$160+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — GSP
Oct 2 — Oct 91
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Greenville with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Greenville
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Cheapest flights from Midway to GreenvilleExplore 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 2, 2026.
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 2, 2026.
This Delta deal was found by Cheapflights users on 8/28. 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 10/36:05 am -
1 stop5h 45m
Tue 10/67:00 am -
1 stop5h 54m
Deal found 8/28![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/28. 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.
Wed 10/72:45 pm -
2 stops5h 20m
Sat 10/105:35 pm -
1 stop5h 10m
Deal found 8/28![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 9/1. 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 9/97:40 am -
1 stop3h 45m
Fri 9/116:55 pm -
1 stop4h 30m
Deal found 9/1![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 8/30. 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 11/46:00 am -
2 stops7h 10m
Wed 11/1111:20 am -
2 stops8h 05m
Deal found 8/30![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 9/1. 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.
Mon 10/196:30 pm -
1 stop3h 20m
Thu 10/228:25 am -
2 stops6h 00m
Deal found 9/1![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 8/29. 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.
Wed 9/161:00 pm -
1 stop6h 37m
Wed 9/235:00 pm -
1 stop6h 44m
Deal found 8/29![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 8/28. 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 9/105:55 am -
1 stop5h 35m
Wed 9/161:20 pm -
1 stop6h 25m
Deal found 8/28![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:45 pm -
2 stops5h 45m
Wed 9/231:20 pm -
1 stop6h 25m
Deal found 8/29![Southwest logo]()
$344
Best flights from Midway to GreenvilleDiscover carefully curated flight deals from Midway to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
Discover carefully curated flight deals from Midway to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
This Southwest deal was found by Cheapflights users on 8/30. 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 10/67:40 am -
1 stop4h 00m
Tue 10/67:20 pm -
1 stop3h 55m
Deal found 8/30![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 8/29. 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 10/196:04 am -
1 stop5h 56m
Sat 10/247:20 am -
1 stop6h 27m
Deal found 8/29![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/28. 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.
Wed 10/77:40 am -
1 stop4h 00m
Sat 10/105:35 pm -
1 stop5h 10m
Deal found 8/28![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 8/30. 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 10/34:30 pm -
1 stop5h 30m
Sat 10/1012:54 pm -
1 stop6h 06m
Deal found 8/30![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/28. 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.
Mon 10/126:30 pm -
1 stop3h 20m
Mon 10/198:40 pm -
1 stop4h 15m
Deal found 8/28![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 9/1. 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.
Mon 10/196:30 pm -
1 stop3h 20m
Thu 10/228:25 am -
2 stops6h 00m
Deal found 9/1![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 8/30. 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 10/11:00 pm -
1 stop5h 52m
Wed 10/77:20 am -
1 stop6h 27m
Deal found 8/30![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 8/31. 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.
Mon 11/26:30 pm -
1 stop3h 25m
Sun 11/88:50 pm -
1 stop4h 15m
Deal found 8/31![Southwest logo]()
$374
This KAYAK deal was found by Cheapflights users on 9/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:35 pm -
1 stop7h 20m
Fri 10/28:40 pm -
1 stop4h 15m
Deal found 9/1![Southwest logo]()
$399
This KAYAK deal was found by Cheapflights users on 9/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:35 pm -
1 stop7h 20m
Wed 9/301:20 pm -
2 stops7h 20m
Deal found 9/1![Southwest logo]()
$404
Last-minute flights from Midway to GreenvilleDiscover last-minute flight deals from Midway to Greenville. Data last updated September 2, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Greenville. Data last updated September 2, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/1. 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 9/97:40 am -
1 stop3h 45m
Fri 9/116:55 pm -
1 stop4h 30m
Deal found 9/1![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 8/28. 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 9/105:55 am -
1 stop5h 35m
Wed 9/161:20 pm -
1 stop6h 25m
Deal found 8/28![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 8/29. 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.
Wed 9/161:00 pm -
1 stop6h 37m
Wed 9/235:00 pm -
1 stop6h 44m
Deal found 8/29![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:45 pm -
2 stops5h 45m
Wed 9/231:20 pm -
1 stop6h 25m
Deal found 8/29![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 9/1. 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 9/2212:45 pm -
2 stops5h 45m
Fri 9/251:05 pm -
2 stops7h 25m
Deal found 9/1![Southwest logo]()
$329
This Delta deal was found by Cheapflights users on 8/28. 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 10/36:05 am -
1 stop5h 45m
Tue 10/67:00 am -
1 stop5h 54m
Deal found 8/28![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/28. 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.
Wed 10/72:45 pm -
2 stops5h 20m
Sat 10/105:35 pm -
1 stop5h 10m
Deal found 8/28![Southwest logo]()
$324
This Southwest deal was found by Cheapflights users on 9/1. 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.
Mon 10/196:30 pm -
1 stop3h 20m
Thu 10/228:25 am -
2 stops6h 00m
Deal found 9/1![Southwest logo]()
$334
One-way flights from Midway to GreenvilleSearch for one-way flight options from Midway to Greenville. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
Search for one-way flight options from Midway to Greenville. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
This Southwest deal was found by Cheapflights users on 8/30. 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 10/34:00 pm -
1 stop3h 35m
Deal found 8/30![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 9/2. 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 9/105:55 am -
1 stop5h 35m
Deal found 9/2![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 9/1. 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.
Mon 10/2611:05 am -
2 stops7h 55m
Deal found 9/1![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 9/1. 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 9/1710:30 am -
1 stop4h 35m
Deal found 9/1![Southwest logo]()
$180
This KAYAK deal was found by Cheapflights users on 9/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:00 pm -
1 stop3h 46m
Deal found 9/1![Delta logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/66:25 am -
2 stops36h 19m
Deal found 8/30![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 8/30. 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.
Mon 10/56:46 pm -
2 stops19h 43m
Deal found 8/30![Multiple Airlines logo]()
$195
This Southwest deal was found by Cheapflights users on 8/31. 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 11/215:25 am -
1 stop6h 50m
Deal found 8/31![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 8/31. 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 9/812:45 pm -
1 stop5h 45m
Deal found 8/31![Southwest logo]()
$202
This Southwest deal was found by Cheapflights users on 8/31. 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 9/2410:10 am -
2 stops7h 10m
Deal found 8/31![Southwest logo]()
$204
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 September 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Southwest) |
One-way from | $160 (Southwest) |
Popular in | May |
Cheapest in | January |
Average price | $314 |
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 7,457,451 searches. Data last updated September 2, 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
Cheapest round-trip
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Tue 10/6
7:40 am-12:40 pm
1 stop4h 00m
Greenville
Tue 10/6
7:20 pm-10:15 pm
1 stop3h 55m
$319
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 10/19
6:04 am-1:00 pm
1 stop5h 56m
Greenville
Sat 10/24
7:20 am-12:47 pm
1 stop6h 27m
$319
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Wed 10/7
7:40 am-12:40 pm
1 stop4h 00m
Greenville
Sat 10/10
5:35 pm-9:45 pm
1 stop5h 10m
$319
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Sat 10/3
4:30 pm-11:00 pm
1 stop5h 30m
Greenville
Sat 10/10
12:54 pm-6:00 pm
1 stop6h 06m
$319
Quickest round-trip
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 10/12
6:30 pm-10:50 pm
1 stop3h 20m
Greenville
Mon 10/19
8:40 pm-11:55 pm
1 stop4h 15m
$319
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 10/19
6:30 pm-10:50 pm
1 stop3h 20m
Greenville
Thu 10/22
8:25 am-1:25 pm
2 stops6h 00m
$334
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 11/2
6:30 pm-10:55 pm
1 stop3h 25m
Greenville
Sun 11/8
8:50 pm-12:05 am
1 stop4h 15m
$374
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Thu 10/1
1:00 pm-7:52 pm
1 stop5h 52m
Greenville
Wed 10/7
7:20 am-12:47 pm
1 stop6h 27m
$399
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Tue 9/29
12:35 pm-8:55 pm
1 stop7h 20m
Greenville
Fri 10/2
8:40 pm-11:55 pm
1 stop4h 15m
$399
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Tue 9/29
12:35 pm-8:55 pm
1 stop7h 20m
Greenville
Wed 9/30
1:20 pm-7:40 pm
2 stops7h 20m
$404
Showing 1-10 of 20 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
MDW-GSP
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.
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.
Traveling to a place near Greenville?
Book flights to Greenville if you plan to visit one of these locationsGreer
Simpsonville
Greenwood
Duncan
Anderson
Seneca
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