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Cheap flights from Raleigh to Chicago from $119

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Raleigh to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:41 pm - 11:33 amRDU  Raleigh-Durham-MDW Chicago Midway
17h 52m2 stops Orlando Atlanta Hartsfield-Jackson
Frontier Logo
5:02 pm - 11:59 pmMDW  Chicago Midway-RDU Raleigh-Durham
5h 57m1 stop Atlanta Hartsfield-Jackson
$257Frontier
Mon, Nov 30 - Mon, Dec 7
Frontier Logo
7:09 am - 2:41 pmRDU  Raleigh-Durham-MDW Chicago Midway
8h 32m2 stops Atlanta Hartsfield-Jackson Orlando
Frontier Logo
5:02 pm - 11:59 pmMDW  Chicago Midway-RDU Raleigh-Durham
5h 57m1 stop Atlanta Hartsfield-Jackson
$257Frontier
Thu, Dec 3 - Sun, Dec 6
Southwest Logo
7:50 pm - 8:55 pmRDU  Raleigh-Durham-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
7:05 pm - 10:05 pmMDW  Chicago Midway-RDU Raleigh-Durham
2h 00mnonstop
$257Southwest
Sat, Dec 19 - Tue, Dec 22
Southwest Logo
5:30 pm - 6:30 pmRDU  Raleigh-Durham-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
8:10 am - 11:10 amMDW  Chicago Midway-RDU Raleigh-Durham
2h 00mnonstop
$257Southwest
Mon, Jan 11 - Sat, Jan 16
Frontier Logo
3:07 pm - 7:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
5h 40m1 stop Orlando
Frontier Logo
8:42 pm - 8:57 amMDW  Chicago Midway-RDU Raleigh-Durham
11h 15m1 stop Orlando
$257Frontier
Sat, Nov 21 - Sun, Nov 22
Multiple Airlines Logo
9:47 pm - 5:47 pmRDU  Raleigh-Durham-MDW Chicago Midway
21h 00m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:42 pm - 11:35 pmMDW  Chicago Midway-RDU Raleigh-Durham
25h 53m1 stop Orlando
$257Multiple Airlines
Wed, Nov 18 - Mon, Nov 23
Frontier Logo
3:06 pm - 12:01 amRDU  Raleigh-Durham-MDW Chicago Midway
9h 55m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:11 pm - 12:06 amMDW  Chicago Midway-RDU Raleigh-Durham
9h 55m1 stop Atlanta Hartsfield-Jackson
$258Frontier
Fri, Dec 25 - Sat, Jan 2
Southwest Logo
5:25 am - 12:00 pmRDU  Raleigh-Durham-MDW Chicago Midway
7h 35m2 stops Orlando Grand Rapids Gerald R. Ford Intl
Southwest Logo
8:40 am - 4:10 pmMDW  Chicago Midway-RDU Raleigh-Durham
6h 30m1 stop Nashville Intl
$259Southwest
Tue, Nov 24 - Thu, Nov 26
Multiple Airlines Logo
9:17 pm - 12:21 pmRDU  Raleigh-Durham-MDW Chicago Midway
16h 04m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:29 pm - 12:27 amMDW  Chicago Midway-RDU Raleigh-Durham
9h 58m1 stop Atlanta Hartsfield-Jackson
$264Multiple Airlines
Mon, Nov 23 - Fri, Nov 27
Multiple Airlines Logo
9:46 pm - 4:26 pmRDU  Raleigh-Durham-MDW Chicago Midway
19h 40m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:47 pm - 8:45 pmMDW  Chicago Midway-RDU Raleigh-Durham
22h 58m1 stop Orlando
$268Multiple Airlines
Sun, Jan 10 - Thu, Jan 14

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Frontier flights from Raleigh to Chicago Midway Airport

Our best Frontier deals on Raleigh to Chicago Midway Airport flight tickets
Frontier
Nov 18
RDU4:18 pmRaleigh-Durham
8h 29m
1 stop
MDW11:47 pmChicago Midway
Nov 22
MDW8:42 pmChicago Midway
25h 53m
1 stop
RDU11:35 pmRaleigh-Durham
$258
Frontier
Nov 14
RDU3:45 pmRaleigh-Durham
9h 02m
1 stop
MDW11:47 pmChicago Midway
Nov 18
MDW6:42 pmChicago Midway
16h 42m
1 stop
RDU12:24 pmRaleigh-Durham
$259
Frontier
Nov 11
RDU4:18 pmRaleigh-Durham
8h 29m
1 stop
MDW11:47 pmChicago Midway
Nov 18
MDW6:08 amChicago Midway
8h 15m
1 stop
RDU3:23 pmRaleigh-Durham
$260

Southwest flights from Raleigh to Chicago Midway Airport

Our best Southwest deals on Raleigh to Chicago Midway Airport flight tickets
Southwest
Nov 24
RDU5:25 amRaleigh-Durham
7h 35m
2 stops
MDW12:00 pmChicago Midway
Nov 26
MDW8:40 amChicago Midway
7h 20m
2 stops
RDU5:00 pmRaleigh-Durham
$264
Southwest
Dec 13
RDU8:00 amRaleigh-Durham
2h 05m
MDW9:05 amChicago Midway
Dec 14
MDW6:20 pmChicago Midway
2h 00m
RDU9:20 pmRaleigh-Durham
$265
Southwest
Dec 3
RDU11:30 amRaleigh-Durham
9h 00m
2 stops
MDW7:30 pmChicago Midway
Dec 7
MDW6:00 amChicago Midway
5h 05m
1 stop
RDU12:05 pmRaleigh-Durham
$267

momondo Fare Finder

 
Use the filters below to find and compare flights from Raleigh to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Mon 11/30

6:41 pm-11:33 am

2 stops17h 52m

Chicago Midway

Mon 12/7

5:02 pm-11:59 pm

1 stop5h 57m

$257

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Thu 12/3

7:09 am-2:41 pm

2 stops8h 32m

Chicago Midway

Sun 12/6

5:02 pm-11:59 pm

1 stop5h 57m

$257

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Sat 12/19

7:50 pm-8:55 pm

Nonstop2h 05m

Chicago Midway

Tue 12/22

7:05 pm-10:05 pm

Nonstop2h 00m

$257
Quickest round-trip

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Mon 1/11

5:30 pm-6:30 pm

Nonstop2h 00m

Chicago Midway

Sat 1/16

8:10 am-11:10 am

Nonstop2h 00m

$257

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Sat 11/21

3:07 pm-7:47 pm

1 stop5h 40m

Chicago Midway

Sun 11/22

8:42 pm-8:57 am

1 stop11h 15m

$257

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Wed 11/18

9:47 pm-5:47 pm

2 stops21h 00m

Chicago Midway

Mon 11/23

8:42 pm-11:35 pm

1 stop25h 53m

$257

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Fri 12/25

3:06 pm-12:01 am

1 stop9h 55m

Chicago Midway

Sat 1/2

1:11 pm-12:06 am

1 stop9h 55m

$258

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Tue 11/24

5:25 am-12:00 pm

2 stops7h 35m

Chicago Midway

Thu 11/26

8:40 am-4:10 pm

1 stop6h 30m

$259

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Mon 11/23

9:17 pm-12:21 pm

2 stops16h 04m

Chicago Midway

Fri 11/27

1:29 pm-12:27 am

1 stop9h 58m

$264

RaleighChicago

RDU Raleigh-Durham - MDW Chicago Midway

RDUMDW

Raleigh-Durham

Sun 1/10

9:46 pm-4:26 pm

2 stops19h 40m

Chicago Midway

Thu 1/14

8:47 pm-8:45 pm

1 stop22h 58m

$268

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 Chicago from

How to get the cheapest flight ticket from Raleigh to Chicago Midway Airport

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 Raleigh and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $322 to $417.
The lowest price recently found on this route was $257.

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Raleigh, with most prices found around $262. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Raleigh during the month April is also very affordable. Most momondo users find prices during this month for around $333.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Raleigh. The lowest ticket price found for a Wednesday departure recently was $377. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Raleigh because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $486.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Raleigh in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $364 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $434. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Raleigh-Durham to Chicago Midway flight route?

Fly from Raleigh-Durham to Chicago Midway for the best Raleigh-Durham - Chicago Midway flight prices

How far in advance should I book a flight from Raleigh to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Raleigh when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $402 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Raleigh for as low as $296 on momondo.

What cabin class options are available on Raleigh to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Raleigh to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

When to book flights from Raleigh to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Raleigh to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Raleigh to Chicago Midway Airport (RDU to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Raleigh to Chicago Midway Airport

Best Price Found

$119

Fastest flight time

2h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Raleigh in the past 72 hours is $119. The best round-trip flight deal from Raleigh to Chicago Midway Airport found on momondo in the last 72 hours is $257.
The fastest flight from Raleigh to Chicago Midway Airport takes 2h 00m
Direct flights go from Raleigh to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Raleigh to Chicago Midway Airport

  • How far is Raleigh-Durham to Chicago Midway by plane?

    The distance between Raleigh-Durham and Chicago Midway is about 641.7 mi. Flights usually cover this in 2h 00m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Raleigh-Durham Airport to Chicago Midway Airport?

    Prices for flights from Raleigh-Durham Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Raleigh-Durham Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Raleigh-Durham Airport to Chicago Midway 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 Raleigh-Durham Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway 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 Chicago Midway 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 Raleigh to Chicago Midway Airport?

  • What is the most popular airline from Raleigh to Chicago Midway Airport?

Best airlines flying from Raleigh to Chicago Midway Airport

Compare and see reviews for airlines that fly from Raleigh to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $160Free CancellationRating
5.5
2,511 reviews
Search Frontier flights
JetBluePriceFrom $224Free CancellationRating
7.1
3,068 reviews
Search JetBlue flights
SouthwestPriceFrom $243Free CancellationRating
8.0
4,220 reviews
Search Southwest flights

  • Southwest Flights From Raleigh to Chicago Midway Airport

    Southwest operates around 12 flights from Raleigh to Chicago Midway Airport every week. The average price of these flights found in the last 72 hours has been $376, but momondo users have found Southwest deals from Raleigh to Chicago Midway Airport from as low as $243 round-trip. Southwest has been scored 8.0/10 in 4,220 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Saint Joseph
Benton Harbor
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Raleigh to Chicago?

It is quick and easy to find Raleigh to Chicago 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 Chicago that suits you.

Can I find flights from Raleigh to Chicago with flexible booking policies on momondo?

All flight searches from Raleigh to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Raleigh to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Raleigh.

I’m not ready to book a flight from Raleigh to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Raleigh are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

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