HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Greenville

$90+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
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 January or July, booked 89 days in advance, depart on a Saturday 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 November 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$215
(Delta)

One-way from

$90
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$354

Good round-trip deal

$259 or less

Good one-way deal

$168 or less
Provider with most accurate pricing for Chicago (CHI)-Greenville flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Greenville flights.
Search Deals
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 ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 21, 2025.

This American Airlines deal was found by Cheapflights users on 11/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/271:30 pmORD - GSP
Nonstop1h 55mAmerican Airlines
Tue 12/28:14 pmGSP - ORD
Nonstop2h 16mAmerican Airlines
Deal found 11/18$222
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/188:08 pmORD - GSP
Nonstop2h 00mAmerican Airlines
Thu 12/256:00 amGSP - ORD
Nonstop2h 14mAmerican Airlines
Deal found 11/20$224
This Delta deal was found by Cheapflights users on 11/19. 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.
Wed 12/105:29 pmMDW - GSP
1 stop5h 11mDelta
Sun 12/147:36 pmGSP - MDW
1 stop5h 11mDelta
Deal found 11/19$229
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 12/125:59 pmORD - GSP
1 stop4h 41mDelta
Sun 12/146:45 amGSP - ORD
1 stop4h 29mDelta
Deal found 11/20$229
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Fri 12/126:45 amORD - GSP
1 stop3h 39mAmerican Airlines
Sun 12/148:14 pmGSP - ORD
Nonstop2h 16mAmerican Airlines
Deal found 11/19$234
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1010:26 amORD - GSP
1 stop6h 43mAmerican Airlines
Sun 12/148:14 pmGSP - ORD
Nonstop2h 16mAmerican Airlines
Deal found 11/20$239
This American Airlines deal was found by Cheapflights users on 11/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:14 amORD - GSP
Nonstop1h 58mAmerican Airlines
Tue 12/238:01 pmGSP - ORD
Nonstop2h 18mAmerican Airlines
Deal found 11/18$241
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:34 pmORD - GSP
2 stops19h 17mMultiple Airlines
Thu 12/2511:33 amGSP - ORD
1 stop8h 29mMultiple Airlines
Deal found 11/20$247
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Fri 12/54:48 pmORD - GSP
Nonstop1h 56mAmerican Airlines
Sun 12/76:00 amGSP - ORD
Nonstop2h 13mAmerican Airlines
Deal found 11/19$249
This Delta deal was found by Cheapflights users on 11/20. 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.
Sat 11/224:28 pmMDW - GSP
1 stop6h 13mDelta
Mon 11/2411:12 amGSP - MDW
1 stop6h 27mDelta
Deal found 11/20$254
This Delta deal was found by Cheapflights users on 11/19. 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.
Sat 11/225:23 amORD - GSP
1 stop4h 06mDelta
Thu 11/271:58 pmGSP - ORD
1 stop5h 54mDelta
Deal found 11/19$254
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/181:34 pmORD - GSP
2 stops19h 17mMultiple Airlines
Mon 12/228:03 pmGSP - ORD
1 stop19h 18mMultiple Airlines
Deal found 11/20$255

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 November 21, 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 1/17

11:21 am-4:53 pm

1 stop4h 32m

Greenville

Tue 1/20

7:20 am-12:51 pm

1 stop6h 31m

$215

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Fri 1/9

5:50 pm-8:47 pm

Nonstop1h 57m

Greenville

Fri 1/16

10:00 am-2:25 pm

1 stop5h 25m

$219

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Sat 1/31

1:26 pm-6:04 pm

1 stop3h 38m

Greenville

Sun 2/8

6:50 am-9:53 am

1 stop4h 03m

$222

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Thu 12/18

6:04 pm-11:40 pm

1 stop4h 36m

Greenville

Thu 12/25

7:30 am-12:54 pm

1 stop6h 24m

$222

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 12/11

5:13 pm-10:33 pm

1 stop4h 20m

Greenville

Sun 12/14

7:59 am-11:55 am

1 stop4h 56m

$229

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Wed 12/10

5:29 pm-11:40 pm

1 stop5h 11m

Greenville

Sun 12/14

7:36 pm-11:47 pm

1 stop5h 11m

$229

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Fri 5/15

1:15 pm-9:25 pm

1 stop7h 10m

Greenville

Sun 5/17

7:15 am-12:39 pm

1 stop6h 24m

$229

ChicagoGreenville

MDW - GSP

MDWGSP

Chicago Midway

Thu 2/5

12:48 pm-6:39 pm

1 stop4h 51m

Greenville

Sat 2/7

10:37 am-3:38 pm

1 stop6h 01m

$247

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Tue 4/14

10:35 am-5:28 pm

1 stop5h 53m

Greenville

Sun 4/19

6:45 am-10:04 am

1 stop4h 19m

$247

ChicagoGreenville

ORD - GSP

ORDGSP

Chicago O'Hare Intl

Thu 2/12

9:35 am-5:16 pm

1 stop6h 41m

Greenville

Sun 2/15

8:19 am-1:39 pm

1 stop6h 20m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 39 results
1
2
3
4

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Greenville flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 14, 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, February is the cheapest month in which you can book a flight from Chicago to Greenville (average of $51). Flying from Chicago to Greenville in April is currently the most expensive (average of $141). 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 November 21, 2025.

It’s optimal to fly from Chicago to Greenville in the evening. By choosing this option you can save up to 30% on the cost of your flight, compared to a flight in the afternoon.

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 Thursday 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 November 21, 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 (15 on average).

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 November 21, 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
7.9
Good
8,002 reviews

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,029 reviews
Delta
7.9
Good
8,002 reviews

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,047 reviews
Delta
7.9
Good
8,002 reviews

Boarding

8.1

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 19 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 3 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 $219, Delta can have you in Greenville from Chicago in 1h 57m. 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 ($228) 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 cheapest airlines to fly from Chicago to Greenville one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $134. Southwest flights start at $135 while deals on Delta start at $144 one-way.

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

    Consider GoJet (93%), Lufthansa (88%) or Republic Airways (84%) 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 $133. While the most popular route (Chicago O'Hare Intl - Greenville) can be booked for $195 on average, our data indicates $276 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, February is the cheapest month in which you can book a flight from Chicago to Greenville (average of $51). Flying from Chicago to Greenville in April is currently the most expensive (average of $141). 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
Greer
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 Charleston flights
O'Hare Intl to Charlotte flights
O'Hare Intl to Savannah flights
Midway to Charlotte flights
O'Hare Intl to Greenville flights
St. Louis to Charlotte flights
O'Hare Intl to Myrtle Beach flights
Midway to Charleston flights
O'Hare Intl to Columbia flights
Midway to Savannah flights
Midway to Myrtle Beach flights
St. Louis to Columbia flights
Moline to Charlotte flights
St. Louis to Savannah flights
St. Louis to Charleston flights
Peoria to Charlotte flights
O'Hare Intl to Hilton Head Island flights
Midway to Greenville flights
St. Louis to Myrtle Beach flights
Midway to Columbia flights
Moline to Charleston flights
O'Hare Intl to Augusta flights
Peoria to Savannah flights
St. Louis to Greenville flights
Moline to Savannah flights
Moline to Myrtle Beach flights
Peoria to Charleston flights
Bloomington to Savannah flights
Peoria to Greenville flights
Peoria to Columbia flights
St. Louis to Augusta flights
Moline to Greenville flights
Evansville to Charlotte flights
Midway to Augusta flights
Peoria to Myrtle Beach flights
Evansville to Savannah flights
Bloomington to Columbia flights
Bloomington to Charlotte flights
Moline to Columbia flights
St. Louis to Hilton Head Island flights
Springfield to Savannah flights
Evansville to Charleston flights
Peoria to Hilton Head Island flights
Moline to Hilton Head Island flights
Bloomington to Myrtle Beach flights
Bloomington to Charleston flights
Evansville to Hilton Head Island flights
O'Hare Intl to Florence flights
Moline to Augusta flights
Springfield to Myrtle Beach flights

Top 3 airlines flying from Chicago to Greenville

Discover the top 3 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 November 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$148Average$272FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$202Average$286FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$370FlexibilityNo cancel feeOn-time69%

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.