What is the cheapest airline to fly from Greenville, North Carolina to Chicago round-trip?

American Airlines, at $395, was found to be the cheapest airline from Greenville, North Carolina to Chicago..

What is the cheapest day to fly from Greenville, North Carolina to Chicago?

Travelers seeking maximum savings on their Greenville, North Carolina to Chicago flight should consider departing on Saturday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What is the cheapest time of day to fly from PGV to CHI?

When flying from Greenville, North Carolina to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 11% versus a flight at noon.

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 1 airline.

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.

$387+ Flights from Greenville, NC to Chicago

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Cheap flight deals from Greenville to Chicago

Round-trip from	$395 (American Airlines)

From Pitt-Greenville to Chicago (CHI)

Search Deals

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 July 3, 2025.

Fri 10/173:09 pmPGV - ORD

1 stop7h 17mAmerican Airlines

Mon 10/208:15 amORD - PGV

1 stop5h 26mAmerican Airlines

Deal found 7/2

$387

Best flights from Greenville to Chicago
Discover carefully curated flight deals from Greenville to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Tue 7/296:38 pmPGV - ORD

1 stop6h 19mAmerican Airlines

Tue 8/55:15 amORD - PGV

1 stop4h 17mAmerican Airlines

Deal found 7/1

$395

Last-minute flights from Greenville to Chicago
Discover last-minute flight deals from Greenville to Chicago. Data last updated July 3, 2025 and is based on user searches.

Tue 7/296:38 pmPGV - ORD

1 stop6h 19mAmerican Airlines

Tue 8/55:15 amORD - PGV

1 stop4h 17mAmerican Airlines

Deal found 7/1

$395

One-way flights from Greenville to Chicago
Search for one-way flight options from Greenville to Chicago. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Mon 8/1812:11 pmPGV - ORD

2 stops7h 32mAmerican Airlines

Deal found 7/2

$412

Cheapflights Fare Finder

Use the filters below to find and compare flights from Greenville to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Tue 7/29

6:38 pm-11:57 pm

1 stop6h 19m

Chicago O'Hare Intl

Tue 8/5

5:15 am-10:32 am

1 stop4h 17m

$395

GreenvilleChicago

PGV - ORD

PGVORD

Pitt-Greenville

Mon 8/18

12:11 pm-6:43 pm

2 stops7h 32m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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, August is the cheapest month in which you can book a flight from Greenville, North Carolina to Chicago (average of $245). Flying from Greenville, North Carolina to Chicago in March is currently the most expensive (average of $321). 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.

Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with American Airlines from Greenville to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Oct 2024

LAX - ORD

The seats are just SO UNCOMFORTABLE it completely ruins the experience, especially on a redeye. I was so exhausted but couldn’t sleep a wink because it was just so incredibly uncomfortable. I don’t know who designs airplane seats, but they’re curved forward, forcing your body into a slouching position. Please. Please please get new seats. Also ones that actually extent to the bulkhead so that when you try to lean against the wall, you don’t just fall through the gap

American Airlines

7.2

Good

10,000 reviews

American Airlines

7.2

Good

10,000 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Oct 2024

LAX - ORD

Related info for your journey

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 1 airline.
What is the cheapest airline to fly from Greenville, North Carolina to Chicago round-trip?
American Airlines, at $395, was found to be the cheapest airline from Greenville, North Carolina to Chicago..
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, August is the cheapest month in which you can book a flight from Greenville, North Carolina to Chicago (average of $245). Flying from Greenville, North Carolina to Chicago in March is currently the most expensive (average of $321). 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.

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Top airline flying from Greenville to Chicago

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$316	Average$386	FlexibilityNo cancel fee	On-time71%

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$387+ 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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Greenville to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Greenville to Chicago

Round-trip from

Find flight deals from Greenville to Chicago

Cheapest flights from Greenville to ChicagoExplore 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 July 3, 2025.

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 July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Greenville to Chicago that are best for you.

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.

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?

Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with American Airlines from Greenville to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

What is the cheapest airline to fly from Greenville, North Carolina to Chicago round-trip?

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

How can I find direct flights from Greenville to Chicago?

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

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

Traveling to a place near Greenville?

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Alternative routes for Greenville to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Greenville to Chicago

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Book with Flexibility

Travel Smart

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 July 3, 2025.