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Cheap flights from Greensboro to Chicago from $122

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 4/24. 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

Enter your travel dates to find the best prices.
Delta Logo
6:35 am - 9:56 am
GSO
-
MDW
4h 21m
1 stop
Delta Logo
6:23 am - 12:16 pm
MDW
-
GSO
4h 53m
1 stop
$279Delta
Wed, May 6 - Sat, May 9
Delta Logo
6:36 pm - 10:17 pm
GSO
-
MDW
4h 41m
1 stop
Delta Logo
4:25 pm - 10:19 pm
MDW
-
GSO
4h 54m
1 stop
$284Delta
Fri, Jun 19 - Sat, Jun 27
Delta Logo
6:10 am - 8:43 am
GSO
-
MDW
3h 33m
1 stop
Delta Logo
6:23 am - 12:16 pm
MDW
-
GSO
4h 53m
1 stop
$289Delta
Thu, May 21 - Sun, May 24
Delta Logo
6:10 am - 8:53 am
GSO
-
MDW
3h 43m
1 stop
Delta Logo
6:00 am - 2:11 pm
MDW
-
GSO
7h 11m
1 stop
$309Delta
Thu, Apr 9 - Wed, Apr 15
Delta Logo
10:14 am - 4:16 pm
GSO
-
MDW
7h 02m
1 stop
Delta Logo
6:05 am - 1:49 pm
MDW
-
GSO
6h 44m
1 stop
$319Delta
Tue, Jun 23 - Tue, Jun 30
Delta Logo
5:46 pm - 10:31 pm
GSO
-
MDW
5h 45m
1 stop
Delta Logo
6:00 am - 2:11 pm
MDW
-
GSO
7h 11m
1 stop
$323Delta
Tue, Apr 7 - Wed, Apr 15
Delta Logo
12:26 pm - 4:16 pm
GSO
-
MDW
4h 50m
1 stop
Delta Logo
6:05 am - 1:49 pm
MDW
-
GSO
6h 44m
1 stop
$324Delta
Tue, Jun 23 - Thu, Jul 2
Delta Logo
6:10 am - 8:53 am
GSO
-
MDW
3h 43m
1 stop
Delta Logo
5:21 pm - 11:55 pm
MDW
-
GSO
5h 34m
1 stop
$329Delta
Thu, Apr 9 - Tue, Apr 14
Delta Logo
6:15 am - 8:42 am
GSO
-
MDW
3h 27m
1 stop
Delta Logo
5:25 pm - 11:57 pm
MDW
-
GSO
5h 32m
1 stop
$334Delta
Thu, Sep 10 - Mon, Sep 21
Delta Logo
6:10 am - 8:53 am
GSO
-
MDW
3h 43m
1 stop
Delta Logo
6:00 am - 2:11 pm
MDW
-
GSO
7h 11m
1 stop
$343Delta
Tue, Apr 7 - Mon, Apr 13

Delta flights from Greensboro to Chicago Midway Airport

Our best Delta deals on Greensboro to Chicago Midway Airport flight tickets
Delta
May 6
GSO6:35 amGreensboro/H. Point
4h 21m
1 stop
MDW9:56 amChicago Midway
May 9
MDW6:23 amChicago Midway
4h 53m
1 stop
GSO12:16 pmGreensboro/H. Point
$279
Delta
Jun 19
GSO6:36 pmGreensboro/H. Point
4h 41m
1 stop
MDW10:17 pmChicago Midway
Jun 30
MDW6:05 amChicago Midway
6h 44m
1 stop
GSO1:49 pmGreensboro/H. Point
$284
Delta
May 21
GSO6:10 amGreensboro/H. Point
3h 33m
1 stop
MDW8:43 amChicago Midway
May 24
MDW6:23 amChicago Midway
4h 53m
1 stop
GSO12:16 pmGreensboro/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 March 27, 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 5/6

6:35 am-9:56 am

1 stop4h 21m

Chicago Midway

Sat 5/9

6:23 am-12:16 pm

1 stop4h 53m

$279

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Fri 6/19

6:36 pm-10:17 pm

1 stop4h 41m

Chicago Midway

Sat 6/27

4:25 pm-10:19 pm

1 stop4h 54m

$284
Quickest round-trip

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 5/21

6:10 am-8:43 am

1 stop3h 33m

Chicago Midway

Sun 5/24

6:23 am-12:16 pm

1 stop4h 53m

$289

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 4/9

6:10 am-8:53 am

1 stop3h 43m

Chicago Midway

Wed 4/15

6:00 am-2:11 pm

1 stop7h 11m

$309

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 6/23

10:14 am-4:16 pm

1 stop7h 02m

Chicago Midway

Tue 6/30

6:05 am-1:49 pm

1 stop6h 44m

$319

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 4/7

5:46 pm-10:31 pm

1 stop5h 45m

Chicago Midway

Wed 4/15

6:00 am-2:11 pm

1 stop7h 11m

$323

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 6/23

12:26 pm-4:16 pm

1 stop4h 50m

Chicago Midway

Thu 7/2

6:05 am-1:49 pm

1 stop6h 44m

$324

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 4/9

6:10 am-8:53 am

1 stop3h 43m

Chicago Midway

Tue 4/14

5:21 pm-11:55 pm

1 stop5h 34m

$329

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Thu 9/10

6:15 am-8:42 am

1 stop3h 27m

Chicago Midway

Mon 9/21

5:25 pm-11:57 pm

1 stop5h 32m

$334

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Tue 4/7

6:10 am-8:53 am

1 stop3h 43m

Chicago Midway

Mon 4/13

6:00 am-2:11 pm

1 stop7h 11m

$343

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Greensboro and Chicago Midway Airport?

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 27m

Direct flights

None
The fastest flight from Greensboro to Chicago Midway Airport takes 3h 27m
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

  • 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 27m.

  • 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 $223Free CancellationRating
7.9
8,341 reviews
Search Delta flights

Traveling to a place near Chicago?

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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?

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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.

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