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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 1/23. 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

Enter your travel dates to find the best prices.
Frontier Logo
8:05 am - 7:09 pmMDW-RDU
10h 04m1 stop
Frontier Logo
1:03 pm - 10:12 pmRDU-MDW
10h 09m1 stop
$110Frontier
Find Deal
Thu, Dec 4 - Thu, Dec 11
Frontier Logo
6:05 am - 6:19 pmMDW-RDU
11h 14m1 stop
Frontier Logo
8:30 pm - 3:46 pmRDU-MDW
20h 16m1 stop
$111Frontier
Find Deal
Thu, Nov 20 - Thu, Nov 20
Frontier Logo
3:52 pm - 2:55 pmMDW-RDU
22h 03m1 stop
Frontier Logo
12:53 pm - 11:25 pmRDU-MDW
11h 32m1 stop
$119Frontier
Find Deal
Wed, Jan 7 - Mon, Jan 12
Frontier Logo
2:49 pm - 12:12 amMDW-RDU
8h 23m1 stop
Frontier Logo
7:50 pm - 10:18 pmRDU-MDW
27h 28m1 stop
$124Frontier
Find Deal
Wed, Dec 3 - Sun, Dec 7
Frontier Logo
2:16 pm - 2:21 pmMDW-RDU
23h 05m1 stop
Frontier Logo
7:50 pm - 10:18 pmRDU-MDW
27h 28m1 stop
$125Frontier
Find Deal
Thu, Dec 4 - Sun, Dec 7
Southwest Logo
1:25 pm - 4:15 pmMDW-RDU
1h 50mnonstop
Southwest Logo
6:00 am - 7:15 amRDU-MDW
2h 15mnonstop
$158Southwest
Find Deal
Tue, Jan 20 - Thu, Jan 22
Southwest Logo
6:10 am - 11:05 amMDW-RDU
3h 55m1 stop
Southwest Logo
4:55 pm - 6:00 pmRDU-MDW
2h 05mnonstop
$168Southwest
Find Deal
Tue, Jan 20 - Thu, Jan 22
Multiple Airlines Logo
6:20 am - 1:35 pmMDW-RDU
6h 15m1 stop
Multiple Airlines Logo
8:39 pm - 11:42 amRDU-MDW
16h 03m1 stop
$175Multiple Airlines
Find Deal
Thu, Nov 20 - Sat, Nov 22
Multiple Airlines Logo
5:47 pm - 4:44 pmMDW-RDU
21h 57m1 stop
Multiple Airlines Logo
3:21 pm - 1:59 pmRDU-MDW
23h 38m2 stops
$186Multiple Airlines
Find Deal
Mon, Dec 1 - Fri, Dec 5
Delta Logo
6:00 am - 11:37 amMDW-RDU
4h 37m1 stop
Delta Logo
5:30 am - 8:49 amRDU-MDW
4h 19m1 stop
$187Delta
Find Deal
Sun, Dec 7 - Thu, Dec 25

Frontier flights from Chicago Midway Airport to Raleigh

Our best Frontier deals on Chicago Midway Airport to Raleigh flight tickets
Frontier
Dec 4
MDW8:05 amChicago Midway
10h 04m
1 stop
RDU7:09 pmRaleigh-Durham
Dec 11
RDU1:03 pmRaleigh-Durham
10h 09m
1 stop
MDW10:12 pmChicago Midway
$110
Find similar
Frontier
Nov 20
MDW6:05 amChicago Midway
11h 14m
1 stop
RDU6:19 pmRaleigh-Durham
Nov 20
RDU8:30 pmRaleigh-Durham
20h 16m
1 stop
MDW3:46 pmChicago Midway
$111
Find similar
Frontier
Jan 7
MDW3:52 pmChicago Midway
22h 03m
1 stop
RDU2:55 pmRaleigh-Durham
Jan 12
RDU12:53 pmRaleigh-Durham
11h 32m
1 stop
MDW11:25 pmChicago Midway
$119
Find similar

Southwest flights from Chicago Midway Airport to Raleigh

Our best Southwest deals on Chicago Midway Airport to Raleigh flight tickets
Southwest
Jan 20
MDW1:25 pmChicago Midway
1h 50m
RDU4:15 pmRaleigh-Durham
Jan 22
RDU6:00 amRaleigh-Durham
2h 15m
MDW7:15 amChicago Midway
$158
Find similar
Southwest
Jan 20
MDW6:10 amChicago Midway
3h 55m
1 stop
RDU11:05 amRaleigh-Durham
Jan 22
RDU4:55 pmRaleigh-Durham
2h 05m
MDW6:00 pmChicago Midway
$168
Find similar
Southwest
Jan 20
MDW10:15 amChicago Midway
6h 05m
2 stops
RDU5:20 pmRaleigh-Durham
Jan 22
RDU4:55 pmRaleigh-Durham
2h 05m
MDW6:00 pmChicago Midway
$173
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 November 6, 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

Thu 12/4

8:05 am-7:09 pm

1 stop10h 04m

Raleigh-Durham

Thu 12/11

1:03 pm-10:12 pm

1 stop10h 09m

$110

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 11/20

6:05 am-6:19 pm

1 stop11h 14m

Raleigh-Durham

Thu 11/20

8:30 pm-3:46 pm

1 stop20h 16m

$111

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 1/7

3:52 pm-2:55 pm

1 stop22h 03m

Raleigh-Durham

Mon 1/12

12:53 pm-11:25 pm

1 stop11h 32m

$119

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 12/3

2:49 pm-12:12 am

1 stop8h 23m

Raleigh-Durham

Sun 12/7

7:50 pm-10:18 pm

1 stop27h 28m

$124

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 12/4

2:16 pm-2:21 pm

1 stop23h 05m

Raleigh-Durham

Sun 12/7

7:50 pm-10:18 pm

1 stop27h 28m

$125

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 1/20

1:25 pm-4:15 pm

Nonstop1h 50m

Raleigh-Durham

Thu 1/22

6:00 am-7:15 am

Nonstop2h 15m

$158

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 1/20

6:10 am-11:05 am

1 stop3h 55m

Raleigh-Durham

Thu 1/22

4:55 pm-6:00 pm

Nonstop2h 05m

$168

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 11/20

6:20 am-1:35 pm

1 stop6h 15m

Raleigh-Durham

Sat 11/22

8:39 pm-11:42 am

1 stop16h 03m

$175

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 12/1

5:47 pm-4:44 pm

1 stop21h 57m

Raleigh-Durham

Fri 12/5

3:21 pm-1:59 pm

2 stops23h 38m

$186

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sun 12/7

6:00 am-11:37 am

1 stop4h 37m

Raleigh-Durham

Thu 12/25

5:30 am-8:49 am

1 stop4h 19m

$187

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 $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 Thursday when prices can be found for as low as $246. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $341. 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 $249. 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 November 2025, prices for Chicago Midway Airport to Raleigh flights are approximately 104% 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

$104

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 $104. The best round-trip flight deal from Chicago Midway Airport to Raleigh found on momondo in the last 72 hours is $218.
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 $157Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
SouthwestPriceFrom $161Free CancellationRating
8.0
4,241 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 18 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 $357. 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
Wilson
Smithfield
Garner
South Hill
Pinehurst
Sanford
Roanoke Rapids
Southern Pines
Wake Forest
Morrisville
Dunn
Henderson
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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