Cheap flights from Chicago to Greensboro from $174

The cheapest month to fly to Greensboro from Chicago is in March. Flight prices, which tend to average around $143, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of March, then book flights to Greensboro from Chicago during September instead. Flights to Greensboro in September, while not as cheap as those in March, still average around $158.

The cheapest day to depart on your flight to Greensboro is on a Wednesday when prices can be found for as low as $269. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Greensboro for around $500.

In the morning is the cheapest time of day to fly from Chicago to Greensboro when you can find flight prices for as low as $286. Flying to Greensboro in the morning is an ideal time because this is during off-peak travel hours. Flights to Greensboro are more costly in the evening, with an average ticket price of $309. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Chicago O'Hare Intl to Greensboro/H. Point for the best Chicago - Greensboro/H. Point flight prices

You are more likely to see cheaper flights to Greensboro from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Greensboro for around $290 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Greensboro from Chicago for as low as $199 on momondo.

There are 4 cabin classes available to choose from on Chicago to Greensboro flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 24% on your flight if you consider stops on a Chicago to Greensboro flight.

As of June 2026, prices for Chicago to Greensboro flights are approximately 2% more expensive when compared to flights at the same time last year.

United Airlines and Delta are the most popular carriers operating from Chicago to Greensboro/H. Point

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Greensboro from Chicago according to our data. American Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Greensboro. Keep in mind that there are 5 different airlines that fly to Greensboro on a routine basis, so you have a few additional options to choose from.

16 flights are operational daily from Chicago to Greensboro as of June 2026. The most popular departure time for this route is 6:00PM, with 45% of flights per day taking off in the evening.

As of June 2026, 117 flights take off from Chicago and land in Greensboro each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.