How much does it cost to fly round-trip from Grand Rapids to Chicago?

Airfare is below average for this route at the moment. Grand Rapids to Chicago flights typically cost between $99 and $264 in September. The cheapest round-trip price found within the last 3 days was $97 on Southwest (Sep 17-Sep 20).

How long is the flight from Grand Rapids to Chicago?

For as low as $97, Southwest can have you in Chicago from Grand Rapids in 1h. Airlines will cover a distance of 136 mi. Most flights are nonstop.

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 $97. Other airlines that can offer you cheap pricing are Southwest, from $122, and United Airlines, from $132. These flights start at 67% lower than the current average price 3 months from now.

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 $245). Flying from Grand Rapids to Chicago in March is currently the most expensive (average of $321). 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 day to fly from Grand Rapids to Chicago?

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

Weekly flight availability from Grand Rapids to Chicago

The most flights from GRR to CHI are scheduled on a Monday (53 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the cheapest flights from Grand Rapids to Chicago?

While on average a flight from Grand Rapids to Chicago is generally $912, our data shows the cheapest flight currently is $105. When looking at the most popular route, (Grand Rapids Gerald R. Ford Intl - Chicago O'Hare Intl), you can expect to pay $77 for that flight.

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 Republic Airways (90%), Japan Airlines (84%) and Copa Airlines (75%).

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

Wednesday is generally a great day to depart. Flying on this day could help you save up to 15%.

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

October is one of the best times of the year to fly to Chicago from Grand Rapids. Prices for October average $297 per person but you can even find prices for as low as $86. The most expensive prices can be found in the month of February. Opting for a October flight can save you 74% on your journey compared to booking in February

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

Unlike at noon, when flights are generally more expensive, you can save up to 27% on flights from Grand Rapids to Chicago by exploring options for tickets in the morning.

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. 3 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 31 outbound flights to Chicago per day.

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.

$39+ Flights from Grand Rapids to Chicago

Round-trip from	$97 (Southwest)
One-way from	$39 (Southwest)
Popular in	February
Cheapest in	October
Average price	$211
Good round-trip deal	$268 or less
Good one-way deal	$157 or less

Enjoy free snacks and non-alcoholic drinks on board, enhancing your short flight experience.

Southwest offers two free checked bags, including oversized items like skis or golf clubs.

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$97	Average$262	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$122	Average$275	FlexibilityNo cancel fee	On-time63%
United Airlines	Cheapest$132	Average$274	FlexibilityNo cancel fee	On-time69%

$39+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Grand Rapids to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Grand Rapids to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Grand Rapids to Chicago

Cheapest flights from Grand Rapids to ChicagoExplore 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 August 18, 2025.

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 August 18, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Grand Rapids to Chicago that are best for you.

The best insider tips for Grand Rapids to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Grand Rapids to Chicago trip

Airlines

United Airlines

Southwest

Our travel experts

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.

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?

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 August 18, 2025.

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 August 10, 2025.

Weekly flight availability from Grand Rapids to Chicago

How much does it cost to fly round-trip from Grand Rapids to Chicago?

Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest, 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.

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?

How long is the flight from Grand Rapids to Chicago?

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

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

What are the cheapest flights from Grand Rapids to Chicago?

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

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

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

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

Traveling to a place near Chicago?

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.

Alternative routes for Grand Rapids to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Grand Rapids to Chicago

100% Free

Book with Flexibility

Travel Smart

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 August 18, 2025.