CHI - GSP

$85 Find Cheap Flights from Chicago to Greenville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Greenville departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Greenville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Greenville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Greenville, as well as popular online travel agencies
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$202
Overall average: $279
American Airlines
Thu 1/22Wed 2/4
ORD - GSP • Non-stop
Cheapest one-way
$85
Typical prices: $133-$328
Multiple Airlines
Sun 1/25
ORD - GSP • 1 stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Basic Economy is carry-on only with late boarding.
United's Priority Boarding helps secure overhead space.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
United Airlines
Cheapest • from $209 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-GSP
Cheapest
ORD-GSP
Most popular
Insights
Insights
Insights
Insights
When to book
6 weeks
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 28% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 30% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Greenville!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Greenville (CHI-GSP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Greenville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Greenville

Thu, Jan 22 - Wed, Feb 4
American Airlines Logo
1:48 pm - 4:42 pm
ORD
-
GSP
1h 54mnonstop
American Airlines Logo
5:26 pm - 6:50 pm
GSP
-
ORD
2h 24mnonstop
$202American Airlines
Sun, Feb 22 - Fri, Feb 27
Multiple Airlines Logo
3:40 pm - 5:32 pm
ORD
-
GSP
24h 52m1 stop
Multiple Airlines Logo
6:49 pm - 11:22 am
GSP
-
ORD
17h 33m1 stop
$204Multiple Airlines
Wed, Jan 21 - Wed, Jan 28
United Airlines Logo
8:45 am - 2:19 pm
ORD
-
GSP
4h 34m1 stop
United Airlines Logo
10:51 am - 12:10 pm
GSP
-
ORD
2h 19mnonstop
$205United Airlines
Mon, Jan 19 - Mon, Jan 26
United Airlines Logo
5:50 pm - 8:47 pm
ORD
-
GSP
1h 57mnonstop
United Airlines Logo
6:35 am - 7:56 am
GSP
-
ORD
2h 21mnonstop
$209United Airlines
Wed, Jan 21 - Wed, Jan 28
Delta Logo
6:14 pm - 11:50 pm
MDW
-
GSP
4h 36m1 stop
Delta Logo
5:40 am - 9:53 am
GSP
-
MDW
5h 13m1 stop
$215Delta
Wed, Jan 21 - Wed, Jan 28
Delta Logo
5:30 am - 11:03 am
ORD
-
GSP
4h 33m1 stop
Delta Logo
6:05 am - 1:26 pm
GSP
-
ORD
8h 21m1 stop
$215Delta
Mon, Jan 19 - Mon, Jan 26
United Airlines Logo
5:50 pm - 8:47 pm
ORD
-
GSP
1h 57mnonstop
United Airlines Logo
2:55 pm - 6:37 pm
GSP
-
ORD
4h 42m1 stop
$219United Airlines
Fri, Mar 13 - Tue, Mar 17
Delta Logo
5:40 pm - 11:52 pm
MDW
-
GSP
5h 12m1 stop
Delta Logo
5:40 am - 9:56 am
GSP
-
MDW
5h 16m1 stop
$222Delta
Sun, Jan 18 - Wed, Jan 21
Southwest Logo
10:05 am - 5:35 pm
MDW
-
GSP
6h 30m1 stop
Southwest Logo
10:05 am - 6:35 pm
GSP
-
MDW
9h 30m2 stops
$248Southwest
Fri, Mar 6 - Wed, Mar 11
Southwest Logo
6:25 pm - 10:45 pm
MDW
-
GSP
3h 20m1 stop
Southwest Logo
6:25 pm - 10:50 pm
GSP
-
MDW
5h 25m1 stop
$253Southwest
Booking Insights

KAYAK's insights & trends for Chicago to Greenville flights

Get data-powered insights and trends into flights from Chicago to Greenville to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Greenville flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Greenville costs $195 on the route between Chicago O'Hare Intl Airport (ORD) and Greenville (GSP). It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Greenville?

The average price of all round-trip flights from Chicago to Greenville clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Greenville, look for departures on Saturdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Greenville, Thursday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Chicago to Greenville?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Greenville, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Greenville is January, where tickets cost $209 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is $357 and $345 respectively.

Can I save money by flying with a layover from Chicago to Greenville?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $283, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago to Greenville?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Greenville, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Greenville, you should book around 6 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Greenville

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Basic Economy offers carry-on only travel with late boarding; compare total costs with Main Cabin.


Main Cabin Extra offers early boarding and complimentary drinks; consider for longer flights.

United Airlines

United First offers ample legroom with up to seven inches more than economy, ideal for comfort.


United's Priority Boarding ensures overhead space; purchase to avoid gate-checking carry-ons.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more

Good to know

Low seasonJanuary
Cheapest flight$85
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago O'Hare Airport to Greenville

When to book flights from Chicago to Greenville

Are your dates flexible? Find out the best times to travel from Chicago to Greenville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Greenville

  • What is the cheapest flight from Chicago to Greenville?

    In the last 3 days, the lowest price for a flight from Chicago to Greenville was $85 for a one-way ticket and $202 for a round-trip.

  • Do I need a passport to fly between Chicago and Greenville?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Greenville?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Greenville.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Greenville?

    American Airlines, and Delta offer inflight Wi-Fi service on the Chicago to Greenville flight route.

  • Which aircraft models fly most regularly from Chicago to Greenville?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago to Greenville flight route.

  • Which airline alliances offer flights from Chicago to Greenville?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Greenville, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Greenville?

    There are nonstop flights from Chicago to Greenville on a daily basis.

  • Which is the best airline for flights from Chicago to Greenville, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Greenville are Delta and United Airlines. With an average price for the route of $241 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $319 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Greenville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Greenville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Greenville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Greenville from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Greenville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Greenville with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Greenville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Greenville from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Greenville

  • Looking for a cheap flight? 25% of our users found flights on this route for $168 or less one-way and $269 or less round-trip.

Prefer to fly direct from Chicago to Greenville?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Greenville.
Find which airlines fly direct from Chicago to Greenville Airport, which days they fly and book direct flights.

Direct departures

Chicago to Greenville

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Greenville to Chicago

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Chicago to Greenville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Greenville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Greenville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8013 reviews
7.9Entertainment
7.3Food
8.1Boarding
8.5Crew
7.9Comfort
Airline reviews

Advertised fruit trays with cheese, but only snacks handed out!

8.0 ExcellentAnonymous, Dec 2025
MSP - BOS
Read more Delta reviews

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

I liked the snacks and the flight attendants were friendly.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Everything you need to know for your flight from Chicago to Greenville

Information on your arrival and departure airports