What is the cheapest airline that flies from Chicago Midway to Greenville?

Delta and Southwest are the most popular carriers operating from Chicago Midway to Greenville

What airlines fly to Greenville?

Southwest, Delta and Allegiant Air are the top three most popular airlines that fly to Greenville from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Greenville. Keep in mind that there are 3 different airlines that fly to Greenville on a routine basis, so you have a few additional options to choose from.

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 many operators does momondo search for flights from Chicago Midway Airport to Greenville Airport?

As of November 2025, there is 1 operator available to choose from for flights from Chicago Midway Airport to Greenville Airport.

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.

$108 Cheap Flights from Chicago Midway Airport to Greenville in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago Midway Airport to Greenville

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:29 pm - 11:40 pmMDW-GSP

5h 11m1 stop

5:35 am - 9:54 amGSP-MDW

5h 19m1 stop

$250Delta

Find Deal

Wed, Dec 10 - Sun, Dec 14

6:00 am - 11:15 amMDW-GSP

4h 15m1 stop

6:45 am - 9:54 amGSP-MDW

4h 09m1 stop

$277Delta

Find Deal

Thu, Dec 4 - Tue, Dec 9

5:29 pm - 11:40 pmMDW-GSP

5h 11m1 stop

5:35 am - 9:54 amGSP-MDW

5h 19m1 stop

$284Delta

Find Deal

Wed, Dec 10 - Sun, Dec 14

1:20 pm - 7:05 pmMDW-GSP

4h 45m1 stop

8:20 am - 6:10 pmGSP-MDW

10h 50m2 stops

$285Southwest

Find Deal

Fri, Feb 27 - Mon, Mar 2

9:27 am - 7:23 pmMDW-GSP

8h 56m1 stop

8:03 pm - 5:07 pmGSP-MDW

22h 04m1 stop

$286Multiple Airlines

Find Deal

Mon, Nov 17 - Fri, Nov 21

6:00 am - 1:54 pmMDW-GSP

6h 54m1 stop

7:15 am - 12:35 pmGSP-MDW

6h 20m1 stop

$287Delta

Find Deal

Tue, Mar 31 - Wed, Apr 1

12:15 pm - 9:45 pmMDW-GSP

8h 30m2 stops

8:20 am - 6:10 pmGSP-MDW

10h 50m2 stops

$290Southwest

Find Deal

Fri, Feb 27 - Mon, Mar 2

12:55 pm - 7:40 pmMDW-GSP

5h 45m1 stop

4:15 pm - 9:50 pmGSP-MDW

6h 35m1 stop

$306Southwest

Find Deal

Wed, Nov 19 - Fri, Nov 21

1:56 pm - 9:16 amMDW-GSP

42h 20m2 stops

8:03 pm - 5:07 pmGSP-MDW

22h 04m1 stop

$310Multiple Airlines

Find Deal

Wed, Nov 19 - Fri, Nov 21

1:00 pm - 5:43 pmMDW-GSP

3h 43m1 stop

7:15 am - 12:35 pmGSP-MDW

6h 20m1 stop

$337Delta

Find Deal

Sun, Mar 29 - Thu, Apr 2

Delta flights from Chicago Midway Airport to Greenville

Our best Delta deals on Chicago Midway Airport to Greenville flight tickets

Delta

Dec 10

MDW5:29 pmChicago Midway

5h 11m

1 stop

GSP11:40 pmGreenville

Dec 14

GSP5:35 amGreenville

5h 19m

1 stop

MDW9:54 amChicago Midway

$250

Find similar

Delta

Dec 4

MDW6:00 amChicago Midway

4h 15m

1 stop

GSP11:15 amGreenville

Dec 9

GSP6:45 amGreenville

4h 09m

1 stop

MDW9:54 amChicago Midway

$277

Find similar

Delta

Dec 10

MDW5:29 pmChicago Midway

5h 11m

1 stop

GSP11:40 pmGreenville

Dec 14

GSP5:35 amGreenville

5h 19m

1 stop

MDW9:54 amChicago Midway

$284

Find similar

Southwest flights from Chicago Midway Airport to Greenville

Our best Southwest deals on Chicago Midway Airport to Greenville flight tickets

Southwest

Feb 27

MDW1:20 pmChicago Midway

4h 45m

1 stop

GSP7:05 pmGreenville

Mar 2

GSP8:20 amGreenville

10h 50m

2 stops

MDW6:10 pmChicago Midway

$285

Find similar

Southwest

Feb 27

MDW12:15 pmChicago Midway

8h 30m

2 stops

GSP9:45 pmGreenville

Mar 2

GSP8:20 amGreenville

10h 50m

2 stops

MDW6:10 pmChicago Midway

$290

Find similar

Southwest

Nov 11

MDW7:00 amChicago Midway

6h 30m

1 stop

GSP2:30 pmGreenville

Nov 11

GSP4:45 pmGreenville

5h 20m

1 stop

MDW9:05 pmChicago Midway

$293

Find similar

momondo Fare Finder

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

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 12/10

5:29 pm-11:40 pm

1 stop5h 11m

Greenville

Sun 12/14

5:35 am-9:54 am

1 stop5h 19m

$250

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 12/4

6:00 am-11:15 am

1 stop4h 15m

Greenville

Tue 12/9

6:45 am-9:54 am

1 stop4h 09m

$277

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 12/10

5:29 pm-11:40 pm

1 stop5h 11m

Greenville

Sun 12/14

5:35 am-9:54 am

1 stop5h 19m

$284

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 2/27

1:20 pm-7:05 pm

1 stop4h 45m

Greenville

Mon 3/2

8:20 am-6:10 pm

2 stops10h 50m

$285

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Mon 11/17

9:27 am-7:23 pm

1 stop8h 56m

Greenville

Fri 11/21

8:03 pm-5:07 pm

1 stop22h 04m

$286

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Tue 3/31

6:00 am-1:54 pm

1 stop6h 54m

Greenville

Wed 4/1

7:15 am-12:35 pm

1 stop6h 20m

$287

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Fri 2/27

12:15 pm-9:45 pm

2 stops8h 30m

Greenville

Mon 3/2

8:20 am-6:10 pm

2 stops10h 50m

$290

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 11/19

12:55 pm-7:40 pm

1 stop5h 45m

Greenville

Fri 11/21

4:15 pm-9:50 pm

1 stop6h 35m

$306

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 11/19

1:56 pm-9:16 am

2 stops42h 20m

Greenville

Fri 11/21

8:03 pm-5:07 pm

1 stop22h 04m

$310

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sun 3/29

1:00 pm-5:43 pm

1 stop3h 43m

Greenville

Thu 4/2

7:15 am-12:35 pm

1 stop6h 20m

$337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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 $287. 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 $415. 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 $318. 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

Direct flights	None

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

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 40m.
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 many operators does momondo search for flights from Chicago Midway Airport to Greenville Airport?
As of November 2025, there is 1 operator available to choose from for flights from Chicago Midway Airport to Greenville Airport.
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.
What is the most popular airline from Chicago Midway Airport to Greenville?
Based on momondo bookings for flights between Chicago Midway Airport and Greenville, the leading airline is Delta, making up 100% of the total bookings.

Best airlines flying from Chicago Midway Airport to Greenville

Compare and see reviews for airlines that fly from Chicago Midway Airport to Greenville with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $214	Free Cancellation	Rating 7.9 8,001 reviews		Search Delta flights

Anderson

Simpsonville

Greenwood

Seneca

Greer

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.