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Midway

$67+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — MDW
nov 28 — dez 51
sex 11/28
sex 12/5
1 adult, Economy
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Cheapflights Tip: The best prices from Durham to Chicago Midway are usually found in February or October, booked 87 days in advance, depart on a Friday or Saturday and return on a Wednesday

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 outubro 29, 2025.

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.
ter 12/236:00 amRDU - MDW
1 stop17h 12mFrontier
ter 12/306:14 amMDW - RDU
1 stop16h 59mFrontier
Deal found 10/27$128
This Frontier deal was found by Cheapflights users on 10/26. 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.
sáb 12/65:45 amRDU - MDW
1 stop9h 14mFrontier
qua 12/102:49 pmMDW - RDU
1 stop8h 23mFrontier
Deal found 10/26$130
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 11/157:12 pmRDU - MDW
1 stop15h 00mFrontier
seg 11/179:15 amMDW - RDU
1 stop5h 47mFrontier
Deal found 10/29$136
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/65:10 pmRDU - MDW
Nonstop2h 05mSouthwest
sáb 12/139:50 amMDW - RDU
Nonstop1h 55mSouthwest
Deal found 10/29$139
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.
sex 11/146:00 amRDU - MDW
1 stop12h 15mFrontier
sáb 11/151:37 pmMDW - RDU
1 stop8h 21mFrontier
Deal found 10/27$143
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 12/412:53 pmRDU - MDW
1 stop6h 15mFrontier
dom 12/76:15 amMDW - RDU
1 stop4h 53mFrontier
Deal found 10/27$144
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.
seg 12/18:39 pmRDU - MDW
1 stop17h 22mMultiple Airlines
qui 12/47:23 pmMDW - RDU
1 stop13h 53mMultiple Airlines
Deal found 10/28$154
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.
ter 12/95:39 pmRDU - MDW
2 stops16h 07mFrontier
qui 12/117:23 pmMDW - RDU
1 stop13h 53mFrontier
Deal found 10/29$157
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/65:10 pmRDU - MDW
Nonstop2h 05mSouthwest
dom 12/77:30 pmMDW - RDU
Nonstop1h 50mSouthwest
Deal found 10/28$158
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.
seg 12/18:39 pmRDU - MDW
1 stop17h 22mMultiple Airlines
qua 12/32:49 pmMDW - RDU
1 stop8h 23mMultiple Airlines
Deal found 10/29$159
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 11/138:31 amRDU - MDW
1 stop7h 02mFrontier
dom 11/1610:12 amMDW - RDU
1 stop21h 31mFrontier
Deal found 10/27$163

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 outubro 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$128
(Kiwi.com)

One-way from

$67
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$246
Provider with most accurate pricing for Raleigh-Durham-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Raleigh-Durham-Chicago (CHI) flights.
Search Deals
From Durham to Chicago Midway
Search Deals
One-way flight from Durham to Chicago Midway
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 outubro 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

sáb 12/6

5:10 pm-6:15 pm

Nonstop2h 05m

Chicago Midway

sáb 12/13

9:50 am-12:45 pm

Nonstop1h 55m

$139

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

sáb 12/6

5:10 pm-6:15 pm

Nonstop2h 05m

Chicago Midway

seg 12/8

1:45 pm-4:30 pm

Nonstop1h 45m

$158

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

qua 12/3

5:29 am-8:54 am

1 stop4h 25m

Chicago Midway

sáb 12/6

6:00 am-11:34 am

1 stop4h 34m

$177

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

seg 11/24

5:41 pm-11:40 pm

1 stop6h 59m

Chicago Midway

qui 11/27

5:34 pm-11:18 pm

1 stop4h 44m

$177

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

qua 12/3

5:15 am-9:54 am

1 stop5h 39m

Chicago Midway

sex 12/5

6:40 pm-11:17 pm

1 stop3h 37m

$187

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

qua 12/3

5:15 am-9:54 am

1 stop5h 39m

Chicago Midway

dom 12/7

6:00 am-11:37 am

1 stop4h 37m

$187

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

sex 12/5

8:06 pm-11:47 pm

1 stop4h 41m

Chicago Midway

sáb 12/6

1:14 pm-5:40 pm

1 stop3h 26m

$187

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

qui 12/11

5:29 am-8:54 am

1 stop4h 25m

Chicago Midway

sáb 12/13

6:00 am-11:34 am

1 stop4h 34m

$187

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

ter 11/18

6:30 pm-7:35 pm

Nonstop2h 05m

Chicago Midway

qua 11/19

1:45 pm-4:30 pm

Nonstop1h 45m

$194

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

sáb 11/15

6:00 am-9:35 pm

2 stops16h 35m

Chicago Midway

seg 11/17

9:15 am-4:02 pm

1 stop5h 47m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 23 results
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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 October 24, 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, February is the cheapest month in which you can book a flight from Durham to Chicago Midway Airport (average of $131). Flying from Durham to Chicago Midway Airport in December is currently the most expensive (average of $233). 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 outubro 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 40% on flights from Durham to Chicago Midway Airport by exploring options for tickets in the evening.

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. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 outubro 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
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
Delta
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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
4,241 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

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 Durham to Midway. 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 Durham to Chicago Midway Airport?

    Southwest and Delta can get you from Durham to Chicago Midway Airport in just under 2h 05m. Your travel time can differ by up to 2h 20m. The distance between Durham and Chicago Midway Airport 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 Durham to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $79. While the most popular route (Raleigh-Durham - Chicago Midway) can be booked for $110 on average, our data indicates $262 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, February is the cheapest month in which you can book a flight from Durham to Chicago Midway Airport (average of $131). Flying from Durham to Chicago Midway Airport in December is currently the most expensive (average of $233). 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
Porter
Benton Harbor

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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 3 airlines flying from Durham to Midway

Discover the top 3 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 outubro 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$117Average$198FlexibilityNo cancel feeOn-time62%
DeltaCheapest$157Average$351FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$177Average$316FlexibilityNo cancel feeOn-time63%

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