CHI - GSO

$189 Find Cheap Flights from Chicago to Greensboro - Compare and Save

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Everything you should know

Cheapest round-trip
$289
Typical prices: $255-$381
American Airlines
Sun 10/21Sat 10/27
ORD - GSO • Non-stop
Cheapest one-way
$189
Typical prices: $232-$320
United Airlines
Mon 10/1
ORD - GSO • Non-stop
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 2h 05m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 9% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 51% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 12% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $231 (round-trip)
Shortest trip • 4h 38m (one-way)
Insights
Insights
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Expert advice
Flight Deals

Cheap Flights from Chicago to Greensboro (CHI-GSO)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Greensboro

Wed, Oct 21 - Tue, Oct 27
American Airlines Logo
8:09 am - 11:10 amORD  Chicago O'Hare Intl-GSO Greensboro/H. Point
2h 01mnonstop
American Airlines Logo
11:40 am - 12:59 pmGSO  Greensboro/H. Point-ORD Chicago O'Hare Intl
2h 19mnonstop
$289American Airlines
Tue, Nov 24 - Tue, Dec 1
American Airlines Logo
8:05 am - 11:12 amORD  Chicago O'Hare Intl-GSO Greensboro/H. Point
2h 07mnonstop
American Airlines Logo
11:42 am - 1:10 pmGSO  Greensboro/H. Point-ORD Chicago O'Hare Intl
2h 28mnonstop
$289American Airlines
Sat, Oct 10 - Sun, Oct 11
United Airlines Logo
6:08 pm - 9:13 pmORD  Chicago O'Hare Intl-GSO Greensboro/H. Point
2h 05mnonstop
United Airlines Logo
5:51 pm - 7:05 pmGSO  Greensboro/H. Point-ORD Chicago O'Hare Intl
2h 14mnonstop
$294United Airlines
Sat, Nov 21 - Thu, Dec 3
United Airlines Logo
6:20 pm - 9:32 pmORD  Chicago O'Hare Intl-GSO Greensboro/H. Point
2h 12mnonstop
United Airlines Logo
6:15 am - 7:38 amGSO  Greensboro/H. Point-ORD Chicago O'Hare Intl
2h 23mnonstop
$294United Airlines
Thu, Oct 15 - Sat, Oct 17
American Airlines Logo
8:09 am - 11:10 amORD  Chicago O'Hare Intl-GSO Greensboro/H. Point
2h 01mnonstop
American Airlines Logo
7:41 pm - 9:13 pmGSO  Greensboro/H. Point-ORD Chicago O'Hare Intl
2h 32mnonstop
$294American Airlines
Wed, Dec 2 - Sun, Dec 6
United Airlines Logo
6:15 pm - 9:30 pmORD  Chicago O'Hare Intl-GSO Greensboro/H. Point
2h 15mnonstop
United Airlines Logo
10:35 am - 11:58 amGSO  Greensboro/H. Point-ORD Chicago O'Hare Intl
2h 23mnonstop
$294United Airlines
Wed, Dec 2 - Sun, Dec 6
Delta Logo
1:02 pm - 6:32 pmMDW  Chicago Midway-GSO Greensboro/H. Point
4h 30m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:59 pm - 10:55 pmGSO  Greensboro/H. Point-MDW Chicago Midway
4h 56m1 stop Atlanta Hartsfield-Jackson
$314Delta
Sat, Nov 14 - Mon, Nov 16
Delta Logo
11:27 am - 6:24 pmMDW  Chicago Midway-GSO Greensboro/H. Point
5h 57m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:59 pm - 10:54 pmGSO  Greensboro/H. Point-MDW Chicago Midway
6h 55m1 stop Atlanta Hartsfield-Jackson
$314Delta
Thu, Dec 10 - Mon, Dec 14
Multiple Airlines Logo
8:07 pm - 12:08 pmMDW  Chicago Midway-GSO Greensboro/H. Point
15h 01m1 stop Orlando
Multiple Airlines Logo
5:54 pm - 12:59 pmGSO  Greensboro/H. Point-MDW Chicago Midway
20h 05m2 stops Orlando Atlanta Hartsfield-Jackson
$427Multiple Airlines
Thu, Dec 10 - Fri, Jan 1
Multiple Airlines Logo
8:07 pm - 12:08 pmMDW  Chicago Midway-GSO Greensboro/H. Point
15h 01m1 stop Orlando
Multiple Airlines Logo
5:54 pm - 7:02 pmGSO  Greensboro/H. Point-MDW Chicago Midway
26h 08m1 stop Orlando
$510Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago to Greensboro flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Greensboro with more confidence.

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

Round-trip flights from Chicago to Greensboro start at $289. Prices are typical for this route right now, with typical round-trip fares ranging from $255 to $381. The lowest price found in the past 5 days was $289 on American Airlines.

What is the cheapest Chicago to Greensboro flight route?

Chicago Midway Airport (MDW) to Greensboro (GSO) is the cheapest Chicago to Greensboro route, averaging $247 round-trip. Other Chicago to Greensboro routes average $299, based on KAYAK data over the past 12 months.

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

Wednesday is the cheapest day of the week to fly from Chicago to Greensboro, it is 9% cheaper than the average day. Monday is the most expensive day with flight prices 57% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • March is the cheapest month to fly from Chicago to Greensboro at $262 round-trip.
  • May ($340) and April ($333) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 29% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Greensboro the cheapest?

Flights from Chicago to Greensboro are cheapest 23 weeks before departure. Booking in this window typically costs about 51% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Greensboro

 
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.

Key details for Chicago to Greensboro flights

Low season

July

Cheapest flight

$189
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago O'Hare Intl Airport to Greensboro

When to book flights from Chicago to Greensboro

Are your dates flexible? Find out the best times to travel from Chicago to Greensboro based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Greensboro flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Chicago to Greensboro flights?

    Among airlines operating Chicago to Greensboro flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago to Greensboro?

    2 airlines operate flights between Chicago and Greensboro. The airlines offering nonstop flights on this route include:

    • American Airlines
    • United Airlines

  • Which airports can I use when flying from Chicago to Greensboro?

    Flights from Chicago to Greensboro may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Greensboro/H. Point (GSO).

  • Which airlines include bags at no extra cost on Chicago to Greensboro flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago to Greensboro?

    Two cabin classes are available on flights from Chicago to Greensboro:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Chicago to Greensboro?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $231 round-trip via Detroit Metropolitan Wayne County (DTW), compared to $302 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Greensboro?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Chicago to Greensboro pass through?

    One-stop flights from Chicago to Greensboro most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 71% of one-stop connections
    • Charlotte Douglas (CLT) - 10% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 10% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) - 5% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Greensboro?

    Yes. Being flexible with your travel dates can save you up to 43% on the Chicago to Greensboro route. Wednesday is the cheapest departure day at $272 round-trip on average, while Monday is the most expensive at $470, a difference of $198. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Chicago to Greensboro spread across the day?

    Morning is the busiest departure period on Chicago to Greensboro flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

  • What are the earliest and latest flights from Chicago to Greensboro?

    These are the earliest and latest flight times available from Chicago to Greensboro:

    • Earliest: departs at 6:55 am and lands at 9:00 am
    • Latest: departs at 11:55 pm and lands at 2:00 am.

    The flight takes about 2h 05m.

  • How expensive are last-minute Chicago to Greensboro flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 36% above the route average of $298. Book 23 weeks before departure for the lowest fares.

  • How long is a flight from Chicago to Greensboro?

    A nonstop flight from Chicago to Greensboro takes 2h 05m, covering 573 miles.

  • Do I need a passport to fly from Chicago to Greensboro?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Chicago to Greensboro changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $289 to $1,793. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Chicago to Greensboro looking right now?

    One-way fares from Chicago to Greensboro are currently lower than usual. Average one-way flight prices are about $230, which is 15% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago to Greensboro?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 23m, compared with 4h 38m via Charlotte Douglas (CLT) and 4h 49m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Chicago and Greensboro?

    Greensboro is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Greensboro/H. Point Airport (GSO)?

    Greensboro/H. Point Airport (GSO) hosts 5 major car rental companies, with daily rates starting from around $30 for economy cars. Top options include:
    • Budget
    • Alamo
    • Thrifty
    • Enterprise Rent-A-Car
    • Avis

  • How much should I expect to pay for a Chicago to Greensboro flight?

    Round-trip flights from Chicago to Greensboro range from $255 to $381, with an average of $298 over the past 12 months. Anything below $255 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago to Greensboro flights?

    American Airlines is the only airline on the Chicago to Greensboro route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Chicago to Greensboro flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Monday. On this route, Wednesday flights average $272 - about $198 less than Monday (42% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 51% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Greensboro trip for March. Fares historically average $262 round-trip in that month - typically $78 less than the most expensive month, which is May (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Detroit Metropolitan Wayne County Airport (DTW) can be cheaper than flying direct. The cheapest layover option averages $231 round-trip on this route - about $71 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Greensboro/H. Point Airport.
    - Greensboro-High Point Marriott Airport
    - Fairview Inn Airport

Prefer to fly direct from Chicago to Greensboro?

 
Find which airlines fly direct from Chicago to Greensboro/H. Point Airport, which days they fly and book direct flights.

Direct departures

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

Direct returns

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

More options for your flight from Chicago to Greensboro

Complete your trip to Greensboro with a hotel stay or car rental