RDU - MDW

$88 Find Cheap Flights from Raleigh to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Raleigh to Midway departing on 4/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Raleigh to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Raleigh to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$166
Overall average: $328
Frontier
Wed 4/15Thu 4/30
RDU - MDW • 1 stop
Cheapest non-stop
$207
Typical prices: $257-$372
Southwest
Sat 4/18Wed 4/22
RDU - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest offers two free checked bags for extra luggage.
RDU provides free Wi-Fi for 48 hours per session.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $166 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 02m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $162 (round-trip)
Shortest trip • 4h 00m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 47% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Raleigh to Midway (RDU-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Raleigh to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Raleigh to Midway

Wed, Apr 15 - Thu, Apr 30
Frontier Logo
4:00 pm - 10:14 pm
RDU
-
MDW
7h 14m
1 stop
Frontier Logo
2:15 pm - 11:20 pm
MDW
-
RDU
8h 05m
1 stop
$166Frontier
Fri, Apr 17 - Sun, Apr 19
Frontier Logo
3:49 pm - 10:26 pm
RDU
-
MDW
7h 37m
1 stop
Frontier Logo
6:00 am - 8:46 am
MDW
-
RDU
25h 46m
1 stop
$167Frontier
Fri, May 1 - Tue, May 5
Frontier Logo
3:49 pm - 10:26 pm
RDU
-
MDW
7h 37m
1 stop
Frontier Logo
6:00 am - 11:59 am
MDW
-
RDU
4h 59m
1 stop
$171Frontier
Fri, May 1 - Sun, May 3
Frontier Logo
3:49 pm - 10:26 pm
RDU
-
MDW
7h 37m
1 stop
Frontier Logo
6:00 am - 10:55 pm
MDW
-
RDU
15h 55m
1 stop
$172Frontier
Tue, Apr 28 - Tue, May 5
Frontier Logo
7:37 pm - 7:31 pm
RDU
-
MDW
24h 54m
2 stops
Frontier Logo
6:00 am - 11:59 am
MDW
-
RDU
4h 59m
1 stop
$175Frontier
Thu, Apr 9 - Thu, Apr 16
Frontier Logo
6:00 am - 8:07 pm
RDU
-
MDW
15h 07m
1 stop
Frontier Logo
2:15 pm - 10:55 pm
MDW
-
RDU
7h 40m
1 stop
$176Frontier
Thu, Apr 16 - Sun, Apr 19
Frontier Logo
3:42 pm - 10:19 pm
RDU
-
MDW
7h 37m
1 stop
Frontier Logo
6:00 am - 11:40 pm
MDW
-
RDU
16h 40m
1 stop
$178Frontier
Fri, Apr 17 - Mon, Apr 20
Frontier Logo
3:49 pm - 10:26 pm
RDU
-
MDW
7h 37m
1 stop
Frontier Logo
2:15 pm - 11:00 pm
MDW
-
RDU
7h 45m
1 stop
$179Frontier
Mon, Apr 13 - Tue, Apr 14
Frontier Logo
3:57 pm - 8:07 pm
RDU
-
MDW
5h 10m
1 stop
Frontier Logo
2:15 pm - 11:15 pm
MDW
-
RDU
8h 00m
1 stop
$180Frontier
Fri, May 1 - Mon, May 4
Frontier Logo
6:10 am - 7:31 pm
RDU
-
MDW
14h 21m
1 stop
Frontier Logo
2:15 pm - 11:00 pm
MDW
-
RDU
7h 45m
1 stop
$181Frontier
Booking Insights

KAYAK's insights & trends for Raleigh to Midway flights

Get data-powered insights and trends into flights from Raleigh to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Raleigh to Chicago Midway Airport?

The average price of all round-trip flights from Raleigh to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Raleigh to Chicago Midway Airport. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Raleigh to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Raleigh to Chicago Midway Airport is October, where tickets cost $237 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is $785 and $411 respectively.

Can I save money by flying with a layover from Raleigh to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $297, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Raleigh to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Raleigh to Chicago Midway Airport, you should book around 5 weeks before departure, which saves you about 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Expert advice

Expert advice for your flight from Raleigh to Midway

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Jessica Macdonald

Jessica Macdonald

Expert on RDU

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Good to know

Low seasonJanuary
Cheapest flight$88
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from Raleigh to Chicago Midway Airport

When to book flights from Raleigh to Midway

Are your dates flexible? Find out the best times to travel from Raleigh to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Raleigh to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Raleigh to Chicago Midway Airport was $88 for a one-way ticket and $166 for a round-trip.

  • Do I need a passport to fly between Raleigh and Chicago Midway Airport?

    No, a passport isn't needed to fly from Raleigh to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Raleigh to Chicago Midway Airport?

    Raleigh and Chicago Midway Airport are both served by 1 main airport. You will leave Raleigh from Raleigh-Durham and will be arriving at Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from Raleigh to Chicago Midway Airport?

    American Airlines, Delta, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Raleigh to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Raleigh to Chicago Midway Airport?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Raleigh to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Raleigh to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Raleigh and Chicago Midway Airport.

  • On which days can I fly direct from Raleigh to Chicago Midway Airport?

    There are nonstop flights from Raleigh to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Raleigh to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Raleigh to Chicago are Southwest and Delta. With an average price for the route of $304 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $318 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Raleigh to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Raleigh to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Raleigh to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Raleigh is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Raleigh to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Raleigh with another airline. Booking your flights between Raleigh and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Raleigh to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Raleigh up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Raleigh to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $179 or less one-way and $308 or less round-trip.

Prefer to fly direct from Raleigh to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Raleigh-Durham to Chicago Midway.
Find which airlines fly direct from Raleigh-Durham Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Raleigh-Durham to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Raleigh-Durham

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top 3 airlines serving from Raleigh to Midway

 
See real verified KAYAK customer reviews for airlines flying from Raleigh to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Raleigh to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4320 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

We had a 5 hour delay on the tarmac in Baltimore

2.0 MediocreDavid, Mar 2026
ALB - BWI
Read more Southwest reviews

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

Everything you need to know for your flight from Raleigh to Midway

Information on your arrival and departure airports