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$64+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RDU
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Priceline deal was found by Cheapflights users on 12/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:12 amMDW - RDU
1 stop4h 48mFrontier
Fri 1/91:40 pmRDU - MDW
1 stop10h 29mFrontier
Deal found 12/10$198
This CheapOair deal was found by Cheapflights users on 12/10. 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.
Wed 12/172:49 pmMDW - RDU
1 stop8h 23mFrontier
Wed 12/241:05 pmRDU - MDW
1 stop10h 07mFrontier
Deal found 12/10$214
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/316:12 amMDW - RDU
2 stops9h 45mMultiple Airlines
Fri 1/910:20 amRDU - MDW
1 stop13h 01mMultiple Airlines
Deal found 12/10$229
This Frontier deal was found by Cheapflights users on 12/11. 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.
Wed 12/316:12 amMDW - RDU
1 stop4h 48mFrontier
Thu 1/86:10 amRDU - MDW
1 stop6h 21mFrontier
Deal found 12/11$232
This Southwest deal was found by Cheapflights users on 12/10. 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.
Wed 12/3110:00 amMDW - RDU
Nonstop2h 00mSouthwest
Fri 1/96:00 amRDU - MDW
Nonstop2h 15mSouthwest
Deal found 12/10$237
This CheapOair deal was found by Cheapflights users on 12/11. 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 12/186:12 amMDW - RDU
1 stop4h 48mFrontier
Sun 12/216:14 pmRDU - MDW
1 stop20h 51mFrontier
Deal found 12/11$239
This Frontier deal was found by Cheapflights users on 12/9. 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.
Mon 12/226:12 amMDW - RDU
1 stop5h 08mFrontier
Thu 1/112:55 pmRDU - MDW
1 stop10h 17mFrontier
Deal found 12/9$243
This CheapOair deal was found by Cheapflights users on 12/11. 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.
Wed 12/246:12 amMDW - RDU
1 stop4h 48mFrontier
Wed 12/311:05 pmRDU - MDW
1 stop10h 07mFrontier
Deal found 12/11$244
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/316:12 amMDW - RDU
2 stops9h 45mMultiple Airlines
Thu 1/86:10 amRDU - MDW
1 stop6h 21mMultiple Airlines
Deal found 12/11$248
This CheapOair deal was found by Cheapflights users on 12/10. 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.
Wed 12/243:32 pmMDW - RDU
1 stop24h 26mFrontier
Thu 1/112:55 pmRDU - MDW
1 stop10h 17mFrontier
Deal found 12/10$250
This Expedia deal was found by Cheapflights users on 12/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:16 pmMDW - RDU
1 stop27h 25mFrontier
Tue 12/306:14 pmRDU - MDW
1 stop21h 23mFrontier
Deal found 12/11$257

Find flight deals from Midway to Durham

Keep the following information in mind while searching for Midway to Durham flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$128
(Frontier)

One-way from

$64
(Frontier)

Popular in

November

Cheapest in

August

Average price

$271
Provider with most accurate pricing for Chicago (CHI)-Raleigh-Durham flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Raleigh-Durham flights.
Search Deals
From Chicago Midway to Durham
Search Deals
One-way flight from Chicago Midway to Durham
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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 1/1

6:35 am-12:25 pm

1 stop4h 50m

Raleigh-Durham

Tue 1/6

6:00 am-7:15 am

Nonstop2h 15m

$220

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 12/31

10:00 am-1:00 pm

Nonstop2h 00m

Raleigh-Durham

Fri 1/9

6:00 am-7:15 am

Nonstop2h 15m

$237

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 12/24

6:12 am-12:00 pm

1 stop4h 48m

Raleigh-Durham

Wed 12/31

1:05 pm-10:12 pm

1 stop10h 07m

$244

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 1/12

5:45 pm-8:35 pm

Nonstop1h 50m

Raleigh-Durham

Wed 1/14

6:00 am-7:15 am

Nonstop2h 15m

$262

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 1/9

4:31 pm-10:52 am

1 stop17h 21m

Raleigh-Durham

Fri 1/16

3:22 pm-10:19 pm

1 stop7h 57m

$266

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 1/13

1:20 pm-9:15 pm

1 stop6h 55m

Raleigh-Durham

Fri 1/16

5:40 am-6:50 am

Nonstop2h 10m

$280

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sat 1/24

9:45 am-12:35 pm

Nonstop1h 50m

Raleigh-Durham

Sun 1/25

5:40 am-6:50 am

Nonstop2h 10m

$289

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 2/20

7:20 pm-10:10 pm

Nonstop1h 50m

Raleigh-Durham

Mon 2/23

6:20 pm-7:25 pm

Nonstop2h 05m

$289

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/1

10:00 am-1:00 pm

Nonstop2h 00m

Raleigh-Durham

Mon 1/5

5:45 am-6:50 am

Nonstop2h 05m

$290

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 1/2

6:12 am-12:20 pm

1 stop5h 08m

Raleigh-Durham

Mon 1/5

1:15 pm-10:12 pm

1 stop9h 57m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 22 results
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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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Durham (average of $139). Flying from Chicago Midway Airport to Durham in November is currently the most expensive (average of $321). 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 December 12, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 33% 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. Sunday at noon 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 December 12, 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
7.9
Good
4,252 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,252 reviews
Southwest
7.9
Good
4,252 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,084 reviews
Southwest
7.9
Good
4,252 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Southwest and Frontier fly from Chicago Midway Airport to Durham in about 4h 48m. The time it takes to get you to your destination can typically vary by up to 02m. 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 $179, our data indicates the cheapest price to be $69. The most popular route (Chicago Midway - Raleigh-Durham), is priced around $146.

  • 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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Durham (average of $139). Flying from Chicago Midway Airport to Durham in November is currently the most expensive (average of $321). 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 2 airlines flying from Midway to Durham

Discover the top 2 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$157Average$277FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$174Average$327FlexibilityNo cancel feeOn-time63%

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