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$83+ Cheap flights from Durham, NC to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — MDW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Durham to Chicago Midway are usually found in September or February, booked 87 days in advance, depart on a Friday or Wednesday and return on a Wednesday

Cheap flight deals from Durham to Midway

Keep the following information in mind while searching for Durham to Midway flight deals. Data was last updated July 29, 2025.

Round-trip from

$173
(Southwest)

One-way from

$83
(Cheapflightsfares)

Popular in

May

Cheapest in

September

Average price

$258
From Durham to Chicago Midway
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One-way flight from Durham to Chicago Midway
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Highest demand for flights based on searches. 11% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Durham to Midway

Cheapest flights from Durham to Midway
Explore the most affordable flight options available from Durham to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/261:35 pmRDU - MDW
Nonstop1h 55mSouthwest
Tue 9/26:05 pmMDW - RDU
Nonstop2h 00mSouthwest
Deal found 7/27$173
This Cheapflightsfares deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:38 pmRDU - MDW
1 stop5h 42mFrontier
Sun 9/78:06 amMDW - RDU
1 stop4h 32mFrontier
Deal found 7/27$176
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/279:49 amRDU - MDW
1 stop3h 39mDelta
Tue 9/26:17 pmMDW - RDU
1 stop3h 59mDelta
Deal found 7/28$197

Cheapflights Fare Finder

 
Customize your flight search to find flights from Durham to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
Use the filters below to find and compare flights from Durham to Chicago Midway Airport that are best for you.

Fly from

Durham

Fly to

Midway

Route

Depart

Return

Price

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Tue 8/26

1:35 pm-2:30 pm

Nonstop1h 55m

Chicago Midway

Tue 9/2

6:05 pm-9:05 pm

Nonstop2h 00m

$173

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Thu 9/4

6:38 pm-11:20 pm

1 stop5h 42m

Chicago Midway

Sun 9/7

8:06 am-1:38 pm

1 stop4h 32m

$176

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Wed 8/27

9:49 am-12:28 pm

1 stop3h 39m

Chicago Midway

Tue 9/2

6:17 pm-11:16 pm

1 stop3h 59m

$197

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Wed 9/3

10:00 am-2:01 pm

1 stop5h 01m

$83

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Wed 9/24

6:40 am-7:35 am

Nonstop1h 55m

$87

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Thu 9/25

12:48 pm-6:35 pm

1 stop6h 47m

$99

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Sun 9/7

9:49 pm-7:00 pm

2 stops22h 11m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Best time to book a flight from Durham to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Durham with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Durham to Chicago Midway Airport

How far ahead should I book a flight from Durham to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Durham to Midway. Price data was last updated on July 25, 2025.

The price you pay for your flight from Durham to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 87 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Durham to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Durham to Chicago Midway Airport (average of $160). Flying from Durham to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from DU8 to MDW?

Find hourly flight availability from Durham to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Durham to Chicago Midway Airport as you normally would.

What is the cheapest day to fly from Durham to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Durham to Midway. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Durham to Chicago Midway Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Durham to Chicago Midway Airport?

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 29, 2025.
Read through reviews of airlines operating flights from Durham to Chicago Midway Airport, such as Southwest, Delta, and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Durham to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Durham to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $83 on Frontier. Other airlines that offer cheap prices include Southwest from $87 and Delta from $99 one-way.

  • What are the cheapest flights from Durham to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $88. While the most popular route (Raleigh-Durham - Chicago Midway) can be booked for $173 on average our data indicates $250 when flying from Durham to Chicago Midway Airport.

  • Can I find deals for flights from Durham to Midway that include hotel bookings?

    Yes. In addition to deals on Durham to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Durham to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Durham to Midway.

  • Can I find deals for business class flights from Durham to Midway?

    Yes. Cheapflights offers flight deals from Durham to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Durham to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Durham to Chicago Midway Airport (average of $160). Flying from Durham to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Durham to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Durham to Midway

Discover the top 4 airlines that operate flights from Durham to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$88Average$176FlexibilityNo cancel feeOn-time62%
DeltaCheapest$157Average$331FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$169Average$312FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$197Average$345FlexibilityNo cancel feeOn-time69%

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