HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$81+ Cheap flights from Raleigh (RDU) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — MDW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Raleigh to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Raleigh-Durham to Chicago Midway are usually found in September or October, booked 34 days in advance, depart on a Friday or Wednesday and return on a Wednesday

Cheap flight deals from Raleigh to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Raleigh (RDU) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 3, 2025.

Round-trip from

$164
(Priceline)

One-way from

$81
(Priceline)

Popular in

May

Cheapest in

September

Average price

$243

Good round-trip deal

$221 or less

Good one-way deal

$121 or less
From Raleigh-Durham to Chicago Midway
Search Deals
One-way flight from Raleigh-Durham to Chicago Midway
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Raleigh-Durham to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Raleigh-Durham to Chicago Midway.
Search Deals

Find flight deals from Raleigh to Midway

Cheapest flights from Raleigh to Midway
Explore the most affordable flight options available from Raleigh to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/105:15 pmRDU - MDW
1 stop7h 02mFrontier
Mon 7/146:20 amMDW - RDU
1 stop8h 52mFrontier
Deal found 7/2$164
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/217:00 amRDU - MDW
Nonstop1h 55mSouthwest
Sun 8/2410:00 amMDW - RDU
Nonstop1h 55mSouthwest
Deal found 7/2$177
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/163:06 pmRDU - MDW
1 stop7h 06mDelta
Sun 8/176:04 amMDW - RDU
1 stop4h 11mDelta
Deal found 7/3$197

Cheapflights Fare Finder

Customize your flight search to find flights from Raleigh to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Raleigh to Chicago Midway Airport that are best for you.

Fly from

Raleigh

Fly to

Midway

Route

Depart

Return

Price

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Thu 7/10

5:15 pm-11:17 pm

1 stop7h 02m

Chicago Midway

Mon 7/14

6:20 am-4:12 pm

1 stop8h 52m

$164

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Thu 8/21

7:00 am-7:55 am

Nonstop1h 55m

Chicago Midway

Sun 8/24

10:00 am-12:55 pm

Nonstop1h 55m

$177

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Sat 8/16

3:06 pm-9:12 pm

1 stop7h 06m

Chicago Midway

Sat 8/23

1:08 pm-6:48 pm

1 stop4h 40m

$197

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Mon 7/7

5:07 pm-11:17 pm

1 stop7h 10m

$81

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Fri 9/12

6:30 pm-7:30 pm

Nonstop2h 00m

$89

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Tue 7/22

5:45 am-8:44 am

1 stop3h 59m

$110

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Sun 7/20

9:10 am-9:41 am

2 stops25h 31m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

The best insider tips for Raleigh to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Raleigh to Chicago Midway Airport trip
Airports
RDU

RDU offers free Wi-Fi throughout the terminals. Connect to the 'RDU Free WiFi' network for seamless browsing before your flight.

Read more about RDUby John Walton
MDW

The Orange Line train connects MDW to downtown Chicago in under 30 minutes, offering a convenient and affordable transit option.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
John Walton

John Walton

Expert on RDU

John Walton

John Walton

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more

Best time to book a flight from Raleigh to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Raleigh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Raleigh to Chicago Midway Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Raleigh to Midway. Price data was last updated on June 27, 2025.

Booking 34 days in advance of your planned departure date is, on average, the best time to get cheap flights from Raleigh to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Raleigh to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Raleigh to Chicago Midway Airport (average of $160). Flying from Raleigh to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from RDU to MDW?

Find hourly flight availability from Raleigh to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

It’s optimal to fly from Raleigh to Chicago Midway Airport in the evening. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Raleigh to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Raleigh to Midway. Price data was last updated on June 29, 2025.

Travelers seeking maximum savings on their Raleigh to Chicago Midway Airport flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Frontier from Raleigh to Chicago Midway Airport by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,270 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,970 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,284 reviews
Southwest
8.0
Very good
4,270 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Raleigh to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Raleigh to Chicago Midway?

    For a flight from Raleigh to Chicago Midway, you will be flying from Raleigh-Durham. Raleigh-Durham (RDU) is just 11.1 mi from the center of the city. Raleigh-Durham is the only Raleigh airport and it handles 2 outbound flights to Chicago Midway per day. 4 airlines have flights to Chicago Midway from Raleigh-Durham on a regular basis.

  • What are the cheapest airlines flying from Raleigh to Chicago Midway Airport round-trip?

    Flying on Frontier is currently your cheapest option to Chicago Midway Airport, with prices starting at $164. Additional round-trip tickets that might be worth considering are offered by Southwest and Delta, with the lowest prices starting at $177 and $197, respectively. Users have found that Frontier is 42% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Raleigh to Chicago Midway Airport one-way?

    $81 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $89 and $110, respectively.

  • What are the cheapest flights from Raleigh to Chicago Midway Airport?

    While on average a flight from Raleigh to Chicago Midway Airport is generally $263, our data shows the cheapest flight currently is $94. When looking at the most popular route, (Raleigh-Durham - Chicago Midway), you can expect to pay $174 for that flight.

  • Can I find deals for flights from Raleigh to Midway that include hotel bookings?

    Yes. In addition to deals on Raleigh to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Raleigh to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Raleigh to Midway.

  • Can I find deals for business class flights from Raleigh to Midway?

    Yes. Cheapflights offers flight deals from Raleigh to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Raleigh to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Raleigh to Chicago Midway Airport (average of $160). Flying from Raleigh to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Raleigh?

Book flights to Raleigh if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Raleigh to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Raleigh to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Charlotte to Midway flights
Greensboro to O'Hare Intl flights
Knoxville to O'Hare Intl flights
Norfolk to O'Hare Intl flights
Asheville to O'Hare Intl flights
Wilmington to O'Hare Intl flights
Myrtle Beach to O'Hare Intl flights
Greensboro to Midway flights
Norfolk to Midway flights
Knoxville to Midway flights
Wilmington to Midway flights
Asheville to Midway flights
Fayetteville to O'Hare Intl flights
Raleigh to Rockford flights
Blountville to O'Hare Intl flights
Fayetteville to Midway flights
Blountville to Midway flights
Myrtle Beach to Midway flights
New Bern to O'Hare Intl flights
Greenville to O'Hare Intl flights
Jacksonville to O'Hare Intl flights
Jacksonville to Midway flights
Charlotte to Rockford flights
Norfolk to Rockford flights
New Bern to Midway flights

Top 4 airlines flying from Raleigh to Midway

Discover the top 4 airlines that operate flights from Raleigh to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$161FlexibilityNo cancel feeOn-time62%
DeltaCheapest$157Average$318FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$170Average$314FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$197Average$345FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.