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Cheap flights from Chicago to Greenville from $101

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 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.
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0 bags

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Cheap round-trip flights

United Airlines Logo
1:50 pm - 4:53 pmORD-GSP
2h 03mnonstop
United Airlines Logo
5:34 pm - 6:55 pmGSP-ORD
2h 21mnonstop
$195United Airlines
Find Deal
Sat, Sep 27 - Tue, Sep 30
American Airlines Logo
8:01 am - 10:55 amORD-GSP
1h 54mnonstop
American Airlines Logo
1:36 pm - 2:49 pmGSP-ORD
2h 13mnonstop
$202American Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
United Airlines Logo
8:45 am - 2:11 pmORD-GSP
4h 26m1 stop
United Airlines Logo
9:35 am - 10:51 amGSP-ORD
2h 16mnonstop
$205United Airlines
Find Deal
Sat, Sep 27 - Tue, Sep 30
American Airlines Logo
4:24 pm - 7:16 pmORD-GSP
1h 52mnonstop
American Airlines Logo
7:46 pm - 8:57 pmGSP-ORD
2h 11mnonstop
$209American Airlines
Find Deal
Fri, Aug 22 - Mon, Aug 25
United Airlines Logo
12:50 pm - 6:52 pmORD-GSP
5h 02m1 stop
United Airlines Logo
9:35 am - 10:51 amGSP-ORD
2h 16mnonstop
$212United Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
Delta Logo
6:00 am - 11:24 amMDW-GSP
4h 24m1 stop
Delta Logo
6:13 pm - 9:36 pmGSP-MDW
4h 23m1 stop
$215Delta
Find Deal
Wed, Sep 17 - Tue, Sep 30
Delta Logo
11:15 am - 4:16 pmORD-GSP
4h 01m1 stop
Delta Logo
11:00 am - 5:47 pmGSP-ORD
7h 47m1 stop
$215Delta
Find Deal
Sat, Sep 27 - Tue, Sep 30
Delta Logo
6:00 am - 11:29 amMDW-GSP
4h 29m1 stop
Delta Logo
7:05 am - 12:28 pmGSP-MDW
6h 23m1 stop
$222Delta
Find Deal
Wed, Aug 27 - Tue, Sep 2
Southwest Logo
6:25 am - 2:40 pmMDW-GSP
7h 15m1 stop
Southwest Logo
9:30 am - 5:05 pmGSP-MDW
8h 35m2 stops
$231Southwest
Find Deal
Wed, Sep 17 - Tue, Sep 30
Southwest Logo
11:25 am - 7:55 pmMDW-GSP
7h 30m2 stops
Southwest Logo
9:30 am - 2:20 pmGSP-MDW
5h 50m1 stop
$242Southwest
Find Deal
Wed, Aug 27 - Tue, Sep 2

Delta flights from Chicago to Greenville

Our best Delta deals on Chicago to Greenville flight tickets
Delta
Sep 27
ORD11:15 amChicago O'Hare Intl
4h 01m
1 stop
GSP4:16 pmGreenville
Sep 30
GSP11:00 amGreenville
7h 47m
1 stop
ORD5:47 pmChicago O'Hare Intl
$215
Find similar
Delta
Aug 27
MDW6:00 amChicago Midway
4h 29m
1 stop
GSP11:29 amGreenville
Sep 2
GSP7:05 amGreenville
6h 23m
1 stop
MDW12:28 pmChicago Midway
$222
Find similar
Delta
Sep 4
MDW6:00 amChicago Midway
4h 29m
1 stop
GSP11:29 amGreenville
Sep 7
GSP5:30 amGreenville
5h 06m
1 stop
MDW9:36 amChicago Midway
$229
Find similar

United Airlines flights from Chicago to Greenville

Our best United Airlines deals on Chicago to Greenville flight tickets
United Airlines
Sep 27
ORD1:50 pmChicago O'Hare Intl
2h 03m
GSP4:53 pmGreenville
Sep 30
GSP5:34 pmGreenville
2h 21m
ORD6:55 pmChicago O'Hare Intl
$195
Find similar
United Airlines
Sep 27
ORD8:45 amChicago O'Hare Intl
4h 26m
1 stop
GSP2:11 pmGreenville
Sep 30
GSP9:35 amGreenville
2h 16m
ORD10:51 amChicago O'Hare Intl
$205
Find similar
United Airlines
Aug 27
ORD12:50 pmChicago O'Hare Intl
5h 02m
1 stop
GSP6:52 pmGreenville
Sep 3
GSP9:35 amGreenville
2h 16m
ORD10:51 amChicago O'Hare Intl
$212
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 August 1, 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

Sat 9/27

1:50 pm-4:53 pm

Nonstop2h 03m

Greenville

Tue 9/30

5:34 pm-6:55 pm

Nonstop2h 21m

$195

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Wed 8/27

8:01 am-10:55 am

Nonstop1h 54m

Greenville

Wed 9/3

1:36 pm-2:49 pm

Nonstop2h 13m

$202

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 9/27

8:45 am-2:11 pm

1 stop4h 26m

Greenville

Tue 9/30

9:35 am-10:51 am

Nonstop2h 16m

$205

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Fri 8/22

4:24 pm-7:16 pm

Nonstop1h 52m

Greenville

Mon 8/25

7:46 pm-8:57 pm

Nonstop2h 11m

$209

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Wed 8/27

12:50 pm-6:52 pm

1 stop5h 02m

Greenville

Wed 9/3

9:35 am-10:51 am

Nonstop2h 16m

$212

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 9/17

6:00 am-11:24 am

1 stop4h 24m

Greenville

Tue 9/30

6:13 pm-9:36 pm

1 stop4h 23m

$215

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 9/27

11:15 am-4:16 pm

1 stop4h 01m

Greenville

Tue 9/30

11:00 am-5:47 pm

1 stop7h 47m

$215

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 8/27

6:00 am-11:29 am

1 stop4h 29m

Greenville

Tue 9/2

7:05 am-12:28 pm

1 stop6h 23m

$222

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 9/17

6:25 am-2:40 pm

1 stop7h 15m

Greenville

Tue 9/30

9:30 am-5:05 pm

2 stops8h 35m

$231

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 8/27

11:25 am-7:55 pm

2 stops7h 30m

Greenville

Tue 9/2

9:30 am-2:20 pm

1 stop5h 50m

$242

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 $279.

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

According to our data, Wednesday is the cheapest day to fly to Greenville from Chicago. The lowest ticket price found for a Wednesday departure recently was $293. 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 $402. 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 $300. Flights to Greenville are more costly in the morning, with an average ticket price of $324. 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 $312 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 12% 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 August 2025, prices for Chicago to Greenville flights are approximately 21% 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

$101

Fastest flight time

1h 46m

Direct flights

Every day

Airports in Greenville

1 airport
The best one-way flight to Greenville from Chicago in the past 72 hours is $101. The best round-trip flight deal from Chicago to Greenville found on momondo in the last 72 hours is $195.
The fastest flight from Chicago to Greenville takes 1h 46m
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 46m 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
American AirlinesPriceFrom $202Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $209Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
DeltaPriceFrom $214Free CancellationRating
8.0
7,981 reviews
Search Delta flights
SouthwestPriceFrom $278Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

  • United Airlines Flights From Chicago to Greenville

    Across 16 United Airlines flights from Chicago to Greenville this week, the average price was $365, with the best United Airlines deals starting from $209 round-trip. 8,900 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 $296, 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 12 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

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