CHI - GSP

$108 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 12/16. 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

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
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Flights 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

Sat, Aug 9 - Tue, Aug 12
United Airlines Logo
7:35 pm - 10:42 pmORD-GSP
2h 07mnonstop
United Airlines Logo
12:45 pm - 2:08 pmGSP-ORD
2h 23mnonstop
$195United Airlines
Find Deal
Sat, Aug 16 - Tue, Aug 19
American Airlines Logo
4:25 pm - 7:17 pmORD-GSP
1h 52mnonstop
American Airlines Logo
7:33 am - 8:55 amGSP-ORD
2h 22mnonstop
$196American Airlines
Find Deal
Fri, Aug 15 - Thu, Aug 21
American Airlines Logo
7:08 pm - 10:05 pmORD-GSP
1h 57mnonstop
American Airlines Logo
11:25 am - 12:36 pmGSP-ORD
2h 11mnonstop
$202American Airlines
Find Deal
Sat, Aug 9 - Tue, Aug 12
United Airlines Logo
7:35 pm - 10:42 pmORD-GSP
2h 07mnonstop
United Airlines Logo
10:27 am - 2:33 pmGSP-ORD
5h 06m1 stop
$205United Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 17
American Airlines Logo
7:08 pm - 10:05 pmORD-GSP
1h 57mnonstop
American Airlines Logo
7:37 am - 8:59 amGSP-ORD
2h 22mnonstop
$209American Airlines
Find Deal
Fri, Aug 15 - Sat, Aug 16
United Airlines Logo
1:55 pm - 4:54 pmORD-GSP
1h 59mnonstop
United Airlines Logo
7:45 pm - 11:30 pmGSP-ORD
4h 45m1 stop
$212United Airlines
Find Deal
Sat, Aug 9 - Tue, Aug 12
Delta Logo
4:22 pm - 11:33 pmMDW-GSP
6h 11m1 stop
Delta Logo
5:59 pm - 9:44 pmGSP-MDW
4h 45m1 stop
$215Delta
Find Deal
Mon, Aug 18 - Tue, Aug 19
Delta Logo
5:00 pm - 9:36 pmORD-GSP
3h 36m1 stop
Delta Logo
3:20 pm - 8:47 pmGSP-ORD
6h 27m1 stop
$215Delta
Find Deal
Sat, Aug 9 - Tue, Aug 12
Southwest Logo
9:50 am - 4:30 pmMDW-GSP
5h 40m2 stops
Southwest Logo
6:45 pm - 11:20 pmGSP-MDW
5h 35m1 stop
$220Southwest
Find Deal
Wed, Sep 3 - Sat, Sep 13
Southwest Logo
6:00 am - 7:55 pmORD-GSP
12h 55m2 stops
Southwest Logo
8:20 am - 11:50 amGSP-ORD
4h 30m1 stop
$220Southwest
Find Deal
Expert advice

Expert advice for your flight from Chicago to Greenville

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Greenville.

Our data shows that the cheapest route for a return flight from Chicago to Greenville cost $202 and was between Chicago O'Hare Intl Airport (ORD) and Greenville (GSP). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $202.

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, Friday is the cheapest day to fly and Monday 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 July, where tickets cost $269 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $386 and $365 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 $444, 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 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$108
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago Midway 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 $108 for a one-way ticket and $195 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 is the aircraft model that flies most regularly on the Chicago to Greenville flight route.

  • Which airline alliances offer flights from Chicago to Greenville?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Greenville, with Star Alliance 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 $256 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $344 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 $258 or less one-way and $236 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.
8.0
DeltaOverall score based on 7953 reviews
7.9Entertainment
8.2Boarding
7.9Comfort
8.5Crew
7.3Food
Airline reviews

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

8.0 ExcellentFernando, Jul 2025AUS - ATL
Read more Delta reviews

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

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!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

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

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