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$230+ Cheap flights from Green Bay (GRB) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
GRB — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Green Bay to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Green Bay (GRB) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$359
(Delta)

One-way from

$230
(Delta)

Popular in

August

Cheapest in

April

Average price

$347
From Green Bay Austin-Straubel to Chicago Midway
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One-way flight from Green Bay Austin-Straubel to Chicago Midway
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Highest demand for flights based on searches. 30% potential increase in price ($141 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Green Bay to Midway

Cheapest flights from Green Bay to Midway
Explore the most affordable flight options available from Green Bay to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2212:02 pmGRB - MDW
1 stop5h 41mDelta
Sat 10/253:00 pmMDW - GRB
1 stop6h 24mDelta
Deal found 9/10$359
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:02 amGRB - MDW
1 stop5h 26mDelta
Tue 9/309:20 amMDW - GRB
1 stop6h 13mDelta
Deal found 9/10$364
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:00 amGRB - MDW
1 stop5h 28mDelta
Wed 10/159:20 amMDW - GRB
1 stop6h 16mDelta
Deal found 9/9$461
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/912:02 pmGRB - MDW
1 stop5h 41mDelta
Thu 10/169:20 amMDW - GRB
1 stop6h 16mDelta
Deal found 9/11$479
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:13 pmGRB - MDW
1 stop6h 05mDelta
Mon 12/229:29 amMDW - GRB
1 stop6h 10mDelta
Deal found 9/11$539
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/167:00 amGRB - MDW
1 stop5h 28mDelta
Sun 10/199:20 amMDW - GRB
1 stop6h 16mDelta
Deal found 9/11$579
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:02 amGRB - MDW
1 stop5h 26mDelta
Tue 9/309:20 amMDW - GRB
1 stop6h 13mDelta
Deal found 9/11$658
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:02 pmGRB - MDW
1 stop5h 41mDelta
Fri 10/171:08 pmMDW - GRB
1 stop3h 26mDelta
Deal found 9/10$858
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:30 amGRB - MDW
1 stop6h 38mDelta
Fri 10/109:20 amMDW - GRB
1 stop6h 16mDelta
Deal found 9/9$970

Cheapflights Fare Finder

 
Customize your flight search to find flights from Green Bay to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Green Bay to Chicago Midway Airport that are best for you.

Fly from

Green Bay

Fly to

Midway

Route

Depart

Return

Price

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Wed 10/22

12:02 pm-5:43 pm

1 stop5h 41m

Chicago Midway

Sat 10/25

3:00 pm-9:24 pm

1 stop6h 24m

$359

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Tue 9/23

7:02 am-12:28 pm

1 stop5h 26m

Chicago Midway

Tue 9/30

9:20 am-3:33 pm

1 stop6h 13m

$364

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Wed 10/8

7:00 am-12:28 pm

1 stop5h 28m

Chicago Midway

Wed 10/15

9:20 am-3:36 pm

1 stop6h 16m

$461

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Thu 10/9

12:02 pm-5:43 pm

1 stop5h 41m

Chicago Midway

Thu 10/16

9:20 am-3:36 pm

1 stop6h 16m

$479

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Thu 10/16

7:00 am-12:28 pm

1 stop5h 28m

Chicago Midway

Sun 10/19

9:20 am-3:36 pm

1 stop6h 16m

$579

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Fri 9/26

7:02 am-12:28 pm

1 stop5h 26m

Chicago Midway

Tue 9/30

9:20 am-3:33 pm

1 stop6h 13m

$658

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Fri 10/10

12:02 pm-5:43 pm

1 stop5h 41m

Chicago Midway

Fri 10/17

1:08 pm-4:34 pm

1 stop3h 26m

$858

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Thu 10/9

6:30 am-1:08 pm

1 stop6h 38m

Chicago Midway

Fri 10/10

9:20 am-3:36 pm

1 stop6h 16m

$970

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Fri 11/14

6:20 am-1:07 pm

1 stop6h 47m

$230

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Sat 9/20

6:05 am-1:03 pm

1 stop6h 58m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 11 results
1
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Best time to book a flight from Green Bay to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Green Bay with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Green Bay to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Green Bay to Chicago Midway?

    Most people fly from Green Bay Austin-Straubel (GRB) if they book a flight from Green Bay to Chicago Midway. On average, Austin-Straubel has 0 outbound flights to Chicago Midway per day from 0 airlines. Green Bay Austin-Straubel is conveniently located just 5.9 mi from Green Bay’s city center.

  • How long is the flight from Green Bay to Chicago Midway Airport?

    Airlines like Delta fly from Green Bay to Chicago Midway Airport in about 5h 41m. The time it takes to get you to your destination can typically vary by up to . The distance from Green Bay to Chicago Midway Airport is about 187 mi.

  • Can I find deals for flights from Green Bay to Midway that include hotel bookings?

    Yes. In addition to deals on Green Bay to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Green Bay to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Green Bay to Midway.

  • Can I find deals for business class flights from Green Bay to Midway?

    Yes. Cheapflights offers flight deals from Green Bay to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Green Bay to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Green Bay to Chicago Midway Airport (average of $160). Flying from Green Bay to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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