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$144+ Cheap flights from Greensboro (GSO) 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Greensboro to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Greensboro (GSO) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 15, 2025.

Round-trip from

$224
(Delta)

One-way from

$144
(Delta)

Popular in

October

Cheapest in

August

Average price

$232
From Greensboro/H. Point to Chicago Midway
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One-way flight from Greensboro/H. Point to Chicago Midway
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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Greensboro to Midway

Cheapest flights from Greensboro to Midway
Explore the most affordable flight options available from Greensboro to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amGSO - MDW
1 stop4h 45mDelta
Tue 11/116:00 amMDW - GSO
1 stop4h 43mDelta
Deal found 9/13$224
This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 11/205:20 amGSO - MDW
1 stop5h 31mDelta
Sun 11/236:00 amMDW - GSO
1 stop4h 23mDelta
Deal found 9/14$229
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:00 pmGSO - MDW
1 stop5h 36mDelta
Tue 10/76:00 amMDW - GSO
1 stop7h 03mDelta
Deal found 9/13$239
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2710:18 amGSO - MDW
1 stop6h 08mDelta
Mon 9/2912:43 pmMDW - GSO
1 stop3h 56mDelta
Deal found 9/13$249
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:17 amGSO - MDW
1 stop3h 23mDelta
Mon 10/205:04 pmMDW - GSO
1 stop5h 52mDelta
Deal found 9/12$250
This Delta deal was found by Cheapflights users on 9/14. 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.
Sat 11/16:17 amGSO - MDW
1 stop3h 23mDelta
Mon 11/310:30 amMDW - GSO
1 stop3h 50mDelta
Deal found 9/14$254
This Delta deal was found by Cheapflights users on 9/14. 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.
Sat 10/115:30 pmGSO - MDW
1 stop5h 44mDelta
Sun 10/126:00 amMDW - GSO
1 stop5h 03mDelta
Deal found 9/14$258
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/39:11 pmGSO - MDW
1 stop14h 10mMultiple Airlines
Sun 10/510:13 amMDW - GSO
1 stop28h 17mMultiple Airlines
Deal found 9/14$262
This Delta deal was found by Cheapflights users on 9/14. 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 9/176:35 amGSO - MDW
1 stop4h 05mDelta
Sat 9/274:25 pmMDW - GSO
1 stop4h 23mDelta
Deal found 9/14$267
This Delta deal was found by Cheapflights users on 9/14. 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 11/195:20 amGSO - MDW
2 stops13h 48mDelta
Sun 11/235:34 pmMDW - GSO
1 stop5h 31mDelta
Deal found 9/14$272
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Fri 9/269:11 pmGSO - MDW
1 stop13h 40mMultiple Airlines
Sun 9/2810:13 amMDW - GSO
1 stop28h 17mMultiple Airlines
Deal found 9/13$275
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/225:00 pmGSO - MDW
1 stop5h 36mDelta
Mon 9/296:30 pmMDW - GSO
1 stop4h 29mDelta
Deal found 9/13$279

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greensboro 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 September 15, 2025.
Use the filters below to find and compare flights from Greensboro to Chicago Midway Airport that are best for you.

Fly from

Greensboro

Fly to

Midway

Route

Depart

Return

Price

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 11/6

6:00 am-9:45 am

1 stop4h 45m

Chicago Midway

Tue 11/11

6:00 am-11:43 am

1 stop4h 43m

$224

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 11/19

5:20 am-9:52 am

1 stop5h 32m

Chicago Midway

Sun 11/23

6:00 am-11:23 am

1 stop4h 23m

$224

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 11/20

5:20 am-9:51 am

1 stop5h 31m

Chicago Midway

Sun 11/23

6:00 am-11:23 am

1 stop4h 23m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 10/3

5:00 pm-9:36 pm

1 stop5h 36m

Chicago Midway

Tue 10/7

6:00 am-2:03 pm

1 stop7h 03m

$239

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 9/27

10:18 am-3:26 pm

1 stop6h 08m

Chicago Midway

Mon 9/29

12:43 pm-5:39 pm

1 stop3h 56m

$249

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 10/18

6:17 am-8:40 am

1 stop3h 23m

Chicago Midway

Mon 10/20

5:04 pm-11:56 pm

1 stop5h 52m

$250

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 11/1

6:17 am-8:40 am

1 stop3h 23m

Chicago Midway

Mon 11/3

10:30 am-3:20 pm

1 stop3h 50m

$254

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 10/11

5:30 pm-10:14 pm

1 stop5h 44m

Chicago Midway

Sun 10/12

6:00 am-12:03 pm

1 stop5h 03m

$258

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 9/17

5:30 am-9:40 am

1 stop5h 10m

Chicago Midway

Tue 9/23

6:00 am-11:18 am

1 stop4h 18m

$267

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 9/23

8:20 am-11:48 am

1 stop4h 28m

Chicago Midway

Sat 9/27

11:00 am-3:58 pm

1 stop3h 58m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 23 results
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2
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Best time to book a flight from Greensboro to Midway

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

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

Currently, April is the cheapest month in which you can book a flight from Greensboro to Chicago Midway Airport (average of $160). Flying from Greensboro 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 GSO to MDW?

Find hourly flight availability from Greensboro 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 September 15, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 29% on flights from Greensboro to Chicago Midway Airport by exploring options for tickets in the afternoon.

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 September 15, 2025.
Read reviews from past customers who have flown Delta from Greensboro to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

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

  • What airport do you fly from for flights from Greensboro to Chicago Midway?

    Most people fly from Greensboro/H. Point (GSO) if they book a flight from Greensboro to Chicago Midway. On average, Greensboro/H. Point has 0 outbound flights to Chicago Midway per day from 1 airline. Greensboro/H. Point is conveniently located just 8.4 mi from Greensboro’s city center.

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

    For as low as $224, Delta can have you in Chicago Midway Airport from Greensboro in 4h 45m. The distance between Greensboro and Chicago Midway Airport is about 574 mi.

  • What is the cheapest airline to fly from Greensboro to Chicago Midway Airport round-trip?

    Currently priced at $223, Delta will fly you from Greensboro to Chicago Midway Airport and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Users have found that Delta is 35% cheaper than the other options available to this destination.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Greensboro to Chicago Midway Airport (average of $160). Flying from Greensboro 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
Chesterton

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Top airline flying from Greensboro to Midway

Discover the top airline that operate flights from Greensboro 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$223Average$335FlexibilityNo cancel feeOn-timeN/A

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