CHI - GSP

$104 Find Cheap Flights from Chicago to Greenville - Compare and Save

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Everything you should know

Cheapest round-trip
$284
Typical prices: $272-$414
Multiple Airlines
Mon 11/26Fri 11/30
ORD - GSP • 1 stop
Cheapest non-stop
$319
Typical prices: $273-$418
American Airlines
Wed 11/14Fri 11/16
ORD - GSP • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 2h 02m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 12% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 25 weeks in advance save around 51% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 19% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $246 (round-trip)
Shortest trip • 4h 10m (one-way)
Insights
Insights
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We hope you love your trip to Greenville!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Chicago to Greenville (CHI-GSP)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Greenville

Thu, Nov 26 - Mon, Nov 30
Multiple Airlines Logo
4:00 pm - 8:13 amORD  Chicago O'Hare Intl-GSP Greenville
15h 13m1 stop Fort Lauderdale
Multiple Airlines Logo
8:32 pm - 12:59 amGSP  Greenville-ORD Chicago O'Hare Intl
29h 27m1 stop Orlando
$284Multiple Airlines
Mon, Nov 23 - Fri, Dec 4
Multiple Airlines Logo
4:00 pm - 8:14 amORD  Chicago O'Hare Intl-GSP Greenville
15h 14m1 stop Fort Lauderdale
Multiple Airlines Logo
2:42 pm - 6:37 pmGSP  Greenville-ORD Chicago O'Hare Intl
28h 55m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$285Multiple Airlines
Thu, Nov 26 - Mon, Nov 30
Multiple Airlines Logo
4:00 pm - 8:13 amORD  Chicago O'Hare Intl-GSP Greenville
15h 13m1 stop Fort Lauderdale
Multiple Airlines Logo
8:32 pm - 12:59 amGSP  Greenville-ORD Chicago O'Hare Intl
29h 27m1 stop Orlando
$286Multiple Airlines
Mon, Nov 23 - Mon, Nov 30
Multiple Airlines Logo
4:00 pm - 8:14 amORD  Chicago O'Hare Intl-GSP Greenville
15h 14m1 stop Fort Lauderdale
Multiple Airlines Logo
8:32 pm - 12:59 amGSP  Greenville-ORD Chicago O'Hare Intl
29h 27m1 stop Orlando
$289Multiple Airlines
Fri, Nov 13 - Mon, Nov 16
American Airlines Logo
1:10 pm - 4:07 pmORD  Chicago O'Hare Intl-GSP Greenville
1h 57mnonstop
American Airlines Logo
4:37 pm - 6:01 pmGSP  Greenville-ORD Chicago O'Hare Intl
2h 24mnonstop
$319American Airlines
Tue, Nov 10 - Sat, Nov 14
American Airlines Logo
6:55 pm - 9:59 pmORD  Chicago O'Hare Intl-GSP Greenville
2h 04mnonstop
American Airlines Logo
11:40 am - 1:00 pmGSP  Greenville-ORD Chicago O'Hare Intl
2h 20mnonstop
$319American Airlines
Sat, Oct 24 - Tue, Oct 27
United Airlines Logo
5:59 pm - 8:58 pmORD  Chicago O'Hare Intl-GSP Greenville
1h 59mnonstop
United Airlines Logo
5:37 pm - 6:59 pmGSP  Greenville-ORD Chicago O'Hare Intl
2h 22mnonstop
$319United Airlines
Sat, Oct 31 - Sun, Nov 1
United Airlines Logo
6:50 am - 9:51 amORD  Chicago O'Hare Intl-GSP Greenville
2h 01mnonstop
United Airlines Logo
6:20 am - 7:36 amGSP  Greenville-ORD Chicago O'Hare Intl
2h 16mnonstop
$319United Airlines
Tue, Dec 22 - Mon, Dec 28
American Airlines Logo
6:54 pm - 9:56 pmORD  Chicago O'Hare Intl-GSP Greenville
2h 02mnonstop
American Airlines Logo
8:36 pm - 10:00 pmGSP  Greenville-ORD Chicago O'Hare Intl
2h 24mnonstop
$319American Airlines
Wed, Mar 10 - Wed, Mar 17
United Airlines Logo
6:50 am - 9:46 amORD  Chicago O'Hare Intl-GSP Greenville
1h 56mnonstop
United Airlines Logo
10:50 am - 11:52 amGSP  Greenville-ORD Chicago O'Hare Intl
2h 02mnonstop
$319United Airlines
Booking Insights

Price, demand and travel trends for Chicago to Greenville flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What is the cheapest Chicago to Greenville flight route?

Chicago O'Hare Intl Airport (ORD) to Greenville (GSP) is the cheapest Chicago to Greenville route, averaging $312 round-trip. Other Chicago to Greenville routes average $373, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from Chicago to Greenville. It’s 13% cheaper than the average day, while Sunday is the most expensive, with prices 22% higher.

What’s the cheapest month to fly from Chicago to Greenville?

•January is the cheapest month to fly from Chicago to Greenville at $259 round-trip.
•May ($354) and April ($346) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 36% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Greenville the cheapest?

Flights from Chicago to Greenville are cheapest 25 weeks before departure. Booking in this window typically costs about 51% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Greenville

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Key details for Chicago to Greenville flights

Low season

August

Cheapest flight

$104
Beat the crowds with an average 29% drop in travelers.
The most popular month to fly with an average 26% increase in travelers.
One-way flight from Chicago O'Hare Intl 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

Your Chicago to Greenville flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Greenville?

    These are the earliest and latest flight times available from Chicago to Greenville:

    • Earliest: departs at 6:29 am and lands at 8:31 am
    • Latest: departs at 7:54 pm and lands at 9:56 pm.

    The flight takes about 2h 02m.

  • What cabin classes can I book on flights from Chicago to Greenville?

    Two cabin classes are available on flights from Chicago to Greenville:

    • Economy Class
    • First Class

  • How long is a flight from Chicago to Greenville?

    A nonstop flight from Chicago to Greenville takes 2h 02m, covering 564 miles.

  • Do I need a passport to fly from Chicago to Greenville?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Greenville flight?

    Round-trip flights from Chicago to Greenville range from $272 to $414, with an average of $320 over the past 12 months. Anything below $272 counts as a good deal.

  • How expensive are last-minute Chicago to Greenville flights?

    Last-minute fares on this route (booked within two weeks of departure) run 30% above the $320 route average. Book 25 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Greenville?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $246 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $320 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Greenville?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Greenville spread across the day?

    Morning is the busiest departure period on Chicago to Greenville flights, with 43% of flights leaving in that window. Afternoon departures account for 29%, evening flights for 28%, and night flights for 0%.

  • Have flight prices from Chicago to Greenville changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $284 to $2,186. That means the highest observed fare was about 8x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago to Greenville flights?

    American Airlines is the only airline on the Chicago to Greenville route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Chicago to Greenville looking right now?

    One-way fares from Chicago to Greenville are currently lower than usual. Average one-way flight prices are about $159, which is 37% below the typical average for this route.

  • What car rental options are available at Greenville Airport (GSP)?

    Greenville Airport (GSP) hosts 5 major car rental companies, with daily rates starting from around $30 for economy cars. Top options include:

    • Budget
    • Alamo
    • Thrifty
    • Enterprise Rent-A-Car
    • Avis

  • Which airports can I use when flying from Chicago to Greenville?

    Flights from Chicago to Greenville may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Greenville (GSP).

  • Which airports do connecting flights from Chicago to Greenville pass through?

    One-stop flights from Chicago to Greenville most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 44% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 39% of one-stop connections
    • Nashville Intl (BNA) - 17% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Greenville?

    Yes. Flexible dates can save you up to 29% on flights from Chicago to Greenville. Saturday is the cheapest departure day at $281 round-trip on average, while Sunday is the most expensive at $393, a difference of $112.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What airlines fly from Chicago to Greenville?

    2 airlines operate flights between Chicago and Greenville. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • How much time can I save by choosing a different layover airport from Chicago to Greenville?

    Flying via Nashville Intl (BNA) gives the shortest average 1-stop total travel time at 4h 10m, compared with 4h 46m via Atlanta Hartsfield-Jackson (ATL) and 5h 01m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Chicago and Greenville?

    Greenville is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which airlines offer extra legroom and free seat selection on Chicago to Greenville flights?

    Among airlines operating Chicago to Greenville flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Greenville flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in First Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago to Greenville flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Sunday. On this route, Saturday flights average $281, about $112 less than Sunday fares (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 25 weeks before you fly. On this route, that window historically saves about 51% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Greenville trip for January. Fares historically average $259 round-trip in that month - typically $95 less than the most expensive month, which is May (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $246 round-trip on this route - about $74 less than direct flights (based on the last 12 months).

Prefer to fly 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

More options for your flight from Chicago to Greenville

Complete your trip to Greenville with a hotel stay or car rental