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Flights from Chicago to Greenville

Book direct flights from Chicago to Greenville: One way flights from $206, round trip flights from $269. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        ORD 5:59 PM
        2h 8m
        Nonstop
        GSP 9:07 PM
        Chicago - Greenville | Thu, Aug 27 | United Airlines
        GSP 5:43 PM
        2h 20m
        Nonstop
        ORD 7:03 PM
        Greenville - Chicago | Sun, Aug 30 | United Airlines
        $269 $380
        28% off
        28% off
        $380 $269
      • ORD 5:30 AM
        5h 44m
        1 stop
        GSP 12:14 PM
        Chicago - Greenville | Wed, Jul 15 | Delta Air Lines
        GSP 3:06 PM
        6h 27m
        1 stop
        ORD 8:33 PM
        Greenville - Chicago | Wed, Jul 22 | Delta Air Lines
        $272 $380
        28% off
        28% off
        $380 $272
      • ORD 6:35 AM
        6h 26m
        1 stop
        GSP 2:01 PM
        Chicago - Greenville | Sat, Jul 18 | Delta Air Lines
        GSP 7:44 PM
        5h 9m
        1 stop
        ORD 11:53 PM
        Greenville - Chicago | Sat, Jul 25 | Delta Air Lines
        $272 $380
        28% off
        28% off
        $380 $272
      • ORD 5:30 AM
        5h 48m
        1 stop
        GSP 12:18 PM
        Chicago - Greenville | Sun, Jul 19 | Delta Air Lines
        GSP 7:44 PM
        5h 9m
        1 stop
        ORD 11:53 PM
        Greenville - Chicago | Sat, Jul 25 | Delta Air Lines
        $272
        28% off
        $380 $272
      • ORD 2:07 PM
        6h 40m
        1 stop
        GSP 9:47 PM
        Chicago - Greenville | Thu, Jul 16 | Delta Air Lines
        GSP 7:10 AM
        6h 28m
        1 stop
        MDW 12:38 PM
        Greenville - Chicago | Wed, Jul 22 | Delta Air Lines
        $272
        28% off
        $380 $272
      • ORD 6:35 AM
        6h 26m
        1 stop
        GSP 2:01 PM
        Chicago - Greenville | Fri, Jul 17 | Delta Air Lines
        GSP 7:10 AM
        6h 28m
        1 stop
        MDW 12:38 PM
        Greenville - Chicago | Wed, Jul 22 | Delta Air Lines
        $272
        28% off
        $380 $272
      • ORD 5:30 AM
        4h 37m
        1 stop
        GSP 11:07 AM
        Chicago - Greenville | Thu, Aug 6 | Delta Air Lines
        GSP 7:15 AM
        4h 27m
        1 stop
        ORD 10:42 AM
        Greenville - Chicago | Wed, Aug 12 | Delta Air Lines
        $272
        28% off
        $380 $272
      • ORD 5:30 AM
        5h 44m
        1 stop
        GSP 12:14 PM
        Chicago - Greenville | Sat, Aug 1 | Delta Air Lines
        GSP 6:55 AM
        5h 56m
        1 stop
        MDW 11:51 AM
        Greenville - Chicago | Wed, Aug 5 | Delta Air Lines
        $273
        28% off
        $380 $273
      • ORD 5:30 AM
        4h 27m
        1 stop
        GSP 10:57 AM
        Chicago - Greenville | Fri, Jul 31 | Delta Air Lines
        GSP 7:15 AM
        6h 24m
        1 stop
        MDW 12:39 PM
        Greenville - Chicago | Thu, Aug 6 | Delta Air Lines
        $273
        28% off
        $380 $273
      • ORD 6:35 AM
        6h 26m
        1 stop
        GSP 2:01 PM
        Chicago - Greenville | Sat, Jul 25 | Delta Air Lines
        GSP 3:06 PM
        4h 39m
        1 stop
        ORD 6:45 PM
        Greenville - Chicago | Fri, Jul 31 | Delta Air Lines
        $273
        28% off
        $380 $273
      • CHI 1:00 PM
        17h 25m
        1 stop
        GSP 2:00 PM
        Chicago - Greenville | Thu, Jul 16 | Normal Airline
        GSP 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Greenville - Chicago | Sat, Jul 18 | Normal Airline
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      • Cheapest nonstop
        ORD 8:24 PM
        2h 1m
        Nonstop
        GSP 11:25 PM
        Chicago - Greenville | Mon, Aug 10 | American Airlines
        $206 $303
        32% off
        32% off
        $303 $206
      • ORD 6:17 PM
        2h 9m
        Nonstop
        GSP 9:26 PM
        Chicago - Greenville | Mon, Aug 10 | United Airlines
        $211 $303
        30% off
        30% off
        $303 $211
      • ORD 8:24 PM
        2h 1m
        Nonstop
        GSP 11:25 PM
        Chicago - Greenville | Sun, Aug 23 | American Airlines
        $213 $303
        30% off
        30% off
        $303 $213
      • ORD 5:59 PM
        2h 8m
        Nonstop
        GSP 9:07 PM
        Chicago - Greenville | Thu, Aug 20 | United Airlines
        $213
        30% off
        $303 $213
      • ORD 8:24 PM
        2h 1m
        Nonstop
        GSP 11:25 PM
        Chicago - Greenville | Thu, Aug 20 | American Airlines
        $214
        28% off
        $303 $214
      • ORD 5:59 PM
        2h 8m
        Nonstop
        GSP 9:07 PM
        Chicago - Greenville | Sun, Aug 23 | United Airlines
        $214
        28% off
        $303 $214
      • ORD 5:59 PM
        2h 8m
        Nonstop
        GSP 9:07 PM
        Chicago - Greenville | Wed, Sep 2 | United Airlines
        $216
        28% off
        $303 $216
      • ORD 1:59 PM
        6h 27m
        1 stop
        GSP 9:26 PM
        Chicago - Greenville | Mon, Aug 10 | Delta Air Lines
        $207
        32% off
        $303 $207
      • ORD 5:30 AM
        6h 11m
        1 stop
        GSP 12:41 PM
        Chicago - Greenville | Sun, Aug 23 | Delta Air Lines
        $218
        28% off
        $303 $218
      • ORD 1:59 PM
        6h 27m
        1 stop
        GSP 9:26 PM
        Chicago - Greenville | Wed, Sep 2 | Delta Air Lines
        $218
        28% off
        $303 $218
      • CHI 1:00 PM
        17h 25m
        1 stop
        GSP 2:00 PM
        Chicago - Greenville | Thu, Jul 16 | Normal Airline
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        Find more flights

Find cheap airlines flights from Chicago to Greenville

You can choose from 2 airlines that fly from Chicago to Greenville, including United Airlines, American Airlines, American Airlines has lowest fares on this route.
United Airlines logo United Airlines
American Airlines logo American Airlines
Airlines are determined based on actual purchased flight tickets from Chicago to Greenville according to previous 12 months data from Trip.com.

Flight Info | Chicago to Greenville

The distance between Chicago and Greenville is approximately 905.15 km. It takes around 2 hours on average to fly from Chicago to Greenville. Based on Trip.com's data travel demand peaks in July. The off-season for travel is October.

Cheapest one-way flight price$206
Cheapest round-trip ticket price$269
Off-season for travelOctober
Peak season for travelJuly
Flight distance905.15 km
Average flight time2 hours
Popular airlineUnited Airlines
Flight statistics for the Chicago–Greenville route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Chicago to Greenville (CHI-GSP)?

    Based on Trip.com data, American Airlines offers one-way fares as low as $206 on Cheapest nonstop routes (e.g. ORD to GSP on Mon, Aug 10), while United Airlines offers Cheapest nonstop round-trips from $269 departing on Thu, Aug 27 and returning on Sun, Aug 30.
  • At the moment, you can catch a nonstop flight from Chicago to Greenville with the following airlines, including: American Airlines United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 2 hours to fly from Chicago (CHI) to Greenville (GSP).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Greenville is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 38 flight per week flying from Chicago to Greenville. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA5330 (07:07) American Airlines: S/M/T/W/T/F/S -- AA3556 (08:28)
  • To find best deals on flights from Chicago to Greenville, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Mon, Aug 10, with one-way flights priced at just $206.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is American Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Greenville travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to Greenville is October, when demand for travel is lower.
  • After crunching the numbers on our July flight calendar, it's currently cheapest to fly from Chicago to Greenville on July 17, 2026 with American Airlines, with prices starting at $272.
  • You can land at any one of the following hubs in Greenville, with O'Hare International Airport to Greenville-Spartanburg International Airport (ORD-GSP) is by far the most common option on this route: Greenville-Spartanburg International Airport (GSP).
  • The time difference between Greenville and Chicago is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Explore More Popular Flights

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.