HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Greenville

$101+ Cheap flights from Chicago (CHI) 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago 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.

Cheapflights Tip: The best prices from Chicago to Greenville are usually found in April or January, booked 77 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Chicago to Greenville

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 July 3, 2025.

Round-trip from

$215
(Delta)

One-way from

$101
(Mytrip)

Popular in

November

Cheapest in

April

Average price

$291

Good round-trip deal

$265 or less

Good one-way deal

$223 or less
From Chicago (CHI) to Greenville
Search Deals
One-way flight from Chicago (CHI) to Greenville
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Greenville.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Greenville.
Search Deals

Find flight deals from Chicago to Greenville

Cheapest flights from Chicago to Greenville
Explore the most affordable flight options available from Chicago to Greenville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/164:25 pmMDW - GSP
1 stop3h 46mDelta
Tue 8/194:00 pmGSP - MDW
1 stop6h 44mDelta
Deal found 7/2$215
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/165:45 amORD - GSP
1 stop4h 44mDelta
Sat 8/237:05 amGSP - ORD
1 stop4h 15mDelta
Deal found 7/2$215
This United Airlines deal was found by Cheapflights users on 7/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/255:55 pmORD - GSP
Nonstop2h 05mUnited Airlines
Mon 7/287:45 pmGSP - ORD
1 stop4h 45mUnited Airlines
Deal found 7/3$219
This Southwest deal was found by Cheapflights users on 7/1. 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 10/281:25 pmMDW - GSP
2 stops5h 30mSouthwest
Tue 11/113:05 pmGSP - MDW
1 stop8h 05mSouthwest
Deal found 7/1$220
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/94:25 pmORD - GSP
Nonstop1h 52mAmerican Airlines
Tue 8/127:33 amGSP - ORD
Nonstop2h 22mAmerican Airlines
Deal found 7/3$220
This Southwest deal was found by Cheapflights users on 7/2. 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 10/231:50 pmORD - GSP
1 stop6h 35mSouthwest
Sun 10/267:10 amGSP - ORD
2 stops6h 35mSouthwest
Deal found 7/2$270

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Chicago to Greenville that are best for you.

Fly from

Chicago

Fly to

Greenville

Route

Depart

Return

Price

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 8/16

4:25 pm-9:11 pm

1 stop3h 46m

Greenville

Tue 8/19

4:00 pm-9:44 pm

1 stop6h 44m

$215

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 8/16

8:52 am-2:17 pm

1 stop4h 25m

Greenville

Tue 8/19

2:51 pm-6:25 pm

1 stop4h 34m

$215

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 8/9

4:25 pm-7:17 pm

Nonstop1h 52m

Greenville

Tue 8/12

7:33 am-8:55 am

Nonstop2h 22m

$220

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 8/6

11:45 am-7:55 pm

1 stop7h 10m

Greenville

Mon 8/11

1:50 pm-7:50 pm

1 stop7h 00m

$222

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Wed 9/17

7:00 am-2:41 pm

1 stop6h 41m

Greenville

Sun 9/21

7:05 am-10:19 am

1 stop4h 14m

$222

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 9/20

5:17 pm-10:28 am

1 stop16h 11m

$101

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Wed 8/20

1:50 pm-7:55 pm

1 stop5h 05m

$108

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 9/20

7:00 am-4:30 pm

1 stop8h 30m

$113

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Mon 9/29

6:00 am-1:28 pm

1 stop6h 28m

$115

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Mon 8/18

9:25 am-6:18 pm

1 stop7h 53m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 12 results
1
2

Best time to book a flight from Chicago to Greenville

Have a flexible travel schedule? Discover the best time to fly to Greenville from Chicago with our price prediction graph.
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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Greenville

How far ahead should I book a flight from Chicago to Greenville?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Greenville. Price data was last updated on June 27, 2025.

Booking 77 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Greenville. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Greenville?

Currently, January is the cheapest month in which you can book a flight from Chicago to Greenville (average of $329). Flying from Chicago to Greenville in March is currently the most expensive (average of $385). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to GSP?

Find hourly flight availability from Chicago to Greenville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

It’s optimal to fly from Chicago to Greenville in the evening. By choosing this option you can save up to 10% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago to Greenville?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Greenville. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Greenville flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago to Greenville?

Reviews of airlines servicing Greenville

Get insights into the airlines that provide service to Greenville. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Greenville. Reviews last updated July 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Chicago to Greenville by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Greenville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Greenville from Chicago?

    Greenville (GSP) is the airport you will fly into if you book a flight from Chicago to Greenville. You should not have trouble finding flights to Greenville from Chicago; the airport handles an average of 9 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Greenville airport from Chicago. It is only a 10.4 mi journey from Greenville (GSP) to Greenville’s city center.

  • What are the cheapest airlines flying from Chicago to Greenville round-trip?

    According to our current data, Delta ($215), United Airlines ($215), and American Airlines ($220) offers the cheapest pricing from Chicago to Greenville. Delta is 31% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Greenville one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $108. Delta flights start at $115 while deals on United Airlines start at $193 one-way.

  • What are the most reliable airlines from Chicago to Greenville?

    Consider Republic Airways (88%), GoJet (84%) or Air New Zealand (77%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Greenville.

  • What are the cheapest flights from Chicago to Greenville?

    Looking at all options, your cheapest flight can be booked for $202. While the most popular route (Chicago O'Hare Intl - Greenville) can be booked for $195 on average our data indicates $379 when flying from Chicago to Greenville.

  • Can I find deals for flights from Chicago to Greenville that include hotel bookings?

    Yes. In addition to deals on Chicago to Greenville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Greenville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Greenville.

  • Can I find deals for business class flights from Chicago to Greenville?

    Yes. Cheapflights offers flight deals from Chicago to Greenville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Greenville?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Greenville (average of $329). Flying from Chicago to Greenville in March is currently the most expensive (average of $385). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Simpsonville
Duncan
Seneca
Anderson

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Greenville

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Charlotte flights
O'Hare Intl to Savannah flights
O'Hare Intl to Charleston flights
O'Hare Intl to Myrtle Beach flights
Midway to Charlotte flights
Midway to Myrtle Beach flights
O'Hare Intl to Columbia flights
O'Hare Intl to Greenville flights
St. Louis to Charleston flights
Midway to Savannah flights
Midway to Charleston flights
St. Louis to Charlotte flights
St. Louis to Myrtle Beach flights
Moline to Charlotte flights
St. Louis to Savannah flights
O'Hare Intl to Hilton Head Island flights
Midway to Greenville flights
Peoria to Charlotte flights
Moline to Myrtle Beach flights
Midway to Columbia flights
O'Hare Intl to Augusta flights
St. Louis to Hilton Head Island flights
Moline to Charleston flights
Moline to Savannah flights
St. Louis to Columbia flights
St. Louis to Greenville flights
Moline to Columbia flights
Midway to Augusta flights
Peoria to Savannah flights
Peoria to Myrtle Beach flights
Peoria to Charleston flights
Evansville to Charleston flights
Evansville to Savannah flights
Evansville to Hilton Head Island flights
Moline to Greenville flights
Peoria to Greenville flights
O'Hare Intl to Florence flights
Bloomington to Charleston flights
Bloomington to Myrtle Beach flights
Bloomington to Savannah flights
Peoria to Hilton Head Island flights
Evansville to Charlotte flights
Bloomington to Augusta flights
St. Louis to Augusta flights
Peoria to Florence flights
Peoria to Columbia flights
Moline to Augusta flights
Bloomington to Columbia flights
Bloomington to Charlotte flights
Springfield to Myrtle Beach flights

Top 4 airlines flying from Chicago to Greenville

Discover the top 4 airlines that operate flights from Chicago to Greenville. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$202Average$298FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$209Average$371FlexibilityNo cancel feeOn-time69%
DeltaCheapest$214Average$334FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$278Average$385FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.