$70 Cheap Flights from Raleigh (RDU) to Chicago (MDW)

View $70 flight on Sat, Jan 17, 2026Opens in a new window

Popular airlines from Raleigh-Durham International Airport (RDU) to Chicago Midway Airport (MDW)

Today's featured flight deals from Raleigh-Durham International Airport (RDU) to Chicago Midway Airport (MDW)

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from Raleigh to Chicago (RDU-MDW)

Prices were available within the past 7 days and start at $70 for one-way flights and $139 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, Nov 8 - Tue, Nov 11
RDU
Raleigh
MDW
Chicago
$139 Roundtrip, found 1 hour ago
$139
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Nov 8 from Raleigh to Chicago, returning Tue, Nov 11, priced at $139 found 1 hour ago
Southwest Airlines
Mon, Nov 24 - Thu, Nov 27
RDU
Raleigh
MDW
Chicago
$149 Roundtrip, found 10 hours ago
$149
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Mon, Nov 24 from Raleigh to Chicago, returning Thu, Nov 27, priced at $149 found 10 hours ago
Frontier Airlines
Sun, Nov 2 - Sun, Nov 9
RDU
Raleigh
MDW
Chicago
$152 Roundtrip, found 14 hours ago
$152
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Nov 2 from Raleigh to Chicago, returning Sun, Nov 9, priced at $152 found 14 hours ago
Southwest Airlines
Thu, Nov 27 - Tue, Dec 9
RDU
Raleigh
MDW
Chicago
$154 Roundtrip, found 16 hours ago
$154
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Thu, Nov 27 from Raleigh to Chicago, returning Tue, Dec 9, priced at $154 found 16 hours ago
Southwest Airlines
Wed, Nov 12 - Sun, Nov 16
RDU
Raleigh
MDW
Chicago
$158 Roundtrip, found 8 hours ago
$158
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Wed, Nov 12 from Raleigh to Chicago, returning Sun, Nov 16, priced at $158 found 8 hours ago
Southwest Airlines
Fri, Dec 5 - Sat, Dec 6
RDU
Raleigh
MDW
Chicago
$158 Roundtrip, just found
$158
Roundtrip
just found
Select Southwest Airlines flight, departing Fri, Dec 5 from Raleigh to Chicago, returning Sat, Dec 6, priced at $158 just found
Southwest Airlines
Wed, Oct 29 - Fri, Oct 31
RDU
Raleigh
MDW
Chicago
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Wed, Oct 29 from Raleigh to Chicago, returning Fri, Oct 31, priced at $159 found 11 hours ago
Frontier Airlines
Wed, Nov 5 - Sat, Nov 8
RDU
Raleigh
MDW
Chicago
$160 Roundtrip, just found
$160
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 5 from Raleigh to Chicago, returning Sat, Nov 8, priced at $160 just found
Frontier Airlines
Sun, Nov 2 - Sat, Nov 8
RDU
Raleigh
MDW
Chicago
$162 Roundtrip, found 1 hour ago
$162
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Nov 2 from Raleigh to Chicago, returning Sat, Nov 8, priced at $162 found 1 hour ago
Delta
Sun, Jan 18 - Tue, Jan 20
RDU
Raleigh
MDW
Chicago
$168 Roundtrip, found 1 hour ago
$168
Roundtrip
found 1 hour ago
Select Delta flight, departing Sun, Jan 18 from Raleigh to Chicago, returning Tue, Jan 20, priced at $168 found 1 hour ago

Find the cheapest month to fly from Raleigh (RDU) to Chicago (MDW)

February is typically the cheapest month to fly

From $98 - $394 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $208
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $208

Frequently asked questions

How much does a flight from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight from $70 or cheap return flight from $139 from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
The cheapest month to fly from RDU to MDW is November, when there's less demand. Off-peak months are generally when you'll find lower airfares between these airports.
Which airlines fly direct from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
Hop on a direct flight with Southwest Airlines and head straight from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW).
What is the cheapest airline that flies from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from RDU to MDW. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
Each day on average, 2 nonstop flights operate from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW). Choose the departure that best fits your schedule.
What are the most popular departure times for flights from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
Flights between RDU and MDW are their busiest at 6 AM. If you're after a less crowded experience and possibly cheaper fares, choose a time outside the usual busy windows.
What day of the week has the most flights from RDU to MDW?
If you travel on a Thursday, you'll get the biggest range of choices for flights from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW).
What is the earliest flight from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
The earliest flight jetting off from Raleigh - Durham Intl. Airport (RDU) is at around 6:30AM UTC-5. Board this plane and you'll touch down at Midway Intl. Airport (MDW) at approximately 7:40AM UTC-6. The total time in the air is 2h 10m.
How long does it take to fly from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
It usually takes 2 hours and 7 minutes to fly the 630 mi from RDU to MDW.
What is the best time to fly from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
Opt for a flight from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this time are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Raleigh - Durham Intl. Airport (RDU)?
Hop on a direct flight from Raleigh - Durham Intl. Airport (RDU) to Chicago and touch down at O'Hare Intl. Airport (ORD). Another convenient arrival point to this destination is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW) last-minute?
Booking your plane ticket from RDU to MDW right before your trip is usually more expensive. But if there's some wiggle room with your itinerary, you could grab a cheap last-minute fare.
Is it cheaper to book a RDU to MDW flight and hotel package?
Securing a RDU to MDW flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our extensive range of stays and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Raleigh - Durham Intl. Airport (RDU) to Midway Intl. Airport (MDW)?
If you booked your RDU to MDW flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you want more information.

Travel information

Travel information

Origin airport
Raleigh - Durham Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$139
Distance
631 mi
Average flight time
1 hour 32 mins

Book with confidence

Book with confidence

Raleigh to Chicago Flights

The cheapest times to fly from Raleigh to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Raleigh to Chicago are during the month of November. You can find some of the cheapest flights from Raleigh to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Raleigh to Chicago

Sunday is one of the best days to book for cheap flights from Raleigh to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Raleigh to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Raleigh to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $70 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Raleigh to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Raleigh to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Raleigh to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.