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Cheap flights from Chicago Midway Airport to Raleigh from $78

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 10/17. 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
10:10 am - 1:00 pmMDW-RDU
1h 50mnonstop
Southwest Logo
6:00 am - 6:55 amRDU-MDW
1h 55mnonstop
$117Southwest
Find Deal
Tue, Oct 7 - Tue, Oct 14
Frontier Logo
5:20 pm - 10:22 amMDW-RDU
16h 02m1 stop
Frontier Logo
7:15 pm - 1:38 pmRDU-MDW
19h 23m1 stop
$127Frontier
Find Deal
Sat, Oct 18 - Mon, Oct 20
Frontier Logo
6:20 am - 6:02 pmMDW-RDU
10h 42m1 stop
Frontier Logo
7:05 pm - 6:39 pmRDU-MDW
24h 34m1 stop
$133Frontier
Find Deal
Thu, Oct 30 - Thu, Nov 13
Frontier Logo
11:23 am - 9:58 amMDW-RDU
21h 35m1 stop
Frontier Logo
12:30 pm - 1:38 pmRDU-MDW
26h 08m1 stop
$136Frontier
Find Deal
Sat, Oct 4 - Tue, Oct 14
Frontier Logo
11:23 am - 9:58 amMDW-RDU
21h 35m1 stop
Frontier Logo
7:15 pm - 11:46 pmRDU-MDW
5h 31m1 stop
$137Frontier
Find Deal
Sat, Oct 4 - Thu, Oct 16
Frontier Logo
6:20 am - 11:08 pmMDW-RDU
15h 48m1 stop
Frontier Logo
12:30 pm - 1:38 pmRDU-MDW
26h 08m1 stop
$138Frontier
Find Deal
Mon, Oct 6 - Tue, Oct 14
Frontier Logo
6:20 am - 11:08 pmMDW-RDU
15h 48m1 stop
Frontier Logo
7:15 pm - 11:46 pmRDU-MDW
5h 31m1 stop
$139Frontier
Find Deal
Mon, Oct 6 - Thu, Oct 16
Southwest Logo
9:55 am - 12:45 pmMDW-RDU
1h 50mnonstop
Southwest Logo
6:00 am - 6:55 amRDU-MDW
1h 55mnonstop
$153Southwest
Find Deal
Sat, Oct 11 - Sun, Oct 12
Southwest Logo
7:00 pm - 9:50 pmMDW-RDU
1h 50mnonstop
Southwest Logo
4:55 pm - 5:50 pmRDU-MDW
1h 55mnonstop
$158Southwest
Find Deal
Fri, Oct 10 - Sat, Oct 11
Logo
8:05 am - 3:37 pmMDW-RDU
6h 32m1 stop
Logo
4:32 pm - 1:38 pmRDU-MDW
22h 06m2 stops
$162
Find Deal
Tue, Oct 7 - Tue, Oct 14

Southwest flights from Chicago Midway Airport to Raleigh

Our best Southwest deals on Chicago Midway Airport to Raleigh flight tickets
Southwest
Oct 7
MDW10:10 amChicago Midway
1h 50m
RDU1:00 pmRaleigh-Durham
Oct 14
RDU6:00 amRaleigh-Durham
1h 55m
MDW6:55 amChicago Midway
$117
Find similar
Southwest
Oct 11
MDW9:55 amChicago Midway
1h 50m
RDU12:45 pmRaleigh-Durham
Oct 12
RDU6:00 amRaleigh-Durham
1h 55m
MDW6:55 amChicago Midway
$153
Find similar
Southwest
Oct 10
MDW7:00 pmChicago Midway
1h 50m
RDU9:50 pmRaleigh-Durham
Oct 11
RDU4:55 pmRaleigh-Durham
1h 55m
MDW5:50 pmChicago Midway
$158
Find similar

Frontier flights from Chicago Midway Airport to Raleigh

Our best Frontier deals on Chicago Midway Airport to Raleigh flight tickets
Frontier
Oct 18
MDW5:20 pmChicago Midway
16h 02m
1 stop
RDU10:22 amRaleigh-Durham
Oct 20
RDU7:15 pmRaleigh-Durham
19h 23m
1 stop
MDW1:38 pmChicago Midway
$127
Find similar
Frontier
Oct 30
MDW6:20 amChicago Midway
10h 42m
1 stop
RDU6:02 pmRaleigh-Durham
Nov 13
RDU7:05 pmRaleigh-Durham
24h 34m
1 stop
MDW6:39 pmChicago Midway
$133
Find similar
Frontier
Oct 4
MDW11:23 amChicago Midway
21h 35m
1 stop
RDU9:58 amRaleigh-Durham
Oct 14
RDU12:30 pmRaleigh-Durham
26h 08m
1 stop
MDW1:38 pmChicago Midway
$136
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 September 11, 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

Tue 10/7

10:10 am-1:00 pm

Nonstop1h 50m

Raleigh-Durham

Tue 10/14

6:00 am-6:55 am

Nonstop1h 55m

$117

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 10/18

5:20 pm-10:22 am

1 stop16h 02m

Raleigh-Durham

Mon 10/20

7:15 pm-1:38 pm

1 stop19h 23m

$127

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 10/30

6:20 am-6:02 pm

1 stop10h 42m

Raleigh-Durham

Thu 11/13

7:05 pm-6:39 pm

1 stop24h 34m

$133

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 10/4

11:23 am-9:58 am

1 stop21h 35m

Raleigh-Durham

Tue 10/14

12:30 pm-1:38 pm

1 stop26h 08m

$136

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 10/4

11:23 am-9:58 am

1 stop21h 35m

Raleigh-Durham

Thu 10/16

7:15 pm-11:46 pm

1 stop5h 31m

$137

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 10/6

6:20 am-11:08 pm

1 stop15h 48m

Raleigh-Durham

Tue 10/14

12:30 pm-1:38 pm

1 stop26h 08m

$138

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 10/6

6:20 am-11:08 pm

1 stop15h 48m

Raleigh-Durham

Thu 10/16

7:15 pm-11:46 pm

1 stop5h 31m

$139

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 10/11

9:55 am-12:45 pm

Nonstop1h 50m

Raleigh-Durham

Sun 10/12

6:00 am-6:55 am

Nonstop1h 55m

$153

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 10/10

7:00 pm-9:50 pm

Nonstop1h 50m

Raleigh-Durham

Sat 10/11

4:55 pm-5:50 pm

Nonstop1h 55m

$158

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 10/7

8:05 am-3:37 pm

1 stop6h 32m

Raleigh-Durham

Tue 10/14

4:32 pm-1:38 pm

2 stops22h 06m

$162

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 $266.

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 $347. 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 $254. 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 $318.

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 is only 1 cabin class 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 September 2025, prices for Chicago Midway Airport to Raleigh flights are approximately 171% 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 $220.
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 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 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 $136Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
SouthwestPriceFrom $161Free CancellationRating
8.0
4,248 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 15 flights/week on average for this route. A good Southwest flight deal for Chicago Midway Airport to Raleigh starts from $161 round-trip, up to an average price of $361. 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
Roanoke Rapids
Southern Pines
Dunn
Wake Forest
Morrisville
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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