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Cheap flights from Chicago to Greenville from $98

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 to Greenville departing on 12/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

American Airlines Logo
7:21 pm - 10:11 pmORD-GSP
1h 50mnonstop
American Airlines Logo
8:04 pm - 9:19 pmGSP-ORD
2h 15mnonstop
$195American Airlines
Find Deal
Mon, Oct 20 - Thu, Oct 23
United Airlines Logo
8:50 am - 2:11 pmORD-GSP
4h 21m1 stop
United Airlines Logo
5:34 pm - 6:55 pmGSP-ORD
2h 21mnonstop
$196United Airlines
Find Deal
Wed, Oct 8 - Thu, Oct 9
Southwest Logo
1:50 pm - 7:55 pmORD-GSP
5h 05m1 stop
Southwest Logo
6:05 am - 11:50 amGSP-ORD
6h 45m1 stop
$197Southwest
Find Deal
Tue, Oct 21 - Wed, Oct 22
United Airlines Logo
5:59 pm - 8:56 pmORD-GSP
1h 57mnonstop
United Airlines Logo
10:00 am - 2:25 pmGSP-ORD
5h 25m1 stop
$200United Airlines
Find Deal
Sat, Jan 3 - Wed, Jan 7
United Airlines Logo
1:50 pm - 4:53 pmORD-GSP
2h 03mnonstop
United Airlines Logo
5:34 pm - 6:55 pmGSP-ORD
2h 21mnonstop
$202United Airlines
Find Deal
Sat, Oct 11 - Sun, Oct 12
United Airlines Logo
6:10 pm - 9:11 pmORD-GSP
2h 01mnonstop
United Airlines Logo
2:54 pm - 6:33 pmGSP-ORD
4h 39m1 stop
$205United Airlines
Find Deal
Sat, Mar 7 - Tue, Mar 10
Delta Logo
4:23 pm - 10:18 pmMDW-GSP
4h 55m1 stop
Delta Logo
7:27 am - 12:34 pmGSP-MDW
6h 07m1 stop
$206Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
10:30 am - 5:41 pmORD-GSP
6h 11m1 stop
Delta Logo
7:27 am - 1:50 pmGSP-ORD
7h 23m1 stop
$206Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
American Airlines Logo
6:53 pm - 10:00 pmORD-GSP
2h 07mnonstop
American Airlines Logo
8:14 pm - 9:30 pmGSP-ORD
2h 16mnonstop
$209American Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
Southwest Logo
5:25 am - 11:45 amMDW-GSP
5h 20m1 stop
Southwest Logo
11:15 am - 8:40 pmGSP-MDW
10h 25m2 stops
$211Southwest
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Sat, Jan 3 - Wed, Jan 7

American Airlines flights from Chicago to Greenville

Our best American Airlines deals on Chicago to Greenville flight tickets
American Airlines
Oct 20
ORD7:21 pmChicago O'Hare Intl
1h 50m
GSP10:11 pmGreenville
Oct 23
GSP8:04 pmGreenville
2h 15m
ORD9:19 pmChicago O'Hare Intl
$195
Find similar
American Airlines
Nov 14
ORD6:53 pmChicago O'Hare Intl
2h 07m
GSP10:00 pmGreenville
Nov 16
GSP8:14 pmGreenville
2h 16m
ORD9:30 pmChicago O'Hare Intl
$209
Find similar
American Airlines
Nov 22
ORD7:12 pmChicago O'Hare Intl
2h 02m
GSP10:14 pmGreenville
Nov 26
GSP6:40 pmGreenville
6h 16m
1 stop
ORD11:56 pmChicago O'Hare Intl
$229
Find similar

Delta flights from Chicago to Greenville

Our best Delta deals on Chicago to Greenville flight tickets
Delta
Nov 8
MDW4:23 pmChicago Midway
4h 55m
1 stop
GSP10:18 pmGreenville
Nov 11
GSP7:27 amGreenville
6h 07m
1 stop
MDW12:34 pmChicago Midway
$206
Find similar
Delta
Dec 10
ORD2:32 pmChicago O'Hare Intl
6h 09m
1 stop
GSP9:41 pmGreenville
Dec 14
GSP5:35 amGreenville
5h 45m
1 stop
ORD10:20 amChicago O'Hare Intl
$213
Find similar
Delta
Nov 22
ORD6:22 pmChicago O'Hare Intl
4h 19m
1 stop
GSP11:41 pmGreenville
Nov 26
GSP7:27 amGreenville
7h 23m
1 stop
ORD1:50 pmChicago O'Hare Intl
$215
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 September 15, 2025.
Use the filters below to find and compare flights from Chicago to Greenville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Mon 10/20

7:21 pm-10:11 pm

Nonstop1h 50m

Greenville

Thu 10/23

8:04 pm-9:19 pm

Nonstop2h 15m

$195

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Wed 10/8

8:50 am-2:11 pm

1 stop4h 21m

Greenville

Thu 10/9

5:34 pm-6:55 pm

Nonstop2h 21m

$196

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Tue 10/21

1:50 pm-7:55 pm

1 stop5h 05m

Greenville

Wed 10/22

6:05 am-11:50 am

1 stop6h 45m

$197

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 1/3

5:59 pm-8:56 pm

Nonstop1h 57m

Greenville

Wed 1/7

10:00 am-2:25 pm

1 stop5h 25m

$200

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 10/11

1:50 pm-4:53 pm

Nonstop2h 03m

Greenville

Sun 10/12

5:34 pm-6:55 pm

Nonstop2h 21m

$202

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 3/7

6:10 pm-9:11 pm

Nonstop2h 01m

Greenville

Tue 3/10

2:54 pm-6:33 pm

1 stop4h 39m

$205

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 11/8

4:23 pm-10:18 pm

1 stop4h 55m

Greenville

Tue 11/11

7:27 am-12:34 pm

1 stop6h 07m

$206

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 11/8

10:30 am-5:41 pm

1 stop6h 11m

Greenville

Tue 11/11

7:27 am-1:50 pm

1 stop7h 23m

$206

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Fri 11/14

6:53 pm-10:00 pm

Nonstop2h 07m

Greenville

Sun 11/16

8:14 pm-9:30 pm

Nonstop2h 16m

$209

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 1/3

5:25 am-11:45 am

1 stop5h 20m

Greenville

Wed 1/7

11:15 am-8:40 pm

2 stops10h 25m

$211

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 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 typical price of a round-trip flight between Chicago and Greenville?

What is the cheapest month to fly to Greenville?

The month of January is another great option to travel to Greenville, with average flight prices from Chicago averaging around $265.

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. The lowest ticket price found for a Saturday departure recently was $290. 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 $407. 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 evening. Flights from Chicago to Greenville during this time can be as low as $299. Flights to Greenville are more costly in the morning, with an average ticket price of $321. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Greenville flight route?

Fly from Chicago O'Hare Intl to Greenville for the best Chicago - Greenville flight prices

How far in advance should I book a flight to Greenville?

You are more likely to see cheaper flights to Greenville from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Greenville for around $317 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Greenville from Chicago for as low as $242 on momondo.

What cabin class options are available on Chicago to Greenville flights?

There are 4 cabin classes available to choose from on Chicago to Greenville flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Greenville flights?

You could potentially save up to 26% on your flight if you consider stops on a Chicago to Greenville flight.

How have Chicago to Greenville flight prices changed over time?

As of September 2025, prices for Chicago to Greenville flights are approximately 115% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Greenville

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

Cheap Chicago to Greenville (CHI to GSP) flight deals and tips

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

Best Price Found

$133

Fastest flight time

1h 48m

Direct flights

Every day

Airports in Greenville

1 airport
The best one-way flight to Greenville from Chicago in the past 72 hours is $133. The best round-trip flight deal from Chicago to Greenville found on momondo in the last 72 hours is $271.
The fastest flight from Chicago to Greenville takes 1h 48m
Direct flights go from Chicago to Greenville every day.
There is 1 airport near Greenville: Greenville (GSP)
Search flight deals

  • How far is Chicago to Greenville by plane?

    The straight-line distance from Chicago to Greenville is 561.3 mi. 1h 48m is a normal flight duration for this route.

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

    Prices for flights from Chicago to Greenville Airport are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Greenville Airport.

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

    The required travel and health documents for your Greenville Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Greenville Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Greenville?

  • What is the most popular airline from Chicago to Greenville?

Best airlines flying from Chicago to Greenville

Compare and see reviews for airlines that fly from Chicago to Greenville with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $148Free CancellationRating
7.9
7,954 reviews
Search Delta flights
American AirlinesPriceFrom $202Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $225Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Greenville

    Across 20 United Airlines flights from Chicago to Greenville this week, the average price was $365, with the best United Airlines deals starting from $225 round-trip. 8,929 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Chicago to Greenville

    $202 is the best American Airlines flight deal from Chicago to Greenville found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $292, however, with flight time and availability significantly affecting the price. American Airlines (7.2/10 from 10,000 user reviews) flies into Greenville from Chicago 17 times in an average week so prices can vary.

Traveling to a place near Greenville?

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

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Greenville. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Greenville from Chicago with this policy.

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?

Yes momondo offers price alerts on flights to Greenville from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Greenville trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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