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$315+ Cheap flights from Greenville, NC (PGV) to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
PGV — CHI
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Greenville to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Greenville (PGV) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$315
(American Airlines)
Provider with most accurate pricing for Pitt-Greenville-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Pitt-Greenville-Chicago (CHI) flights.
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From Pitt-Greenville to Chicago (CHI)
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Find flight deals from Greenville to Chicago

Cheapest flights from Greenville to Chicago
Explore the most affordable flight options available from Greenville to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1411:05 am
PGV
-
ORD
1 stop6h 16m
American Airlines
Sat 2/2810:28 am
ORD
-
PGV
1 stop6h 07m
American Airlines
Deal found 1/15$315
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:21 pm
PGV
-
ORD
1 stop6h 38m
American Airlines
Sun 7/55:43 pm
ORD
-
PGV
1 stop5h 15m
American Airlines
Deal found 1/13$440
This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/301:03 pm
PGV
-
ORD
1 stop5h 58m
American Airlines
Tue 2/311:50 am
ORD
-
PGV
1 stop6h 01m
American Airlines
Deal found 1/15$487
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/286:00 am
PGV
-
ORD
1 stop6h 35m
American Airlines
Sat 1/316:05 am
ORD
-
PGV
1 stop5h 32m
American Airlines
Deal found 1/13$503
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:00 am
PGV
-
ORD
1 stop6h 35m
American Airlines
Mon 2/21:35 pm
ORD
-
PGV
1 stop4h 16m
American Airlines
Deal found 1/14$509

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greenville to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 15, 2026.
Use the filters below to find and compare flights from Greenville to Chicago that are best for you.

Fly from

Greenville

Fly to

Chicago

Route

Depart

Return

Price

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Sat 2/14

11:05 am-4:21 pm

1 stop6h 16m

Chicago O'Hare Intl

Sat 2/28

10:28 am-5:35 pm

1 stop6h 07m

$315

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Fri 7/3

6:21 pm-11:59 pm

1 stop6h 38m

Chicago O'Hare Intl

Sun 7/5

5:43 pm-11:58 pm

1 stop5h 15m

$440

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Fri 1/30

7:17 pm-11:27 pm

1 stop5h 10m

Chicago O'Hare Intl

Tue 2/3

9:45 am-6:51 pm

2 stops8h 06m

$492

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Wed 1/28

6:00 am-11:35 am

1 stop6h 35m

Chicago O'Hare Intl

Sat 1/31

6:05 am-12:37 pm

1 stop5h 32m

$503

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Thu 1/29

6:00 am-11:35 am

1 stop6h 35m

Chicago O'Hare Intl

Mon 2/2

1:35 pm-6:51 pm

1 stop4h 16m

$509

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Sun 2/15

5:05 am-9:05 am

1 stop5h 00m

$496

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Compare providers for flights from Greenville to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Greenville to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Greenville, North Carolina-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Greenville, North Carolina-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Greenville, North Carolina-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Greenville, North Carolina-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Greenville, North Carolina-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Greenville to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Greenville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Greenville, North Carolina to Chicago?

Currently, January is the cheapest month in which you can book a flight from Greenville, North Carolina to Chicago (average of $58). Flying from Greenville, North Carolina to Chicago in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Greenville to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Greenville to Chicago?

    If you book a flight to Chicago from Greenville, you will be flying from Pitt-Greenville, which is the city’s only airport. Pitt-Greenville (PGV) is located 1.7 mi from the center of Greenville. There are 0 flights from Pitt-Greenville to Chicago per day from 0 different airlines.

  • How long is the flight from Greenville, North Carolina to Chicago?

    A quick flight from Greenville, North Carolina to Chicago can take about 6h 16m. American Airlines provides one of the quickest options available for as low as $315. The distance from Greenville, North Carolina to Chicago is about 715 mi.

  • Can I find deals for flights from Greenville to Chicago that include hotel bookings?

    Yes. In addition to deals on Greenville to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Greenville to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Greenville to Chicago.

  • Can I find deals for business class flights from Greenville to Chicago?

    Yes. Cheapflights offers flight deals from Greenville to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Greenville, North Carolina to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Greenville, North Carolina to Chicago (average of $58). Flying from Greenville, North Carolina to Chicago in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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