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$249+ Cheap flights from Green Bay (GRB) to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
GRB — MDW
Apr 9 — Apr 161
Thu 4/9
Thu 4/16
1 adult, Economy
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2. Select your favorite providers

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Cheap 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 March 10, 2026.

This Delta deal was found by Cheapflights users on 3/6. 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.
Sat 3/217:00 am
GRB
-
MDW
1 stop5h 29m
Delta
Wed 3/259:30 am
MDW
-
GRB
1 stop6h 08m
Delta
Deal found 3/6$249
This Delta deal was found by Cheapflights users on 3/8. 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 5/2811:53 am
GRB
-
MDW
1 stop6h 03m
Delta
Sun 5/319:23 am
MDW
-
GRB
1 stop6h 16m
Delta
Deal found 3/8$318
This Delta deal was found by Cheapflights users on 3/9. 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 4/27:00 am
GRB
-
MDW
1 stop5h 29m
Delta
Sun 4/51:10 pm
MDW
-
GRB
1 stop3h 21m
Delta
Deal found 3/9$408
This Delta deal was found by Cheapflights users on 3/6. 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.
Sun 8/237:00 am
GRB
-
MDW
1 stop5h 30m
Delta
Thu 8/271:00 pm
MDW
-
GRB
1 stop3h 33m
Delta
Deal found 3/6$443
This Delta deal was found by Cheapflights users on 3/9. 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.
Sun 3/2212:00 pm
GRB
-
MDW
1 stop6h 40m
Delta
Sun 3/299:30 am
MDW
-
GRB
1 stop6h 08m
Delta
Deal found 3/9$449
This Delta deal was found by Cheapflights users on 3/10. 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 3/1712:00 pm
GRB
-
MDW
1 stop6h 40m
Delta
Sat 3/219:30 am
MDW
-
GRB
1 stop6h 08m
Delta
Deal found 3/10$459
This Delta deal was found by Cheapflights users on 3/7. 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 7/227:00 am
GRB
-
MDW
1 stop5h 30m
Delta
Wed 7/299:20 am
MDW
-
GRB
1 stop6h 12m
Delta
Deal found 3/7$489
This Delta deal was found by Cheapflights users on 3/7. 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.
Sun 4/57:00 am
GRB
-
MDW
1 stop5h 29m
Delta
Sun 4/121:10 pm
MDW
-
GRB
1 stop3h 21m
Delta
Deal found 3/7$548
This Delta deal was found by Cheapflights users on 3/8. 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 5/2211:53 am
GRB
-
MDW
1 stop6h 03m
Delta
Mon 5/259:23 am
MDW
-
GRB
1 stop6h 16m
Delta
Deal found 3/8$578
This Delta deal was found by Cheapflights users on 3/6. 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 9/256:45 am
GRB
-
MDW
1 stop6h 22m
Delta
Fri 10/91:00 pm
MDW
-
GRB
1 stop3h 28m
Delta
Deal found 3/6$579
This Delta deal was found by Cheapflights users on 3/6. 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 3/277:00 am
GRB
-
MDW
1 stop5h 29m
Delta
Mon 3/301:10 pm
MDW
-
GRB
1 stop3h 21m
Delta
Deal found 3/6$629

Find 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 March 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(Delta)
Provider with most accurate pricing for Green Bay Austin-Straubel-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Green Bay Austin-Straubel-Chicago Midway flights.
Search Deals
From Green Bay Austin-Straubel to Chicago Midway
Search Deals

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 March 10, 2026.
Use the filters below to find and compare flights from Green Bay to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Sat 3/21

7:00 am-12:29 pm

1 stop5h 29m

Chicago Midway

Wed 3/25

9:30 am-3:38 pm

1 stop6h 08m

$249

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Thu 5/28

11:53 am-5:56 pm

1 stop6h 03m

Chicago Midway

Sun 5/31

9:23 am-3:39 pm

1 stop6h 16m

$318
Quickest round-trip

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Thu 4/2

7:00 am-12:29 pm

1 stop5h 29m

Chicago Midway

Sun 4/5

1:10 pm-4:31 pm

1 stop3h 21m

$408

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Sun 3/22

12:00 pm-6:40 pm

1 stop6h 40m

Chicago Midway

Sun 3/29

9:30 am-3:38 pm

1 stop6h 08m

$449

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Mon 3/23

12:00 pm-6:40 pm

1 stop6h 40m

Chicago Midway

Fri 3/27

9:30 am-3:38 pm

1 stop6h 08m

$458

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Wed 7/22

7:00 am-12:30 pm

1 stop5h 30m

Chicago Midway

Wed 7/29

9:20 am-3:32 pm

1 stop6h 12m

$489

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Sun 4/5

7:00 am-12:29 pm

1 stop5h 29m

Chicago Midway

Sun 4/12

1:10 pm-4:31 pm

1 stop3h 21m

$548

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Fri 3/27

7:00 am-12:29 pm

1 stop5h 29m

Chicago Midway

Mon 3/30

1:10 pm-4:31 pm

1 stop3h 21m

$629

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Fri 3/20

7:00 am-12:29 pm

1 stop5h 29m

Chicago Midway

Sun 3/22

1:10 pm-4:31 pm

1 stop3h 21m

$669

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Wed 3/25

12:00 pm-6:40 pm

1 stop6h 40m

Chicago Midway

Sun 3/29

9:30 am-3:38 pm

1 stop6h 08m

$689

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

Compare providers for flights from Green Bay to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Green Bay to Midway in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Green Bay-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Green Bay-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Green Bay-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Green Bay-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Green Bay-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 29m. 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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