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$99+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GSP
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$206
(Delta)

One-way from

$99
(Southwest)

Popular in

November

Cheapest in

July

Average price

$289
From Chicago Midway to Greenville
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One-way flight from Chicago Midway to Greenville
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Highest demand for flights based on searches. 11% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 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 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 September 17, 2025.

This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/275:34 pmMDW - GSP
1 stop5h 21mDelta
Wed 12/37:27 amGSP - MDW
1 stop6h 07mDelta
Deal found 9/16$206
This Delta deal was found by Cheapflights users on 9/17. 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 10/296:00 amMDW - GSP
1 stop5h 50mDelta
Sun 11/25:30 amGSP - MDW
1 stop5h 15mDelta
Deal found 9/17$213
This Delta deal was found by Cheapflights users on 9/17. 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 10/296:00 amMDW - GSP
1 stop5h 50mDelta
Tue 11/47:30 amGSP - MDW
1 stop5h 58mDelta
Deal found 9/17$218
This Southwest deal was found by Cheapflights users on 9/15. 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 12/209:40 pmMDW - GSP
1 stop11h 25mSouthwest
Sat 12/278:00 pmGSP - MDW
1 stop4h 20mSouthwest
Deal found 9/15$220
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:05 amMDW - GSP
1 stop9h 35mSouthwest
Sat 12/278:00 pmGSP - MDW
1 stop4h 20mSouthwest
Deal found 9/16$227
This Delta deal was found by Cheapflights users on 9/17. 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 10/76:00 amMDW - GSP
1 stop5h 47mDelta
Sat 10/115:16 pmGSP - MDW
1 stop5h 58mDelta
Deal found 9/17$232
This Southwest deal was found by Cheapflights users on 9/15. 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 12/2412:55 pmMDW - GSP
1 stop5h 55mSouthwest
Fri 12/264:20 pmGSP - MDW
1 stop9h 05mSouthwest
Deal found 9/15$233
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:40 pmMDW - GSP
1 stop11h 20mSouthwest
Sun 1/44:20 pmGSP - MDW
2 stops9h 25mSouthwest
Deal found 9/16$244

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 September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Greenville that are best for you.

Fly from

Midway

Fly to

Greenville

Route

Depart

Return

Price

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 11/27

5:34 pm-11:55 pm

1 stop5h 21m

Greenville

Wed 12/3

7:27 am-12:34 pm

1 stop6h 07m

$206

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Tue 10/7

6:00 am-12:47 pm

1 stop5h 47m

Greenville

Sat 10/11

5:16 pm-10:14 pm

1 stop5h 58m

$232

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 10/29

6:00 am-12:50 pm

1 stop5h 50m

Greenville

Sun 11/2

5:30 am-9:45 am

1 stop5h 15m

$234

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 12/10

6:00 am-11:16 am

1 stop4h 16m

Greenville

Sun 12/14

5:35 am-9:54 am

1 stop5h 19m

$258

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 9/20

4:25 pm-9:07 pm

1 stop3h 42m

Greenville

Tue 9/23

4:27 pm-9:36 pm

1 stop6h 09m

$263

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 11/7

5:09 pm-11:55 pm

1 stop5h 46m

Greenville

Sun 11/9

5:35 am-9:52 am

1 stop5h 17m

$265

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 12/10

7:00 am-2:30 pm

1 stop6h 30m

Greenville

Sun 12/14

4:15 pm-12:10 am

1 stop8h 55m

$275

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 9/20

4:25 pm-9:07 pm

1 stop3h 42m

Greenville

Thu 9/25

7:05 am-12:28 pm

1 stop6h 23m

$286

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 10/15

1:08 pm-5:50 pm

1 stop3h 42m

Greenville

Wed 10/22

5:36 pm-10:14 pm

1 stop5h 38m

$288

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 10/29

9:05 am-7:55 pm

2 stops9h 50m

Greenville

Mon 11/3

4:45 pm-9:05 pm

1 stop5h 20m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 18 results
1
2

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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Greenville (average of $321). Flying from Chicago Midway Airport to Greenville in March is currently the most expensive (average of $386). 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 MDW to GSP?

Find hourly flight availability from Midway to Greenville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Greenville at noon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the afternoon.

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 September 17, 2025.
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
8.0
Very good
7,961 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

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
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

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 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 Delta fly from Chicago Midway Airport to Greenville in about 5h 21m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 562 mi.

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

    According to our current data, Delta ($214), 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, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Greenville (average of $321). Flying from Chicago Midway Airport to Greenville in March is currently the most expensive (average of $386). 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
Simpsonville
Duncan
Seneca
Anderson

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$313FlexibilityNo cancel feeOn-timeN/A

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