$132+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — MDW
Jul 16 — Jul 231
Round-trip
1 adult, Economy
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Find cheap flights from Durham to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Durham to Chicago Midway are usually found in October or January, booked 55 days in advance, depart on a Wednesday or Thursday and return on a Friday
Cheap flight deals from Durham to Midway
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Cheapest flights from Durham to MidwayExplore 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 June 16, 2026.
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 June 16, 2026.
This Southwest deal was found by Cheapflights users on 6/12. 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 8/412:15 pm
RDU
- MDW
1 stop8h 00m
Southwest
Wed 8/58:35 am
MDW
- RDU
Nonstop2h 00m
Southwest
Deal found 6/12![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 6/14. 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 8/266:25 pm
RDU
- MDW
Nonstop1h 55m
Southwest
Wed 9/212:45 pm
MDW
- RDU
2 stops5h 05m
Southwest
Deal found 6/14![Southwest logo]()
$248
This Frontier deal was found by Cheapflights users on 6/16. 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 7/161:21 pm
RDU
- MDW
1 stop8h 11m
Frontier
Sat 7/1812:11 pm
MDW
- RDU
1 stop10h 52m
Frontier
Deal found 6/16![Frontier logo]()
$249
This Travelocity deal was found by Cheapflights users on 6/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:54 pm
RDU
- MDW
1 stop10h 17m
Frontier
Sun 8/236:00 am
MDW
- RDU
1 stop4h 59m
Frontier
Deal found 6/11![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 10/84:05 pm
RDU
- MDW
1 stop6h 53m
Frontier
Wed 10/1412:03 pm
MDW
- RDU
1 stop11h 14m
Frontier
Deal found 6/15![Frontier logo]()
$251
This Southwest deal was found by Cheapflights users on 6/12. 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 7/217:40 am
RDU
- MDW
Nonstop1h 55m
Southwest
Tue 7/2810:10 am
MDW
- RDU
2 stops6h 20m
Southwest
Deal found 6/12![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 6/15. 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 8/41:25 pm
RDU
- MDW
Nonstop1h 50m
Southwest
Sat 8/87:40 am
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/15![Southwest logo]()
$253
This Frontier deal was found by Cheapflights users on 6/11. 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.
Thu 7/91:21 pm
RDU
- MDW
1 stop8h 11m
Frontier
Sat 7/1112:11 pm
MDW
- RDU
1 stop10h 52m
Frontier
Deal found 6/11![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Sat 7/116:15 am
RDU
- MDW
1 stop5h 52m
Frontier
Mon 7/136:05 am
MDW
- RDU
1 stop16h 59m
Frontier
Deal found 6/16![Frontier logo]()
$255
This Southwest deal was found by Cheapflights users on 6/15. 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.
Fri 7/37:35 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Wed 7/86:10 pm
MDW
- RDU
Nonstop2h 00m
Southwest
Deal found 6/15![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 7/145:33 am
RDU
- MDW
1 stop4h 40m
Delta
Tue 7/216:00 am
MDW
- RDU
1 stop4h 35m
Delta
Deal found 6/14![Delta logo]()
$257
This Expedia deal was found by Cheapflights users on 6/13. 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.
Sat 7/116:15 am
RDU
- MDW
1 stop5h 52m
Frontier
Sat 7/1812:11 pm
MDW
- RDU
1 stop10h 52m
Frontier
Deal found 6/13![Frontier logo]()
$258
Best flights from Durham to MidwayDiscover carefully curated flight deals from Durham to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
Discover carefully curated flight deals from Durham to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 16, 2026.
This Delta deal was found by Cheapflights users on 6/14. 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 8/196:15 pm
RDU
- MDW
1 stop5h 21m
Delta
Wed 8/2610:54 am
MDW
- RDU
1 stop4h 09m
Delta
Deal found 6/14![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 6/12. 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 8/41:45 pm
RDU
- MDW
1 stop6h 00m
Southwest
Wed 8/512:45 pm
MDW
- RDU
2 stops5h 05m
Southwest
Deal found 6/12![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:30 am
RDU
- MDW
Nonstop1h 50m
Southwest
Sat 8/227:40 am
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/11![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 6/12. 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.
Fri 7/312:45 pm
RDU
- MDW
1 stop7h 20m
Southwest
Tue 7/77:40 am
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/12![Southwest logo]()
$266
This Delta deal was found by Cheapflights users on 6/15. 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.
Sat 7/46:20 am
RDU
- MDW
1 stop4h 49m
Delta
Sat 7/44:25 pm
MDW
- RDU
1 stop5h 23m
Delta
Deal found 6/15![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 6/15. 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.
Sat 7/43:50 pm
RDU
- MDW
Nonstop2h 05m
Southwest
Wed 7/83:10 pm
MDW
- RDU
1 stop6h 10m
Southwest
Deal found 6/15![Southwest logo]()
$266
This Southwest deal was found by Cheapflights users on 6/15. 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 7/297:00 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Tue 8/42:40 pm
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/15![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 6/13. 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.
Thu 10/226:25 pm
RDU
- MDW
1 stop6h 45m
Southwest
Mon 10/267:50 am
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/13![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 6/15. 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.
Fri 8/75:05 pm
RDU
- MDW
1 stop5h 55m
Southwest
Tue 8/112:40 pm
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/15![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/74:50 pm
RDU
- MDW
2 stops7h 30m
Southwest
Mon 8/108:50 am
MDW
- RDU
Nonstop2h 00m
Southwest
Deal found 6/11![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:20 pm
RDU
- MDW
1 stop3h 50m
Southwest
Sat 7/47:50 am
MDW
- RDU
2 stops11h 35m
Southwest
Deal found 6/11![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 6/14. 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.
Sat 8/87:30 am
RDU
- MDW
Nonstop1h 50m
Southwest
Sun 8/98:05 am
MDW
- RDU
Nonstop2h 00m
Southwest
Deal found 6/14![Southwest logo]()
$303
Last-minute flights from Durham to MidwayDiscover last-minute flight deals from Durham to Midway. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Durham to Midway. Data last updated June 16, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/12. 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.
Fri 7/37:35 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Tue 7/77:40 am
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/12![Southwest logo]()
$256
This Frontier deal was found by Cheapflights users on 6/11. 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.
Sat 7/411:47 am
RDU
- MDW
1 stop11h 24m
Frontier
Wed 7/812:11 pm
MDW
- RDU
1 stop10h 53m
Frontier
Deal found 6/11![Frontier logo]()
$249
This Southwest deal was found by Cheapflights users on 6/12. 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 7/87:40 am
RDU
- MDW
Nonstop1h 55m
Southwest
Wed 7/1512:05 pm
MDW
- RDU
1 stop4h 25m
Southwest
Deal found 6/12![Southwest logo]()
$247
This Frontier deal was found by Cheapflights users on 6/11. 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.
Thu 7/91:21 pm
RDU
- MDW
1 stop8h 11m
Frontier
Sat 7/1112:11 pm
MDW
- RDU
1 stop10h 52m
Frontier
Deal found 6/11![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Thu 7/96:15 am
RDU
- MDW
1 stop16h 48m
Frontier
Mon 7/136:05 am
MDW
- RDU
1 stop16h 59m
Frontier
Deal found 6/11![Frontier logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Fri 7/1012:04 pm
RDU
- MDW
1 stop24h 03m
Frontier
Wed 7/156:05 am
MDW
- RDU
1 stop16h 59m
Frontier
Deal found 6/11![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Sat 7/116:15 am
RDU
- MDW
1 stop5h 52m
Frontier
Mon 7/136:05 am
MDW
- RDU
1 stop16h 59m
Frontier
Deal found 6/16![Frontier logo]()
$255
This Expedia deal was found by Cheapflights users on 6/13. 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.
Sat 7/116:15 am
RDU
- MDW
1 stop5h 52m
Frontier
Sat 7/1812:11 pm
MDW
- RDU
1 stop10h 52m
Frontier
Deal found 6/13![Frontier logo]()
$258
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 7/145:33 am
RDU
- MDW
1 stop4h 40m
Delta
Tue 7/216:00 am
MDW
- RDU
1 stop4h 35m
Delta
Deal found 6/14![Delta logo]()
$257
This Frontier deal was found by Cheapflights users on 6/11. 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.
Tue 7/146:15 am
RDU
- MDW
1 stop5h 52m
Frontier
Sat 7/1812:11 pm
MDW
- RDU
1 stop10h 52m
Frontier
Deal found 6/11![Frontier logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sat 7/186:15 am
RDU
- MDW
1 stop5h 52m
Frontier
Tue 7/216:05 am
MDW
- RDU
1 stop16h 59m
Frontier
Deal found 6/11![Frontier logo]()
$259
This Southwest deal was found by Cheapflights users on 6/12. 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 7/217:40 am
RDU
- MDW
Nonstop1h 55m
Southwest
Tue 7/2810:10 am
MDW
- RDU
2 stops6h 20m
Southwest
Deal found 6/12![Southwest logo]()
$252
One-way flights from Durham to MidwaySearch for one-way flight options from Durham to Midway. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
Search for one-way flight options from Durham to Midway. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This Super.com deal was found by Cheapflights users on 6/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:21 pm
RDU
- MDW
1 stop8h 11m
Frontier
Deal found 6/11![Frontier logo]()
$132
This Super.com deal was found by Cheapflights users on 6/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:21 pm
RDU
- MDW
1 stop8h 11m
Frontier
Deal found 6/13![Frontier logo]()
$133
This Southwest deal was found by Cheapflights users on 6/13. 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.
Mon 8/106:45 pm
RDU
- MDW
Nonstop1h 55m
Southwest
Deal found 6/13![Southwest logo]()
$135
This Southwest deal was found by Cheapflights users on 6/12. 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.
Fri 7/37:35 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Deal found 6/12![Southwest logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Tue 8/116:15 am
RDU
- MDW
2 stops11h 36m
Frontier
Deal found 6/11![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 10/224:05 pm
RDU
- MDW
1 stop19h 53m
Frontier
Deal found 6/15![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Fri 7/106:15 am
RDU
- MDW
1 stop29h 52m
Frontier
Deal found 6/11![Frontier logo]()
$141
This Frontier deal was found by Cheapflights users on 6/11. 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.
Sat 8/16:15 am
RDU
- MDW
1 stop5h 52m
Frontier
Deal found 6/11![Frontier logo]()
$142
This Trip.com deal was found by Cheapflights users on 6/12. 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.
Mon 7/2012:04 pm
RDU
- MDW
1 stop10h 59m
Frontier
Deal found 6/12![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 6/13. 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.
Sun 8/96:14 pm
RDU
- MDW
1 stop16h 37m
Frontier
Deal found 6/13![Frontier logo]()
$145
This Super.com deal was found by Cheapflights users on 6/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/236:15 am
RDU
- MDW
1 stop5h 57m
Frontier
Deal found 6/12![Frontier logo]()
$146
Find flight deals from Durham to Midway
Keep the following information in mind while searching for Durham to Midway flight deals. Data was last updated June 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $247 (Southwest) |
One-way from | $132 (Super.com) |
Popular in | February |
Cheapest in | October |
Average price | $366 |
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 June 16, 2026.
Use the filters below to find and compare flights from Durham to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Wed 8/19
6:15 pm-10:36 pm
1 stop5h 21m
Chicago Midway
Wed 8/26
10:54 am-4:03 pm
1 stop4h 09m
$257
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Tue 8/4
1:45 pm-6:45 pm
1 stop6h 00m
Chicago Midway
Wed 8/5
12:45 pm-6:50 pm
2 stops5h 05m
$258
Quickest round-trip
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 8/15
7:30 am-8:20 am
Nonstop1h 50m
Chicago Midway
Sat 8/22
7:40 am-10:35 am
Nonstop1h 55m
$261
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Fri 7/3
12:45 pm-7:05 pm
1 stop7h 20m
Chicago Midway
Tue 7/7
7:40 am-10:35 am
Nonstop1h 55m
$266
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 7/4
3:50 pm-4:55 pm
Nonstop2h 05m
Chicago Midway
Wed 7/8
3:10 pm-10:20 pm
1 stop6h 10m
$266
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Wed 7/29
7:00 pm-8:00 pm
Nonstop2h 00m
Chicago Midway
Tue 8/4
2:40 pm-5:35 pm
Nonstop1h 55m
$277
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Thu 10/22
6:25 pm-12:10 am
1 stop6h 45m
Chicago Midway
Mon 10/26
7:50 am-10:45 am
Nonstop1h 55m
$279
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 7/4
6:20 am-10:09 am
1 stop4h 49m
Chicago Midway
Sat 7/4
4:25 pm-10:48 pm
1 stop5h 23m
$295
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Fri 8/7
5:05 pm-10:00 pm
1 stop5h 55m
Chicago Midway
Tue 8/11
2:40 pm-5:35 pm
Nonstop1h 55m
$297
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Fri 8/7
4:50 pm-11:20 pm
2 stops7h 30m
Chicago Midway
Mon 8/10
8:50 am-11:50 am
Nonstop2h 00m
$299
Showing 1-10 of 21 resultsSorted by cheapest first
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.
RDU-MDW
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
DU8-MDW
RDU-MDW
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 June 16, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 21% on flights from Durham to Chicago Midway Airport by exploring options for tickets in the afternoon.
How much does it cost to fly round-trip from Durham to Chicago Midway Airport?
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 June 13, 2026.
Travelers seeking maximum savings on their Durham to Chicago Midway Airport flight should consider departing on Monday 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 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 June 16, 2026.
Read through reviews of airlines operating flights from Durham to Chicago Midway Airport, such as Southwest and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
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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.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Durham to Midway by cabin class
Find flights from Durham to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 16, 2026.
Durham and Midway flights
Browse other Durham and Midway flight options. Last updated on June 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Durham to Midway flights
Consider these flights traveling from Durham to Midway.
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 June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$222 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$321 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$249 | Average$338 | FlexibilityNo cancel fee | On-timeN/A |