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Greenville

$96+ 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
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Greenville are usually found in July or April, booked 77 days in advance, depart on a Wednesday or Saturday 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 August 20, 2025.

Round-trip from

$195
(United Airlines)

One-way from

$96
(Mytrip)

Popular in

November

Cheapest in

July

Average price

$304

Good round-trip deal

$265 or less

Good one-way deal

$298 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. 11% potential increase in price ($39 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 August 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 August 20, 2025.

This Delta deal was found by Cheapflights users on 8/20. 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.
Wed 9/171:22 pmORD - GSP
1 stop3h 52mDelta
Sun 9/215:30 amGSP - ORD
1 stop4h 10mDelta
Deal found 8/20$189
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 9/207:35 pmORD - GSP
Nonstop2h 11mUnited Airlines
Tue 9/239:35 amGSP - ORD
Nonstop2h 16mUnited Airlines
Deal found 8/19$195
This Delta deal was found by Cheapflights users on 8/20. 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.
Sun 10/55:30 amORD - GSP
1 stop4h 34mDelta
Sat 10/2511:29 amGSP - ORD
1 stop5h 42mDelta
Deal found 8/20$199
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/117:35 pmORD - GSP
Nonstop2h 11mUnited Airlines
Tue 9/2312:34 pmGSP - ORD
Nonstop2h 10mUnited Airlines
Deal found 8/19$202
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Tue 9/98:01 amORD - GSP
Nonstop1h 55mAmerican Airlines
Tue 9/167:36 amGSP - ORD
Nonstop2h 24mAmerican Airlines
Deal found 8/19$209
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Sat 8/305:50 pmORD - GSP
Nonstop2h 11mUnited Airlines
Wed 9/35:34 pmGSP - ORD
Nonstop2h 21mUnited Airlines
Deal found 8/18$212
This Delta deal was found by Cheapflights users on 8/18. 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 9/206:00 amMDW - GSP
1 stop6h 09mDelta
Tue 9/234:27 pmGSP - MDW
1 stop6h 09mDelta
Deal found 8/18$215
This Delta deal was found by Cheapflights users on 8/18. 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 9/205:30 amORD - GSP
1 stop6h 39mDelta
Tue 9/237:05 amGSP - ORD
1 stop6h 30mDelta
Deal found 8/18$215
This Southwest deal was found by Cheapflights users on 8/20. 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.
Wed 11/57:00 amMDW - GSP
1 stop6h 30mSouthwest
Mon 11/104:15 pmGSP - MDW
1 stop8h 55mSouthwest
Deal found 8/20$216
This Delta deal was found by Cheapflights users on 8/19. 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.
Thu 9/116:00 amORD - GSP
1 stop7h 48mDelta
Tue 9/236:13 pmGSP - ORD
1 stop5h 01mDelta
Deal found 8/19$216
This Delta deal was found by Cheapflights users on 8/19. 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.
Mon 11/106:00 amMDW - GSP
1 stop3h 56mDelta
Wed 11/126:45 amGSP - MDW
1 stop6h 10mDelta
Deal found 8/19$217
This Delta deal was found by Cheapflights users on 8/19. 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.
Tue 9/92:25 pmORD - GSP
1 stop8h 17mDelta
Tue 9/165:30 amGSP - ORD
1 stop4h 10mDelta
Deal found 8/19$217

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 August 20, 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

1:22 pm-6:14 pm

1 stop3h 52m

Greenville

Sun 9/21

5:30 am-8:40 am

1 stop4h 10m

$189

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 9/20

7:35 pm-10:46 pm

Nonstop2h 11m

Greenville

Tue 9/23

9:35 am-10:51 am

Nonstop2h 16m

$195

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sun 10/5

5:30 am-11:04 am

1 stop4h 34m

Greenville

Sat 10/25

11:29 am-4:11 pm

1 stop5h 42m

$199

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sun 11/23

8:05 am-10:58 am

Nonstop1h 53m

Greenville

Tue 12/9

1:05 pm-2:20 pm

Nonstop2h 15m

$202

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Thu 9/11

7:35 pm-10:46 pm

Nonstop2h 11m

Greenville

Tue 9/23

12:34 pm-1:44 pm

Nonstop2h 10m

$202

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Wed 11/5

5:06 pm-8:00 pm

Nonstop1h 54m

Greenville

Mon 11/10

8:14 pm-9:30 pm

Nonstop2h 16m

$202

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sat 10/25

1:45 pm-4:33 pm

Nonstop1h 48m

Greenville

Mon 10/27

8:04 pm-9:19 pm

Nonstop2h 15m

$202

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Thu 11/13

6:53 pm-10:00 pm

Nonstop2h 07m

Greenville

Wed 11/26

8:14 pm-9:30 pm

Nonstop2h 16m

$202

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Sun 10/26

8:04 am-10:56 am

Nonstop1h 52m

Greenville

Mon 11/3

8:14 pm-9:30 pm

Nonstop2h 16m

$209

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 9/20

6:00 am-1:09 pm

1 stop6h 09m

Greenville

Tue 9/23

4:27 pm-9:36 pm

1 stop6h 09m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 36 results
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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 August 8, 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 August 20, 2025.

It’s optimal to fly from Chicago to Greenville in the evening. By choosing this option you can save up to 8% 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 Friday 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 August 20, 2025.

The most flights from CHI to GSP are scheduled on a Monday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

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 August 20, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American 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.
Delta
8.0
Very good
7,982 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,928 reviews
Delta
8.0
Very good
7,982 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 14 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.

  • How long is the flight from Chicago to Greenville?

    For as low as $202, Delta can have you in Greenville from Chicago in 1h 54m. There are 577 mi between Chicago and Greenville. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Delta ($148), American Airlines ($202), and United Airlines ($209) offers the cheapest pricing from Chicago to Greenville. Delta is 52% cheaper than the average price of flights available within the next 90 days to this destination.

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

    Consider Republic Airways (81%), Envoy Air (78%) or GoJet (75%) 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 $195. While the most popular route (Chicago O'Hare Intl - Greenville) can be booked for $195 on average our data indicates $335 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 Greenville?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Greenville

See prices for flight routes from nearby airports that may be better suited for you.
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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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$148Average$281FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$202Average$296FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$209Average$361FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$278Average$383FlexibilityNo cancel feeOn-time63%

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