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$132+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — MDW
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:30 pmGSO - MDW
1 stop4h 48mDelta
Sun 12/76:00 amMDW - GSO
1 stop4h 23mDelta
Deal found 10/27$229
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:55 pmGSO - MDW
1 stop5h 45mDelta
Sun 11/166:00 amMDW - GSO
1 stop6h 40mDelta
Deal found 10/28$269
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:04 amGSO - MDW
1 stop5h 48mDelta
Sat 11/156:00 amMDW - GSO
1 stop6h 40mDelta
Deal found 10/29$283
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2412:28 pmGSO - MDW
1 stop5h 11mDelta
Mon 12/16:00 amMDW - GSO
1 stop4h 23mDelta
Deal found 10/26$284
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:00 amGSO - MDW
1 stop3h 54mDelta
Thu 12/49:34 amMDW - GSO
1 stop5h 53mDelta
Deal found 10/28$287
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:05 pmGSO - MDW
1 stop7h 09mDelta
Sun 11/25:04 pmMDW - GSO
1 stop5h 52mDelta
Deal found 10/28$289
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/512:58 pmGSO - MDW
1 stop4h 17mDelta
Sun 11/96:00 amMDW - GSO
1 stop4h 23mDelta
Deal found 10/28$298
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/74:05 pmGSO - MDW
1 stop7h 09mDelta
Tue 11/116:00 amMDW - GSO
1 stop4h 43mDelta
Deal found 10/28$304
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:17 amGSO - MDW
1 stop3h 23mDelta
Mon 11/36:23 pmMDW - GSO
1 stop3h 43mDelta
Deal found 10/29$309
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/74:05 pmGSO - MDW
1 stop7h 09mDelta
Mon 11/106:00 amMDW - GSO
1 stop6h 40mDelta
Deal found 10/28$339
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.
Fri 11/149:11 pmGSO - MDW
1 stop14h 15mMultiple Airlines
Sun 11/1610:12 amMDW - GSO
1 stop28h 18mMultiple Airlines
Deal found 10/28$342

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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$219
(Delta)

One-way from

$132
(Kiwi.com)

Popular in

October

Cheapest in

August

Average price

$532
Provider with most accurate pricing for Greensboro/H. Point-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Greensboro/H. Point-Chicago Midway flights.
Search Deals
From Greensboro/H. Point to Chicago Midway
Search Deals
One-way flight from Greensboro/H. Point to Chicago Midway
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($6 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($20 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 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 October 29, 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

Sat 2/7

10:28 am-3:40 pm

1 stop6h 12m

Chicago Midway

Tue 2/10

6:35 pm-11:16 pm

1 stop3h 41m

$219

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 2/28

6:05 am-8:50 am

1 stop3h 45m

Chicago Midway

Sun 3/1

9:30 am-4:34 pm

1 stop6h 04m

$250

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 11/11

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Sat 11/15

9:32 am-2:36 pm

1 stop4h 04m

$269

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Mon 11/24

12:28 pm-4:39 pm

1 stop5h 11m

Chicago Midway

Mon 12/1

6:00 am-11:23 am

1 stop4h 23m

$284

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 12/3

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Thu 12/4

9:34 am-4:27 pm

1 stop5h 53m

$287

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 3/3

12:30 pm-4:25 pm

1 stop4h 55m

Chicago Midway

Wed 3/4

6:00 am-11:25 am

1 stop4h 25m

$287

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Mon 11/10

6:55 pm-11:40 pm

1 stop5h 45m

Chicago Midway

Sat 11/15

9:32 am-2:36 pm

1 stop4h 04m

$304

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Mon 12/15

9:11 pm-8:46 am

2 stops36h 35m

$132

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 11/21

6:00 am-8:54 am

1 stop3h 54m

$144

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sun 2/22

6:55 am-9:56 am

1 stop4h 01m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 18 results
1
2

Compare providers for flights from Greensboro to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Greensboro to Midway in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Greensboro-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Greensboro-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Greensboro-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Greensboro-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Greensboro-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, March is the cheapest month in which you can book a flight from Greensboro to Chicago Midway Airport (average of $77). Flying from Greensboro to Chicago Midway Airport in January is currently the most expensive (average of $185). 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 October 29, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 58% on flights from Greensboro to Chicago Midway Airport by exploring options for tickets in the evening.

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 October 29, 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
7.9
Good
7,992 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $219, Delta can have you in Chicago Midway Airport from Greensboro in 6h 12m. 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 33% 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, March is the cheapest month in which you can book a flight from Greensboro to Chicago Midway Airport (average of $77). Flying from Greensboro to Chicago Midway Airport in January is currently the most expensive (average of $185). 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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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$223Average$325FlexibilityNo cancel feeOn-timeN/A

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