HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$76+ Cheap flights from Grand Rapids (GRR) 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
GRR — CHI
Aug 11 — Aug 181
Tue 8/11
Tue 8/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Grand Rapids to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Grand Rapids to Chicago

Cheapest flights from Grand Rapids to Chicago
Explore the most affordable flight options available from Grand Rapids to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:26 pm
GRR
-
ORD
1 stop7h 27m
Multiple Airlines
Thu 9/106:50 am
ORD
-
GRR
1 stop28h 56m
Multiple Airlines
Deal found 7/7$151
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:55 pm
GRR
-
MDW
Nonstop1h 05m
Southwest
Mon 8/178:55 pm
MDW
-
GRR
Nonstop1h 00m
Southwest
Deal found 7/10$157
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:00 am
GRR
-
ORD
Nonstop1h 19m
United Airlines
Mon 8/177:45 am
ORD
-
GRR
Nonstop1h 17m
United Airlines
Deal found 7/10$157
This American Airlines deal was found by Cheapflights users on 7/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:57 pm
GRR
-
ORD
Nonstop1h 32m
American Airlines
Tue 9/16:58 am
ORD
-
GRR
Nonstop1h 12m
American Airlines
Deal found 7/11$158
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:30 am
GRR
-
MDW
Nonstop1h 10m
Southwest
Sat 9/2611:45 am
MDW
-
GRR
Nonstop0h 50m
Southwest
Deal found 7/10$169
This American Airlines deal was found by Cheapflights users on 7/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:37 pm
GRR
-
ORD
Nonstop1h 23m
American Airlines
Mon 9/2111:58 am
ORD
-
GRR
Nonstop1h 14m
American Airlines
Deal found 7/10$169
This Delta deal was found by Cheapflights users on 7/10. 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.
Thu 8/132:35 pm
GRR
-
ORD
1 stop4h 54m
Delta
Mon 8/177:30 pm
ORD
-
GRR
1 stop3h 25m
Delta
Deal found 7/10$177
This Delta deal was found by Cheapflights users on 7/11. 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.
Sat 8/85:30 am
GRR
-
ORD
1 stop6h 12m
Delta
Mon 8/105:20 pm
ORD
-
GRR
1 stop5h 35m
Delta
Deal found 7/11$178
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:45 am
GRR
-
MDW
Nonstop1h 00m
Southwest
Sat 10/106:55 am
MDW
-
GRR
1 stop5h 20m
Southwest
Deal found 7/9$179
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:55 pm
GRR
-
MDW
Nonstop1h 10m
Southwest
Thu 8/277:30 am
MDW
-
GRR
1 stop5h 05m
Southwest
Deal found 7/7$180
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:15 pm
GRR
-
ORD
Nonstop1h 20m
United Airlines
Fri 10/1612:40 pm
ORD
-
GRR
Nonstop1h 10m
United Airlines
Deal found 7/10$186
This Delta deal was found by Cheapflights users on 7/7. 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.
Tue 9/84:00 pm
GRR
-
ORD
1 stop5h 30m
Delta
Sat 9/128:55 am
ORD
-
GRR
1 stop4h 03m
Delta
Deal found 7/7$189

Find flight deals from Grand Rapids to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Grand Rapids (GRR) 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 July 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$151
(Kiwi.com)

One-way from

$76
(Kiwi.com)

Popular in

January

Cheapest in

October

Average price

$464

Good round-trip deal

$389 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for Grand Rapids Gerald R. Ford Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Grand Rapids Gerald R. Ford Intl-Chicago (CHI) flights.
Search Deals
From Grand Rapids Gerald R. Ford Intl to Chicago (CHI)
Search Deals
One-way flight from Grand Rapids Gerald R. Ford Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($114 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Grand Rapids Gerald R. Ford Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Grand Rapids Gerald R. Ford Intl to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Grand Rapids 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 July 12, 2026.
Use the filters below to find and compare flights from Grand Rapids to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 8/13

12:55 pm-1:00 pm

Nonstop1h 05m

Chicago Midway

Mon 8/17

8:55 pm-10:55 pm

Nonstop1h 00m

$157

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 8/4

5:15 am-5:33 am

Nonstop1h 18m

Chicago O'Hare Intl

Thu 8/6

10:37 am-12:50 pm

Nonstop1h 13m

$169
Quickest round-trip

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 10/7

5:05 pm-5:10 pm

Nonstop1h 05m

Chicago Midway

Tue 10/13

1:05 pm-3:00 pm

Nonstop0h 55m

$169

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Mon 9/28

3:46 pm-4:03 pm

Nonstop1h 17m

Chicago O'Hare Intl

Wed 9/30

9:50 pm-11:54 pm

Nonstop1h 04m

$169

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 8/20

4:55 pm-5:05 pm

Nonstop1h 10m

Chicago Midway

Thu 8/27

7:30 am-1:35 pm

1 stop5h 05m

$180

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Wed 10/14

2:15 pm-2:35 pm

Nonstop1h 20m

Chicago O'Hare Intl

Fri 10/16

12:40 pm-2:50 pm

Nonstop1h 10m

$186

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 10/7

3:37 pm-6:05 pm

1 stop3h 28m

Chicago Midway

Tue 10/13

9:29 am-1:19 pm

1 stop2h 50m

$189

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Thu 9/10

4:00 pm-8:30 pm

1 stop5h 30m

Chicago O'Hare Intl

Sat 9/19

8:55 am-2:58 pm

1 stop5h 03m

$189

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 9/8

4:00 pm-8:30 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 9/21

8:55 am-2:58 pm

1 stop5h 03m

$189

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Thu 8/13

3:47 pm-6:29 pm

1 stop3h 42m

Chicago O'Hare Intl

Mon 8/17

1:41 pm-8:57 pm

1 stop6h 16m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/11

Showing 1-10 of 38 resultsSorted by cheapest first
1
2
3
4

Compare providers for flights from Grand Rapids 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 Grand Rapids to Chicago in July.
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 Grand Rapids-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Grand Rapids-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Grand Rapids-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Grand Rapids-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 Grand Rapids-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 Grand Rapids to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Grand Rapids 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 Grand Rapids to Chicago

What is the cheapest month to book a flight from Grand Rapids to Chicago?

Currently, August is the cheapest month in which you can book a flight from Grand Rapids to Chicago (average of $74). Flying from Grand Rapids to Chicago in May is currently the most expensive (average of $190). 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 GRR to CHI?

Find hourly flight availability from Grand Rapids 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 July 12, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 19% on flights from Grand Rapids to Chicago by exploring options for tickets in the morning.

Weekly flight availability from Grand Rapids to Chicago

Explore weekly flight availability from Grand Rapids 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 July 12, 2026.

The most flights from GRR to CHI are scheduled on a Friday (55 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (41 on average).

What is the cheapest day to fly from Grand Rapids to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Grand Rapids to Chicago. Price data was last updated on July 4, 2026.

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

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 July 12, 2026.
See what other customers who have flown with United Airlines and American Airlines from Grand Rapids to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,976 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
9,976 reviews
United Airlines
7.4
Good
9,976 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.1
Good
11,806 reviews
United Airlines
7.4
Good
9,976 reviews

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Grand Rapids 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 Grand Rapids to Chicago?

    Grand Rapids Gerald R. Ford Intl (GRR), located 9.2 mi from the city center, is the airport you fly out of when you book flights from Grand Rapids to Chicago. 2 airlines have flights from Gerald R. Ford Intl to Chicago on a regular basis. Booking flights from Grand Rapids Gerald R. Ford Intl to Chicago should not be difficult; the airport handles an average of 48 outbound flights to Chicago per day.

  • How long is the flight from Grand Rapids to Chicago?

    For as low as $157, Southwest can have you in Chicago from Grand Rapids in 1h 05m. Airlines will cover a distance of 136 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Grand Rapids to Chicago round-trip?

    Cheapflights users have booked flights from Grand Rapids to Chicago round-trip from $91. Another airline that can offer you cheap pricing is United Airlines. These flights start at 71% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Grand Rapids to Chicago one-way?

    $48 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $58 and $121, respectively.

  • What are the most reliable airlines from Grand Rapids to Chicago?

    The top 3 most reliable airlines when flying from Grand Rapids to Chicago are Japan Airlines (87%), Aer Lingus (87%) and Alaska Airlines (87%).

  • What are the cheapest flights from Grand Rapids to Chicago?

    While on average a flight from Grand Rapids to Chicago is generally $1,619, our data shows the cheapest flight currently is $147. When looking at the most popular route, (Grand Rapids Gerald R. Ford Intl - Chicago O'Hare Intl), you can expect to pay $157 for that flight.

  • Can I find deals for flights from Grand Rapids to Chicago that include hotel bookings?

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

  • How can I find direct flights from Grand Rapids to Chicago?

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

  • Can I find deals for business class flights from Grand Rapids to Chicago?

    Yes. Cheapflights offers flight deals from Grand Rapids 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 Grand Rapids to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Grand Rapids to Chicago (average of $74). Flying from Grand Rapids to Chicago in May is currently the most expensive (average of $190). 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
Benton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Grand Rapids to Chicago

Discover the top 2 airlines that operate flights from Grand Rapids 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 July 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$91Average$275FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$114Average$277FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.