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Greenville

$108+ 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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
May 17 — May 241
Sat 5/17
Sat 5/24
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 Tuesday or Wednesday and return on a Friday

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 May 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$233
(Delta)

One-way from

$108
(Delta)

Popular in

November

Cheapest in

April

Average price

$367

Good round-trip deal

$270 or less

Good one-way deal

$171 or less
Provider with most accurate pricing for Chicago (CHI)-Greenville flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Greenville flights.
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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. 6% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 12, 2025.

This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/302:45 pmORD - GSP
1 stop6h 30mDelta
Sun 6/17:59 pmGSP - ORD
1 stop4h 59mDelta
Deal found 5/12$233
This American Airlines deal was found by Cheapflights users on 5/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/63:27 pmORD - GSP
Nonstop1h 44mAmerican Airlines
Tue 6/107:16 pmGSP - ORD
1 stop5h 41mAmerican Airlines
Deal found 5/12$236
This Delta deal was found by Cheapflights users on 5/11. 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.
Sat 6/284:26 pmMDW - GSP
1 stop6h 31mDelta
Sat 7/57:00 amGSP - MDW
1 stop6h 29mDelta
Deal found 5/11$237
This Southwest deal was found by Cheapflights users on 5/10. 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.
Sat 5/315:45 amMDW - GSP
2 stops11h 00mSouthwest
Tue 6/36:15 pmGSP - MDW
1 stop4h 35mSouthwest
Deal found 5/10$244
This Mytrip deal was found by Cheapflights users on 5/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/612:41 pmORD - GSP
1 stop6h 52mMultiple Airlines
Mon 6/99:23 pmGSP - ORD
1 stop12h 27mMultiple Airlines
Deal found 5/12$245
This Southwest deal was found by Cheapflights users on 5/10. 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.
Sat 5/241:30 pmORD - GSP
1 stop6h 30mSouthwest
Mon 5/266:50 amGSP - ORD
1 stop6h 00mSouthwest
Deal found 5/10$249
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/307:35 pmORD - GSP
Nonstop2h 08mUnited Airlines
Sun 6/16:00 amGSP - ORD
1 stop4h 38mUnited Airlines
Deal found 5/12$252

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 May 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

Wed 9/17

8:05 am-10:56 am

Nonstop1h 51m

Greenville

Sun 9/21

7:55 am-9:04 am

Nonstop2h 09m

$233

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 6/28

4:26 pm-11:57 pm

1 stop6h 31m

Greenville

Sat 7/5

7:00 am-12:29 pm

1 stop6h 29m

$237

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 5/31

5:45 am-5:45 pm

2 stops11h 00m

Greenville

Tue 6/3

6:15 pm-9:50 pm

1 stop4h 35m

$244

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 6/21

7:10 am-2:14 pm

1 stop6h 04m

Greenville

Mon 7/21

8:02 pm-12:09 am

1 stop5h 07m

$244

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 5/24

1:30 pm-9:00 pm

1 stop6h 30m

Greenville

Mon 5/26

6:50 am-11:50 am

1 stop6h 00m

$249

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 5/24

5:53 pm-11:46 pm

1 stop4h 53m

Greenville

Tue 5/27

7:46 pm-11:30 pm

1 stop4h 44m

$252

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Fri 6/13

5:05 am-8:33 pm

1 stop14h 28m

Greenville

Sun 6/15

2:49 pm-3:33 pm

2 stops25h 44m

$341

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Tue 7/29

12:38 pm-7:05 pm

1 stop5h 27m

$108

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 5/17

12:40 pm-5:45 pm

1 stop4h 05m

$132

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 5/17

8:20 am-5:45 pm

2 stops8h 25m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 14 results
1
2

Compare providers for flights from Chicago to Greenville

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Greenville in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Greenville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Greenville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Greenville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Greenville flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Greenville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 May 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 May 12, 2025.

It’s optimal to fly from Chicago to Greenville in the evening. By choosing this option you can save up to 12% 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 Wednesday evenings 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 May 12, 2025.

The most flights from CHI to GSP are scheduled on a Monday (20 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 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 May 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
4,290 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,290 reviews
Southwest
8.0
Very good
4,290 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,290 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,724 reviews
Southwest
8.0
Very good
4,290 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,290 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 18 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 ($233), American Airlines ($236), and Southwest ($244) offers the cheapest pricing from Chicago to Greenville. Delta is 28% 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 Delta, which is currently one of the cheapest options available, starting at $108. Southwest flights start at $132 while deals on American Airlines start at $161 one-way.

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

    Consider American Airlines (86%), Republic Airways (83%) or Envoy Air (83%) 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 $158. While the most popular route (Chicago O'Hare Intl - Greenville) can be booked for $209 on average our data indicates $265 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
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Seneca
Duncan
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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 May 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$210Average$303FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$214Average$385FlexibilityNo cancel feeOn-time69%
DeltaCheapest$214Average$342FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$278Average$385FlexibilityNo cancel feeOn-time63%

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