- Argentina (Español)
- Australia (English)
- Österreich (Deutsch)
- Belgique (Français)
- België (Nederlands)
- Bolivia (Español)
- Brasil (Português)
- Canada (English)
- Canada (Français)
- Chile (Español)
- Colombia (Español)
- Costa Rica (Español)
- Česká republika (Čeština)
- Danmark (Dansk)
- Deutschland (Deutsch)
- Germany (English)
- Ecuador (Español)
- El Salvador (Español)
- España (Español)
- Espanya (Català)
- France (Français)
- Ελλάδα (Ελληνική)
- Guatemala (Español)
- Honduras (Español)
- Hong Kong (English)
- 香港 (中文)
- India (English)
- Indonesia (Bahasa Indonesia)
- Indonesia (English)
- Ireland (English)
- Israel (English)
- ישראל (עִבְרִית)
- Italia (Italiano)
- 日本 (日本語)
- Malaysia (English)
- Malaysia (Melayu)
- México (Español)
- Nederland (Nederlands)
- New Zealand (English)
- Nicaragua (Español)
- Norge (Norsk)
- Panamá (Español)
- Paraguay (Español)
- Perú (Español)
- Philippines (English)
- Polska (Polski)
- Portugal (Português)
- Puerto Rico (Español)
- República Dominicana (Español)
- România (Română)
- المملكة العربية السعودية (العَرَبِيَّة)
- Saudi Arabia (English)
- Suisse (Français)
- Schweiz (Deutsch)
- Singapore (English)
- South Africa (English)
- 대한민국 (한국어)
- Suomi (Suomi)
- Sverige (Svenska)
- 台灣 (中文)
- ประเทศไทย (ภาษาไทย)
- Thailand (English)
- Türkiye (Türkçe)
- Україна (Українська)
- United Arab Emirates (English)
- United Kingdom (English)
- United States (English)
- Estados Unidos (Español)
- Uruguay (Español)
- Venezuela (Español)
- Vietnam (English)
- Việt Nam (Việt)

Everything you should know
Flight Deals
Cheap Flights from Greenville to Chicago (GSP-CHI)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Chicago 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 Greenville to Chicago
Fri, Jan 15 - Mon, Jan 18
7:51 pm - 9:37 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 46mnonstop
8:06 am - 11:12 amORD Chicago O'Hare Intl-GSP Greenville
2h 06mnonstop
$319American Airlines
Fri, Dec 11 - Thu, Dec 17
7:05 am - 8:30 amGSP Greenville-ORD Chicago O'Hare Intl
2h 25mnonstop
8:11 am - 11:13 amORD Chicago O'Hare Intl-GSP Greenville
2h 02mnonstop
$319American Airlines
Thu, Dec 10 - Thu, Dec 10
6:30 am - 7:46 amGSP Greenville-ORD Chicago O'Hare Intl
2h 16mnonstop
1:49 pm - 4:53 pmORD Chicago O'Hare Intl-GSP Greenville
2h 04mnonstop
$319United Airlines
Mon, Dec 7 - Thu, Dec 10
5:34 pm - 7:00 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 26mnonstop
5:55 pm - 8:59 pmORD Chicago O'Hare Intl-GSP Greenville
2h 04mnonstop
$319United Airlines
Fri, Dec 11 - Sat, Dec 12
6:47 pm - 8:15 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 28mnonstop
3:15 pm - 6:15 pmORD Chicago O'Hare Intl-GSP Greenville
2h 00mnonstop
$319American Airlines
Fri, Dec 4 - Wed, Dec 9
5:34 pm - 7:00 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 26mnonstop
5:55 pm - 8:59 pmORD Chicago O'Hare Intl-GSP Greenville
2h 04mnonstop
$319United Airlines
Mon, Feb 1 - Mon, Feb 8
8:57 pm - 9:13 amGSP Greenville-ORD Chicago O'Hare Intl
13h 16m1 stop Tampa
8:25 am - 8:17 pmORD Chicago O'Hare Intl-GSP Greenville
10h 52m2 stops Fort Lauderdale Tampa
$321Multiple Airlines
Mon, Dec 28 - Thu, Jan 7
8:32 pm - 12:00 pmGSP Greenville-ORD Chicago O'Hare Intl
40h 28m2 stops Orlando Atlanta Hartsfield-Jackson
7:10 am - 9:10 amORD Chicago O'Hare Intl-GSP Greenville
25h 00m1 stop Fort Lauderdale
$323Multiple Airlines
Fri, Dec 4 - Fri, Dec 11
10:57 am - 4:17 pmGSP Greenville-ORD Chicago O'Hare Intl
6h 20m1 stop Detroit Metropolitan Wayne County
1:34 pm - 7:57 pmORD Chicago O'Hare Intl-GSP Greenville
5h 23m1 stop Atlanta Hartsfield-Jackson
$339Delta
Tue, Dec 1 - Tue, Dec 8
5:10 pm - 8:53 pmGSP Greenville-ORD Chicago O'Hare Intl
4h 43m1 stop Atlanta Hartsfield-Jackson
10:36 am - 3:45 pmORD Chicago O'Hare Intl-GSP Greenville
4h 09m1 stop Atlanta Hartsfield-Jackson
$339Delta
Recent one-way flight deals from Greenville to Chicago
Thu, Dec 24
8:43 am - 4:59 pmGSP Greenville-ORD Chicago O'Hare Intl
9h 16m1 stop Fort Lauderdale
$122Multiple Airlines
Thu, Nov 19
8:44 am - 3:37 pmGSP Greenville-ORD Chicago O'Hare Intl
7h 53m1 stop Fort Lauderdale
$122Multiple Airlines
Mon, Feb 15
3:30 pm - 4:14 pmGSP Greenville-ORD Chicago O'Hare Intl
25h 44m1 stop Fort Lauderdale
$129Multiple Airlines
Mon, Feb 1
6:57 am - 8:36 amGSP Greenville-ORD Chicago O'Hare Intl
2h 39mnonstop
$160American Airlines
Sat, Dec 19
6:00 am - 7:25 amGSP Greenville-ORD Chicago O'Hare Intl
2h 25mnonstop
$160American Airlines
Thu, Nov 26
6:20 am - 7:36 amGSP Greenville-ORD Chicago O'Hare Intl
2h 16mnonstop
$160United Airlines
Wed, Feb 17
5:48 pm - 7:05 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 17mnonstop
$160United Airlines
Wed, Dec 9
11:36 am - 1:00 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 24mnonstop
$160American Airlines
Sat, Dec 12
12:59 pm - 4:17 pmGSP Greenville-ORD Chicago O'Hare Intl
4h 18m1 stop Detroit Metropolitan Wayne County
$170Delta
Fri, Dec 11
5:40 am - 10:25 amGSP Greenville-ORD Chicago O'Hare Intl
5h 45m1 stop Atlanta Hartsfield-Jackson
$170Delta
Recent last minute flight deals from Greenville to Chicago
Wed, Nov 11 - Mon, Dec 7
8:24 pm - 3:37 pmGSP Greenville-ORD Chicago O'Hare Intl
20h 13m2 stops Tampa Fort Lauderdale
6:07 am - 2:08 pmORD Chicago O'Hare Intl-GSP Greenville
7h 01m1 stop Fort Lauderdale
$328Multiple Airlines
Fri, Nov 6 - Sun, Nov 15
8:52 pm - 3:37 pmGSP Greenville-ORD Chicago O'Hare Intl
19h 45m2 stops Tampa Fort Lauderdale
7:55 am - 8:13 amORD Chicago O'Hare Intl-GSP Greenville
23h 18m1 stop Fort Lauderdale
$345Multiple Airlines
Fri, Nov 6 - Wed, Dec 9
2:42 pm - 3:37 pmGSP Greenville-ORD Chicago O'Hare Intl
25h 55m1 stop Fort Lauderdale
10:00 am - 9:32 amORD Chicago O'Hare Intl-GSP Greenville
22h 32m2 stops Dallas/Fort Worth Tampa
$351Multiple Airlines
Wed, Nov 11 - Fri, Dec 11
6:42 pm - 8:13 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 31mnonstop
6:54 pm - 9:56 pmORD Chicago O'Hare Intl-GSP Greenville
2h 02mnonstop
$371American Airlines
Wed, Nov 11 - Mon, Dec 7
7:02 am - 8:34 amGSP Greenville-ORD Chicago O'Hare Intl
2h 32mnonstop
1:10 pm - 4:10 pmORD Chicago O'Hare Intl-GSP Greenville
2h 00mnonstop
$371American Airlines
Wed, Nov 11 - Mon, Dec 7
1:37 pm - 7:36 pmGSP Greenville-ORD Chicago O'Hare Intl
6h 59m1 stop Charlotte Douglas
3:15 pm - 6:15 pmORD Chicago O'Hare Intl-GSP Greenville
2h 00mnonstop
$381American Airlines
Wed, Nov 11 - Mon, Dec 7
10:56 am - 1:59 pmGSP Greenville-ORD Chicago O'Hare Intl
4h 03m1 stop Detroit Metropolitan Wayne County
5:30 am - 11:13 amORD Chicago O'Hare Intl-GSP Greenville
4h 43m1 stop Atlanta Hartsfield-Jackson
$391Delta
Wed, Nov 11 - Fri, Dec 11
8:11 am - 12:20 pmGSP Greenville-ORD Chicago O'Hare Intl
5h 09m1 stop Atlanta Hartsfield-Jackson
5:30 am - 11:13 amORD Chicago O'Hare Intl-GSP Greenville
4h 43m1 stop Atlanta Hartsfield-Jackson
$391Delta
Fri, Nov 6 - Sun, Nov 8
6:20 am - 7:36 amGSP Greenville-ORD Chicago O'Hare Intl
2h 16mnonstop
6:29 am - 9:30 amORD Chicago O'Hare Intl-GSP Greenville
2h 01mnonstop
$623United Airlines
Mon, Nov 9 - Tue, Nov 10
10:42 am - 11:48 amGSP Greenville-ORD Chicago O'Hare Intl
2h 06mnonstop
5:55 pm - 8:58 pmORD Chicago O'Hare Intl-GSP Greenville
2h 03mnonstop
$637United Airlines
Recent direct flight deals from Greenville to Chicago
Fri, Jan 15 - Mon, Jan 18
7:51 pm - 9:37 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 46mnonstop
8:06 am - 11:12 amORD Chicago O'Hare Intl-GSP Greenville
2h 06mnonstop
$319American Airlines
Fri, Dec 11 - Thu, Dec 17
7:05 am - 8:30 amGSP Greenville-ORD Chicago O'Hare Intl
2h 25mnonstop
8:11 am - 11:13 amORD Chicago O'Hare Intl-GSP Greenville
2h 02mnonstop
$319American Airlines
Thu, Dec 10 - Thu, Dec 10
6:30 am - 7:46 amGSP Greenville-ORD Chicago O'Hare Intl
2h 16mnonstop
1:49 pm - 4:53 pmORD Chicago O'Hare Intl-GSP Greenville
2h 04mnonstop
$319United Airlines
Mon, Dec 7 - Thu, Dec 10
5:34 pm - 7:00 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 26mnonstop
5:55 pm - 8:59 pmORD Chicago O'Hare Intl-GSP Greenville
2h 04mnonstop
$319United Airlines
Fri, Dec 11 - Sat, Dec 12
6:47 pm - 8:15 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 28mnonstop
3:15 pm - 6:15 pmORD Chicago O'Hare Intl-GSP Greenville
2h 00mnonstop
$319American Airlines
Mon, Dec 7 - Thu, Dec 10
4:54 pm - 6:10 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 16mnonstop
3:15 pm - 6:15 pmORD Chicago O'Hare Intl-GSP Greenville
2h 00mnonstop
$319American Airlines
Wed, Dec 2 - Wed, Dec 2
7:05 am - 8:30 amGSP Greenville-ORD Chicago O'Hare Intl
2h 25mnonstop
1:10 pm - 4:10 pmORD Chicago O'Hare Intl-GSP Greenville
2h 00mnonstop
$319American Airlines
Mon, Dec 7 - Thu, Dec 10
6:47 pm - 8:15 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 28mnonstop
3:15 pm - 6:15 pmORD Chicago O'Hare Intl-GSP Greenville
2h 00mnonstop
$319American Airlines
Sat, Dec 12 - Thu, Dec 17
7:05 am - 8:30 amGSP Greenville-ORD Chicago O'Hare Intl
2h 25mnonstop
4:59 pm - 8:02 pmORD Chicago O'Hare Intl-GSP Greenville
2h 03mnonstop
$319American Airlines
Fri, Dec 4 - Fri, Dec 11
11:36 am - 1:00 pmGSP Greenville-ORD Chicago O'Hare Intl
2h 24mnonstop
8:05 am - 11:06 amORD Chicago O'Hare Intl-GSP Greenville
2h 01mnonstop
$319American Airlines
Booking Insights
Price, demand and travel trends for Greenville to Chicago flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Layovers
More
How much is a round-trip flight from Greenville to Chicago?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Greenville to Chicago departing in january.What is the cheapest Greenville to Chicago flight route?
KAYAK tracks online flight deals over the last 12 months and analyzes pricing trends to identify the best available fares.Greenville (GSP) to Chicago O'Hare Intl Airport (ORD) is the cheapest Greenville to Chicago route, averaging $338 round-trip. Other Greenville to Chicago routes average $376, based on KAYAK data over the past 12 months.
What's the cheapest day of the week to fly from Greenville to Chicago?
Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Greenville to Chicago. It’s 7% cheaper than the average day, while Monday is the most expensive, with prices 38% higher.
What’s the cheapest month to fly from Greenville to Chicago?
KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Greenville to Chicago, removes the top 0.1% to account for outliers and then takes the median of all values for each month.•March is the cheapest month to fly from Greenville to Chicago at $279 round-trip.
•October ($404) and November ($377) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 44% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.When are flights from Greenville to Chicago the cheapest?
Flights from Greenville to Chicago are cheapest 26 weeks before departure. Booking in this window typically costs about 39% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.
Round-trip flights from Greenville to Chicago typically range from $278 to $423. The lowest price found in the past 5 days was $319, on American Airlines.
Which airline is the cheapest to fly from Greenville to Chicago?
American Airlines ($319) and United Airlines ($319) are the cheapest airlines to fly round-trip from Greenville to Chicago according to KAYAK data over the last 5 days.
Which airline offers the most nonstop flights between Greenville and Chicago?
American Airlines and United Airlines offer the most frequent nonstop flights from Greenville to Chicago, at 28 and 24 flights per week respectively. Based on KAYAK flight data over the last 3 months.
What’s the most popular layover airport when flying from Greenville to Chicago?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.Atlanta Hartsfield-Jackson (ATL) is the most popular layover for the Greenville to Chicago route. 60% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via ATL.
What is the cheapest layover airport when flying from Greenville to Chicago?
Flights via New York LaGuardia (LGA) offer the most affordable fares, with an average round-trip price of $226. Based on KAYAK data over the past 3 months.
Which route with a layover is the fastest from Greenville to Chicago?
Nashville Intl (BNA) offers the shortest 1-stop connection from Greenville to Chicago at 4h 25m one-way, 2h longer than the 2h 25m direct flight. Based on KAYAK data over the past 3 months.
When flying from Greenville to Chicago which airport offers the shortest layover?
Nashville Intl (BNA) had the shortest average connection time for Greenville to Chicago layovers at 3h 02m over the past 3 months.
How many nonstop flights run daily between Greenville and Chicago?
There are 7 to 8 flights per day from Greenville to Chicago, about 52 flights per week. Monday has the most departures, with 15% of weekly flights.
What time of day do most flights depart from Greenville to Chicago?
Based on KAYAK flight schedules for the upcoming 3 months.Most nonstop flights from Greenville to Chicago depart in the morning, accounting for 58% of nonstop departures. Around 4 flights are scheduled in that window over the next three months.
Expert advice
Expert advice for your flight from Greenville to Chicago
AI-powered summary based on content written by travel experts. AI can make mistakes.
Our travel experts
Key details for Greenville to Chicago flights
Low season | January |
|---|---|
High season | July |
Cheapest flight | $122 |
When to book flights from Greenville to Chicago
Are your dates flexible? Find out the best times to travel from Greenville to Chicago 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.
Flights from Greenville to Chicago: the best tips from KAYAK users' own experiences
Insights shared by verified travelers who flew the route from Greenville to Chicago
Your Greenville to Chicago flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Greenville to Chicago flights
Get tips on when to book, when to fly and what to know before your trip.Prefer to fly direct from Greenville to Chicago?
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Greenville to Chicago.
Direct departures
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
Direct returns
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
More options for your flight from Greenville to Chicago
Complete your trip to Chicago with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights from Greenville to Chicago
Cabin classes available on flights from Greenville to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Greenville and Chicago
Flights from domestic origins to Chicago
More flights to Chicago. Prices are the lowest found on KAYAK in the last 7 days. Price and availability is not guaranteed.
Choose which airport to fly into in Chicago
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.