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

How many flights depart from Greensboro to Chicago on average per week?

As of September 2025, there are 93 flights per week flying from Greensboro to Chicago. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.

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 September 2025, 13 flights take off from Greensboro and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 74% of daily flights taking off at noon.

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 September 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.

$119 Cheap Flights from Greensboro to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Greensboro and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $237 to $398. The lowest price recently found on this route was $204.

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Find the cheapest flights from Greensboro to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:30 am - 8:38 amGSO-ORD

2h 08mnonstop

4:50 pm - 7:47 pmORD-GSO

1h 57mnonstop

$204American Airlines

Find Deal

Sat, Oct 25 - Mon, Oct 27

5:32 pm - 6:55 pmGSO-ORD

2h 23mnonstop

5:51 pm - 8:45 pmORD-GSO

1h 54mnonstop

$209United Airlines

Find Deal

Fri, Nov 14 - Sun, Nov 16

7:55 pm - 11:43 pmGSO-ORD

4h 48m1 stop

5:51 pm - 8:45 pmORD-GSO

1h 54mnonstop

$214United Airlines

Find Deal

Fri, Oct 31 - Mon, Nov 3

4:05 pm - 10:14 pmGSO-MDW

7h 09m1 stop

10:35 am - 3:20 pmMDW-GSO

3h 45m1 stop

$219Delta

Find Deal

Wed, Oct 22 - Tue, Oct 28

6:00 am - 10:11 amGSO-ORD

5h 11m1 stop

9:39 am - 3:20 pmORD-GSO

4h 41m1 stop

$219Delta

Find Deal

Wed, Oct 22 - Sat, Oct 25

6:59 pm - 10:14 pmGSO-MDW

4h 15m1 stop

10:35 am - 3:20 pmMDW-GSO

3h 45m1 stop

$224Delta

Find Deal

Fri, Oct 24 - Tue, Oct 28

7:13 am - 10:20 amGSO-ORD

4h 07m1 stop

4:05 pm - 11:56 pmORD-GSO

6h 51m1 stop

$224Delta

Find Deal

Sat, Oct 25 - Mon, Oct 27

6:30 am - 7:53 amGSO-ORD

2h 23mnonstop

5:51 pm - 8:45 pmORD-GSO

1h 54mnonstop

$226United Airlines

Find Deal

Fri, Oct 31 - Mon, Nov 3

12:58 pm - 4:09 pmGSO-MDW

4h 11m1 stop

6:00 am - 12:03 pmMDW-GSO

5h 03m1 stop

$229Delta

Find Deal

Tue, Oct 21 - Thu, Oct 30

7:30 am - 8:38 amGSO-ORD

2h 08mnonstop

8:10 am - 11:07 amORD-GSO

1h 57mnonstop

$235American Airlines

Find Deal

Fri, Oct 31 - Sun, Nov 2

American Airlines flights from Greensboro to Chicago

Our best American Airlines deals on Greensboro to Chicago flight tickets

American Airlines

Oct 25

GSO7:30 amGreensboro/H. Point

2h 08m

ORD8:38 amChicago O'Hare Intl

Oct 27

ORD4:50 pmChicago O'Hare Intl

1h 57m

GSO7:47 pmGreensboro/H. Point

$204

Find similar

American Airlines

Oct 31

GSO7:30 amGreensboro/H. Point

2h 08m

ORD8:38 amChicago O'Hare Intl

Nov 2

ORD8:10 amChicago O'Hare Intl

1h 57m

GSO11:07 amGreensboro/H. Point

$235

Find similar

American Airlines

Oct 17

GSO8:17 pmGreensboro/H. Point

2h 09m

ORD9:26 pmChicago O'Hare Intl

Oct 23

ORD8:05 amChicago O'Hare Intl

1h 58m

GSO11:03 amGreensboro/H. Point

$241

Find similar

United Airlines flights from Greensboro to Chicago

Our best United Airlines deals on Greensboro to Chicago flight tickets

United Airlines

Nov 14

GSO5:32 pmGreensboro/H. Point

2h 23m

ORD6:55 pmChicago O'Hare Intl

Nov 16

ORD5:51 pmChicago O'Hare Intl

1h 54m

GSO8:45 pmGreensboro/H. Point

$209

Find similar

United Airlines

Oct 31

GSO7:55 pmGreensboro/H. Point

4h 48m

1 stop

ORD11:43 pmChicago O'Hare Intl

Nov 3

ORD5:51 pmChicago O'Hare Intl

1h 54m

GSO8:45 pmGreensboro/H. Point

$214

Find similar

United Airlines

Oct 31

GSO6:30 amGreensboro/H. Point

2h 23m

ORD7:53 amChicago O'Hare Intl

Nov 3

ORD5:51 pmChicago O'Hare Intl

1h 54m

GSO8:45 pmGreensboro/H. Point

$226

Find similar

Fly from

Fly to

Route

Depart

Return

Price

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Sat 10/25

7:30 am-8:38 am

Nonstop2h 08m

Chicago O'Hare Intl

Mon 10/27

4:50 pm-7:47 pm

Nonstop1h 57m

$204

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Fri 11/14

5:32 pm-6:55 pm

Nonstop2h 23m

Chicago O'Hare Intl

Sun 11/16

5:51 pm-8:45 pm

Nonstop1h 54m

$209

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Fri 10/31

7:55 pm-11:43 pm

1 stop4h 48m

Chicago O'Hare Intl

Mon 11/3

5:51 pm-8:45 pm

Nonstop1h 54m

$214

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 10/22

4:05 pm-10:14 pm

1 stop7h 09m

Chicago Midway

Tue 10/28

10:35 am-3:20 pm

1 stop3h 45m

$219

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Wed 10/22

6:00 am-10:11 am

1 stop5h 11m

Chicago O'Hare Intl

Sat 10/25

9:39 am-3:20 pm

1 stop4h 41m

$219

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 10/24

6:59 pm-10:14 pm

1 stop4h 15m

Chicago Midway

Tue 10/28

10:35 am-3:20 pm

1 stop3h 45m

$224

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Sat 10/25

7:13 am-10:20 am

1 stop4h 07m

Chicago O'Hare Intl

Mon 10/27

4:05 pm-11:56 pm

1 stop6h 51m

$224

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Fri 10/31

6:30 am-7:53 am

Nonstop2h 23m

Chicago O'Hare Intl

Mon 11/3

5:51 pm-8:45 pm

Nonstop1h 54m

$226

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 10/21

12:58 pm-4:09 pm

1 stop4h 11m

Chicago Midway

Thu 10/30

6:00 am-12:03 pm

1 stop5h 03m

$229

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

Fri 10/31

7:30 am-8:38 am

Nonstop2h 08m

Chicago O'Hare Intl

Sun 11/2

8:10 am-11:07 am

Nonstop1h 57m

$235

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Greensboro and Chicago?

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Greensboro, with most prices found around $279. If you’re not able to fly to Chicago in July, then May is your next best option. Flight prices from Greensboro to Chicago during May average around $297.

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 Friday when prices can be found for as low as $379. 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 $542.

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 at noon. Flights from Greensboro to Chicago during this time can be as low as $235. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $446.

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 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $313 when searching 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 $229 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 September 2025, prices for Greensboro to Chicago flights are approximately 48% more expensive when compared to flights at the same time last year.

When to book flights from Greensboro to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Greensboro to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

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	$198
Fastest flight time	2h 05m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Chicago	1 airport

The best one-way flight to Chicago from Greensboro in the past 72 hours is $198. The best round-trip flight deal from Greensboro to Chicago found on momondo in the last 72 hours is $296.

The fastest flight from Greensboro to Chicago takes 2h 05m

Direct flights go from Greensboro to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

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 08m.
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 September 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 (Enhanced Winglets), making up 23.41% of the total bookings. Other popular models include Embraer 175 with 22.21%, Embraer 170 with 19.65%, and Canadair (Bombardier) Regional Jet CRJ-550 with 14.70%.
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 63% of all bookings. The subsequent popular airlines are United Airlines at 34% 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
American Airlines	PriceFrom $190	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $213	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
Delta	PriceFrom $218	Free Cancellation	Rating 7.9 7,974 reviews	Search Delta flights

United Airlines Flights From Greensboro to Chicago
Across 10 United Airlines flights from Greensboro to Chicago this week, the average price was $366, with the best United Airlines deals starting from $213 round-trip. 8,926 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 $190 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $294. American Airlines operates 17 flights to Chicago from Greensboro in an average week. Users have rated it 7.2/10 across 10,000 reviews.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why 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.

An easier way to manage your Chicago trip

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Cheap flights from Greensboro to Chicago from $119

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 10/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Price Alerts

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Find the cheapest flights from Greensboro to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Greensboro to Chicago

Our best American Airlines deals on Greensboro to Chicago flight tickets

United Airlines flights from Greensboro to Chicago

Our best United Airlines deals on Greensboro to Chicago flight tickets

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Use the filters below to find and compare flights from Greensboro to Chicago that are best for you.

See travel insights to Chicago from

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 typical price of a round-trip flight between Greensboro and Chicago?

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Greensboro, with most prices found around $279. If you’re not able to fly to Chicago in July, then May is your next best option. Flight prices from Greensboro to Chicago during May average around $297.

What is the cheapest day to depart on your flight to Chicago?

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 at noon. Flights from Greensboro to Chicago during this time can be as low as $235. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $446.

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?

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 September 2025, prices for Greensboro to Chicago flights are approximately 48% 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?

How many flights depart from Greensboro to Chicago on average per day?

As of September 2025, 13 flights take off from Greensboro and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 74% of daily flights taking off at noon.

How many flights depart from Greensboro to Chicago on average per week?

As of September 2025, there are 93 flights per week flying from Greensboro to Chicago. The most common day of the week flights depart is Mon, with 16% 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

Fastest flight time

Direct flights

Airports in Chicago

How far is Greensboro/H. Point to Chicago by plane?

When did momondo last update prices for flights from Greensboro/H. Point Airport to Chicago?

How many operators does momondo search 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?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Greensboro to Chicago?

What is the most popular airline from Greensboro to Chicago?

Best airlines flying from Greensboro to Chicago

Compare and see reviews for airlines that fly from Greensboro to Chicago with momondo

United Airlines Flights From Greensboro to Chicago

American Airlines Flights From Greensboro to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Greensboro to Chicago?

Can I find flights from Greensboro to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Greensboro to Chicago?

I’m not ready to book a flight from Greensboro to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago