$98 Cheap Flights from Chicago (ORD) to Greenville (GSP)

View $98 flight on Wed, Dec 3, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)

Cheap Flights from Chicago to Greenville (ORD-GSP)

Prices were available within the past 7 days and start at $98 for one-way flights and $153 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Oct 21 - Tue, Oct 28
ORD
Chicago
GSP
Greenville
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Greenville, returning Tue, Oct 28, priced at $153 found 1 day ago
Southwest Airlines
Tue, Oct 21 - Sat, Oct 25
ORD
Chicago
GSP
Greenville
$182 Roundtrip, found 4 days ago
$182
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Greenville, returning Sat, Oct 25, priced at $182 found 4 days ago
Southwest Airlines
Tue, Oct 21 - Tue, Oct 28
ORD
Chicago
GSP
Greenville
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Greenville, returning Tue, Oct 28, priced at $188 found 1 day ago
Southwest Airlines
Tue, Oct 21 - Thu, Oct 23
ORD
Chicago
GSP
Greenville
$193 Roundtrip, found 2 days ago
$193
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Greenville, returning Thu, Oct 23, priced at $193 found 2 days ago
Southwest Airlines
Tue, Oct 21 - Tue, Oct 28
ORD
Chicago
GSP
Greenville
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Greenville, returning Tue, Oct 28, priced at $195 found 1 day ago
United
Sat, Oct 18 - Mon, Oct 20
ORD
Chicago
GSP
Greenville
$195 Roundtrip, just found
$195
Roundtrip
just found
Select United flight, departing Sat, Oct 18 from Chicago to Greenville, returning Mon, Oct 20, priced at $195 just found
Southwest Airlines
Tue, Oct 7 - Tue, Oct 21
ORD
Chicago
GSP
Greenville
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Tue, Oct 7 from Chicago to Greenville, returning Tue, Oct 21, priced at $197 found 4 hours ago
Delta
Tue, Nov 4 - Mon, Nov 10
ORD
Chicago
GSP
Greenville
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 4 from Chicago to Greenville, returning Mon, Nov 10, priced at $197 found 3 days ago
United
Sat, Oct 18 - Sat, Oct 25
ORD
Chicago
GSP
Greenville
$198 Roundtrip, found 2 hours ago
$198
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Oct 18 from Chicago to Greenville, returning Sat, Oct 25, priced at $198 found 2 hours ago
American Airlines
Sun, Nov 23 - Thu, Nov 27
ORD
Chicago
GSP
Greenville
$202 Roundtrip, found 2 hours ago
$202
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sun, Nov 23 from Chicago to Greenville, returning Thu, Nov 27, priced at $202 found 2 hours ago

Find the cheapest month to fly from Chicago (ORD) to Greenville (GSP)

September is typically the cheapest month to fly

From $178 - $564 per traveler.

Alternative airports near Greenville

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Greenville-Spartanburg Intl. GSP. Cheapest option available. Average driving time to city center is 18 minutes. Flights from $347
GSP
Greenville-Spartanburg Intl.
Cheapest
Average driving time to city center18 min
Flights from $347
Flights from Chicago (ORD) to Greenville (GSP)
Origin airport
O'Hare Intl.
Destination airport
Greenville-Spartanburg Intl.
Airlines serving
American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$153
Distance
577 mi
Average flight time
3 hours 1 min

Chicago to Greenville Flights

The cheapest times to fly from Chicago to Greenville

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Greenville are during the month of October. You can find some of the cheapest flights from Chicago to Greenville with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Greenville

Sunday is one of the best days to book for cheap flights from Chicago to Greenville: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Greenville

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Greenville in 2025. You can also book with separate airlines for your outbound and return journeys, from $98 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Greenville flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Greenville airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP) cost?
Get a cheap one-way flight from $98 or cheap return flight from $153 from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
October is the cheapest month to fly from ORD to GSP. Traveling during an off-peak travel window is often the key to better flight prices.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
When flying out of O'Hare Intl. Airport (ORD), you can jump on a direct flight to Greenville-Spartanburg Intl. Airport (GSP) with United Airlines.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
While prices can vary depending on when you travel, American Airlines and United Airlines are often among the top picks for flights between O'Hare Intl. Airport (ORD) and Greenville-Spartanburg Intl. Airport (GSP). You can also compare airlines on Expedia and use the "Sort by" filter to find the cheapest ticket for your ORD to GSP flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
When flying out of O'Hare Intl. Airport (ORD), you can take your pick from an average of 2 daily nonstop flights to Greenville-Spartanburg Intl. Airport (GSP).
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
The 11 AM departures from ORD to GSP are the most sought after. They can also be more expensive. If you want to save on your trip, choose a less crowded time to fly.
What day of the week has the most flights from ORD to GSP?
Depart on a Sunday if you're after the best selection of flights from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
Catch the earliest flight at around 11:20AM UTC-6, leaving from O'Hare Intl. Airport (ORD). You'll be traveling for roughly 1h 59m, coming in to land at Greenville-Spartanburg Intl. Airport (GSP) at approximately 2:19PM UTC-5.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
The average flight duration from ORD to GSP is 1 hour and 59 minutes, covering a total distance of 580 mi.
What airline has the least delays from ORD to GSP?
Alaska Airlines has the best track record for on-time direct flights from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP), with an on-time rating of 83%. Use the Expedia App to look up your flight schedule before you leave and get real-time alerts about any trip changes.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
Opt for a flight from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP) that leaves before 3 PM to reduce the risk of cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Greenville from O'Hare Intl. Airport (ORD)?
Hop on a direct flight from O'Hare Intl. Airport (ORD) to Greenville and touch down at Greenville-Spartanburg Intl. Airport (GSP). An alternative entry point into this city is Asheville Regional Airport (AVL).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP) last-minute?
Holding off until just before your trip to book a flight from ORD to GSP generally means paying more. While you may come across some last-minute offers, there's no guarantee. Allow some flexibility in your schedule for the best chance of snagging a bargain.
Is it cheaper to book an ORD to GSP flight and hotel package?
Opting for an ORD to GSP flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our wide range of accommodations and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Greenville-Spartanburg Intl. Airport (GSP)?
In most instances, you can reschedule or cancel your ORD to GSP flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you want more information, visit our Customer Service portal.

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*Available to One Key members.