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 43% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Greensboro/H. Point to Chicago?

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

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

As of May 2026, 15 flights take off from Greensboro and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 62% of daily flights taking off at noon.

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

As of May 2026, there are 107 flights per week flying from Greensboro to Chicago. The most common day of the week flights depart is Mon, with 19% of flights taking off on this day.

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 May 2026, 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.

$113 Cheap Flights from Greensboro to Chicago in 2026

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 $355 to $264. The lowest price recently found on this route was $264.

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6:54 pm - 8:29 pm

GSO

ORD

2h 35mnonstop

3:24 pm - 6:25 pm

ORD

GSO

2h 01mnonstop

$264American Airlines

sáb., ago. 15 - jue., ago. 20

6:39 pm - 12:01 am

GSO

ORD

6h 22m

1 stop

3:24 pm - 6:30 pm

ORD

GSO

2h 06mnonstop

$269American Airlines

mié., jul. 15 - sáb., jul. 18

7:38 pm - 9:06 pm

GSO

ORD

2h 28mnonstop

6:30 am - 1:54 pm

ORD

GSO

6h 24m

1 stop

$274American Airlines

vie., jul. 3 - dom., jul. 5

6:41 pm - 10:15 pm

GSO

MDW

4h 34m

1 stop

6:00 am - 12:22 pm

MDW

GSO

5h 22m

1 stop

$279Delta

mié., jul. 15 - sáb., jul. 18

2:59 pm - 6:45 pm

GSO

ORD

4h 46m

1 stop

7:00 am - 12:22 pm

ORD

GSO

4h 22m

1 stop

$279Delta

mié., jul. 15 - sáb., jul. 18

7:33 pm - 9:04 pm

GSO

ORD

2h 31mnonstop

6:30 am - 1:54 pm

ORD

GSO

6h 24m

1 stop

$282American Airlines

mié., jul. 1 - dom., jul. 5

6:13 am - 9:08 am

GSO

MDW

3h 55m

1 stop

5:10 pm - 11:59 pm

MDW

GSO

5h 49m

1 stop

$284Delta

mar., jul. 14 - jue., jul. 23

5:25 am - 8:35 am

GSO

ORD

4h 10m

1 stop

8:03 am - 2:04 pm

ORD

GSO

5h 01m

1 stop

$284Delta

dom., jul. 12 - mar., jul. 21

6:15 am - 8:42 am

GSO

MDW

3h 27m

1 stop

10:35 am - 4:28 pm

MDW

GSO

4h 53m

1 stop

$289Delta

vie., sep. 11 - dom., sep. 13

6:44 pm - 11:59 pm

GSO

ORD

6h 15m

1 stop

5:30 am - 11:38 am

ORD

GSO

5h 08m

1 stop

$289Delta

vie., jun. 19 - lun., jun. 22

United Airlines flights from Greensboro to Chicago

Our best United Airlines deals on Greensboro to Chicago flight tickets

United Airlines

Sep 13

GSO6:35 amGreensboro/H. Point

2h 17m

ORD7:52 amChicago O'Hare Intl

Sep 19

ORD6:59 amChicago O'Hare Intl

2h 05m

GSO10:04 amGreensboro/H. Point

$264

United Airlines

Sep 13

GSO6:00 amGreensboro/H. Point

4h 38m

1 stop

ORD9:38 amChicago O'Hare Intl

Sep 19

ORD6:18 pmChicago O'Hare Intl

2h 05m

GSO9:23 pmGreensboro/H. Point

$274

United Airlines

Sep 11

GSO10:40 amGreensboro/H. Point

2h 12m

ORD11:52 amChicago O'Hare Intl

Sep 13

ORD6:59 amChicago O'Hare Intl

2h 05m

GSO10:04 amGreensboro/H. Point

$283

Delta flights from Greensboro to Chicago

Our best Delta deals on Greensboro to Chicago flight tickets

Delta

Jul 15

GSO2:59 pmGreensboro/H. Point

4h 46m

1 stop

ORD6:45 pmChicago O'Hare Intl

Jul 18

ORD7:00 amChicago O'Hare Intl

4h 22m

1 stop

GSO12:22 pmGreensboro/H. Point

$279

Delta

Jul 14

GSO6:13 amGreensboro/H. Point

3h 55m

1 stop

MDW9:08 amChicago Midway

Jul 23

MDW5:10 pmChicago Midway

5h 49m

1 stop

GSO11:59 pmGreensboro/H. Point

$284

Delta

Jun 19

GSO6:44 pmGreensboro/H. Point

6h 15m

1 stop

ORD11:59 pmChicago O'Hare Intl

Jun 22

ORD5:30 amChicago O'Hare Intl

5h 08m

1 stop

GSO11:38 amGreensboro/H. Point

$289

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

sáb. 8/15

6:54 pm-8:29 pm

Nonstop2h 35m

Chicago O'Hare Intl

jue. 8/20

3:24 pm-6:25 pm

Nonstop2h 01m

$264

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

mié. 7/15

6:39 pm-12:01 am

1 stop6h 22m

Chicago O'Hare Intl

sáb. 7/18

3:24 pm-6:30 pm

Nonstop2h 06m

$269

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

vie. 7/3

7:38 pm-9:06 pm

Nonstop2h 28m

Chicago O'Hare Intl

dom. 7/5

6:30 am-1:54 pm

1 stop6h 24m

$274

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

mié. 7/15

6:41 pm-10:15 pm

1 stop4h 34m

Chicago Midway

sáb. 7/18

6:00 am-12:22 pm

1 stop5h 22m

$279

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

mié. 7/15

2:59 pm-6:45 pm

1 stop4h 46m

Chicago O'Hare Intl

sáb. 7/18

7:00 am-12:22 pm

1 stop4h 22m

$279

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

mié. 7/1

7:33 pm-9:04 pm

Nonstop2h 31m

Chicago O'Hare Intl

dom. 7/5

6:30 am-1:54 pm

1 stop6h 24m

$282

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

mar. 7/14

6:13 am-9:08 am

1 stop3h 55m

Chicago Midway

jue. 7/23

5:10 pm-11:59 pm

1 stop5h 49m

$284

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

dom. 7/12

5:25 am-8:35 am

1 stop4h 10m

Chicago O'Hare Intl

mar. 7/21

8:03 am-2:04 pm

1 stop5h 01m

$284

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

vie. 9/11

6:15 am-8:42 am

1 stop3h 27m

Chicago Midway

dom. 9/13

10:35 am-4:28 pm

1 stop4h 53m

$289

GreensboroChicago

GSO - ORD

GSOORD

Greensboro/H. Point

vie. 6/19

6:44 pm-11:59 pm

1 stop6h 15m

Chicago O'Hare Intl

lun. 6/22

5:30 am-11:38 am

1 stop5h 08m

$289

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 August is, on average, the cheapest month to fly to Chicago from Greensboro, with most prices found around $56. If you’re not able to fly to Chicago in August, then February is your next best option. Flight prices from Greensboro to Chicago during February average around $93.

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 $353. 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 $582.

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 evening. Flights from Greensboro to Chicago during this time can be as low as $340. In contrast, the most expensive time of day to depart to Chicago is in the morning 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 from Greensboro 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 $292 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 $213 on momondo.

What cabin class options are available on Greensboro to Chicago flights?

There are 4 cabin classes available to choose from on Greensboro 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 May 2026, prices for Greensboro to Chicago flights are approximately 54% 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	$291
Fastest flight time	2h 09m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Greensboro in the past 72 hours is $291. The best round-trip flight deal from Greensboro to Chicago found on momondo in the last 72 hours is $356.

The fastest flight from Greensboro to Chicago takes 2h 09m

Direct flights go from Greensboro to Chicago every day.

There are 3 airports in Chicago. From Greensboro there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Greensboro to Chicago

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 09m.
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 May 2026, 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 27.05% of the total bookings. Other popular models include Embraer 170 with 23.38%, Embraer 175 (Enhanced Winglets) with 16.59%, and Canadair (Bombardier) Regional Jet CRJ-550 with 13.69%.
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 64% of all bookings. The subsequent popular airlines are United Airlines at 33% 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
Delta	PriceFrom $188	Free Cancellation	Rating 7.9 8,423 reviews	Search Delta flights
United Airlines	PriceFrom $199	Free Cancellation	Rating 7.4 9,751 reviews	Search United Airlines flights
American Airlines	PriceFrom $205	Free Cancellation	Rating 7.1 11,640 reviews	Search American Airlines flights

United Airlines Flights From Greensboro to Chicago
Across 17 United Airlines flights from Greensboro to Chicago this week, the average price was $302, with the best United Airlines deals starting from $199 round-trip. 9,751 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 $205 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $290. American Airlines operates 9 flights to Chicago from Greensboro in an average week. Users have rated it 7.1/10 across 11,640 reviews.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Munster

Schererville

Crown Point

Monticello

Chesterton

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.

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Cheap flights from Greensboro to Chicago from $113

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 8/24. 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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Our best United Airlines deals on Greensboro to Chicago flight tickets

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How to get the cheapest flight ticket from Greensboro to Chicago

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

What is the cheapest month to fly to Chicago?

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?

What is the cheapest Greensboro/H. Point to Chicago flight route?

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

What cabin class options are available on Greensboro to Chicago flights?

Can stopping save me money on Greensboro to Chicago flights?

How have Greensboro to Chicago flight prices changed over time?

What is the cheapest airline that flies from Greensboro/H. Point to Chicago?

What airlines fly to Chicago?

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

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

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

Frequently asked questions about flying 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?

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

Fly your favorite airline to Chicago

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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