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Cheap flights from Greensboro to Chicago from $126

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 5/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Greensboro to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Greensboro to Chicago.
United Airlines Logo
5:34 pm - 6:55 pmGSO-ORD
2h 21mnonstop
United Airlines Logo
6:14 pm - 9:17 pmORD-GSO
2h 03mnonstop
$199United Airlines
Find Deal
Tue, May 13 - Tue, May 20
American Airlines Logo
11:39 am - 12:48 pmGSO-ORD
2h 09mnonstop
American Airlines Logo
6:33 pm - 9:40 pmORD-GSO
2h 07mnonstop
$204American Airlines
Find Deal
Thu, May 29 - Sat, May 31
American Airlines Logo
6:25 am - 7:33 amGSO-ORD
2h 08mnonstop
American Airlines Logo
6:33 pm - 9:40 pmORD-GSO
2h 07mnonstop
$209American Airlines
Find Deal
Thu, May 8 - Mon, May 12
Delta Logo
2:15 pm - 5:58 pmGSO-MDW
4h 43m1 stop
Delta Logo
6:50 pm - 11:54 pmMDW-GSO
4h 04m1 stop
$219Delta
Find Deal
Sat, Sep 13 - Wed, Sep 17
United Airlines Logo
10:34 am - 4:44 pmGSO-ORD
7h 10m1 stop
United Airlines Logo
8:50 am - 2:12 pmORD-GSO
4h 22m1 stop
$219United Airlines
Find Deal
Tue, May 13 - Tue, May 20
Delta Logo
7:40 am - 12:35 pmGSO-MDW
5h 55m1 stop
Delta Logo
4:59 pm - 11:57 pmMDW-GSO
5h 58m1 stop
$224Delta
Find Deal
Sat, May 3 - Mon, May 5
Delta Logo
1:50 pm - 7:17 pmGSO-ORD
6h 27m1 stop
Delta Logo
5:45 pm - 10:58 pmORD-GSO
4h 13m1 stop
$224Delta
Find Deal
Fri, Sep 12 - Sat, Sep 20
American Airlines Logo
11:33 am - 12:41 pmGSO-ORD
2h 08mnonstop
American Airlines Logo
8:00 am - 10:56 amORD-GSO
1h 56mnonstop
$225American Airlines
Find Deal
Wed, Jul 2 - Mon, Jul 7
American Airlines Logo
7:35 am - 8:49 amGSO-ORD
2h 14mnonstop
American Airlines Logo
8:00 am - 10:56 amORD-GSO
1h 56mnonstop
$228American Airlines
Find Deal
Tue, Jul 1 - Sat, Jul 5
Delta Logo
7:15 am - 12:35 pmGSO-MDW
6h 20m1 stop
Delta Logo
6:45 pm - 11:57 pmMDW-GSO
4h 12m1 stop
$229Delta
Find Deal
Wed, Apr 23 - Sat, Apr 26

United Airlines flights from Greensboro to Chicago

Our best United Airlines deals on Greensboro to Chicago flight tickets
United Airlines
May 13
GSO5:34 pmGreensboro/H. Point
2h 21m
ORD6:55 pmChicago O'Hare Intl
May 20
ORD6:14 pmChicago O'Hare Intl
2h 03m
GSO9:17 pmGreensboro/H. Point
United Airlines
May 13
GSO10:34 amGreensboro/H. Point
7h 10m
1 stop
ORD4:44 pmChicago O'Hare Intl
May 20
ORD8:50 amChicago O'Hare Intl
4h 22m
1 stop
GSO2:12 pmGreensboro/H. Point
United Airlines
Sep 13
GSO5:28 pmGreensboro/H. Point
2h 27m
ORD6:55 pmChicago O'Hare Intl
Sep 21
ORD5:55 pmChicago O'Hare Intl
2h 04m
GSO8:59 pmGreensboro/H. Point

American Airlines flights from Greensboro to Chicago

Our best American Airlines deals on Greensboro to Chicago flight tickets
American Airlines
May 29
GSO11:39 amGreensboro/H. Point
2h 09m
ORD12:48 pmChicago O'Hare Intl
May 31
ORD6:33 pmChicago O'Hare Intl
2h 07m
GSO9:40 pmGreensboro/H. Point
American Airlines
May 8
GSO6:25 amGreensboro/H. Point
2h 08m
ORD7:33 amChicago O'Hare Intl
May 12
ORD6:33 pmChicago O'Hare Intl
2h 07m
GSO9:40 pmGreensboro/H. Point
American Airlines
Jul 2
GSO11:33 amGreensboro/H. Point
2h 08m
ORD12:41 pmChicago O'Hare Intl
Jul 7
ORD8:00 amChicago O'Hare Intl
1h 56m
GSO10:56 amGreensboro/H. Point

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 September 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 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 Friday when prices can be found for as low as $398. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Greensboro to Chicago for around $554.

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 $439. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $447.

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 $319 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 $251 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.

How have Greensboro to Chicago flight prices changed over time?

As of April 2025, prices for Greensboro to Chicago flights are approximately 46% cheaper 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

$126

Fastest flight time

2h 06m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Greensboro in the past 72 hours is $126. The best round-trip flight deal from Greensboro to Chicago found on momondo in the last 72 hours is $199.
The fastest flight from Greensboro to Chicago takes 2h 06m
Direct flights go from Greensboro to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $187Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $191Free CancellationRating
7.4
8,616 reviews
Search United Airlines flights
DeltaPriceFrom $226Free CancellationRating
8.0
7,897 reviews
Search Delta flights
  • United Airlines Flights From Greensboro to Chicago

    Across 12 United Airlines flights from Greensboro to Chicago this week, the average price was $367, with the best United Airlines deals starting from $191 round-trip. 8,616 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 $305. American Airlines operates 3 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 locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
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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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