m1 stop
Frontier Logo
6:42 pm - 11:20 pmRDU-MDW
5h 38m1 stop
$147Frontier
Find Deal
Thu, Sep 18 - Mon, Sep 22
Frontier Logo
8:15 am - 1:38 pmMDW-RDU
4h 23m1 stop
Frontier Logo
6:42 pm - 11:20 pmRDU-MDW
5h 38m1 stop
$148Frontier
Find Deal
Thu, Sep 18 - Mon, Sep 22
Southwest Logo
9:50 am - 12:45 pmMDW-RDU
1h 55mnonstop
Southwest Logo
5:45 pm - 6:45 pmRDU-MDW
2h 00mnonstop
$149Southwest
Find Deal
Sat, Sep 20 - Sat, Sep 27
Frontier Logo
4:56 pm - 10:50 pmMDW-RDU
4h 54m1 stop
Frontier Logo
6:38 pm - 11:20 pmRDU-MDW
5h 42m1 stop
$150Frontier
Find Deal
Thu, Sep 25 - Sun, Sep 28
Frontier Logo
9:00 am - 8:37 pmMDW-RDU
10h 37m1 stop
Frontier Logo
6:45 am - 3:58 pmRDU-MDW
10h 13m1 stop
$151Frontier
Find Deal
Wed, Sep 10 - Tue, Sep 23
Frontier Logo
9:48 am - 6:08 pmMDW-RDU
7h 20m1 stop
Frontier Logo
6:42 pm - 11:20 pmRDU-MDW
5h 38m1 stop
$152Frontier
Find Deal
Fri, Sep 5 - Mon, Sep 8
Delta Logo
6:00 am - 11:15 amMDW-RDU
4h 15m1 stop
Delta Logo
12:48 pm - 6:35 pmRDU-MDW
6h 47m1 stop
$213Delta
Find Deal
Tue, Sep 9 - Sat, Sep 13

Delta flights from Chicago Midway Airport to Raleigh

Our best Delta deals on Chicago Midway Airport to Raleigh flight tickets
Delta
Sep 9
MDW6:00 amChicago Midway
4h 15m
1 stop
RDU11:15 amRaleigh-Durham
Sep 13
RDU12:48 pmRaleigh-Durham
6h 47m
1 stop
MDW6:35 pmChicago Midway
$213
Find similar
Delta
Sep 6
MDW4:25 pmChicago Midway
5h 17m
1 stop
RDU10:42 pmRaleigh-Durham
Sep 9
RDU1:00 pmRaleigh-Durham
6h 37m
1 stop
MDW6:37 pmChicago Midway
$273
Find similar
Delta
Sep 2
MDW6:17 pmChicago Midway
3h 59m
1 stop
RDU11:16 pmRaleigh-Durham
Sep 9
RDU1:00 pmRaleigh-Durham
6h 37m
1 stop
MDW6:37 pmChicago Midway
$279
Find similar

Frontier flights from Chicago Midway Airport to Raleigh

Our best Frontier deals on Chicago Midway Airport to Raleigh flight tickets
Frontier
Sep 5
MDW5:15 pmChicago Midway
4h 43m
1 stop
RDU10:58 pmRaleigh-Durham
Sep 7
RDU6:38 pmRaleigh-Durham
5h 42m
1 stop
MDW11:20 pmChicago Midway
$142
Find similar
Frontier
Sep 28
MDW6:21 amChicago Midway
9h 50m
1 stop
RDU5:11 pmRaleigh-Durham
Oct 3
RDU10:48 amRaleigh-Durham
11h 04m
1 stop
MDW8:52 pmChicago Midway
$144
Find similar
Frontier
Sep 18
MDW8:15 amChicago Midway
4h 23m
1 stop
RDU1:38 pmRaleigh-Durham
Sep 22
RDU6:42 pmRaleigh-Durham
5h 38m
1 stop
MDW11:20 pmChicago Midway
$147
Find similar

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 August 25, 2025.
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

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 9/24

10:00 am-12:55 pm

Nonstop1h 55m

Raleigh-Durham

Wed 10/1

1:35 pm-2:30 pm

Nonstop1h 55m

$139

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 9/5

5:15 pm-10:58 pm

1 stop4h 43m

Raleigh-Durham

Sun 9/7

6:38 pm-11:20 pm

1 stop5h 42m

$142

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sun 9/28

6:21 am-5:11 pm

1 stop9h 50m

Raleigh-Durham

Fri 10/3

10:48 am-8:52 pm

1 stop11h 04m

$144

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 9/18

8:15 am-1:38 pm

1 stop4h 23m

Raleigh-Durham

Mon 9/22

6:42 pm-11:20 pm

1 stop5h 38m

$147

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 9/18

8:15 am-1:38 pm

1 stop4h 23m

Raleigh-Durham

Mon 9/22

6:42 pm-11:20 pm

1 stop5h 38m

$148

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 9/20

9:50 am-12:45 pm

Nonstop1h 55m

Raleigh-Durham

Sat 9/27

5:45 pm-6:45 pm

Nonstop2h 00m

$149

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 9/25

4:56 pm-10:50 pm

1 stop4h 54m

Raleigh-Durham

Sun 9/28

6:38 pm-11:20 pm

1 stop5h 42m

$150

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 9/10

9:00 am-8:37 pm

1 stop10h 37m

Raleigh-Durham

Tue 9/23

6:45 am-3:58 pm

1 stop10h 13m

$151

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 9/5

9:48 am-6:08 pm

1 stop7h 20m

Raleigh-Durham

Mon 9/8

6:42 pm-11:20 pm

1 stop5h 38m

$152

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 9/9

6:00 am-11:15 am

1 stop4h 15m

Raleigh-Durham

Sat 9/13

12:48 pm-6:35 pm

1 stop6h 47m

$213

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 August. Flight prices, which tend to average around $194, are often lower during this time because this is during the off-season. If you are unable to visit Raleigh during the month of August, 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 Thursday when prices can be found for as low as $245. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $337. 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 $247. 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 evening when prices are around $320.

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 to Raleigh-Durham flights?

There are 1 cabin classes available to choose from on Chicago Midway to Raleigh-Durham 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?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Raleigh.

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

As of August 2025, prices for Chicago Midway Airport to Raleigh flights are approximately 27% 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

$111

Fastest flight time

1h 50m

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 $111. The best round-trip flight deal from Chicago Midway Airport to Raleigh found on momondo in the last 72 hours is $217.
The fastest flight from Chicago Midway Airport to Raleigh takes 1h 50m
Direct flights go from Chicago Midway Airport to Raleigh every day.
There is 1 airport near Raleigh: Raleigh-Durham (RDU)
Search flight deals

  • 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 $116Free CancellationRating
5.8
3,201 reviews
Search Frontier flights
SouthwestPriceFrom $169Free CancellationRating
8.0
4,243 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 11 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Raleigh starts from $169 round-trip, up to an average price of $350. 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
Cary
Danville
Rocky Mount
Chapel Hill
Goldsboro
Wilson
Smithfield
Sanford
Pinehurst
Garner
South Hill
Southern Pines
Roanoke Rapids
Dunn
Morrisville
Wake Forest
Henderson
Apex
Oxford

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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