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Midway

$150+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — MDW
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 January 27, 2026.

This Delta deal was found by Cheapflights users on 1/26. 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.
Sat 4/116:35 am
GSO
-
MDW
1 stop4h 21m
Delta
Tue 4/1412:53 pm
MDW
-
GSO
1 stop5h 20m
Delta
Deal found 1/26$229
This Delta deal was found by Cheapflights users on 1/26. 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.
Sat 2/146:00 am
GSO
-
MDW
1 stop3h 54m
Delta
Mon 2/169:34 am
MDW
-
GSO
1 stop6h 02m
Delta
Deal found 1/26$249
This Delta deal was found by Cheapflights users on 1/26. 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.
Thu 3/266:10 am
GSO
-
MDW
1 stop3h 43m
Delta
Tue 3/316:07 pm
MDW
-
GSO
1 stop4h 52m
Delta
Deal found 1/26$254
This Delta deal was found by Cheapflights users on 1/26. 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.
Sat 2/75:20 am
GSO
-
MDW
1 stop5h 33m
Delta
Wed 2/116:00 am
MDW
-
GSO
1 stop4h 51m
Delta
Deal found 1/26$293
This Delta deal was found by Cheapflights users on 1/26. 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.
Wed 2/185:22 am
GSO
-
MDW
1 stop5h 32m
Delta
Fri 2/206:40 pm
MDW
-
GSO
1 stop4h 15m
Delta
Deal found 1/26$307
This Delta deal was found by Cheapflights users on 1/26. 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.
Tue 2/312:40 pm
GSO
-
MDW
1 stop5h 49m
Delta
Sat 2/710:53 am
MDW
-
GSO
1 stop4h 37m
Delta
Deal found 1/26$317
This Delta deal was found by Cheapflights users on 1/26. 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.
Thu 2/512:40 pm
GSO
-
MDW
1 stop5h 49m
Delta
Sat 2/710:53 am
MDW
-
GSO
1 stop7h 01m
Delta
Deal found 1/26$328
This Delta deal was found by Cheapflights users on 1/25. 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 3/25:19 pm
GSO
-
MDW
1 stop6h 12m
Delta
Thu 3/512:45 pm
MDW
-
GSO
1 stop7h 01m
Delta
Deal found 1/25$333
This Delta deal was found by Cheapflights users on 1/26. 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.
Sat 6/65:15 pm
GSO
-
MDW
1 stop5h 30m
Delta
Mon 6/85:25 pm
MDW
-
GSO
1 stop5h 32m
Delta
Deal found 1/26$349
This Delta deal was found by Cheapflights users on 1/26. 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.
Fri 1/305:20 am
GSO
-
MDW
1 stop5h 33m
Delta
Sat 1/314:30 pm
MDW
-
GSO
1 stop3h 52m
Delta
Deal found 1/26$353
This Delta deal was found by Cheapflights users on 1/26. 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.
Fri 6/56:15 am
GSO
-
MDW
1 stop3h 27m
Delta
Fri 6/55:59 pm
MDW
-
GSO
1 stop3h 57m
Delta
Deal found 1/26$363

Find 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(Delta)

One-way from

$150
(Kiwi.com)

Popular in

January

Cheapest in

August

Average price

$548
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. 15% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 27, 2026.
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 4/11

6:10 am-8:53 am

1 stop3h 43m

Chicago Midway

Tue 4/14

6:00 am-2:11 pm

1 stop7h 11m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 5/6

6:00 pm-10:28 pm

1 stop5h 28m

Chicago Midway

Sun 5/10

5:59 pm-10:56 pm

1 stop3h 57m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 4/11

10:11 am-3:25 pm

1 stop6h 14m

Chicago Midway

Mon 4/13

10:43 am-5:13 pm

1 stop5h 30m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 4/18

7:15 am-12:43 pm

1 stop6h 28m

Chicago Midway

Sat 4/25

10:43 am-5:13 pm

1 stop5h 30m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 5/6

4:55 pm-10:28 pm

1 stop6h 33m

Chicago Midway

Sat 5/9

10:35 am-6:02 pm

1 stop6h 27m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 7/14

12:35 pm-6:31 pm

1 stop6h 56m

Chicago Midway

Sat 7/18

4:30 pm-11:57 pm

1 stop6h 27m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 2/26

5:22 am-9:54 am

1 stop5h 32m

Chicago Midway

Sun 3/1

6:20 pm-11:14 pm

1 stop3h 54m

$229

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 2/27

10:01 pm-2:55 pm

1 stop17h 54m

$150

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 4/23

7:15 am-12:43 pm

1 stop6h 28m

$154

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Mon 2/16

5:22 am-9:54 am

1 stop5h 32m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 15 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Greensboro-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 December is currently the most expensive (average of $217). 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.

How much does it cost to fly round-trip from Greensboro to Chicago Midway Airport?

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 January 27, 2026.
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
8,118 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,118 reviews
Delta
7.9
Good
8,118 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $229, Delta can have you in Chicago Midway Airport from Greensboro in 3h 43m. 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 $196, 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 38% 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 December is currently the most expensive (average of $217). 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
Lansing
Merrillville
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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$196Average$328FlexibilityNo cancel feeOn-timeN/A

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