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Cheap flights from Chicago Midway Airport to Greenville from $93

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Greenville departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Greenville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
8:00 am - 12:30 pm
MDW
-
GSP
3h 30m
1 stop
Southwest Logo
7:00 am - 11:00 am
GSP
-
MDW
5h 00m
1 stop
$189Southwest
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
8:00 am - 12:30 pm
MDW
-
GSP
3h 30m
1 stop
Southwest Logo
8:40 am - 2:55 pm
GSP
-
MDW
7h 15m
2 stops
$194Southwest
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
6:30 am - 4:45 pm
MDW
-
GSP
9h 15m
2 stops
Southwest Logo
5:30 pm - 8:10 pm
GSP
-
MDW
3h 40m
1 stop
$199Southwest
Tue, Aug 4 - Wed, Aug 5
Southwest Logo
5:55 am - 12:30 pm
MDW
-
GSP
5h 35m
1 stop
Southwest Logo
4:40 pm - 9:00 pm
GSP
-
MDW
5h 20m
1 stop
$203Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
6:30 am - 4:45 pm
MDW
-
GSP
9h 15m
2 stops
Southwest Logo
1:20 pm - 8:10 pm
GSP
-
MDW
7h 50m
2 stops
$204Southwest
Tue, Aug 4 - Wed, Aug 5
Southwest Logo
5:55 am - 12:30 pm
MDW
-
GSP
5h 35m
1 stop
Southwest Logo
1:05 pm - 7:30 pm
GSP
-
MDW
7h 25m
2 stops
$208Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
8:45 am - 4:05 pm
MDW
-
GSP
6h 20m
2 stops
Southwest Logo
8:40 am - 2:55 pm
GSP
-
MDW
7h 15m
2 stops
$209Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
10:25 am - 6:20 pm
MDW
-
GSP
6h 55m
2 stops
Southwest Logo
4:40 pm - 10:20 pm
GSP
-
MDW
6h 40m
2 stops
$213Southwest
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
7:25 am - 6:20 pm
MDW
-
GSP
9h 55m
2 stops
Southwest Logo
12:55 pm - 8:30 pm
GSP
-
MDW
8h 35m
1 stop
$214Southwest
Thu, Aug 13 - Sat, Aug 15
Southwest Logo
5:55 am - 12:30 pm
MDW
-
GSP
5h 35m
1 stop
Southwest Logo
4:40 pm - 9:00 pm
GSP
-
MDW
5h 20m
1 stop
$217Southwest
Fri, Aug 7 - Mon, Aug 10

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Southwest flights from Chicago Midway Airport to Greenville

Our best Southwest deals on Chicago Midway Airport to Greenville flight tickets
Southwest
Aug 24
MDW8:00 amChicago Midway
3h 30m
1 stop
GSP12:30 pmGreenville
Aug 31
GSP7:00 amGreenville
5h 00m
1 stop
MDW11:00 amChicago Midway
$189
Southwest
Aug 24
MDW8:00 amChicago Midway
3h 30m
1 stop
GSP12:30 pmGreenville
Aug 31
GSP8:40 amGreenville
7h 15m
2 stops
MDW2:55 pmChicago Midway
$194
Southwest
Aug 4
MDW6:30 amChicago Midway
9h 15m
2 stops
GSP4:45 pmGreenville
Aug 5
GSP5:30 pmGreenville
3h 40m
1 stop
MDW8:10 pmChicago Midway
$199

Delta flights from Chicago Midway Airport to Greenville

Our best Delta deals on Chicago Midway Airport to Greenville flight tickets
Delta
Aug 8
MDW4:39 pmChicago Midway
4h 51m
1 stop
GSP10:30 pmGreenville
Aug 9
GSP6:55 amGreenville
5h 56m
1 stop
MDW11:51 amChicago Midway
$289
Delta
Jul 22
MDW6:00 amChicago Midway
5h 14m
1 stop
GSP12:14 pmGreenville
Jul 29
GSP7:10 amGreenville
6h 28m
1 stop
MDW12:38 pmChicago Midway
$354
Delta
Jul 17
MDW6:00 amChicago Midway
5h 14m
1 stop
GSP12:14 pmGreenville
Jul 21
GSP5:16 pmGreenville
5h 59m
1 stop
MDW10:15 pmChicago Midway
$428

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 12, 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
Quickest round-trip

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Mon 8/24

8:00 am-12:30 pm

1 stop3h 30m

Greenville

Mon 8/31

7:00 am-11:00 am

1 stop5h 00m

$189

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Mon 8/24

8:00 am-12:30 pm

1 stop3h 30m

Greenville

Mon 8/31

8:40 am-2:55 pm

2 stops7h 15m

$194

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Tue 8/4

6:30 am-4:45 pm

2 stops9h 15m

Greenville

Wed 8/5

5:30 pm-8:10 pm

1 stop3h 40m

$199

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 8/13

5:55 am-12:30 pm

1 stop5h 35m

Greenville

Mon 8/17

4:40 pm-9:00 pm

1 stop5h 20m

$203

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Tue 8/4

6:30 am-4:45 pm

2 stops9h 15m

Greenville

Wed 8/5

1:20 pm-8:10 pm

2 stops7h 50m

$204

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 8/13

5:55 am-12:30 pm

1 stop5h 35m

Greenville

Mon 8/17

1:05 pm-7:30 pm

2 stops7h 25m

$208

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 8/27

8:45 am-4:05 pm

2 stops6h 20m

Greenville

Mon 8/31

8:40 am-2:55 pm

2 stops7h 15m

$209

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Mon 8/24

10:25 am-6:20 pm

2 stops6h 55m

Greenville

Mon 8/31

4:40 pm-10:20 pm

2 stops6h 40m

$213

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 8/13

7:25 am-6:20 pm

2 stops9h 55m

Greenville

Sat 8/15

12:55 pm-8:30 pm

1 stop8h 35m

$214

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 8/7

5:55 am-12:30 pm

1 stop5h 35m

Greenville

Mon 8/10

4:40 pm-9:00 pm

1 stop5h 20m

$217

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Greenville from

How to get the cheapest flight ticket from Chicago Midway Airport to Greenville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Greenville?

According to our data, Saturday is the cheapest day to fly to Greenville from Chicago Midway Airport. The lowest ticket price found for a Saturday departure recently was $279. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $400. These prices are subject to change though, so be sure to set up a Price Alert for flights to Greenville.

What is the cheapest time of day to depart on your flight to Greenville?

Our most recent data shows that the best time of day to fly to Greenville is in the morning. Flights from Chicago Midway Airport to Greenville during this time can be as low as $305. Flights to Greenville are more costly in the evening, with an average ticket price of $330. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago Midway Airport to Greenville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Greenville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Greenville (MDW to GSP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Greenville

Fastest flight time

3h 30m

Direct flights

None
The fastest flight from Chicago Midway Airport to Greenville takes 3h 30m
There are no direct flights from Chicago Midway Airport to Greenville. There are no popular flight routes from Chicago Midway Airport to Greenville.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Greenville

  • How far is Chicago Midway to Greenville by plane?

    The straight-line distance from Chicago Midway to Greenville is 559.4 mi. A reasonable flight in good conditions will take 3h 30m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Greenville Airport?

    Prices for flights from Chicago Midway Airport to Greenville Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to Greenville Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Greenville Airport.

  • What documentation or ID do you need to fly to Greenville Airport?

    The travel and health documents required for your trip to Greenville Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Greenville Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Greenville?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Greenville?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Greenville for you.

Can I find flights from Chicago to Greenville with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Greenville flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Greenville?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Greenville from Chicago.

I’m not ready to book a flight from Chicago to Greenville right now. Can momondo alert me if prices change?

Price alerts on flights to Greenville from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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