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Cheap flights from Chicago Midway Airport to Raleigh from $68

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 1/7. 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 Chicago Midway Airport to Raleigh

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:00 am - 7:35 pm
MDW
-
RDU
11h 35m1 stop
Frontier Logo
5:10 pm - 10:29 pm
RDU
-
MDW
6h 19m1 stop
$145Frontier
Wed, Feb 18 - Mon, Feb 23
Multiple Airlines Logo
8:19 pm - 3:14 pm
MDW
-
RDU
17h 55m1 stop
Multiple Airlines Logo
7:19 pm - 12:02 am
RDU
-
MDW
5h 43m1 stop
$149Multiple Airlines
Thu, Jan 15 - Sun, Jan 18
Multiple Airlines Logo
8:19 pm - 3:14 pm
MDW
-
RDU
17h 55m1 stop
Multiple Airlines Logo
7:19 pm - 12:02 am
RDU
-
MDW
5h 43m1 stop
$151Multiple Airlines
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
8:19 pm - 3:14 pm
MDW
-
RDU
17h 55m1 stop
Frontier Logo
6:10 am - 11:45 am
RDU
-
MDW
6h 35m1 stop
$160Frontier
Thu, Jan 15 - Fri, Jan 23
Frontier Logo
5:10 pm - 12:12 am
MDW
-
RDU
6h 02m1 stop
Frontier Logo
6:16 pm - 10:17 pm
RDU
-
MDW
5h 01m1 stop
$162Frontier
Wed, Jan 7 - Mon, Jan 12
Frontier Logo
12:41 pm - 12:12 am
MDW
-
RDU
10h 31m1 stop
Frontier Logo
1:40 pm - 11:09 pm
RDU
-
MDW
10h 29m1 stop
$163Frontier
Thu, Jan 8 - Mon, Jan 12
Frontier Logo
8:19 pm - 3:14 pm
MDW
-
RDU
17h 55m1 stop
Frontier Logo
6:10 am - 11:45 am
RDU
-
MDW
6h 35m1 stop
$166Frontier
Thu, Jan 15 - Sun, Jan 25
Frontier Logo
7:30 am - 9:14 pm
MDW
-
RDU
12h 44m1 stop
Frontier Logo
7:55 am - 9:29 pm
RDU
-
MDW
14h 34m1 stop
$169Frontier
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
6:23 am - 5:13 pm
MDW
-
RDU
9h 50m1 stop
Frontier Logo
6:10 am - 7:27 am
RDU
-
MDW
26h 17m1 stop
$174Frontier
Tue, Jan 13 - Fri, Jan 16
Multiple Airlines Logo
6:30 pm - 2:27 pm
MDW
-
RDU
18h 57m2 stops
Multiple Airlines Logo
7:19 pm - 12:02 am
RDU
-
MDW
5h 43m1 stop
$175Multiple Airlines
Thu, Jan 15 - Sun, Jan 18

Frontier flights from Chicago Midway Airport to Raleigh

Our best Frontier deals on Chicago Midway Airport to Raleigh flight tickets
Frontier
Feb 18
MDW7:00 amChicago Midway
11h 35m
1 stop
RDU7:35 pmRaleigh-Durham
Feb 23
RDU5:10 pmRaleigh-Durham
6h 19m
1 stop
MDW10:29 pmChicago Midway
$145
Find similar
Frontier
Jan 15
MDW8:19 pmChicago Midway
17h 55m
1 stop
RDU3:14 pmRaleigh-Durham
Jan 23
RDU6:10 amRaleigh-Durham
6h 35m
1 stop
MDW11:45 amChicago Midway
$160
Find similar
Frontier
Jan 7
MDW5:10 pmChicago Midway
6h 02m
1 stop
RDU12:12 amRaleigh-Durham
Jan 12
RDU6:16 pmRaleigh-Durham
5h 01m
1 stop
MDW10:17 pmChicago Midway
$162
Find similar

Southwest flights from Chicago Midway Airport to Raleigh

Our best Southwest deals on Chicago Midway Airport to Raleigh flight tickets
Southwest
Jan 18
MDW1:25 pmChicago Midway
1h 50m
RDU4:15 pmRaleigh-Durham
Jan 19
RDU6:20 pmRaleigh-Durham
2h 05m
MDW7:25 pmChicago Midway
$229
Find similar
Southwest
Jan 14
MDW5:45 pmChicago Midway
1h 50m
RDU8:35 pmRaleigh-Durham
Jan 24
RDU5:35 pmRaleigh-Durham
2h 05m
MDW6:40 pmChicago Midway
$237
Find similar
Southwest
Jan 15
MDW4:55 pmChicago Midway
4h 00m
1 stop
RDU9:55 pmRaleigh-Durham
Jan 18
RDU6:00 amRaleigh-Durham
2h 15m
MDW7:15 amChicago Midway
$239
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 December 23, 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 2/18

7:00 am-7:35 pm

1 stop11h 35m

Raleigh-Durham

Mon 2/23

5:10 pm-10:29 pm

1 stop6h 19m

$145

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

8:19 pm-3:14 pm

1 stop17h 55m

Raleigh-Durham

Sun 1/18

7:19 pm-12:02 am

1 stop5h 43m

$149

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

8:19 pm-3:14 pm

1 stop17h 55m

Raleigh-Durham

Sun 1/18

7:19 pm-12:02 am

1 stop5h 43m

$151

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

8:19 pm-3:14 pm

1 stop17h 55m

Raleigh-Durham

Fri 1/23

6:10 am-11:45 am

1 stop6h 35m

$160

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 1/7

5:10 pm-12:12 am

1 stop6h 02m

Raleigh-Durham

Mon 1/12

6:16 pm-10:17 pm

1 stop5h 01m

$162

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/8

12:41 pm-12:12 am

1 stop10h 31m

Raleigh-Durham

Mon 1/12

1:40 pm-11:09 pm

1 stop10h 29m

$163

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

8:19 pm-3:14 pm

1 stop17h 55m

Raleigh-Durham

Sun 1/25

6:10 am-11:45 am

1 stop6h 35m

$166

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 2/19

7:30 am-9:14 pm

1 stop12h 44m

Raleigh-Durham

Sun 2/22

7:55 am-9:29 pm

1 stop14h 34m

$169

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 1/13

6:23 am-5:13 pm

1 stop9h 50m

Raleigh-Durham

Fri 1/16

6:10 am-7:27 am

1 stop26h 17m

$174

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

6:30 pm-2:27 pm

2 stops18h 57m

Raleigh-Durham

Sun 1/18

7:19 pm-12:02 am

1 stop5h 43m

$175

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?

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 $220, 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 Friday when prices can be found for as low as $240. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $310. 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 $236. 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 $310.

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 December 2025, prices for Chicago Midway Airport to Raleigh flights are approximately 215% 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

$95

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 $95. The best round-trip flight deal from Chicago Midway Airport to Raleigh found on momondo in the last 72 hours is $237.
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 in Raleigh. From Chicago Midway Airport there are direct flights to 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 $157Free CancellationRating
5.8
3,073 reviews
Search Frontier flights
SouthwestPriceFrom $174Free CancellationRating
8.0
4,256 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 $174 round-trip, up to an average price of $326. 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
Chapel Hill
Goldsboro
Smithfield
Wilson
South Hill
Garner
Pinehurst
Roanoke Rapids
Southern Pines
Sanford
Wake Forest
Morrisville
Henderson
Dunn
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

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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