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$93+ Cheap flights from Midway (MDW) to Greenville (GSP)

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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GSP
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
1 adult, Economy
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Cheap flight deals from Midway to Greenville

Cheapest flights from Midway to Greenville
Explore the most affordable flight options available from Midway to Greenville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.

This Southwest deal was found by Cheapflights users on 3/18. 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 4/157:00 am
MDW
-
GSP
1 stop5h 10m
Southwest
Wed 4/225:05 pm
GSP
-
MDW
1 stop6h 10m
Southwest
Deal found 3/18$269
This Delta deal was found by Cheapflights users on 3/19. 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 4/156:00 am
MDW
-
GSP
1 stop5h 21m
Delta
Sat 4/185:50 pm
GSP
-
MDW
1 stop5h 38m
Delta
Deal found 3/19$272
This Southwest deal was found by Cheapflights users on 3/22. 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 5/169:10 am
MDW
-
GSP
1 stop6h 25m
Southwest
Tue 5/191:55 pm
GSP
-
MDW
1 stop6h 35m
Southwest
Deal found 3/22$275
This Southwest deal was found by Cheapflights users on 3/20. 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 5/29:15 am
MDW
-
GSP
2 stops10h 25m
Southwest
Wed 5/65:05 pm
GSP
-
MDW
1 stop6h 10m
Southwest
Deal found 3/20$277
This Southwest deal was found by Cheapflights users on 3/18. 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 4/143:00 pm
MDW
-
GSP
1 stop5h 40m
Southwest
Fri 4/176:25 pm
GSP
-
MDW
1 stop3h 35m
Southwest
Deal found 3/18$279
This Delta deal was found by Cheapflights users on 3/20. 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 6/46:23 am
MDW
-
GSP
1 stop4h 45m
Delta
Sat 6/612:40 pm
GSP
-
MDW
1 stop6h 53m
Delta
Deal found 3/20$282
This Southwest deal was found by Cheapflights users on 3/18. 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 4/259:15 am
MDW
-
GSP
2 stops10h 25m
Southwest
Mon 4/276:25 pm
GSP
-
MDW
1 stop3h 35m
Southwest
Deal found 3/18$287

Find flight deals from Midway to Greenville

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Greenville (GSP). 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 March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Southwest)

One-way from

$93
(Southwest)

Popular in

May

Cheapest in

January

Average price

$332
Provider with most accurate pricing for Chicago Midway-Greenville flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Greenville flights.
Search Deals
From Chicago Midway to Greenville
Search Deals
One-way flight from Chicago Midway to Greenville
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($8 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 March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Greenville 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 March 23, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Greenville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sun 4/19

5:15 am-1:10 pm

1 stop6h 55m

Greenville

Tue 4/21

1:55 pm-7:30 pm

1 stop6h 35m

$279

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 5/22

5:10 pm-11:43 pm

1 stop5h 33m

Greenville

Mon 5/25

7:20 am-12:42 pm

1 stop6h 22m

$314

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 4/3

6:25 pm-10:45 pm

1 stop3h 20m

Greenville

Mon 4/6

6:25 pm-12:05 am

1 stop6h 40m

$324

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 4/15

6:00 am-12:21 pm

1 stop5h 21m

Greenville

Sat 4/18

5:50 pm-10:28 pm

1 stop5h 38m

$324

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 4/10

3:50 pm-10:15 pm

1 stop5h 25m

Greenville

Sun 4/12

6:30 am-10:15 am

1 stop4h 45m

$344

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 6/27

1:15 pm-10:50 pm

2 stops8h 35m

Greenville

Tue 6/30

8:25 am-5:05 pm

2 stops9h 40m

$347
Quickest round-trip

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 4/23

5:55 pm-10:15 pm

1 stop3h 20m

Greenville

Sun 4/26

7:05 pm-12:20 am

1 stop6h 15m

$363
Cheapest one-way

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Tue 4/28

9:50 am-4:20 pm

1 stop5h 30m

$93

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 4/15

9:50 am-4:20 pm

1 stop5h 30m

$135

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 5/16

2:15 pm-8:40 pm

1 stop5h 25m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Greenville

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 Midway to Greenville in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Chicago Midway Airport-Greenville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Greenville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Greenville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Greenville 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 Chicago Midway Airport-Greenville 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 Midway to Greenville

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

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

Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Greenville (average of $106). Flying from Chicago Midway Airport to Greenville in June is currently the most expensive (average of $257). 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.

Reviews of airlines servicing Greenville

Get insights into the airlines that provide service to Greenville. 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 Greenville. Reviews last updated March 23, 2026.
Peruse reviews from past customers who have flown with Delta from Chicago Midway Airport to Greenville to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,319 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

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
8,319 reviews
Delta
7.9
Good
8,319 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

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 Midway to Greenville. 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 into for flights to Greenville from Chicago Midway?

    If you book a flight to Greenville from Chicago Midway, you will be flying to Greenville, which is the city’s only airport. Greenville (GSP) is located 10.4 mi from the center of Greenville. There are 0 flights from Chicago Midway to Greenville per day from 1 airline.

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

    Airlines like Southwest and Delta fly from Chicago Midway Airport to Greenville in about 5h 33m. The time it takes to get you to your destination can typically vary by up to 1h 22m. Airlines will cover a distance of 562 mi. This flight may include one or multiple stops.

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

    According to our current data, Delta ($118), offers the cheapest pricing from Chicago Midway Airport to Greenville.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Greenville (average of $106). Flying from Chicago Midway Airport to Greenville in June is currently the most expensive (average of $257). 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 Greenville?

Book flights to Greenville if you plan to visit one of these locations
Greer
Simpsonville
Duncan
Seneca
Anderson

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Midway to Greenville

Discover the top airline that operate flights from Midway to Greenville. 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 March 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$305FlexibilityNo cancel feeOn-timeN/A

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