Discover affordable flights from Greensboro to Chicago with prices starting from $278. Book your journey today!
Greensboro
GSO
→
Chicago
ORD
10/14/2025 – 10/21/2025
Cheap flight deals from Greensboro to Chicago
Average price start from:
i
$222
Round-trip flights from Greensboro to Chicago starting at $222. Book now for the best deals!
One-way from:
i
$110
One-way flights from Greensboro to Chicago starting at $110. Great for flexible travel!
Cheapest day:
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Wednesday
Wednesday is the cheapest day to fly from Greensboro to Chicago. Save more by booking on this day!
Cheapest In:
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$63
Jun 2025
Jun 2025 is the cheapest month to fly from Greensboro to Chicago with prices starting at $63.
Find flight deals from Greensboro to Chicago
Cheapest flights from Greensboro to Chicago
ONEWAY FLIGHTS
LAST MINUTE
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Explore the cheapest oneway flights from Greensboro to Chicago spotted daily.
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$110
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$120
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
MDW
Unknown City
$136
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
SDF
Unknown City
$149
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$171
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
IND
Unknown City
$179
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
SDF
Unknown City
$184
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
IND
Unknown City
$194
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
SDF
Unknown City
$267
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
CVG
Unknown City
$280
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
DAY
Unknown City
$280
Non-stop • 60 min
GSO
Greensboro
GSO - Greensboro • 2025-10-14 • 09:00
Unknown
60 min
IND
Unknown City
$324
Non-stop • 60 min
Price Trends & Analysis
Monthly Price Trends
Lowest fares from Greensboro to Chicago typically available in January.
Weather & Climate Information
Temperature
Chicago experiences four distinct seasons, with cold winters averaging 20-30°F (-6 to -1°C) and warm summers ranging from 70-85°F (21-29°C). The best times for comfortable travel are late spring (May) and early fall (September to October), when temperatures are mild and humidity is lower.
Rainfall
The best time to visit Chicago is during late spring (May to June) when temperatures are mild and outdoor events, like the Chicago Blues Festival, abound. Alternatively, early fall (September to October) offers pleasant weather and vibrant autumn colors, along with popular events like the Chicago Gourmet festival, making it an ideal time for sightseeing.
Airlines at Chicago
Discover excellent flight options from Greensboro to Chicago with top airlines including American Airlines, Delta Air Lines, United Airlines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Greensboro to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Places to Visit in Chicago
Chicago, the Windy City, captivates with its stunning skyline and vibrant neighborhoods, each offering a tapestry of cultures. Explore the iconic Art Institute, where masterpieces from Van Gogh to Grant Wood await, or stroll along the historic Magnificent Mile, bustling with energy and charm. Visitors can savor deep-dish pizza, catch a blues performance at a legendary club, and soak in the breathtaking views from the Skydeck, all while being enveloped in the city's rich history and inviting spirit.
About Chicago
Travel to Chicago from Greensboro for an unforgettable experience. This vibrant destination offers a perfect blend of culture, history, and modern attractions. The best time to visit is during off-peak seasons for better deals and fewer crowds.
Airlines Flying from Greensboro to Chicago
Discover excellent flight options from Greensboro to Chicago with top airlines including American Airlines, Delta Air Lines, United Airlines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Greensboro to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Hotels in Chicago
When staying in Chicago, look for hotels with easy access to ORD Airport. Most properties provide shuttle services for seamless airport transfers.
About Chicago
Travel to Chicago from Greensboro for an unforgettable experience. This vibrant destination offers a perfect blend of culture, history, and modern attractions. The best time to visit is during off-peak seasons for better deals and fewer crowds.
Places to Visit in Chicago
Chicago, the Windy City, captivates with its stunning skyline and vibrant neighborhoods, each offering a tapestry of cultures. Explore the iconic Art Institute, where masterpieces from Van Gogh to Grant Wood await, or stroll along the historic Magnificent Mile, bustling with energy and charm. Visitors can savor deep-dish pizza, catch a blues performance at a legendary club, and soak in the breathtaking views from the Skydeck, all while being enveloped in the city's rich history and inviting spirit.
Hotels in Chicago
When staying in Chicago, look for hotels with easy access to ORD Airport. Most properties provide shuttle services for seamless airport transfers.
Airlines Flying from Greensboro to Chicago
Discover excellent flight options from Greensboro to Chicago with top airlines including American Airlines, Delta Air Lines, United Airlines. These carriers offer reliable service and comfortable connections between these popular destinations.
The average flight time is approximately 10-15 hours, with most routes featuring one stopover for optimal pricing and convenience. When planning your journey from Greensboro to Chicago, these airlines provide excellent connectivity and modern aircraft for a pleasant travel experience.
Frequently Asked Questions
What is the cheapest flight from Greensboro to Chicago?
The cheapest fare is $110. For the best deals, consider booking during January and flying on Wednesday.
How long is the flight from Greensboro to Chicago?
Average flight time is around 10-15 hours, depending on layovers and the chosen route. Most flights include one stopover for optimal pricing.
Which airlines fly from Greensboro to Chicago?
Multiple airlines operate this route including American Airlines, Delta Air Lines, United Airlines. Check current schedules and availability for the best options.
What is the best time to book flights?
Booking 2–3 months in advance usually gives the best prices. Consider flying during January for additional savings.
Are there hotels near ORD Airport?
Yes, several hotels are conveniently located near ORD Airport, including options with shuttle services for easy airport access.
What should I know about Chicago?
Chicago offers a perfect blend of culture, history, and modern attractions. The best time to visit is during pleasant weather months for optimal experiences.
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