$214 Cheap Flights from Green Bay (GRB) to Chicago (MDW)

View $214 flight on Fri, Oct 31, 2025Opens in a new window

Popular airlines from Green Bay Austin Straubel Intl. Airport (GRB) to Chicago Midway Airport (MDW)

Cheap Flights from Green Bay to Chicago (GRB-MDW)

Prices were available within the past 7 days and start at $214 for one-way flights and $199 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Mar 14 - Mon, Mar 16
GRB
Green Bay
MDW
Chicago
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Mar 14 from Green Bay to Chicago, returning Mon, Mar 16, priced at $199 found 3 days ago
Delta
Sat, Oct 18 - Sat, Oct 25
GRB
Green Bay
MDW
Chicago
$204 Roundtrip, found 4 days ago
$204
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Oct 18 from Green Bay to Chicago, returning Sat, Oct 25, priced at $204 found 4 days ago
Delta
Thu, Feb 5 - Mon, Feb 23
GRB
Green Bay
MDW
Chicago
$204 Roundtrip, found 3 days ago
$204
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Feb 5 from Green Bay to Chicago, returning Mon, Feb 23, priced at $204 found 3 days ago
Delta
Sun, Oct 12 - Sat, Oct 18
GRB
Green Bay
MDW
Chicago
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Oct 12 from Green Bay to Chicago, returning Sat, Oct 18, priced at $209 found 4 days ago
Delta
Thu, Jan 15 - Fri, Jan 30
GRB
Green Bay
MDW
Chicago
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Jan 15 from Green Bay to Chicago, returning Fri, Jan 30, priced at $214 found 3 days ago
Delta
Sat, Oct 11 - Sat, Oct 18
GRB
Green Bay
MDW
Chicago
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 11 from Green Bay to Chicago, returning Sat, Oct 18, priced at $219 found 2 days ago
Delta
Sat, Feb 7 - Mon, Feb 23
GRB
Green Bay
MDW
Chicago
$219 Roundtrip, found 3 days ago
$219
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Feb 7 from Green Bay to Chicago, returning Mon, Feb 23, priced at $219 found 3 days ago
Delta
Tue, Jan 27 - Mon, Feb 9
GRB
Green Bay
MDW
Chicago
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jan 27 from Green Bay to Chicago, returning Mon, Feb 9, priced at $229 found 3 days ago
Delta
Sun, Oct 26 - Mon, Nov 10
GRB
Green Bay
MDW
Chicago
$234 Roundtrip, found 5 days ago
$234
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Oct 26 from Green Bay to Chicago, returning Mon, Nov 10, priced at $234 found 5 days ago
Delta
Mon, Jan 12 - Sun, Jan 25
GRB
Green Bay
MDW
Chicago
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Jan 12 from Green Bay to Chicago, returning Sun, Jan 25, priced at $242 found 3 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $189
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $189
Flights from Green Bay (GRB) to Chicago (MDW)
Origin airport
Austin Straubel Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$198
Distance
187 mi

Green Bay to Chicago Flights

The cheapest times to fly from Green Bay to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Green Bay to Chicago are during the month of March. You can find some of the cheapest flights from Green Bay to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Green Bay to Chicago

Sunday is one of the best days to book for cheap flights from Green Bay to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Green Bay to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Green Bay to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $214 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Green Bay to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Green Bay to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW) cost?
Grab a cheap one-way flight from $214 or cheap return flight from $199 from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW)?
The cheapest month to fly from GRB to MDW is March, when demand is low. Off-peak season is often when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from GRB to MDW, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW)?
You'll need to catch a flight with a layover when traveling from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from GRB to MDW?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary depending on a number of factors, such as the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW)?
To avoid possible delays on the Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW) route, aim to travel before 3 PM. Later departures have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Austin Straubel Intl. Airport (GRB)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Austin Straubel Intl. Airport (GRB). Browse the options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW) last-minute?
Waiting until just before your departure to book your flight from GRB to MDW generally means paying more. While it's possible to find some last-minute discounts, they aren't always guaranteed. Allow some flexibility in your schedule for the best chance of landing a bargain.
Is it cheaper to book a GRB to MDW flight and hotel package?
Compared with arranging flights and hotels separately, booking a GRB to MDW flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one convenient place will take the stress out of planning your trip. Simply pick your flights and select from our wide range of hotels, then customize your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from Austin Straubel Intl. Airport (GRB) to Midway Intl. Airport (MDW)?
Typically, it's possible to cancel or reschedule your GRB to MDW flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.