Find Cheap Flights from Chicago to Greenville (CHI - GSP)

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Good to Know

Low Season:
November
Best time to beat the crowds
2%
expected price decrease
High Season:
May
Most popular time to fly
9%
expected price increase
Average Price:
$336
(avg. price over the last 2 weeks)
Good Deal:
$266
or less (round trip)

When to Book Flights from Chicago to Greenville

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $265 or less.
The cheapest flight from Chicago to Greenville was found 90 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
High season is considered to be April, May and June. The cheapest month to fly is November.
Morning departure is around 9% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to Greenville Flights

How long does a flight from Chicago to Greenville take?
An average nonstop flight takes 1h 45m, covering a distance of 565 miles.
How many flights are there between Chicago and Greenville?
There are 187 (nonstop) flights between Chicago and Greenville per week, averaging 27 per day.
Which airlines provide the cheapest flights from Chicago to Greenville?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($259), United ($278) and American Airlines ($278).
Do I need a passport to fly between Chicago and Greenville?
No.
Which airlines fly most frequently between Chicago and Greenville?
United (8 times daily), American Airlines (7 times daily), Air Canada (3 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Greenville?
For Chicago to Greenville, Thursday is the cheapest day to fly on average and Friday is the most expensive. Flying from Greenville back to Chicago, the best deals are generally found on Saturday, with Thursday being the most expensive.

Book cheap flights from Chicago to Greenville (round-trip)

Airports
Origin
Chicago
$259
only
$259
$296
only
$296
Destination
Greenville
$259
only
$259
Thu, Feb 8
ORD
GSP
18h 53m
Mon, Feb 12
GSP
ORD
21h 01m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 5
ORD
GSP
1h 50m
Fri, Jan 12
GSP
ORD
2h 15m
Trip: 8 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 16 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IAH
LFT
Okay 4.0

Never made it and had to go yet to another desk because it was a united flight this was the worst i have ever experienced

COS
IAH
Good 6.6

I really like how your flights are inexpensive compared to others when trying to purchase a last minute ticket.

The last two times I traveled ( I flew with United Airlines ) and both times my flights were delayed. The first time it was delayed by 4 hours and made me miss an appointment. The second time it was delayed by over 13 hours. It was nice that United had put me in a hotel room for the night, but again it took away from time in which I needed to be somewhere else.

ITO
LAX
Mediocre 2.0

See below

See below

COS
DEN
Excellent 8.0

Nice staff, helpful front desk and flight attendants.

No wifi, carry on fee, small seats

IAH
CUN
Excellent 8.3

being my first time flying international everything went smooth. The staff was very helpful.

This flight went smooth, I was very pleased with it.

Thu, Jan 11
ORD
GSP
1h 45m
Sun, Jan 14
GSP
ORD
2h 07m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26083 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

DFW
PBI
Okay 5.6

Free movies, and crew were helpful once we were in the air

Gate agent did not start forcing check in, which caused delay in boarding. Ground crew did not stock aircraft until 20 minutes after scheduled departure time. and DFW did the usual 20 minute taxi and then 15 minute hold prior to take off.

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

HND
LAX
Okay 4.0

This flight was miserable. Seriously, one of the worst flight experiences I've ever had. The leg room was absurdly small. I'm not a tall person and I only had one inch in front of my legs. When the guy in front of me put his seat back it pressed into my knees. There wasn't enough space to bend down and untie my shoes, let alone get something out of my bag. My shoulder and knee were touching the guy next to me (a complete stranger) for the entire flight and there was nothing I could do about it. This was a red-eye but I absolutely could not sleep because it was so uncomfortable, so when we landed I had a terrible migraine and was nauseous and disoriented going through customs. I actually had to sit down in the airport because I though I was gonna pass out while trying to carry my bag, that's how shitty I felt after this flight. On top of that, not being able to sleep on the flight really messed up my sleep schedule and so jet lag from the time change has been made even worse, so I'm completely out of whack and its so much worse that it otherwise would have been because of the horrible flight. Also the food was gross and there wasn't enough of it. Even now, I don't think I have really communicated just how shitty this flight was. I was actually angry when I saw my seat upon boarding, and I'm still angry about it now.

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

Fri, Jan 26
MDW
GSP
5h 32m
Sun, Jan 28
GSP
MDW
4h 09m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14274 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

JFK
MIA
Okay 5.3

Some of the flight attendants were rude and not very welcoming at all.

FLL
DTW
Excellent 10.0

New plane with knight entertainment screens at all seats!

Delayed, bit crew was friendly and efficient!

DTW
BNA
Mediocre 2.0

Sat on the plane on the tarmac for over an hour in the cold...

JFK
PHX
Good 6.6

The crew was late so we were delayed two hours. I find that extremely infuriating when you are a passenger and have to show up two hours before your flight. I also would lose my job if I was two hours late for a client.

Mon, Jan 29
ORD
GSP
8h 14m
Wed, Jan 31
GSP
ORD
4h 34m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 27
ORD
GSP
1h 50m
Wed, Jan 31
GSP
ORD
2h 15m
Trip: 5 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 16 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
GSP
Excellent 8.0

They moved me to a seat right behind business class with more leg room I got a text message about the delay with reason and time. the airplane was new.

We had a delay because of some other planes

ORD
GSP
Mediocre 2.0

Was stuck on hold with United airlines for 4 hours and was not able to get and good flight to where I was headed to with my military leave

COS
DEN
Excellent 8.0

Nice staff, helpful front desk and flight attendants.

No wifi, carry on fee, small seats

LAX
AUS
Mediocre 2.0

We did not crash. Eventually we got to our destination.

All flights were awful. None were on time. I paid for economy plus aisle seat but was put in economy middle seat anyway. Asked for refund and was sent to 3 different people. The final person, a gate agent for my departing gate, Peggy Hunter, told me that she has 35 years experience and she knows everything about United Airlines’ processes. Told me the only way I might get a refund is to submit online but that paying extra for a seat upgrade doesn’t mean I will actually get one and that I should read the fine print on the ticket. Had previously spoken to another gate agent who had told me that I could ask for a refund at the departing gate. Wifi didn’t work. On one of three delayed flights had to beg for water to take my medicine. I will make extra efforts to avoid using this mediocre airline.

ORD
GSP
Good 7.6

The flight attendant and getting to the location early!

United in general

Thu, Feb 1
ORD
GSP
1h 53m
Tue, Feb 6
GSP
ORD
2h 17m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26083 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

JFK
MXP
Mediocre 2.0

6hours delay and no reimbursement. It sucked! Thank you.

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

PHL
ATL
Okay 5.3

On time

Rude flight attendant

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

Tue, Jan 16
ORD
GSP
7h 53m
Sat, Jan 20
GSP
ORD
4h 46m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Jan 28
ORD
GSP
1h 50m
Sat, Feb 10
GSP
ORD
2h 15m
Trip: 14 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 16 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
PVR
ORD
Excellent 8.0

Arrived earlier than expected.

Waited an hour for the gate to be vacate by another plane.

COS
DEN
Excellent 8.0

Nice staff, helpful front desk and flight attendants.

No wifi, carry on fee, small seats

IAH
CUN
Excellent 8.3

being my first time flying international everything went smooth. The staff was very helpful.

This flight went smooth, I was very pleased with it.

ORD
GSP
Excellent 8.0

Even though I was on connecting flights and weather sounded like it might interfere, that was not the case. Each flight went smoothly and easily. It was a fantastic travel day.

ORD
GSP
Good 7.6

The flight attendant and getting to the location early!

United in general

Fri, Feb 2
ORD
GSP
1h 45m
Sun, Feb 4
GSP
ORD
2h 17m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26083 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
ORD
Good 7.0

Seats, hospitality, friendly demeanor of the staff

Food did not match the Indian palatte. In spite of specific request for indian food, what was served smelt and tasted like Chinese food masqueraded as indian

DFW
PBI
Okay 5.6

Free movies, and crew were helpful once we were in the air

Gate agent did not start forcing check in, which caused delay in boarding. Ground crew did not stock aircraft until 20 minutes after scheduled departure time. and DFW did the usual 20 minute taxi and then 15 minute hold prior to take off.

PHX
PDX
Excellent 9.0

I like how quick and efficient the boarding and check in process was.

I just wish that if I paid a little more for seats I should get more comfortable and roomier seats is all. Don’t make the seats sit so upright.

PHL
ATL
Okay 5.3

On time

Rude flight attendant

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

Tue, Feb 6
ORD
GSP
7h 13m
Wed, Feb 14
GSP
ORD
4h 34m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Feb 3
ORD
GSP
1h 45m
Sat, Feb 10
GSP
ORD
2h 17m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26083 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

DFW
PBI
Okay 5.6

Free movies, and crew were helpful once we were in the air

Gate agent did not start forcing check in, which caused delay in boarding. Ground crew did not stock aircraft until 20 minutes after scheduled departure time. and DFW did the usual 20 minute taxi and then 15 minute hold prior to take off.

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

JFK
MXP
Mediocre 2.0

6hours delay and no reimbursement. It sucked! Thank you.

HND
LAX
Okay 4.0

This flight was miserable. Seriously, one of the worst flight experiences I've ever had. The leg room was absurdly small. I'm not a tall person and I only had one inch in front of my legs. When the guy in front of me put his seat back it pressed into my knees. There wasn't enough space to bend down and untie my shoes, let alone get something out of my bag. My shoulder and knee were touching the guy next to me (a complete stranger) for the entire flight and there was nothing I could do about it. This was a red-eye but I absolutely could not sleep because it was so uncomfortable, so when we landed I had a terrible migraine and was nauseous and disoriented going through customs. I actually had to sit down in the airport because I though I was gonna pass out while trying to carry my bag, that's how shitty I felt after this flight. On top of that, not being able to sleep on the flight really messed up my sleep schedule and so jet lag from the time change has been made even worse, so I'm completely out of whack and its so much worse that it otherwise would have been because of the horrible flight. Also the food was gross and there wasn't enough of it. Even now, I don't think I have really communicated just how shitty this flight was. I was actually angry when I saw my seat upon boarding, and I'm still angry about it now.

Wed, Feb 7
ORD
GSP
1h 50m
Wed, Feb 14
GSP
ORD
2h 15m
Trip: 8 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 16 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
GSP
Excellent 8.0

Even though I was on connecting flights and weather sounded like it might interfere, that was not the case. Each flight went smoothly and easily. It was a fantastic travel day.

COS
DEN
Excellent 8.0

Nice staff, helpful front desk and flight attendants.

No wifi, carry on fee, small seats

COS
IAH
Good 6.6

I really like how your flights are inexpensive compared to others when trying to purchase a last minute ticket.

The last two times I traveled ( I flew with United Airlines ) and both times my flights were delayed. The first time it was delayed by 4 hours and made me miss an appointment. The second time it was delayed by over 13 hours. It was nice that United had put me in a hotel room for the night, but again it took away from time in which I needed to be somewhere else.

ORD
GSP
Excellent 8.0

They moved me to a seat right behind business class with more leg room I got a text message about the delay with reason and time. the airplane was new.

We had a delay because of some other planes

IAH
LFT
Okay 4.0

Never made it and had to go yet to another desk because it was a united flight this was the worst i have ever experienced

Sat, Feb 10
ORD
GSP
7h 53m
Wed, Feb 14
GSP
ORD
4h 50m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 8
ORD
GSP
1h 50m
Wed, Feb 14
GSP
ORD
2h 15m
Trip: 7 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 16 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
GSP
Excellent 8.0

Even though I was on connecting flights and weather sounded like it might interfere, that was not the case. Each flight went smoothly and easily. It was a fantastic travel day.

ORD
GSP
Mediocre 2.0

Was stuck on hold with United airlines for 4 hours and was not able to get and good flight to where I was headed to with my military leave

EWR
AMS
Good 6.6

I ordered a special meal and it was delicious! Because I have dietary concerns, I often have to order a special meal. Usually, I find that the alternatives meals are second thoughts and thus can be rather tasteless. I was very thankful for my meal.

The plane was so tiny we were packed in it like sardines. I am a rather small person (barely 5 feet tall) and usually have no complaints about space on a flight but even my knees hit the back of the seat in front of me.

LAX
AUS
Mediocre 2.0

We did not crash. Eventually we got to our destination.

All flights were awful. None were on time. I paid for economy plus aisle seat but was put in economy middle seat anyway. Asked for refund and was sent to 3 different people. The final person, a gate agent for my departing gate, Peggy Hunter, told me that she has 35 years experience and she knows everything about United Airlines’ processes. Told me the only way I might get a refund is to submit online but that paying extra for a seat upgrade doesn’t mean I will actually get one and that I should read the fine print on the ticket. Had previously spoken to another gate agent who had told me that I could ask for a refund at the departing gate. Wifi didn’t work. On one of three delayed flights had to beg for water to take my medicine. I will make extra efforts to avoid using this mediocre airline.

IAH
LFT
Okay 4.0

Never made it and had to go yet to another desk because it was a united flight this was the worst i have ever experienced

Wed, Feb 14
ORD
GSP
1h 45m
Sun, Feb 18
GSP
ORD
2h 17m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26083 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
HND
LAX
Okay 4.0

This flight was miserable. Seriously, one of the worst flight experiences I've ever had. The leg room was absurdly small. I'm not a tall person and I only had one inch in front of my legs. When the guy in front of me put his seat back it pressed into my knees. There wasn't enough space to bend down and untie my shoes, let alone get something out of my bag. My shoulder and knee were touching the guy next to me (a complete stranger) for the entire flight and there was nothing I could do about it. This was a red-eye but I absolutely could not sleep because it was so uncomfortable, so when we landed I had a terrible migraine and was nauseous and disoriented going through customs. I actually had to sit down in the airport because I though I was gonna pass out while trying to carry my bag, that's how shitty I felt after this flight. On top of that, not being able to sleep on the flight really messed up my sleep schedule and so jet lag from the time change has been made even worse, so I'm completely out of whack and its so much worse that it otherwise would have been because of the horrible flight. Also the food was gross and there wasn't enough of it. Even now, I don't think I have really communicated just how shitty this flight was. I was actually angry when I saw my seat upon boarding, and I'm still angry about it now.

SJU
PHL
Good 6.3

My screen was not responsive most of the time

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

PHL
ATL
Okay 5.3

On time

Rude flight attendant

DFW
ORD
Good 7.0

Seats, hospitality, friendly demeanor of the staff

Food did not match the Indian palatte. In spite of specific request for indian food, what was served smelt and tasted like Chinese food masqueraded as indian

Tue, Feb 6
ORD
GSP
7h 13m
Mon, Feb 12
GSP
ORD
6h 15m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 9
ORD
GSP
1h 50m
Wed, Feb 14
GSP
ORD
2h 15m
Trip: 6 days
6.8GoodShow reviews
Overall 6.8 Good
Based on 16 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
GSP
Excellent 8.0

They moved me to a seat right behind business class with more leg room I got a text message about the delay with reason and time. the airplane was new.

We had a delay because of some other planes

IAH
CUN
Excellent 8.3

being my first time flying international everything went smooth. The staff was very helpful.

This flight went smooth, I was very pleased with it.

COS
DEN
Excellent 8.0

Nice staff, helpful front desk and flight attendants.

No wifi, carry on fee, small seats

PVR
ORD
Excellent 8.0

Arrived earlier than expected.

Waited an hour for the gate to be vacate by another plane.

ITO
LAX
Mediocre 2.0

See below

See below

Thu, Feb 15
ORD
GSP
1h 45m
Mon, Feb 19
GSP
ORD
2h 17m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26083 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

PHX
PDX
Excellent 9.0

I like how quick and efficient the boarding and check in process was.

I just wish that if I paid a little more for seats I should get more comfortable and roomier seats is all. Don’t make the seats sit so upright.

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

DFW
PBI
Okay 5.6

Free movies, and crew were helpful once we were in the air

Gate agent did not start forcing check in, which caused delay in boarding. Ground crew did not stock aircraft until 20 minutes after scheduled departure time. and DFW did the usual 20 minute taxi and then 15 minute hold prior to take off.

JFK
MXP
Mediocre 2.0

6hours delay and no reimbursement. It sucked! Thank you.

Sat, Feb 10
ORD
GSP
7h 53m
Mon, Feb 12
GSP
ORD
5h 32m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Show more results
*
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.