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$70+ Cheap flights from Midway (MDW) to Durham, NC

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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RDU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Midway to Durham

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$110
(CheapOair)

One-way from

$70
(Southwest)

Popular in

April

Cheapest in

August

Average price

$362
Provider with most accurate pricing for Chicago (CHI)-Raleigh-Durham flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Raleigh-Durham flights.
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From Chicago Midway to Durham
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One-way flight from Chicago Midway to Durham
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Highest demand for flights based on searches. 8% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Midway to Durham

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

This Frontier deal was found by Cheapflights users on 10/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:37 pmMDW - RDU
1 stop8h 21mFrontier
Mon 11/178:31 amRDU - MDW
1 stop7h 02mFrontier
Deal found 10/27$110
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:14 amMDW - RDU
1 stop16h 59mFrontier
Thu 12/2512:55 pmRDU - MDW
1 stop5h 43mFrontier
Deal found 10/27$128
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:30 amMDW - RDU
1 stop10h 32mFrontier
Sat 11/157:12 pmRDU - MDW
1 stop15h 00mFrontier
Deal found 10/28$130
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:15 amMDW - RDU
1 stop16h 57mFrontier
Fri 12/511:13 amRDU - MDW
1 stop11h 59mFrontier
Deal found 10/27$133
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:23 pmMDW - RDU
1 stop13h 53mFrontier
Sun 12/149:23 pmRDU - MDW
1 stop14h 57mFrontier
Deal found 10/27$135
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:12 amMDW - RDU
1 stop28h 48mFrontier
Thu 12/2512:55 pmRDU - MDW
1 stop5h 43mFrontier
Deal found 10/27$142
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:37 pmMDW - RDU
1 stop8h 21mFrontier
Tue 11/116:10 amRDU - MDW
1 stop6h 28mFrontier
Deal found 10/28$143
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:42 pmMDW - RDU
1 stop26h 30mFrontier
Sun 12/71:03 pmRDU - MDW
1 stop21h 49mFrontier
Deal found 10/29$145
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:05 amMDW - RDU
1 stop11h 14mFrontier
Thu 12/412:53 pmRDU - MDW
1 stop6h 15mFrontier
Deal found 10/29$147
This Booking.com deal was found by Cheapflights users on 10/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/42:16 pmMDW - RDU
1 stop23h 05mFrontier
Mon 12/812:55 pmRDU - MDW
1 stop10h 17mFrontier
Deal found 10/27$152
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:57 pmMDW - RDU
1 stop16h 21mFrontier
Wed 12/35:39 pmRDU - MDW
1 stop20h 22mFrontier
Deal found 10/28$153
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:12 amMDW - RDU
1 stop5h 08mFrontier
Tue 12/236:00 amRDU - MDW
1 stop17h 12mFrontier
Deal found 10/27$157

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Durham 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 October 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Durham that are best for you.

Fly from

Midway

Fly to

Durham

Route

Depart

Return

Price

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 11/13

10:12 am-6:16 pm

1 stop7h 04m

Raleigh-Durham

Sun 11/16

3:07 pm-12:30 am

1 stop10h 23m

$143

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 11/6

1:37 pm-10:58 pm

1 stop8h 21m

Raleigh-Durham

Tue 11/11

6:10 am-11:38 am

1 stop6h 28m

$143

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 12/5

6:05 pm-8:55 pm

Nonstop1h 50m

Raleigh-Durham

Sun 12/7

5:45 am-6:50 am

Nonstop2h 05m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 12/2

5:13 pm-12:18 am

1 stop6h 05m

Raleigh-Durham

Wed 12/3

5:29 am-8:54 am

1 stop4h 25m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 11/27

11:30 am-4:20 pm

1 stop3h 50m

Raleigh-Durham

Thu 12/4

6:30 pm-7:35 pm

Nonstop2h 05m

$183

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 1/24

9:34 am-4:30 pm

1 stop5h 56m

Raleigh-Durham

Sun 1/25

5:15 am-9:58 am

1 stop5h 43m

$197

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 12/5

6:40 pm-11:17 pm

1 stop3h 37m

Raleigh-Durham

Sun 12/7

6:15 am-9:54 am

1 stop4h 39m

$197

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 1/5

7:30 pm-10:20 pm

Nonstop1h 50m

Raleigh-Durham

Tue 1/6

4:55 pm-6:00 pm

Nonstop2h 05m

$207

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 12/2

10:00 am-1:00 pm

Nonstop2h 00m

$70

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sun 1/18

5:45 pm-8:35 pm

Nonstop1h 50m

$75

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 18 results
1
2

Best time to book a flight from Midway to Durham

Have a flexible travel schedule? Discover the best time to fly to Durham from Midway 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 Chicago Midway Airport to Durham

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

Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Durham (average of $135). Flying from Chicago Midway Airport to Durham in March is currently the most expensive (average of $275). 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 MDW to DU8?

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

Unlike at noon, when flights are generally more expensive, you can save up to 27% on flights from Chicago Midway Airport to Durham by exploring options for tickets in the evening.

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

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

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

Reviews of airlines servicing Durham

Get insights into the airlines that provide service to Durham. 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 Durham. Reviews last updated October 29, 2025.
Peruse reviews from past customers who have flown with Southwest and Frontier from Chicago Midway Airport to Durham to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,124 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

  • How long is the flight from Chicago Midway Airport to Durham?

    Airlines like Frontier, Southwest, and Delta fly from Chicago Midway Airport to Durham in about 1h 50m. The time it takes to get you to your destination can typically vary by up to 5h 14m. The distance between Chicago Midway Airport and Durham is about 631 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Looking for the cheapest flight from Chicago Midway Airport to Durham? While on average our users pay $226, our data indicates the cheapest price to be $69. The most popular route (Chicago Midway - Raleigh-Durham), is priced around $141.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Durham 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 Chicago Midway Airport to Durham?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Durham (average of $135). Flying from Chicago Midway Airport to Durham in March is currently the most expensive (average of $275). 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

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Alternative routes for Midway to Durham

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Midway to Durham

Discover the top 3 airlines that operate flights from Midway to Durham. 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$157Average$277FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$161Average$357FlexibilityNo cancel feeOn-time63%
DeltaCheapest$228Average$342FlexibilityNo cancel feeOn-timeN/A

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