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Cheap Flights from Chicago Midway to Raleigh / Durham

Compare Chicago Midway to Raleigh / Durham flight deals

Find the cheapest month or even day of the year to fly to Raleigh / Durham

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Flight deals from Chicago Midway to Raleigh / Durham

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Raleigh / Durham Airport? If you want to travel next month, return fares start from R 2,528. Find the lowest prices on one-way and return tickets right here.
Durham.R 1,245 per passenger.Departing Sun, 9 Aug.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 9 Aug, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,245, select.
Durham.R 1,268 per passenger.Departing Sun, 11 Oct.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 11 Oct, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,268, select.
Durham.R 1,291 per passenger.Departing Fri, 18 Sep.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 18 Sep, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,291, select.
Durham.R 1,486 per passenger.Departing Wed, 18 Nov.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 18 Nov, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,486, select.
Durham.R 1,638 per passenger.Departing Thu, 13 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 13 Aug, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,638, select.
Durham.R 1,638 per passenger.Departing Tue, 1 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 1 Sep, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,638, select.
Durham.R 1,638 per passenger.Departing Mon, 9 Nov.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 9 Nov, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,638, select.
Durham.R 1,638 per passenger.Departing Thu, 8 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 8 Oct, arriving in Raleigh / Durham.Price includes taxes and charges.From R 1,638, select.
Durham.R 2,110 per passenger.Departing Fri, 4 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 4 Dec, arriving in Raleigh / Durham.Price includes taxes and charges.From R 2,110, select.
Durham.R 2,120 per passenger.Departing Thu, 30 Jul.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 30 Jul, arriving in Raleigh / Durham.Price includes taxes and charges.From R 2,120, select.
Durham.R 3,448 per passenger.Departing Thu, 30 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 30 Jul, arriving in Raleigh / Durham.Price includes taxes and charges.From R 3,448, select.

Find the cheapest month to fly from Chicago Midway to Raleigh / Durham

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Raleigh / Durham flights are currently cheapest in August.
Jul
from R 2,120
Aug
from R 1,245
Sep
from R 1,291
Oct
from R 1,268
Nov
from R 1,486
Dec
from R 2,110
Jan
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Feb
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Mar
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Apr
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May
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Jun
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Direct flights from Chicago Midway to Raleigh / Durham

Chicago Midway to Raleigh / Durham: Alternative routes

Compare routes from Chicago Midway to Durham below. You may find an airport to fly into that's cheaper, faster, or easier than Raleigh / Durham.

Raleigh / Durham

17km from central Durham
ClosestCheapest
from R 1,245
Search flights

Chicago to Durham: Flight information

The things to know before you go.
Cheapest flight foundR 1,245
Cheapest month to flyAugust
Average flight time1 hr, 55 mins
Most popular airlineSouthwest Airlines
Average flights per week22

Finding cheap flights from Chicago Midway to Raleigh / Durham: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Raleigh / Durham is R 2,528. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 55 minutes is the average flight time from Chicago Midway to Raleigh / Durham.
Southwest Airlines flies direct from Chicago Midway to Raleigh / Durham.
As of July 2026, there are 22 flights per week flying from Chicago Midway to Raleigh / Durham.
The cheapest month to fly from Chicago Midway to Raleigh / Durham is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Raleigh / Durham Airport on Thursday, 10 September 2026.
Yes – the average flight time is 1 hour and 55 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Raleigh / Durham but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Durham is around 40 days in advance, so don’t leave your flight to the last minute.

Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Raleigh / Durham.

Travelling from Chicago Midway Airport (MDW) to Raleigh / Durham Airport (RDU): what you need to know

  • Book a direct flight from Chicago Midway Airport to Raleigh / Durham Airport and you'll be in the air for an average of 1 hour 55 minutes.

  • Durham's timezone is UTC-5, which makes Durham one hour ahead of Chicago.

  • Each week, there are 11 Chicago Midway Airport to Raleigh / Durham Airport flights. If you want to be on board as early as possible, select the 07:45 Southwest Airlines flight. If you'd rather make the most of your time before flying, the last flight is at 21:05 with Southwest Airlines.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This way, you can comfortably board your MDW to RDU flight.

  • Travelling during a peak month such as July? Public holidays and other popular periods can result in longer lines at security. Play things extra safe and get there up to four hours ahead of an international flight and two hours before domestic departures.

  • Flying into Durham (and then discovering more of the United States!) is a cinch with Southwest Airlines. This popular carrier offers direct flights from Chicago Midway Airport to Raleigh / Durham Airport.

  • The airline with the highest booking volume on this route is Southwest Airlines.

  • With 79.28% of services landing on schedule, Southwest Airlines is the most punctual carrier operating MDW to RDU flights.

  • If you want to split up your journey, simply deselect 'Direct flights only' when searching for your ticket from Chicago Midway Airport to Raleigh / Durham Airport. These are the most popular stopovers between MDW and RDU:

    • Detroit Wayne County Airport

    • Washington Ronald Reagan Airport

    • Nashville Airport

Handy information about Chicago Midway Airport (MDW)

  • You'll find MDW at 5700 South Cicero.

  • When it comes to Chicago Midway Airport's on-time performance, data shows 76% of flights arrive within the expected timeframe.

  • Chicago Midway Airport is around 16 kilometres from central Chicago. If you're catching a taxi, ride-sharing or driving from the centre, it'll take you 25 minutes or so to get there, depending on the traffic.

  • You can expect a trip time of roughly 30 minutes on public transport.

  • Looking for a convenient hotel near MDW? If you're catching an early flight from Chicago Midway Airport to Raleigh / Durham Airport, these accommodation options will put you moments from check-in:

Arriving at Raleigh / Durham Airport (RDU)

When to fly to Raleigh / Durham Airport (RDU)

  • July is the busiest month for flights from Chicago Midway Airport to Raleigh / Durham Airport. To avoid the crowds, travel to Durham in March.

  • Book your flight from Chicago Midway Airport to Raleigh / Durham Airport for July if you want to go to Durham during its warmest month. Expect temperatures of between 19ºC (66ºF) and 33ºC (91ºF).

  • January sees average temperatures of between -3ºC (27ºF) and 13ºC (55ºF). Search for cheap tickets from MDW to RDU around that time if you want to travel in cooler conditions.

Explore more of the United States

  • You've visited Durham, now it's time to discover more of the United States. Travel about 193 kilometres south-west to Charlotte to tick off its top sights. From Bechtler Museum of Modern Art to Discovery Place and NASCAR Hall of Fame, you've got a jam-packed schedule ahead.

  • Baltimore is another well-known destination in the United States and is around 418 kilometres north-east of Durham. No trip is complete without visiting National Aquarium, Baltimore Aquarium and Washington Monument and Mount Vernon Place.

Plan the rest of your trip from Chicago to Durham

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.