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Greensboro

$111+ Cheap flights from Chicago (CHI) to Greensboro (GSO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSO
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Greensboro/H. Point are usually found in July or September, booked 85 days in advance, depart on a Saturday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Greensboro

Cheapest flights from Chicago to Greensboro
Explore the most affordable flight options available from Chicago to Greensboro. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:45 pm
ORD
-
GSO
Nonstop1h 57m
United Airlines
Sat 2/285:19 pm
GSO
-
ORD
Nonstop2h 36m
United Airlines
Deal found 2/3$209
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:15 am
ORD
-
GSO
Nonstop1h 59m
American Airlines
Sun 3/88:15 pm
GSO
-
ORD
Nonstop2h 21m
American Airlines
Deal found 2/3$210
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/214:46 pm
ORD
-
GSO
Nonstop1h 58m
American Airlines
Tue 3/248:15 pm
GSO
-
ORD
Nonstop2h 21m
American Airlines
Deal found 2/3$214
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:49 pm
ORD
-
GSO
Nonstop1h 57m
United Airlines
Thu 3/127:35 pm
GSO
-
ORD
1 stop5h 09m
United Airlines
Deal found 2/3$219
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/249:34 am
MDW
-
GSO
1 stop6h 02m
Delta
Tue 3/312:24 pm
GSO
-
MDW
1 stop6h 21m
Delta
Deal found 2/2$229
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:37 pm
ORD
-
GSO
1 stop4h 37m
Delta
Sat 2/286:00 am
GSO
-
ORD
1 stop4h 41m
Delta
Deal found 2/3$229
This United Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/51:06 pm
ORD
-
GSO
1 stop4h 54m
United Airlines
Sun 3/86:15 am
GSO
-
ORD
Nonstop2h 28m
United Airlines
Deal found 2/2$232
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/272:51 pm
ORD
-
GSO
1 stop6h 56m
American Airlines
Sat 2/288:15 pm
GSO
-
ORD
Nonstop2h 21m
American Airlines
Deal found 2/4$239
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/244:45 pm
ORD
-
GSO
Nonstop1h 58m
American Airlines
Sun 3/18:41 pm
GSO
-
ORD
1 stop4h 35m
American Airlines
Deal found 2/3$240
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:44 pm
ORD
-
GSO
Nonstop2h 04m
American Airlines
Mon 4/278:18 pm
GSO
-
ORD
Nonstop2h 22m
American Airlines
Deal found 2/3$245
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:15 am
ORD
-
GSO
Nonstop1h 59m
American Airlines
Sun 3/18:15 pm
GSO
-
ORD
Nonstop2h 21m
American Airlines
Deal found 2/4$248
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
MDW
-
GSO
1 stop4h 31m
Delta
Thu 2/265:22 am
GSO
-
MDW
1 stop5h 32m
Delta
Deal found 2/3$249

Find flight deals from Chicago to Greensboro

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Greensboro (GSO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(United Airlines)

One-way from

$111
(Kiwi.com)

Popular in

August

Cheapest in

July

Average price

$309

Good round-trip deal

$229 or less

Good one-way deal

$238 or less
Provider with most accurate pricing for Chicago (CHI)-Greensboro/H. Point flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Greensboro/H. Point flights.
Search Deals
From Chicago (CHI) to Greensboro/H. Point
Search Deals
One-way flight from Chicago (CHI) to Greensboro/H. Point
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Greensboro/H. Point.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Greensboro/H. Point.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Greensboro that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Chicago to Greensboro that are best for you.

Fly from

Chicago

Fly to

Greensboro

Route

Depart

Return

Price

ChicagoGreensboro

ORD - GSO

ORDGSO

Chicago O'Hare Intl

Thu 3/5

2:40 pm-5:41 pm

Nonstop2h 01m

Greensboro/H. Point

Thu 3/12

6:15 am-7:43 am

Nonstop2h 28m

$209

ChicagoGreensboro

ORD - GSO

ORDGSO

Chicago O'Hare Intl

Sat 3/21

5:49 pm-8:46 pm

Nonstop1h 57m

Greensboro/H. Point

Tue 3/24

6:15 am-7:43 am

Nonstop2h 28m

$209

ChicagoGreensboro

ORD - GSO

ORDGSO

Chicago O'Hare Intl

Fri 2/27

5:45 pm-8:42 pm

Nonstop1h 57m

Greensboro/H. Point

Sat 2/28

5:19 pm-6:55 pm

Nonstop2h 36m

$209

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Sat 4/25

10:43 am-5:13 pm

1 stop5h 30m

Greensboro/H. Point

Mon 4/27

6:00 pm-10:28 pm

1 stop5h 28m

$229

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Fri 3/6

6:40 pm-11:55 pm

1 stop4h 15m

Greensboro/H. Point

Thu 3/12

6:10 am-8:53 am

1 stop3h 43m

$229

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Thu 2/26

12:45 pm-8:46 pm

1 stop7h 01m

Greensboro/H. Point

Tue 3/3

6:52 am-11:59 am

1 stop6h 07m

$229

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Tue 2/24

6:00 am-11:31 am

1 stop4h 31m

Greensboro/H. Point

Thu 3/5

6:00 am-8:54 am

1 stop3h 54m

$229

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Thu 3/12

6:00 am-1:31 pm

1 stop6h 31m

Greensboro/H. Point

Sun 3/15

5:19 am-9:56 am

1 stop5h 37m

$229

ChicagoGreensboro

ORD - GSO

ORDGSO

Chicago O'Hare Intl

Sat 4/25

5:59 pm-11:55 pm

1 stop4h 56m

Greensboro/H. Point

Sun 4/26

6:35 am-10:09 am

1 stop4h 34m

$229

ChicagoGreensboro

ORD - GSO

ORDGSO

Chicago O'Hare Intl

Thu 3/5

6:45 am-1:29 pm

1 stop5h 44m

Greensboro/H. Point

Sun 3/8

5:19 am-8:30 am

1 stop4h 11m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 39 results
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2
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Compare providers for flights from Chicago to Greensboro

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Greensboro in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Greensboro flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Greensboro flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Greensboro flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Greensboro flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Greensboro flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Greensboro

Have a flexible travel schedule? Discover the best time to fly to Greensboro from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Greensboro

How far ahead should I book a flight from Chicago to Greensboro?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Greensboro. Price data was last updated on January 30, 2026.

Booking 84 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Greensboro. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Greensboro?

Currently, February is the cheapest month in which you can book a flight from Chicago to Greensboro (average of $56). Flying from Chicago to Greensboro in June is currently the most expensive (average of $129). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to GSO?

Find hourly flight availability from Chicago to Greensboro. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 4, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 22% on flights from Chicago to Greensboro by exploring options for tickets in the evening.

Weekly flight availability from Chicago to Greensboro

Explore weekly flight availability from Chicago to Greensboro. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 4, 2026.

The most flights from CHI to GSO are scheduled on a Monday (15 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 on average).

Reviews of airlines servicing Greensboro

Get insights into the airlines that provide service to Greensboro. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Greensboro. Reviews last updated February 4, 2026.
See what other customers who have flown with United Airlines and American Airlines from Chicago to Greensboro have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,236 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,236 reviews
United Airlines
7.4
Good
9,236 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,216 reviews
United Airlines
7.4
Good
9,236 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Chicago to Greensboro. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Greensboro from Chicago?

    Located just 8.4 mi from the city center, Greensboro/H. Point is the airport most travelers will use when flying to Greensboro from Chicago. Booking flights from Chicago to Greensboro/H. Point (GSO) should be relatively easy as there are 13 daily inbound flights from Chicago from 3 different airlines.

  • How long is the flight from Chicago to Greensboro?

    A quick flight from Chicago to Greensboro can take about 2h 01m. United Airlines provides one of the quickest options available for as low as $209. Airlines will cover a distance of 589 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Greensboro round-trip?

    Cheapflights users have booked flights from Chicago to Greensboro round-trip from $204. Other airlines that can offer you cheap pricing are American Airlines, from $209, and Delta, from $223. United Airlines is priced at 36% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from Chicago to Greensboro?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Greensboro on time: Republic Airways (100%), Japan Airlines (69%), Qatar Airways (68%).

  • What are the cheapest flights from Chicago to Greensboro?

    Looking for the cheapest flight from Chicago to Greensboro? While on average our users pay $278, our data indicates the cheapest price to be $178. The most popular route (Chicago O'Hare Intl - Greensboro/H. Point), is priced around $209.

  • Can I find deals for flights from Chicago to Greensboro that include hotel bookings?

    Yes. In addition to deals on Chicago to Greensboro flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Greensboro?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Greensboro.

  • Can I find deals for business class flights from Chicago to Greensboro?

    Yes. Cheapflights offers flight deals from Chicago to Greensboro by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Greensboro?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Greensboro (average of $56). Flying from Chicago to Greensboro in June is currently the most expensive (average of $129). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Greensboro?

Book flights to Greensboro if you plan to visit one of these locations
Asheboro
Kernersville

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Alternative routes for Chicago to Greensboro

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Greensboro

Discover the top 3 airlines that operate flights from Chicago to Greensboro. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$204Average$303FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$273FlexibilityNo cancel feeOn-time71%
DeltaCheapest$223Average$324FlexibilityNo cancel feeOn-timeN/A

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