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$134+ Cheap flights from Green Bay (GRB) to Chicago (CHI)

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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
GRB — CHI
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
1 adult, Economy
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Cheap flight deals from Green Bay to Chicago

Cheapest flights from Green Bay to Chicago
Explore the most affordable flight options available from Green Bay to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2026.

This Delta deal was found by Cheapflights users on 2/19. 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 3/177:00 am
GRB
-
MDW
1 stop5h 29m
Delta
Tue 3/241:10 pm
MDW
-
GRB
1 stop3h 21m
Delta
Deal found 2/19$177
This Delta deal was found by Cheapflights users on 2/20. 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 4/87:00 am
GRB
-
ORD
1 stop6h 17m
Delta
Fri 4/176:25 am
ORD
-
GRB
1 stop4h 53m
Delta
Deal found 2/20$177
This United Airlines deal was found by Cheapflights users on 2/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/173:43 pm
GRB
-
ORD
Nonstop1h 22m
United Airlines
Fri 4/1710:50 pm
ORD
-
GRB
Nonstop1h 07m
United Airlines
Deal found 2/22$179
This Delta deal was found by Cheapflights users on 2/22. 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 3/187:00 am
GRB
-
ORD
1 stop6h 17m
Delta
Wed 3/256:15 am
ORD
-
GRB
1 stop5h 03m
Delta
Deal found 2/22$188
This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/121:00 pm
GRB
-
ORD
Nonstop1h 23m
United Airlines
Thu 3/1912:51 pm
ORD
-
GRB
Nonstop1h 15m
United Airlines
Deal found 2/21$194
This American Airlines deal was found by Cheapflights users on 2/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:38 pm
GRB
-
ORD
Nonstop1h 21m
American Airlines
Sat 3/148:11 am
ORD
-
GRB
Nonstop1h 06m
American Airlines
Deal found 2/23$209
This American Airlines deal was found by Cheapflights users on 2/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:38 pm
GRB
-
ORD
Nonstop1h 21m
American Airlines
Mon 3/2310:29 pm
ORD
-
GRB
Nonstop1h 03m
American Airlines
Deal found 2/22$214
This Delta deal was found by Cheapflights users on 2/23. 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 3/1012:00 pm
GRB
-
MDW
1 stop6h 40m
Delta
Sat 3/149:30 am
MDW
-
GRB
1 stop6h 08m
Delta
Deal found 2/23$229
This Delta deal was found by Cheapflights users on 2/23. 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 3/1012:00 pm
GRB
-
ORD
1 stop6h 00m
Delta
Sat 3/149:35 am
ORD
-
GRB
1 stop6h 03m
Delta
Deal found 2/23$229
This United Airlines deal was found by Cheapflights users on 2/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:00 pm
GRB
-
ORD
Nonstop1h 25m
United Airlines
Tue 5/59:30 pm
ORD
-
GRB
Nonstop1h 13m
United Airlines
Deal found 2/21$239
This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:38 pm
GRB
-
ORD
Nonstop1h 21m
American Airlines
Sun 3/158:54 am
ORD
-
GRB
Nonstop1h 06m
American Airlines
Deal found 2/19$240
This Delta deal was found by Cheapflights users on 2/22. 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 9/1911:53 am
GRB
-
ORD
1 stop4h 55m
Delta
Mon 9/215:20 pm
ORD
-
GRB
1 stop4h 06m
Delta
Deal found 2/22$247

Find flight deals from Green Bay to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Green Bay (GRB) to Chicago (CHI). 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 February 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Delta)

One-way from

$134
(American Airlines)

Popular in

August

Cheapest in

November

Average price

$348

Good round-trip deal

$340 or less

Good one-way deal

$277 or less
Provider with most accurate pricing for Green Bay Austin-Straubel-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Green Bay Austin-Straubel-Chicago (CHI) flights.
Search Deals
From Green Bay Austin-Straubel to Chicago (CHI)
Search Deals
One-way flight from Green Bay Austin-Straubel to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($109 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Green Bay Austin-Straubel to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Green Bay Austin-Straubel to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Green Bay to Chicago 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 February 23, 2026.
Use the filters below to find and compare flights from Green Bay to Chicago that are best for you.

Fly from

Green Bay

Fly to

Chicago

Route

Depart

Return

Price

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Wed 3/18

7:00 am-12:29 pm

1 stop5h 29m

Chicago Midway

Wed 3/25

9:30 am-3:38 pm

1 stop6h 08m

$177

Green BayChicago

GRB - MDW

GRBMDW

Green Bay Austin-Straubel

Tue 3/17

12:00 pm-6:40 pm

1 stop6h 40m

Chicago Midway

Tue 3/24

1:10 pm-4:31 pm

1 stop3h 21m

$177

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Wed 4/8

7:00 am-1:17 pm

1 stop6h 17m

Chicago O'Hare Intl

Fri 4/17

6:25 am-11:18 am

1 stop4h 53m

$177

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Wed 3/18

7:00 am-1:17 pm

1 stop6h 17m

Chicago O'Hare Intl

Wed 3/25

6:15 am-11:18 am

1 stop5h 03m

$177

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Tue 3/17

7:00 am-1:17 pm

1 stop6h 17m

Chicago O'Hare Intl

Tue 3/24

6:15 am-11:18 am

1 stop5h 03m

$177

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Thu 3/19

12:00 pm-6:00 pm

1 stop6h 00m

Chicago O'Hare Intl

Thu 3/26

6:15 am-11:18 am

1 stop5h 03m

$177

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Fri 4/24

5:35 pm-6:58 pm

Nonstop1h 23m

Chicago O'Hare Intl

Fri 5/1

10:45 pm-11:58 pm

Nonstop1h 13m

$179

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Fri 3/20

5:00 am-6:24 am

Nonstop1h 24m

Chicago O'Hare Intl

Sun 3/22

8:50 am-9:56 am

Nonstop1h 06m

$179

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Sun 5/3

8:00 pm-9:25 pm

Nonstop1h 25m

Chicago O'Hare Intl

Sat 5/23

10:35 am-11:59 am

Nonstop1h 24m

$179

Green BayChicago

GRB - ORD

GRBORD

Green Bay Austin-Straubel

Wed 4/8

9:42 am-11:03 am

Nonstop1h 21m

Chicago O'Hare Intl

Fri 4/17

8:00 am-9:12 am

Nonstop1h 12m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 31 results
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Compare providers for flights from Green Bay to Chicago

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 Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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 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 flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Green Bay-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Green Bay-Chicago 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 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 Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Green Bay to Chicago

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

Currently, February is the cheapest month in which you can book a flight from Green Bay to Chicago (average of $85). Flying from Green Bay to Chicago in July is currently the most expensive (average of $179). 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.

What is the cheapest time of day to fly from GRB to CHI?

Find hourly flight availability from Green Bay to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 23, 2026.

It’s optimal to fly from Green Bay to Chicago in the afternoon. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight in the evening.

What is the cheapest day to fly from Green Bay to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Green Bay to Chicago. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their Green Bay to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Green Bay to Chicago

Explore weekly flight availability from Green Bay to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 23, 2026.

The most flights from GRB to CHI are scheduled on a Friday (23 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (14 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 23, 2026.
Peruse reviews from past customers who have flown with United Airlines from Green Bay to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,342 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,342 reviews
United Airlines
7.4
Good
9,342 reviews

Crew

8.1

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Green Bay to Chicago. 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?

    For a flight from Green Bay to Chicago, you will be flying from Austin-Straubel. Green Bay Austin-Straubel (GRB) is just 5.9 mi from the center of the city. Austin-Straubel is the only Green Bay airport and it handles 20 outbound flights to Chicago per day. 2 airlines have flights to Chicago from Green Bay Austin-Straubel on a regular basis.

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

    For as low as $177, Delta can have you in Chicago from Green Bay in 5h 29m. The distance between Green Bay and Chicago is about 187 mi.

  • What are the cheapest airlines flying from Green Bay to Chicago round-trip?

    According to our current data, United Airlines ($179), and American Airlines ($184) offers the cheapest pricing from Green Bay to Chicago. United Airlines is currently priced 42% below the average price you’ll pay for this route.

  • What are the most reliable airlines from Green Bay to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Green Bay to Chicago on time: Iberia (83%), American Airlines (77%), Envoy Air (76%).

  • What are the cheapest flights from Green Bay to Chicago?

    Looking for the cheapest flight from Green Bay to Chicago? While on average our users pay $824, our data indicates the cheapest price to be $188. The most popular route (Green Bay Austin-Straubel - Chicago O'Hare Intl), is priced around $177.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Green Bay to Chicago 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?

    Currently, February is the cheapest month in which you can book a flight from Green Bay to Chicago (average of $85). Flying from Green Bay to Chicago in July is currently the most expensive (average of $179). 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?

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

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Alternative routes for Green Bay to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Green Bay to Chicago

Discover the top 2 airlines that operate flights from Green Bay to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$289FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$184Average$244FlexibilityNo cancel feeOn-time71%

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