Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Greensboro to Chicago from $183

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 7/3. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Greensboro to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:25 am - 9:52 am
GSO
-
MDW
5h 27m
1 stop
Delta Logo
5:25 pm - 11:54 pm
MDW
-
GSO
5h 29m
1 stop
$279Delta
Wed, Oct 7 - Tue, Oct 13
Delta Logo
6:35 pm - 10:15 pm
GSO
-
MDW
4h 40m
1 stop
Delta Logo
6:00 am - 12:22 pm
MDW
-
GSO
5h 22m
1 stop
$284Delta
Thu, Jul 30 - Sat, Aug 1
Delta Logo
12:26 pm - 3:25 pm
GSO
-
MDW
3h 59m
1 stop
Delta Logo
1:00 pm - 8:57 pm
MDW
-
GSO
6h 57m
1 stop
$289Delta
Fri, Sep 11 - Sun, Sep 13
Delta Logo
6:36 pm - 10:15 pm
GSO
-
MDW
4h 39m
1 stop
Delta Logo
6:00 am - 11:34 am
MDW
-
GSO
4h 34m
1 stop
$309Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
6:35 am - 11:56 am
GSO
-
MDW
6h 21m
1 stop
Delta Logo
6:00 am - 12:22 pm
MDW
-
GSO
5h 22m
1 stop
$319Delta
Wed, Jul 29 - Sat, Aug 1
Delta Logo
6:35 am - 11:56 am
GSO
-
MDW
6h 21m
1 stop
Delta Logo
12:46 pm - 8:54 pm
MDW
-
GSO
7h 08m
1 stop
$324Delta
Wed, Jul 29 - Thu, Aug 6
Delta Logo
6:44 pm - 10:17 pm
GSO
-
MDW
4h 33m
1 stop
Delta Logo
6:00 am - 2:04 pm
MDW
-
GSO
7h 04m
1 stop
$344Delta
Mon, Jul 6 - Mon, Jul 13
Delta Logo
6:55 pm - 10:10 pm
GSO
-
MDW
4h 15m
1 stop
Delta Logo
6:00 am - 11:23 am
MDW
-
GSO
4h 23m
1 stop
$349Delta
Fri, Oct 9 - Wed, Oct 14
Delta Logo
6:13 am - 9:13 am
GSO
-
MDW
4h 00m
1 stop
Delta Logo
6:00 am - 2:04 pm
MDW
-
GSO
7h 04m
1 stop
$354Delta
Wed, Jul 15 - Sun, Jul 19
Delta Logo
6:44 pm - 10:17 pm
GSO
-
MDW
4h 33m
1 stop
Delta Logo
5:11 pm - 11:59 pm
MDW
-
GSO
5h 48m
1 stop
$359Delta
Fri, Jul 3 - Mon, Jul 6

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Greensboro to Chicago Midway Airport

Our best Delta deals on Greensboro to Chicago Midway Airport flight tickets
Delta
Aug 1
GSO6:13 amGreensboro/H. Point
4h 00m
1 stop
MDW9:13 amChicago Midway
Aug 5
MDW6:05 amChicago Midway
4h 29m
1 stop
GSO11:34 amGreensboro/H. Point
$279
Delta
Jul 30
GSO6:35 pmGreensboro/H. Point
4h 40m
1 stop
MDW10:15 pmChicago Midway
Aug 1
MDW6:00 amChicago Midway
5h 22m
1 stop
GSO12:22 pmGreensboro/H. Point
$284
Delta
Sep 11
GSO5:00 pmGreensboro/H. Point
6h 45m
1 stop
MDW10:45 pmChicago Midway
Sep 13
MDW6:05 amChicago Midway
4h 33m
1 stop
GSO11:38 amGreensboro/H. Point
$289

momondo Fare Finder

 
Customize your flight search to find flights from Greensboro to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 23, 2026.
Use the filters below to find and compare flights from Greensboro to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 10/7

5:25 am-9:52 am

1 stop5h 27m

Chicago Midway

Tue 10/13

5:25 pm-11:54 pm

1 stop5h 29m

$279

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 7/30

6:35 pm-10:15 pm

1 stop4h 40m

Chicago Midway

Sat 8/1

6:00 am-12:22 pm

1 stop5h 22m

$284

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 9/11

12:26 pm-3:25 pm

1 stop3h 59m

Chicago Midway

Sun 9/13

1:00 pm-8:57 pm

1 stop6h 57m

$289

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 7/7

6:36 pm-10:15 pm

1 stop4h 39m

Chicago Midway

Tue 7/14

6:00 am-11:34 am

1 stop4h 34m

$309

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 7/29

6:35 am-11:56 am

1 stop6h 21m

Chicago Midway

Sat 8/1

6:00 am-12:22 pm

1 stop5h 22m

$319

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 7/29

6:35 am-11:56 am

1 stop6h 21m

Chicago Midway

Thu 8/6

12:46 pm-8:54 pm

1 stop7h 08m

$324

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Mon 7/6

6:44 pm-10:17 pm

1 stop4h 33m

Chicago Midway

Mon 7/13

6:00 am-2:04 pm

1 stop7h 04m

$344
Quickest round-trip

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 10/9

6:55 pm-10:10 pm

1 stop4h 15m

Chicago Midway

Wed 10/14

6:00 am-11:23 am

1 stop4h 23m

$349

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Wed 7/15

6:13 am-9:13 am

1 stop4h 00m

Chicago Midway

Sun 7/19

6:00 am-2:04 pm

1 stop7h 04m

$354

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 7/3

6:44 pm-10:17 pm

1 stop4h 33m

Chicago Midway

Mon 7/6

5:11 pm-11:59 pm

1 stop5h 48m

$359

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Greensboro to Chicago Midway Airport

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 cheapest month to fly to Chicago Midway Airport?

The month of July is, on average, the cheapest month to fly to Chicago Midway Airport from Greensboro, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of July, then departing from Greensboro during the month January is also very affordable. Most momondo users find prices during this month for around $0.

When to book flights from Greensboro to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Greensboro to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Greensboro to Chicago Midway Airport (GSO to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Greensboro to Chicago Midway Airport

Fastest flight time

3h 40m

Direct flights

None
The fastest flight from Greensboro to Chicago Midway Airport takes 3h 40m
There are no direct flights from Greensboro to Chicago Midway Airport. There are no popular flight routes from Greensboro to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Greensboro to Chicago Midway Airport

  • How far is Greensboro/H. Point to Chicago Midway by plane?

    A flight from Greensboro/H. Point to Chicago Midway will travel around 581.0 mi. By plane, this route typically takes 3h 40m.

  • When did momondo last update prices for flights from Greensboro/H. Point Airport to Chicago Midway Airport?

    Prices for flights from Greensboro/H. Point Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Greensboro/H. Point Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Greensboro/H. Point Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Greensboro/H. Point Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Greensboro to Chicago Midway Airport?

Best airlines flying from Greensboro to Chicago Midway Airport

Compare and see reviews for airlines that fly from Greensboro to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $249Free CancellationRating
7.8
8,421 reviews
Search Delta flights

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
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Greensboro to Chicago?

It is quick and easy to find Greensboro to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Greensboro to Chicago with flexible booking policies on momondo?

Flights from Greensboro to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Greensboro to Chicago?

Once all potential Greensboro to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Greensboro to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Greensboro to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago Midway Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 7/23
Thu 7/30
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago