GSO - CHI

$124 Find Cheap Flights from Greensboro to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greensboro to Chicago departing on 2/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greensboro to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greensboro to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$209
Overall average: $279
American Airlines
Fri 2/13Sun 2/15
GSO - ORD • Non-stop
Cheapest one-way
$124
Typical prices: $229-$329
Multiple Airlines
Mon 2/23
GSO - ORD • 1 stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Choose Main Cabin Extra on American for drinks.
United's Economy Plus offers extra legroom benefits.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from $208 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
GSO
-
ORD
Cheapest
GSO
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 14% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
November
Cheapest • 13% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Greensboro to Chicago (GSO-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greensboro to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greensboro to Chicago

Fri, Feb 13 - Sun, Feb 15
American Airlines Logo
8:15 pm - 9:36 pm
GSO
-
ORD
2h 21mnonstop
American Airlines Logo
8:15 am - 11:14 am
ORD
-
GSO
1h 59mnonstop
$209American Airlines
Fri, Feb 13 - Sun, Feb 15
United Airlines Logo
8:00 am - 9:28 am
GSO
-
ORD
2h 28mnonstop
United Airlines Logo
8:50 am - 2:12 pm
ORD
-
GSO
4h 22m
1 stop
$219United Airlines
Sat, Apr 11 - Tue, Apr 14
Delta Logo
5:19 am - 9:56 am
GSO
-
MDW
5h 37m
1 stop
Delta Logo
6:30 am - 2:03 pm
MDW
-
GSO
6h 33m
1 stop
$229Delta
Fri, Feb 13 - Sun, Feb 15
United Airlines Logo
7:40 pm - 11:43 pm
GSO
-
ORD
5h 03m
1 stop
United Airlines Logo
8:50 am - 2:12 pm
ORD
-
GSO
4h 22m
1 stop
$229United Airlines
Wed, Feb 4 - Sat, Mar 14
United Airlines Logo
5:25 pm - 6:49 pm
GSO
-
ORD
2h 24mnonstop
United Airlines Logo
5:49 pm - 8:46 pm
ORD
-
GSO
1h 57mnonstop
$235United Airlines
Fri, Feb 13 - Mon, Feb 16
American Airlines Logo
8:15 pm - 9:36 pm
GSO
-
ORD
2h 21mnonstop
American Airlines Logo
6:40 am - 12:07 pm
ORD
-
GSO
4h 27m
1 stop
$239American Airlines
Wed, Feb 4 - Sat, Mar 14
United Airlines Logo
8:00 pm - 11:39 pm
GSO
-
ORD
4h 39m
1 stop
United Airlines Logo
5:49 pm - 8:46 pm
ORD
-
GSO
1h 57mnonstop
$245United Airlines
Sat, Feb 14 - Sun, Feb 15
American Airlines Logo
7:35 am - 8:59 am
GSO
-
ORD
2h 24mnonstop
American Airlines Logo
6:59 pm - 9:56 pm
ORD
-
GSO
1h 57mnonstop
$248American Airlines
Thu, Feb 26 - Sun, Mar 1
Delta Logo
5:22 am - 9:54 am
GSO
-
MDW
5h 32m
1 stop
Delta Logo
6:20 pm - 11:14 pm
MDW
-
GSO
3h 54m
1 stop
$254Delta
Sat, Mar 7 - Sun, Mar 8
Delta Logo
6:00 am - 9:41 am
GSO
-
ORD
4h 41m
1 stop
Delta Logo
5:30 am - 11:35 am
ORD
-
GSO
5h 05m
1 stop
$254Delta
Booking Insights

KAYAK's insights & trends for Greensboro to Chicago flights

Get data-powered insights and trends into flights from Greensboro to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Greensboro to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Greensboro to Chicago departing in February.

What is the cheapest Greensboro to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Greensboro to Chicago costs $209 on the route between Greensboro (GSO) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What’s the cheapest day of the week to fly from Greensboro to Chicago?

The average price of all round-trip flights from Greensboro to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Greensboro to Chicago. For your return ticket, we recommend flying on a Saturday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Greensboro to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greensboro to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greensboro to Chicago is November, where tickets cost $266 (return) on average. On the other hand, the most expensive months are March and January, where the average cost of round-trip tickets is $367 and $351 respectively.

Can I save money by flying with a layover from Greensboro to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $275, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greensboro to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greensboro to Chicago, you should book around 4 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Expert advice

Expert advice for your flight from Greensboro to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonJanuary
Cheapest flight$124
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Greensboro to Chicago O'Hare Airport

When to book flights from Greensboro to Chicago

Are your dates flexible? Find out the best times to travel from Greensboro to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Greensboro to Chicago

  • What is the cheapest flight from Greensboro to Chicago?

    In the last 3 days, the lowest price for a flight from Greensboro to Chicago was $124 for a one-way ticket and $208 for a round-trip.

  • Do I need a passport to fly between Greensboro and Chicago?

    A passport is not required to fly from Greensboro to Chicago.

  • Which airports will I be using when flying from Greensboro to Chicago?

    Greensboro is served by only 1 airport and there are 2 airports in Chicago. You will leave Greensboro from Greensboro/H. Point and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Greensboro to Chicago?

    American Airlines, Delta, Air Canada, JetBlue, and Alaska Airlines offer inflight Wi-Fi service on the Greensboro to Chicago flight route.

  • Which aircraft models fly most regularly from Greensboro to Chicago?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Greensboro to Chicago flight route.

  • Which airline alliances offer flights from Greensboro to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Greensboro and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Greensboro to Chicago?

    There are nonstop flights from Greensboro to Chicago on a daily basis.

  • Which is the best airline for flights from Greensboro to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Greensboro to Chicago are Delta and United Airlines. With an average price for the route of $287 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $330 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Greensboro to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greensboro to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greensboro to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Greensboro is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greensboro to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Greensboro with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greensboro to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Greensboro up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Greensboro to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $237 or less one-way and $294 or less round-trip.

Prefer to fly direct from Greensboro to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Greensboro/H. Point to Chicago.
Find which airlines fly direct from Greensboro/H. Point Airport to Chicago, which days they fly and book direct flights.

Direct departures

Greensboro/H. Point to Chicago

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Chicago to Greensboro/H. Point

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Greensboro to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Greensboro to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greensboro to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8088 reviews
8.5Crew
7.8Entertainment
7.2Food
7.9Comfort
8.1Boarding
Airline reviews

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

4.0 OkayJohn, Jan 2026
DAL - ATL
Read more Delta reviews

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

Because I was moved to an exit row, the snacks in economy comfort, the selection of snacks was better.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Hotter than Hades in August. Why, why do crews think that in the winter when we are already dressed for cold weather we need a cabin that is 82 degrees. Even the vents were blowing hot air.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

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

Information on your arrival and departure airports