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$108+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GSP
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$222
(Delta)

One-way from

$108
(Delta)

Popular in

November

Cheapest in

January

Average price

$333
Provider with most accurate pricing for Chicago Midway-Greenville flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Greenville flights.
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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. 10% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 30, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:50 amMDW - GSP
1 stop6h 25mSouthwest
Mon 12/87:40 amGSP - MDW
2 stops6h 20mSouthwest
Deal found 10/28$220
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 12/25:13 pmMDW - GSP
1 stop5h 27mDelta
Sun 12/76:45 amGSP - MDW
1 stop6h 10mDelta
Deal found 10/29$222
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 11/196:00 amMDW - GSP
1 stop6h 10mDelta
Sat 11/227:27 amGSP - MDW
1 stop6h 19mDelta
Deal found 10/28$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.
Wed 12/105:29 pmMDW - GSP
1 stop5h 11mDelta
Sun 12/146:45 amGSP - MDW
1 stop4h 09mDelta
Deal found 10/28$244
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 11/256:00 amMDW - GSP
1 stop6h 10mDelta
Tue 12/27:36 pmGSP - MDW
1 stop5h 11mDelta
Deal found 10/29$251
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.
Mon 11/246:00 amMDW - GSP
1 stop6h 10mDelta
Thu 11/271:58 pmGSP - MDW
1 stop3h 41mDelta
Deal found 10/29$258
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 11/126:00 amMDW - GSP
1 stop6h 10mDelta
Sun 11/167:27 amGSP - MDW
1 stop6h 07mDelta
Deal found 10/28$269
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.
Tue 10/285:04 pmMDW - GSP
1 stop5h 51mDelta
Sat 11/17:05 amGSP - MDW
1 stop3h 40mDelta
Deal found 10/28$273
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:14 amMDW - GSP
2 stops30h 51mMultiple Airlines
Mon 12/298:03 pmGSP - MDW
1 stop26h 55mMultiple Airlines
Deal found 10/29$276
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.
Sat 11/84:23 pmMDW - GSP
1 stop6h 32mDelta
Tue 11/116:45 amGSP - MDW
1 stop4h 07mDelta
Deal found 10/28$281
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:00 amMDW - GSP
1 stop6h 30mSouthwest
Sun 12/148:00 amGSP - MDW
2 stops8h 40mSouthwest
Deal found 10/28$282

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 October 30, 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

Sat 12/6

5:50 am-1:15 pm

1 stop6h 25m

Greenville

Mon 12/8

7:40 am-1:00 pm

2 stops6h 20m

$220

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 12/11

7:00 am-2:30 pm

1 stop6h 30m

Greenville

Sun 12/14

4:15 pm-9:50 pm

1 stop6h 35m

$222

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 11/27

5:34 pm-11:45 pm

1 stop5h 11m

Greenville

Thu 12/4

7:25 am-12:34 pm

1 stop6h 09m

$229

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 12/5

5:13 pm-11:40 pm

1 stop5h 27m

Greenville

Sun 12/7

6:45 am-9:54 am

1 stop4h 09m

$229

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 12/10

5:29 pm-11:40 pm

1 stop5h 11m

Greenville

Sun 12/14

6:45 am-9:54 am

1 stop4h 09m

$244

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 1/17

8:40 am-3:35 pm

1 stop5h 55m

Greenville

Sat 1/24

7:45 am-1:40 pm

2 stops6h 55m

$247

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Mon 12/8

5:29 pm-10:33 pm

1 stop4h 04m

Greenville

Fri 12/12

6:45 am-11:55 am

1 stop6h 10m

$251

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Tue 12/23

6:14 am-2:05 pm

2 stops30h 51m

Greenville

Mon 12/29

8:03 pm-9:58 pm

1 stop26h 55m

$276

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sun 1/11

10:30 am-6:00 pm

1 stop6h 30m

Greenville

Sat 1/17

10:50 am-7:05 pm

2 stops9h 15m

$284

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 12/3

5:29 pm-11:40 pm

1 stop5h 11m

$108

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 19 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Greenville flight deals on Cheapflights vs. eDreams >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 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 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, June is the cheapest month in which you can book a flight from Chicago Midway Airport to Greenville (average of $62). Flying from Chicago Midway Airport to Greenville in January is currently the most expensive (average of $270). 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Greenville in the evening. If you’re flexible enough to do this you can expect to save up to 48% 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 October 30, 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
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

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 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 11m. The time it takes to get you to your destination can typically vary by up to 1h 14m. 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 ($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, June is the cheapest month in which you can book a flight from Chicago Midway Airport to Greenville (average of $62). Flying from Chicago Midway Airport to Greenville in January is currently the most expensive (average of $270). 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
Greer
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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$306FlexibilityNo cancel feeOn-timeN/A

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