Book your flight from Greenville (GSP) to Chicago (ORD) at the best prices. Fares start from $612.
Greenville
GSP
→
Chicago
ORD
10/14/2025 – 10/21/2025
Cheap flight deals from Greenville to Chicago
Average price start from:
i
$217
Round-trip flights from Greenville to Chicago starting at $217. Book now for the best deals!
One-way from:
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$110
One-way flights from Greenville to Chicago starting at $110. Great for flexible travel!
Cheapest day:
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Wednesday
Wednesday is the cheapest day to fly from Greenville to Chicago. Save more by booking on this day!
Cheapest In:
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$126
May 2025
May 2025 is the cheapest month to fly from Greenville to Chicago with prices starting at $126.
Find flight deals from Greenville to Chicago
Cheapest flights from Greenville to Chicago
ONEWAY FLIGHTS
LAST MINUTE
CHEAP FLIGHTS
BEST FLIGHTS
Explore the cheapest oneway flights from Greenville to Chicago spotted daily.
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$110
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$120
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
MSP
Unknown City
$129
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$130
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$132
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
MSP
Unknown City
$149
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
MSP
Unknown City
$189
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$206
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
MSP
Unknown City
$214
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
MKE
Unknown City
$264
Non-stop • 60 min
GSP
Greenville
GSP - Greenville • 2025-10-14 • 09:00
Unknown
60 min
MKE
Unknown City
$269
Non-stop • 60 min
Price Trends & Analysis
Monthly Price Trends
Save the most on flights from Greenville to Chicago in September.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate, with summer temperatures averaging between 70°F to 85°F (21°C to 29°C) and winter temperatures ranging from 20°F to 30°F (-6°C to -1°C). The best times for comfortable travel are late spring (May) and early fall (September to October), when temperatures are mild and rainfall is moderate.
Rainfall
The best time to visit Chicago is during late spring (May to early June) or early fall (September to October) when temperatures are mild and the city is vibrant with events like the Chicago Blues Festival and Open House Chicago. Avoid peak summer crowds and winter chill for a more enjoyable experience exploring the city's attractions.
Airlines at Chicago
Traveling from Greenville to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Delta Air Lines, United Airlines, American Airlines, Southwest Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Greenville to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Places to Visit in Chicago
Chicago, the Windy City, dazzles with its stunning skyline and vibrant neighborhoods, each offering a unique tapestry of culture and history. Visitors can stroll along the iconic Magnificent Mile, explore the world-class Art Institute, and savor deep-dish pizza in a bustling local eatery. With its rich jazz and blues heritage echoing through lively music venues and its breathtaking lakefront providing the perfect backdrop for adventure, Chicago promises an unforgettable experience that celebrates both its storied past and dynamic present.
About Chicago
Explore the wonders of Chicago on your journey from Greenville. This remarkable destination blends cultural treasures with modern amenities, creating an enriching travel experience. Consider visiting during off-peak seasons for better value and fewer crowds.
Airlines Flying from Greenville to Chicago
Traveling from Greenville to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Delta Air Lines, United Airlines, American Airlines, Southwest Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Greenville to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
About Chicago
Explore the wonders of Chicago on your journey from Greenville. This remarkable destination blends cultural treasures with modern amenities, creating an enriching travel experience. Consider visiting during off-peak seasons for better value and fewer crowds.
Places to Visit in Chicago
Chicago, the Windy City, dazzles with its stunning skyline and vibrant neighborhoods, each offering a unique tapestry of culture and history. Visitors can stroll along the iconic Magnificent Mile, explore the world-class Art Institute, and savor deep-dish pizza in a bustling local eatery. With its rich jazz and blues heritage echoing through lively music venues and its breathtaking lakefront providing the perfect backdrop for adventure, Chicago promises an unforgettable experience that celebrates both its storied past and dynamic present.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
Airlines Flying from Greenville to Chicago
Traveling from Greenville to Chicago has never been more convenient, thanks to several reputable airlines offering seamless connectivity between these vibrant cities. Airlines such as Delta Air Lines, United Airlines, American Airlines, Southwest Airlines provide regular flights, ensuring travelers have flexible options to suit their schedules.
Typically, the flight duration is around 10-15 hours, depending on layovers and the chosen route. Most flights from Greenville to Chicago include one stopover, often in major hubs, allowing for a comfortable transition. For those seeking to explore Chicago, booking with these airlines ensures a smooth travel experience, complete with modern amenities and excellent service.
Frequently Asked Questions
What's the lowest price for flights from Greenville to Chicago?
You can find flights starting from $110. For better deals, book during September and choose Wednesday departures.
How long is the journey from Greenville to Chicago?
The average flight time is about 10-15 hours, with most routes including one stopover for better pricing and comfort.
What airlines operate flights on this route?
Several airlines serve this route including Delta Air Lines, United Airlines, American Airlines. Research current schedules and compare prices for the best deal.
How far in advance should I book?
For the best prices, book 2-3 months ahead and consider traveling during September when prices are typically lower.
What accommodation options are near ORD Airport?
ORD Airport has several nearby hotels with shuttle services, making it convenient for travelers with early or late flights.
What attractions can I visit in Chicago?
Chicago features a wonderful combination of historical sites and modern attractions. The best time to visit is during pleasant weather months for optimal sightseeing.
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