Cheap Flights from Grand Rapids (GRR) to Chicago (PWK)

Popular airlines from Gerald R. Ford International Airport (GRR) to Chicago, IL (PWK-Chicago Executive)

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. Average driving time to city center is 23 minutes. Flights from $423
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $423
Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $330
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $330

Frequently asked questions

How much does a flight from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK) cost?
Snag a cheap one-way flight or cheap return flight from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK)?
Traveling in is a great way to save, as it's the cheapest month for flights between GRR and PWK. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll take you from GRR to PWK. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK)?
You'll need to book a flight with a layover if you're traveling from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from GRR to PWK?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary based on a range of factors, such as the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK)?
To reach Chicago Executive Airport (PWK) on schedule, opt for a flight that leaves from Gerald R. Ford Intl. Airport (GRR) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**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 Gerald R. Ford Intl. Airport (GRR)?
Board a direct flight from Gerald R. Ford Intl. Airport (GRR) to Chicago and arrive at O'Hare Intl. Airport (ORD). An alternative gateway to the city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK) last-minute?
Last-minute bookings from GRR to PWK are generally more expensive. To lock in the cheapest rates, start looking for flights ahead of time. That being said, if you can play around with your travel dates, you may land a cheap fare right before your trip.
Is it cheaper to book a GRR to PWK flight and hotel package?
Compared with arranging hotels and flights separately, booking a GRR to PWK flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one convenient place will take the stress out of travel planning. Just pick your flights and choose from our extensive range of hotels, then customize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Gerald R. Ford Intl. Airport (GRR) to Chicago Executive Airport (PWK)?
If you booked your GRR to PWK flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

Travel information

Origin airport
Gerald R. Ford Intl.
Destination airport
Chicago Executive
Distance
131 mi

Book with confidence

Grand Rapids to Chicago Flights

The cheapest times to fly from Grand Rapids 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 Grand Rapids to Chicago are during the month of . You can find some of the cheapest flights from Grand Rapids to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Grand Rapids to Chicago

Sunday is one of the best days to book for cheap flights from Grand Rapids 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 Grand Rapids 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 Grand Rapids to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from 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 Grand Rapids 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 Grand Rapids 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.

 

Grand Rapids to Chicago Flights

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*Available to One Key members.