RDU - MDW

$63 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 2/12. 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
$146
Overall average: $256
Frontier
Wed 2/25Sun 3/1
RDU - MDW • 1 stop
Cheapest non-stop
$214
Typical prices: $309-$552
Southwest
Sat 2/28Sat 3/7
RDU - MDW • Non-stop
Our travelers' advice
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
Frontier
Cheapest • from $146 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 40% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 21% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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, Feb 25 - Sun, Mar 1
Frontier Logo
6:25 am - 7:07 pm
RDU
-
MDW
13h 42m
1 stop
Frontier Logo
9:04 pm - 4:15 pm
MDW
-
RDU
18h 11m
1 stop
$146Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
10:38 am - 9:12 pm
RDU
-
MDW
11h 34m
1 stop
Frontier Logo
2:19 pm - 12:10 am
MDW
-
RDU
8h 51m
1 stop
$148Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
6:10 am - 10:37 pm
RDU
-
MDW
17h 27m
1 stop
Frontier Logo
6:00 am - 4:15 pm
MDW
-
RDU
9h 15m
1 stop
$149Frontier
Thu, Feb 19 - Mon, Feb 23
Frontier Logo
6:25 am - 11:27 am
RDU
-
MDW
6h 02m
1 stop
Frontier Logo
2:19 pm - 12:10 am
MDW
-
RDU
8h 51m
1 stop
$152Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
6:10 am - 10:25 pm
RDU
-
MDW
17h 15m
1 stop
Frontier Logo
9:04 pm - 4:15 pm
MDW
-
RDU
18h 11m
1 stop
$153Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
6:10 am - 6:38 pm
RDU
-
MDW
13h 28m
1 stop
Frontier Logo
6:00 am - 4:15 pm
MDW
-
RDU
9h 15m
1 stop
$154Frontier
Tue, Apr 7 - Thu, Apr 9
Frontier Logo
3:57 pm - 8:07 pm
RDU
-
MDW
5h 10m
1 stop
Frontier Logo
2:56 pm - 12:15 am
MDW
-
RDU
8h 19m
1 stop
$160Frontier
Fri, Feb 13 - Sun, Feb 15
Frontier Logo
6:10 am - 10:25 pm
RDU
-
MDW
17h 15m
1 stop
Frontier Logo
6:00 am - 12:10 am
MDW
-
RDU
17h 10m
1 stop
$161Frontier
Thu, Feb 26 - Thu, Mar 5
Frontier Logo
6:10 am - 4:16 pm
RDU
-
MDW
11h 06m
1 stop
Frontier Logo
7:30 am - 6:00 pm
MDW
-
RDU
9h 30m
1 stop
$170Frontier
Mon, Mar 30 - Tue, Mar 31
Multiple Airlines Logo
4:06 pm - 10:19 pm
RDU
-
MDW
7h 13m
1 stop
Multiple Airlines Logo
9:30 am - 5:29 pm
MDW
-
RDU
6h 59m
1 stop
$172Multiple Airlines
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 December and May, where the average cost of round-trip tickets is $411 and $365 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $297 on average.

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 40% 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 seasonNovember
Cheapest flight$63
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 15% 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 $63 for a one-way ticket and $146 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, Alaska Airlines, and JetBlue 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 $312 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 $328 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 $187 or less one-way and $324 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 4267 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

10.0 ExcellentJoseph, Jan 2026
BWI - RIC
Read more Southwest reviews

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

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

Information on your arrival and departure airports