$185 Cheap Flights from Grand Rapids to Chicago in 2025

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Flight deals from Grand Rapids to Chicago

Looking for a cheap last-minute deal or the best return flight from Grand Rapids to Chicago? Find the lowest prices on one-way and return tickets right here.

Chicago.$185 per passenger.Departing Wed, 12 Mar, returning Wed, 19 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Wed, 12 Mar, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 19 Mar, arriving in Grand Rapids.Price includes taxes and charges.From $185, select.

Chicago.$209 per passenger.Departing Sat, 19 Apr, returning Mon, 21 Apr.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Sat, 19 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 21 Apr, arriving in Grand Rapids.Price includes taxes and charges.From $209, select.

Chicago.$233 per passenger.Departing Fri, 9 May, returning Sat, 17 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Fri, 9 May, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 17 May, arriving in Grand Rapids.Price includes taxes and charges.From $233, select.

Chicago.$337 per passenger.Departing Thu, 17 Apr, returning Sat, 3 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Thu, 17 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 3 May, arriving in Grand Rapids.Price includes taxes and charges.From $337, select.

Chicago.$436 per passenger.Departing Fri, 8 Aug, returning Wed, 13 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Fri, 8 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 13 Aug, arriving in Grand Rapids.Price includes taxes and charges.From $436, select.

Chicago.$436 per passenger.Departing Thu, 28 Aug, returning Mon, 8 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Thu, 28 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 8 Sep, arriving in Grand Rapids.Price includes taxes and charges.From $436, select.

Chicago.$436 per passenger.Departing Sat, 14 Jun, returning Sun, 15 Jun.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Sat, 14 Jun, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 15 Jun, arriving in Grand Rapids.Price includes taxes and charges.From $436, select.

Chicago.$436 per passenger.Departing Mon, 8 Sep, returning Wed, 10 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Grand Rapids on Mon, 8 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 10 Sep, arriving in Grand Rapids.Price includes taxes and charges.From $436, select.

Find the cheapest month to fly from Grand Rapids to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Grand Rapids to Chicago flights are currently cheapest in March.

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Direct flights from Grand Rapids to Chicago

Alternative Grand Rapids to Chicago routes

Looking for the cheapest, fastest or easiest route from Grand Rapids to Chicago? You could fly into the following airports instead.

Grand Rapids to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$184
Cheapest month to fly	March
Average flight time	1 hr, 8 mins
Most popular airline	American Airlines
Average flights per week	459

Finding cheap flights from Grand Rapids to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are return flights from Grand Rapids to Chicago?

The best price we found for a return flight from Grand Rapids to Chicago is $185. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Grand Rapids to Chicago?

1 hour and 7 minutes is the average flight time from Grand Rapids to Chicago.

Which airlines fly direct from Grand Rapids to Chicago?

American Airlines, Alaska Airlines and United fly direct from Grand Rapids to Chicago.

How many flights are there a week from Grand Rapids to Chicago?

As of February 2025, there are 459 flights per week flying from Grand Rapids to Chicago.

When is the cheapest time to fly from Grand Rapids to Chicago?

The cheapest month to fly from Grand Rapids to Chicago is usually March.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Grand Rapids Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from $185.

Which upcoming date is cheapest to fly from Grand Rapids Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Grand Rapids Airport to Chicago on Wednesday, 12 March 2025.

Can I get a direct flight from Grand Rapids Airport to Chicago?

Yes – the average flight time is 1 hour and 7 minutes.

How can I get the best flight deal from Grand Rapids Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In February, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from Grand Rapids Airport to Chicago with?

Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

Flying from Gerald R. Ford International Airport (GRR) to Chicago: what you need to know

Expect to be in the air for 1 hour 3 minutes. On average, that's the duration of a direct flight from Gerald R. Ford International Airport to Chicago.
Chicago is 1 hour behind Grand Rapids, where Gerald R. Ford International Airport is located. Chicago operates on the UTC-5 timezone.
With 108 weekly flights between the two airports, Gerald R. Ford International Airport (GRR) to O'Hare International Airport (ORD) is the most popular route. United operates the earliest flight at 06:00. If you'd like to get more out of your day before jetting off, the last departure from GRR to ORD is with American Airlines at 19:39.
To ensure you catch your flight from GRR to Chicago, leave enough time to check in and drop off your luggage. Arriving two hours before international departures and one hour before domestic flights is the standard rule.
Peak months like July or holiday times such as spring break and Christmas will mean longer queues at check-in and security. If you're travelling then, play it safe and head to the airport even earlier. Arriving two hours before domestic flights and up four hours ahead of an international flight is wise.
Direct flights from Gerald R. Ford International Airport (GRR) to Chicago are available for booking. O'Hare International Airport (ORD) is where you'll be touching down.
There's a variety of carriers that offer direct flights from Gerald R. Ford International Airport to Chicago, such as:
You don't need a visa or passport to travel within United States. You will need a valid proof of identity however, such as an ID card or driver's licence. Put them on your packing list once you've booked cheap tickets from Gerald R. Ford International Airport to Chicago.
GRR is around 23 kilometres from central Grand Rapids. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 20 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the trip time to be around 1 hour and 16 minutes.
Catching an early flight from Gerald R. Ford International Airport to Chicago? Avoid the hassle of rushing to the terminal (and catch some extra z's) by choosing one of these hotels near GRR:

How to find the cheapest flights from Gerald R. Ford International Airport (GRR) to Chicago

The best price we've seen for a one-way ticket from Gerald R. Ford International Airport to Chicago is $93. The cheapest price for a return flight is $185. Bear in mind fares can change due to availability at the time of booking.
Don't wait until the last moment. You're more likely to find cheap tickets from GRR to Chicago if you book early. Airlines often offer some fantastic early bird rates.
Getting cheap tickets from Gerald R. Ford International Airport to Chicago is more likely if you can be flexible with your trip dates. Use the 'Whole month' function to show the lowest prices across the month and bag a great deal.
Create a Price Alert for flight tickets from GRR to Chicago. There's no need to look every day to see whether fares have dropped. We'll update you the moment there's a change in price.
Use the filters to tailor your flights from Gerald R. Ford International Airport to Chicago. Pick your preferred departure and arrival times, number of stops and airlines. Alternatively, sort your results by 'Cheapest' to find the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

O'Hare International Airport (ORD) is around 40 kilometres from central Chicago. With a cab or in your own car rental, the drive is around 35 minutes.
It typically takes 54 minutes when travelling by public transport.
Book a hotel close to ORD if you have a late flight from Gerald R. Ford International Airport to Chicago. Check in to one of these options and skip the long transfer:

Chicago Midway International Airport (MDW)

As soon as your flight from Gerald R. Ford International Airport to Chicago has landed, you can make your way to the city centre in around 21 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).
The journey will take about 46 minutes on public transport.
There are some great places where you can make a pit stop near MDW. Kick back and get cosy after your flight from GRR to Chicago at any of these perfectly located options:

Best time to go to Chicago

August is the busiest month for flights from Gerald R. Ford International Airport to Chicago. To escape the crowds, visit Chicago in February when it's quieter.
Lock in your flight from Gerald R. Ford International Airport to Chicago for July to visit the city during its warmest month. Expect temperatures to range from 15ºC to 29ºC.
If you like cooler conditions, search for a cheap flight from GRR to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

Once you've booked your flight from Gerald R. Ford International Airport to Chicago, think about where to rest your head in this city. Make one of these options your base for exploring Chicago:
Every great adventure has to include a little sightseeing. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are must-visits when exploring Chicago.

Complete your Chicago trip with a car rental

Select one of our car rentals in Chicago and explore the city in your own time. Easily compare options in one place to find the ideal ride once you've booked your hotel and cheap flights from Gerald R. Ford International Airport to Chicago.