American AirlinesDepart19:36
Fri, Nov 13GSO → ORD
2h 37m · Direct
$152one way, per person
View deal
- Cheapest fare
- $152
- Cheapest month
- November
- Direct flights
- Yes
- Flight time
- 2h 28m
American Airlines · Fri, Nov 13
from $152
American Airlines and United Airlines
940 km
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Cheapest month to fly from Greensboro to Chicago
Lowest one-way fare per person in each month. Choose a month to see every date.
Cheapest dates in November 2026
The lowest fares we've seen for each day, cheapest first.
See every date in November 2026 →
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Where to stay, what to do and getting around, from our travel partners.
About flights from Greensboro to Chicago
Greensboro (GSO) and Chicago (CHI) are about 940 km apart. Direct flights take around 2h 28m, and recent direct fares were with American Airlines and United Airlines. Over the next few months, one-way fares start from $152, and November 2026 is currently the cheapest month to fly.
These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.
Frequently asked questions
How much is a flight from Greensboro to Chicago?
The cheapest one-way fare we've seen recently is $152 with American Airlines, departing Friday, November 13, 2026.
What is the cheapest month to fly from Greensboro to Chicago?
November 2026 currently has the lowest fares, from $152 one way.
Are there direct flights from Greensboro to Chicago?
Yes. Recent direct fares were with American Airlines and United Airlines.
How long is the flight from Greensboro to Chicago?
A direct flight takes about 2h 28m. Greensboro and Chicago are around 940 km apart.
Which airlines fly from Greensboro to Chicago?
Recent fares on this route were with American Airlines and United Airlines.
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