HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$189+ Cheap flights from Greensboro (GSO) to Chicago (CHI)

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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
GSO — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Greensboro to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Greensboro/H. Point to Chicago are usually found in September or August, booked 82 days in advance, depart on a Wednesday or Thursday and return on a Saturday

Cheap flight deals from Greensboro to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Greensboro (GSO) to Chicago (CHI). 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 June 12, 2025.

Round-trip from

$214
(United Airlines)

One-way from

$189
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$328

Good round-trip deal

$280 or less

Good one-way deal

$247 or less
From Greensboro/H. Point to Chicago (CHI)
Search Deals
One-way flight from Greensboro/H. Point to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Greensboro/H. Point to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Greensboro/H. Point to Chicago (CHI).
Search Deals

Find flight deals from Greensboro to Chicago

Cheapest flights from Greensboro to Chicago
Explore the most affordable flight options available from Greensboro to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This United Airlines deal was found by Cheapflights users on 6/10. 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 7/410:34 amGSO - ORD
1 stop7h 18mUnited Airlines
Fri 7/111:44 pmORD - GSO
Nonstop2h 07mUnited Airlines
Deal found 6/10$214
This Delta deal was found by Cheapflights users on 6/10. 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 7/110:21 amGSO - ORD
1 stop7h 28mDelta
Sat 7/57:05 amORD - GSO
1 stop3h 50mDelta
Deal found 6/10$219
This Delta deal was found by Cheapflights users on 6/11. 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.
Sat 7/195:33 amGSO - MDW
1 stop5h 12mDelta
Tue 7/226:20 pmMDW - GSO
1 stop3h 47mDelta
Deal found 6/11$221
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 7/1611:26 amGSO - ORD
Nonstop2h 11mAmerican Airlines
Sat 7/198:00 amORD - GSO
Nonstop1h 56mAmerican Airlines
Deal found 6/11$223
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/129:11 pmGSO - ORD
2 stops23h 06mMultiple Airlines
Sun 9/144:38 pmORD - GSO
1 stop21h 00mMultiple Airlines
Deal found 6/11$373

Cheapflights Fare Finder

Customize your flight search to find flights from Greensboro to Chicago 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 June 12, 2025.
Use the filters below to find and compare flights from Greensboro to Chicago that are best for you.

Fly from

Greensboro

Fly to

Chicago

Route

Depart

Return

Price

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Fri 7/4

10:34 am-4:52 pm

1 stop7h 18m

Chicago O'Hare Intl

Fri 7/11

1:44 pm-4:51 pm

Nonstop2h 07m

$214

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Tue 7/1

10:21 am-4:49 pm

1 stop7h 28m

Chicago O'Hare Intl

Sat 7/5

7:05 am-11:55 am

1 stop3h 50m

$219

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 7/19

5:33 am-9:45 am

1 stop5h 12m

Chicago Midway

Tue 7/22

6:20 pm-11:07 pm

1 stop3h 47m

$221

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Wed 7/16

11:26 am-12:37 pm

Nonstop2h 11m

Chicago O'Hare Intl

Sat 7/19

8:00 am-10:56 am

Nonstop1h 56m

$223

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Fri 9/12

9:11 pm-7:17 pm

2 stops23h 06m

Chicago O'Hare Intl

Sun 9/14

4:38 pm-2:38 pm

1 stop21h 00m

$373

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Mon 7/14

8:56 pm-3:31 pm

1 stop19h 35m

$189

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Mon 6/30

7:35 am-8:49 am

Nonstop2h 14m

$204

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 7/9

4:59 pm-9:42 pm

1 stop5h 43m

$224

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Sat 8/9

5:33 am-10:10 am

1 stop5h 37m

$225

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Mon 6/30

6:15 am-6:55 pm

2 stops13h 40m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Best time to book a flight from Greensboro to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Greensboro 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 Greensboro to Chicago

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

Use this chart to determine the optimal time to book a round-trip flight from Greensboro to Chicago. Price data was last updated on June 9, 2025.

The best time to book flights from Greensboro to Chicago is 80 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Greensboro to Chicago (average of $245). Flying from Greensboro to Chicago in March is currently the most expensive (average of $321). 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 GSO to CHI?

Find hourly flight availability from Greensboro to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 3% on flights from Greensboro to Chicago by exploring options for tickets in the morning.

Weekly flight availability from Greensboro to Chicago

Explore weekly flight availability from Greensboro to Chicago. 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 June 12, 2025.

The most flights from GSO to CHI are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Greensboro to Chicago, such as Delta, United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Greensboro to Chicago. 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 from for flights from Greensboro to Chicago?

    If you book a flight to Chicago from Greensboro, you will be flying from Greensboro/H. Point, which is the city’s only airport. Greensboro/H. Point (GSO) is located 8.4 mi from the center of Greensboro. There are 11 flights from Greensboro/H. Point to Chicago per day from 3 different airlines.

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

    Currently priced at $214, United Airlines will fly you from Greensboro to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and American Airlines - these airlines can fly you to your destination from $219 and $223, respectively. These flights start at 32% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Greensboro to Chicago one-way?

    $204 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $224 and $258, respectively.

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

    Consider Republic Airways (100%), ANA (94%) or GoJet (91%) when booking your flight. These represent the most reliable airlines when flying from Greensboro to Chicago.

  • What are the cheapest flights from Greensboro to Chicago?

    On average you can expect to pay $1,640 for a flight from Greensboro to Chicago. The cheapest flight overall is $188 while the most popular route, (Greensboro/H. Point - Chicago O'Hare Intl) is currently priced at $204.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Greensboro to Chicago 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 Greensboro to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Greensboro to Chicago (average of $245). Flying from Greensboro to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Greensboro to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Raleigh to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Greensboro to O'Hare Intl flights
Raleigh to Midway flights
Knoxville to O'Hare Intl flights
Asheville to O'Hare Intl flights
Charlotte to Midway flights
Norfolk to O'Hare Intl flights
Charlotte to St. Louis flights
Greensboro to Midway flights
Raleigh to St. Louis flights
Wilmington to O'Hare Intl flights
Norfolk to Midway flights
Myrtle Beach to O'Hare Intl flights
Knoxville to Midway flights
Norfolk to St. Louis flights
Fayetteville to O'Hare Intl flights
Asheville to St. Louis flights
Wilmington to Midway flights
Blountville to O'Hare Intl flights
Myrtle Beach to Midway flights
Greensboro to St. Louis flights
Knoxville to St. Louis flights
Fayetteville to Midway flights
Charlotte to Moline flights
Blountville to Midway flights
Raleigh to Peoria flights
Charlotte to Peoria flights
Jacksonville to O'Hare Intl flights
Raleigh to Moline flights
Asheville to Midway flights
Wilmington to Moline flights
Blountville to St. Louis flights
Myrtle Beach to St. Louis flights
Wilmington to St. Louis flights
Jacksonville to Midway flights
Myrtle Beach to Moline flights
Raleigh to Bloomington flights
New Bern to O'Hare Intl flights
Charlotte to Rockford flights
Charlotte to Bloomington flights
Greensboro to Peoria flights
Norfolk to Rockford flights
Charlotte to Evansville flights
Fayetteville to St. Louis flights
Raleigh to Springfield flights
Norfolk to Peoria flights
Asheville to Moline flights

Top 3 airlines flying from Greensboro to Chicago

Discover the top 3 airlines that operate flights from Greensboro to Chicago. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$187Average$297FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$198Average$356FlexibilityNo cancel feeOn-time69%
DeltaCheapest$218Average$320FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.