RDU - MDW

$116 Find Cheap Flights from Raleigh to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$257
Typical prices: $281-$422
Frontier
Tue 11/20Thu 11/22
RDU - MDW • 1 stop
Cheapest non-stop
$257
Typical prices: $288-$429
Southwest
Wed 12/19Sat 12/22
RDU - MDW • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 03m
Direct flights
+1
Direct flights
+1
When to book
19 weeks
in advance
Our data shows that travelers who book at least 19 weeks in advance save around 46% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 22% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Houston George Bush Intcntl (IAH)
Cheapest • Avg $162 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 3h 50m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Raleigh to Midway (RDU-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Raleigh to Midway

Fri, Nov 20 - Sun, Nov 22
Frontier Logo
8:46 pm - 7:33 amRDU  Raleigh-Durham-MDW Chicago Midway
11h 47m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
9:09 am - 12:27 amMDW  Chicago Midway-RDU Raleigh-Durham
14h 18m1 stop Atlanta Hartsfield-Jackson
$257Frontier
Sun, Dec 6 - Thu, Dec 10
Frontier Logo
5:06 pm - 9:45 amRDU  Raleigh-Durham-MDW Chicago Midway
17h 39m2 stops Detroit Metropolitan Wayne County Dallas/Fort Worth
Frontier Logo
5:02 pm - 11:59 pmMDW  Chicago Midway-RDU Raleigh-Durham
5h 57m1 stop Atlanta Hartsfield-Jackson
$257Frontier
Sat, Dec 19 - Tue, Dec 22
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
Fri, Feb 12 - Mon, Feb 15
Southwest Logo
7:15 pm - 8:15 pmRDU  Raleigh-Durham-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
7:45 am - 10:45 amMDW  Chicago Midway-RDU Raleigh-Durham
2h 00mnonstop
$257Southwest
Sat, Dec 19 - Tue, Dec 22
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 26 - Tue, Dec 29
Frontier Logo
3:34 pm - 12:01 amRDU  Raleigh-Durham-MDW Chicago Midway
9h 27m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:35 pm - 10:12 amMDW  Chicago Midway-RDU Raleigh-Durham
12h 37m1 stop Orlando
$258Frontier
Sat, Dec 26 - Wed, Dec 30
Frontier Logo
3:34 pm - 12:01 amRDU  Raleigh-Durham-MDW Chicago Midway
9h 27m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:35 pm - 10:12 amMDW  Chicago Midway-RDU Raleigh-Durham
12h 37m1 stop Orlando
$258Frontier
Mon, Jan 11 - Fri, Jan 15
Multiple Airlines Logo
9:23 pm - 11:46 pmRDU  Raleigh-Durham-MDW Chicago Midway
27h 23m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:18 pm - 12:28 amMDW  Chicago Midway-RDU Raleigh-Durham
10h 10m1 stop Atlanta Hartsfield-Jackson
$264Multiple Airlines
Mon, Jan 11 - Fri, Jan 15
Multiple Airlines Logo
9:23 pm - 11:46 pmRDU  Raleigh-Durham-MDW Chicago Midway
27h 23m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
1:18 pm - 12:28 amMDW  Chicago Midway-RDU Raleigh-Durham
10h 10m1 stop Atlanta Hartsfield-Jackson
$265Multiple Airlines
Sun, Jan 10 - Thu, Jan 14
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
Booking Insights

Price, demand and travel trends for Raleigh to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Raleigh to Chicago Midway Airport?

Round-trip flights from Raleigh to Chicago Midway Airport typically range from $281 to $422. The lowest price found in the past 5 days was $257, on Frontier.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Raleigh to Chicago Midway Airport. It’s 12% cheaper than the average day, while Sunday is the most expensive, with prices 17% higher.

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

•January is the cheapest month to fly from Raleigh to Chicago Midway Airport at $262 round-trip.
•July ($373) and June ($365) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 42% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Raleigh to Chicago Midway Airport the cheapest?

Flights from Raleigh to Chicago Midway Airport are cheapest 19 weeks before departure. Booking in this window typically costs about 46% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Expert advice

Expert advice for your flight from Raleigh to Midway

 
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.

Read more
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.

Read more

Key details for Raleigh to Chicago Midway Airport flights

Low season

February

Cheapest flight

$116
Beat the crowds with an average 53% drop in travelers.
The most popular month to fly with an average 47% increase in travelers.
One-way 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

Your Raleigh to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Raleigh to Chicago Midway Airport?

    These are the earliest and latest flight times available from Raleigh to Chicago Midway Airport:

    • Earliest: departs at 6:55 am and lands at 8:58 am
    • Latest: departs at 8:55 pm and lands at 10:58 pm.

    The flight takes about 2h 03m.

  • What cabin classes can I book on flights from Raleigh to Chicago Midway Airport?

    Two cabin classes are available on flights from Raleigh to Chicago Midway Airport:

    • Economy Class
    • First Class

  • How long is a flight from Raleigh to Chicago Midway Airport?

    A nonstop flight from Raleigh to Chicago Midway Airport takes 2h 03m, covering 631 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Raleigh to Chicago Midway Airport flight?

    Round-trip flights from Raleigh to Chicago Midway Airport range from $281 to $422, with an average of $337 over the past 12 months. Anything below $281 counts as a good deal.

  • How expensive are last-minute Raleigh to Chicago Midway Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 55% above the $337 route average. Book 19 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Raleigh to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $162 round-trip via Houston George Bush Intcntl (IAH), compared to $345 for nonstop.

  • What is the standard checked-bag allowance on flights from Raleigh to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Raleigh to Chicago Midway Airport?

    The Boeing 737-800 family is used most often on this route, operated mainly by American Airlines and United Airlines. Other aircraft seen on the route include Airbus A319 variants.

  • How are flight departures from Raleigh to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Raleigh to Chicago Midway Airport flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

  • Have flight prices from Raleigh to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $257 to $1,866. That means the highest observed fare was about 7x higher than the lowest one.

  • Which airlines offer Wi-Fi on Raleigh to Chicago Midway Airport flights?

    JetBlue is the only airline on the Raleigh to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Raleigh to Chicago Midway Airport looking right now?

    One-way fares from Raleigh to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $118, which is 38% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Raleigh to Chicago Midway Airport?

    Flights from Raleigh to Chicago Midway Airport usually depart from Raleigh-Durham (RDU) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Raleigh to Chicago Midway Airport pass through?

    One-stop flights from Raleigh to Chicago Midway Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 93% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 5% of one-stop connections
    • Houston George Bush Intcntl (IAH) - 2% of one-stop connections

  • Can I save money by using flexible dates for flights from Raleigh to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 26% on flights from Raleigh to Chicago Midway Airport. Tuesday is the cheapest departure day at $297 round-trip on average, while Sunday is the most expensive at $397, a difference of $100.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Raleigh to Chicago Midway Airport?

    Only Southwest operates flights between Raleigh and Chicago Midway Airport.

  • How much time can I save by choosing a different layover airport from Raleigh to Chicago Midway Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 50m, compared with 7h 40m via Atlanta Hartsfield-Jackson (ATL) and 24h 14m via Houston George Bush Intcntl (IAH).

  • What is the time difference between Raleigh and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Raleigh (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Raleigh to Chicago Midway Airport flights?

    Among airlines operating Raleigh to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Raleigh to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Raleigh to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average $297, about $100 less than Sunday fares (25% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 19 weeks before you fly. On this route, that window historically saves about 46% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Raleigh to Chicago Midway Airport trip for January. Fares historically average $262 round-trip in that month - typically $111 less than the most expensive month, which is July (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Houston George Bush Intcntl Airport (IAH) can be cheaper than flying direct. The cheapest layover option averages $162 round-trip on this route - about $183 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

Prefer to fly direct from Raleigh to Chicago Midway Airport?

 
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

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Southwest

Tuesday

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Wednesday

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Thursday

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Friday

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Southwest

Saturday

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Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Raleigh-Durham

Monday

Southwest

Southwest

Tuesday

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Wednesday

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Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

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Sunday

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See more direct flights

More options for your flight from Raleigh to Midway

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