$126 Cheap flight deals from Greensboro (GSO) to Chicago (CHI)

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This Weekend's Flight Deals from Greensboro to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 3 - Sat, May 10
GSO
Piedmont Triad Intl.
ORD
O'Hare Intl.
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago
Select United flight, departing Sat, May 3 from Piedmont Triad Intl. to O'Hare Intl., returning Sat, May 10, priced at $223 found 5 days ago
Fri, May 2 - Sun, May 4
GSO
Piedmont Triad Intl.
MDW
Midway Intl.
$314 Roundtrip, found 2 days ago
$314
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, May 2 from Piedmont Triad Intl. to Midway Intl., returning Sun, May 4, priced at $314 found 2 days ago

Airfares from $126 One Way, $199 Round Trip from Greensboro to Chicago

Prices starting at $199 for return flights and $126 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, May 21 - Wed, Jun 4
GSO
Greensboro
ORD
Chicago
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select United flight, departing Wed, May 21 from Greensboro to Chicago, returning Wed, Jun 4, priced at $199 found 3 days ago
Sat, Jul 19 - Tue, Jul 22
GSO
Greensboro
ORD
Chicago
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jul 19 from Greensboro to Chicago, returning Tue, Jul 22, priced at $201 found 1 day ago
Sat, Aug 9 - Mon, Aug 11
GSO
Greensboro
ORD
Chicago
$204 Roundtrip, found 20 hours ago
$204
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, Aug 9 from Greensboro to Chicago, returning Mon, Aug 11, priced at $204 found 20 hours ago
Sat, Jun 21 - Wed, Jun 25
GSO
Greensboro
ORD
Chicago
$208 Roundtrip, found 7 hours ago
$208
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Jun 21 from Greensboro to Chicago, returning Wed, Jun 25, priced at $208 found 7 hours ago
Wed, May 21 - Wed, Jun 4
GSO
Greensboro
ORD
Chicago
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago
Select United flight, departing Wed, May 21 from Greensboro to Chicago, returning Wed, Jun 4, priced at $209 found 3 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.6/10 Excellent! (1,657 reviews)

Jun 13 - Jun 17

4 night stay

Greensboro (GSO) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 19 hours ago
The manager, black younger looking woman, gave us amazing costumer service. Very warm and attentive. I’ll definitely will be back to the hotel.

Reviewed on Apr 23, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

9.2/10 Wonderful! (1,665 reviews)

Jun 13 - Jun 17

4 night stay

Greensboro (GSO) to Chicago (ORD)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 15 hours ago
Nice hotel. Great location. Nice room. Pictures made hotel seem like it was so much more. It was just one small hallway. Nothing more. Very disappointed with the lobby. I thought by the pictures I was getting so much more! Payed a $150 resort fee for two night. There was absolutely no resort and no resort benefits. That was purely a money grab. Didn’t even get my room cleaned each day. Nice room. Nice hotel. Just less that I thought!

Reviewed on Oct 13, 2024

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More About Flying To Chicago from Greensboro

Route Information for Flights from Greensboro to Chicago

Origin Airport IATA Code
GSO
Destination Airport IATA Code
CHI
Distance
588 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Alaska Airlines, Air Canada, ANA, Lufthansa, Air New Zealand, United Airlines
Earliest Flight Arrival
11:29AM UTC
Latest Flight Arrival
10:55PM UTC

Greensboro to Chicago

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Flight Deals on the Go

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Guaranteed low prices for Greensboro to Chicago flights makes Orbitz the perfect online budget travel source.

Frequently asked questions

Are there non-stop flights from Greensboro to Chicago?
The excellent news is, there are. American Airlines and United Airlines are a couple of carriers that will fly you nonstop from PTI Airport to O’Hare Airport.
What is the shortest flight from Greensboro to Chicago?
It can take just 2 hours and 53 minutes to jet from Piedmont Triad Intl. Airport (GSO) to MDW. Take a seat and enjoy the trip, because you’ll be landing in a flash.
What airlines fly from Greensboro to Chicago most frequently?
There are two airlines offering the most frequent flights from Piedmont Triad Intl. Airport (GSO) to Chicago, IL (ORD-O’Hare Intl.), including American Airlines (AA). The preferred choice of many travelers, it operates 60 flights on this route each month. Also check out the rewarding deals available with United Airlines (UA). Offering 52 monthly flights between Greensboro and Chicago, they’ll ensure your journey is just as delightful as the destination.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.