Cheap flights from Greensboro to Chicago from $189
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Greensboro to Chicago departing on 7/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Greensboro to Chicago
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How to get the cheapest flight ticket from Greensboro to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of September is, on average, the cheapest month to fly to Chicago from Greensboro, with most prices found around $278. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Greensboro to Chicago during August average around $293.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $382. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Greensboro to Chicago for around $524.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Greensboro to Chicago during this time can be as low as $427. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $438.
What is the cheapest Greensboro/H. Point to Chicago flight route?
Fly from Greensboro/H. Point to Chicago O'Hare Intl for the best Greensboro/H. Point - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Greensboro when booking 22 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $314 when searching 22 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Greensboro for as low as $249 on momondo.
What cabin class options are available on Greensboro/H. Point to Chicago flights?
There are 4 cabin classes available to choose from on Greensboro/H. Point to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Greensboro to Chicago flights?
No. A direct flight is the cheapest option for a flight between Greensboro to Chicago.
How have Greensboro to Chicago flight prices changed over time?
As of June 2025, prices for Greensboro to Chicago flights are approximately 64% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Greensboro/H. Point to Chicago?
American Airlines, Delta, and United Airlines are the most popular carriers operating from Greensboro/H. Point to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Greensboro according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Greensboro to Chicago on average per day?
As of June 2025, 11 flights take off from Greensboro and land in Chicago each day. The most common flight departure time for this route is 5:00PM, with 65% of daily flights taking off at noon.
How many flights depart from Greensboro to Chicago on average per week?
As of June 2025, there are 77 flights per week flying from Greensboro to Chicago. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.
When to book flights from Greensboro to Chicago
Cheap Greensboro to Chicago (GSO to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Greensboro to Chicago
Best Price Found | $189 |
|---|---|
Fastest flight time | 2h 06m |
Direct flights | Tue, Wed, Thu, Fri, Sat and Sun |
Airports in Chicago | 2 airports |
How far is Greensboro/H. Point to Chicago by plane?
There are 580.4 mi between Greensboro/H. Point and Chicago. A reasonable flight in good conditions will take 2h 06m.
When did momondo last update prices for flights from Greensboro/H. Point Airport to Chicago?
Prices for flights from Greensboro/H. Point Airport to Chicago are updated daily.
How many operators does momondo search for flights from Greensboro/H. Point Airport to Chicago?
As of June 2025, there are 3 operators available to choose from for flights from Greensboro/H. Point Airport to Chicago.
How old do you have to be to fly from Greensboro/H. Point Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Greensboro/H. Point Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Greensboro to Chicago?
Based on momondo bookings for flights between Greensboro and Chicago, the leading plane model is Embraer 175, making up 23.58% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet CRJ-550 with 22.40%, Embraer 170 with 20.29%, and Embraer 175 (Enhanced Winglets) with 19.54%.
What is the most popular airline from Greensboro to Chicago?
momondo data reveals that the most frequently booked airline on the route from Greensboro to Chicago is American Airlines, representing 62% of all bookings. The subsequent popular airlines are United Airlines at 35% and Delta at 3%.
Best airlines flying from Greensboro to Chicago
Compare and see reviews for airlines that fly from Greensboro to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $187 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $198 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $218 | Free Cancellation | Rating 8.0 7,950 reviews |
United Airlines Flights From Greensboro to Chicago
Across 10 United Airlines flights from Greensboro to Chicago this week, the average price was $356, with the best United Airlines deals starting from $198 round-trip. 8,790 users have rated United Airlines on momondo, with an average score of 7.4/10.
American Airlines Flights From Greensboro to Chicago
American Airlines is also a popular choice for this route. American Airlines flight deals for Greensboro to Chicago start from as low as $187 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $297. American Airlines operates 12 flights to Chicago from Greensboro in an average week. Users have rated it 7.2/10 across 10,000 reviews.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Greensboro to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Greensboro to Chicago for you.
Can I find flights from Greensboro to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Greensboro to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Greensboro to Chicago?
momondo helps you find the best flight between Greensboro and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Greensboro to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Greensboro are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.