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Greenville

$113+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Greenville are usually found in April or January, booked 77 days in advance, depart on a Wednesday or Tuesday and return on a Saturday

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 junio 12, 2025.

Round-trip from

$216
(Mytrip)

One-way from

$113
(Southwest)

Popular in

November

Cheapest in

April

Average price

$284

Good round-trip deal

$237 or less

Good one-way deal

$208 or less
From Chicago (CHI) to Greenville
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One-way flight from Chicago (CHI) to Greenville
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Highest demand for flights based on searches. 9% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Greenville.
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Price to beat on a one-way flight from Chicago (CHI) to Greenville.
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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 junio 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/94:36 pmORD - GSP
1 stop27h 40mMultiple Airlines
mié. 7/169:42 pmGSP - ORD
1 stop12h 13mMultiple Airlines
Deal found 6/11$216
This Delta deal was found by Cheapflights users on 6/11. 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.
sáb. 7/124:22 pmMDW - GSP
1 stop3h 50mDelta
mar. 7/157:00 amGSP - MDW
1 stop6h 29mDelta
Deal found 6/11$217
This Delta deal was found by Cheapflights users on 6/11. 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.
sáb. 7/265:35 amORD - GSP
1 stop6h 39mDelta
mar. 7/293:18 pmGSP - ORD
1 stop6h 31mDelta
Deal found 6/11$217
This American Airlines deal was found by Cheapflights users on 6/10. 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.
mar. 7/86:46 pmORD - GSP
Nonstop2h 00mAmerican Airlines
mar. 7/156:32 pmGSP - ORD
Nonstop2h 08mAmerican Airlines
Deal found 6/10$219
This Southwest deal was found by Cheapflights users on 6/10. 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.
sáb. 8/239:35 amMDW - GSP
1 stop5h 55mSouthwest
lun. 8/251:50 pmGSP - MDW
1 stop5h 15mSouthwest
Deal found 6/10$239
This United Airlines deal was found by Cheapflights users on 6/10. 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.
mié. 6/257:35 pmORD - GSP
Nonstop2h 08mUnited Airlines
dom. 6/299:37 amGSP - ORD
Nonstop2h 21mUnited Airlines
Deal found 6/10$258
This Southwest deal was found by Cheapflights users on 6/12. 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.
mar. 9/167:30 amORD - GSP
2 stops9h 35mSouthwest
vie. 9/2610:45 amGSP - ORD
2 stops11h 45mSouthwest
Deal found 6/12$303

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 junio 12, 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

ORD - GSP

ORDGSP

Chicago O'Hare Intl

mié. 7/9

4:36 pm-9:16 pm

1 stop27h 40m

Greenville

mié. 7/16

9:42 pm-8:55 am

1 stop12h 13m

$216

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

sáb. 7/12

4:22 pm-9:12 pm

1 stop3h 50m

Greenville

mar. 7/15

7:00 am-12:29 pm

1 stop6h 29m

$217

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

sáb. 7/26

5:35 am-1:14 pm

1 stop6h 39m

Greenville

mar. 7/29

3:18 pm-8:49 pm

1 stop6h 31m

$217

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

mar. 7/8

6:46 pm-9:46 pm

Nonstop2h 00m

Greenville

mar. 7/15

6:32 pm-7:40 pm

Nonstop2h 08m

$219

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

sáb. 8/23

9:35 am-4:30 pm

1 stop5h 55m

Greenville

lun. 8/25

1:50 pm-6:05 pm

1 stop5h 15m

$239

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

mar. 6/24

7:35 pm-10:43 pm

Nonstop2h 08m

Greenville

sáb. 6/28

7:45 pm-11:30 pm

1 stop4h 45m

$239

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

mar. 7/8

1:50 pm-8:30 pm

1 stop5h 40m

Greenville

sáb. 7/12

7:20 am-4:25 pm

2 stops10h 05m

$320

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

mié. 8/6

10:30 am-7:55 pm

2 stops8h 25m

$113

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

lun. 9/29

6:00 am-10:56 am

1 stop3h 56m

$115

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

mié. 8/6

5:35 am-10:59 am

1 stop4h 24m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 14 results
1
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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 9, 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 $386). 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 junio 12, 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 in the morning.

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.

Weekly flight availability from Chicago to Greenville

Explore weekly flight availability from Chicago to Greenville. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated junio 12, 2025.

The most flights from CHI to GSP are scheduled on a Wednesday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Greenville by month

Plan your trip to Greenville by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Greenville ranges from 3.6 - 5.1 inches per month. March is typically the wettest month, when rainfall can reach 5.1 in. November is typically the driest time to visit Greenville when rainfall is around 3.6 in.

Temperature in Greenville by month

Plan your trip to Greenville by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Greenville, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 junio 12, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Chicago to Greenville to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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 16 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 ($217), American Airlines ($219), and Southwest ($239) 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 $113. Delta flights start at $115 while deals on American Airlines start at $224 one-way.

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

    Consider Republic Airways (100%), GoJet (87%) or Qatar Airways (80%) 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 $136. While the most popular route (Chicago O'Hare Intl - Greenville) can be booked for $195 on average our data indicates $352 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 $386). 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

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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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$204Average$299FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$209Average$380FlexibilityNo cancel feeOn-time69%
DeltaCheapest$214Average$342FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$278Average$385FlexibilityNo cancel feeOn-time63%

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