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Cheap flights from Grand Rapids to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Grand Rapids to Chicago departing on 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Grand Rapids to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:42 pm - 7:56 pm
GRR
-
ORD
1h 14mnonstop
American Airlines Logo
10:10 pm - 12:17 am
ORD
-
GRR
1h 07mnonstop
$117American Airlines
Tue, Mar 31 - Tue, Apr 7
United Airlines Logo
3:40 pm - 3:52 pm
GRR
-
ORD
1h 12mnonstop
United Airlines Logo
10:45 am - 12:51 pm
ORD
-
GRR
1h 06mnonstop
$134United Airlines
Tue, Apr 21 - Mon, Apr 27
Delta Logo
5:30 am - 8:53 am
GRR
-
MDW
4h 23m
1 stop
Delta Logo
6:34 pm - 11:42 pm
MDW
-
GRR
4h 08m
1 stop
$157Delta
Tue, Mar 31 - Tue, Apr 7
American Airlines Logo
12:16 pm - 12:38 pm
GRR
-
ORD
1h 22mnonstop
American Airlines Logo
7:14 am - 9:24 am
ORD
-
GRR
1h 10mnonstop
$157American Airlines
Sat, Apr 18 - Mon, Apr 20
Southwest Logo
5:05 pm - 5:10 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
5:25 pm - 11:25 pm
MDW
-
GRR
5h 00m
1 stop
$167Southwest
Wed, Apr 22 - Sat, Apr 25
American Airlines Logo
7:42 pm - 7:56 pm
GRR
-
ORD
1h 14mnonstop
American Airlines Logo
9:00 pm - 11:09 pm
ORD
-
GRR
1h 09mnonstop
$171American Airlines
Tue, Mar 31 - Tue, Apr 7
Delta Logo
5:29 am - 8:47 am
GRR
-
MDW
4h 18m
1 stop
Delta Logo
9:27 am - 3:09 pm
MDW
-
GRR
4h 42m
1 stop
$177Delta
Sat, Apr 18 - Mon, Apr 20
Delta Logo
5:30 am - 9:10 am
GRR
-
ORD
4h 40m
1 stop
Delta Logo
9:50 am - 1:41 pm
ORD
-
GRR
2h 51m
1 stop
$177Delta
Tue, Mar 24 - Wed, Mar 25
Southwest Logo
5:05 pm - 5:10 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
6:15 pm - 8:10 pm
MDW
-
GRR
0h 55mnonstop
$181Southwest
Sat, Apr 18 - Sat, Apr 18
United Airlines Logo
6:38 pm - 6:49 pm
GRR
-
ORD
1h 11mnonstop
United Airlines Logo
9:00 am - 11:10 am
ORD
-
GRR
1h 10mnonstop
$217United Airlines
Sat, Apr 25 - Wed, Apr 29

Delta flights from Grand Rapids to Chicago

Our best Delta deals on Grand Rapids to Chicago flight tickets
Delta
Mar 31
GRR5:30 amGrand Rapids Gerald R. Ford Intl
4h 23m
1 stop
MDW8:53 amChicago Midway
Apr 7
MDW6:34 pmChicago Midway
4h 08m
1 stop
GRR11:42 pmGrand Rapids Gerald R. Ford Intl
$157
Delta
Mar 24
GRR5:30 amGrand Rapids Gerald R. Ford Intl
4h 40m
1 stop
ORD9:10 amChicago O'Hare Intl
Mar 25
ORD9:50 amChicago O'Hare Intl
2h 51m
1 stop
GRR1:41 pmGrand Rapids Gerald R. Ford Intl
$177
Delta
Apr 18
GRR5:29 amGrand Rapids Gerald R. Ford Intl
5h 50m
1 stop
ORD10:19 amChicago O'Hare Intl
Apr 20
ORD8:52 amChicago O'Hare Intl
5h 17m
1 stop
GRR3:09 pmGrand Rapids Gerald R. Ford Intl
$191

United Airlines flights from Grand Rapids to Chicago

Our best United Airlines deals on Grand Rapids to Chicago flight tickets
United Airlines
Apr 21
GRR3:40 pmGrand Rapids Gerald R. Ford Intl
1h 12m
ORD3:52 pmChicago O'Hare Intl
Apr 27
ORD10:45 amChicago O'Hare Intl
1h 06m
GRR12:51 pmGrand Rapids Gerald R. Ford Intl
$134
United Airlines
Apr 25
GRR6:38 pmGrand Rapids Gerald R. Ford Intl
1h 11m
ORD6:49 pmChicago O'Hare Intl
Apr 29
ORD9:00 amChicago O'Hare Intl
1h 10m
GRR11:10 amGrand Rapids Gerald R. Ford Intl
$217
United Airlines
Apr 4
GRR8:34 pmGrand Rapids Gerald R. Ford Intl
1h 11m
ORD8:45 pmChicago O'Hare Intl
Apr 6
ORD7:45 pmChicago O'Hare Intl
1h 09m
GRR9:54 pmGrand Rapids Gerald R. Ford Intl
$218

momondo 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, momondo users made 832,500 searches. Data last updated March 8, 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 - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 3/31

7:42 pm-7:56 pm

Nonstop1h 14m

Chicago O'Hare Intl

Tue 4/7

10:10 pm-12:17 am

Nonstop1h 07m

$117

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 4/21

3:40 pm-3:52 pm

Nonstop1h 12m

Chicago O'Hare Intl

Mon 4/27

10:45 am-12:51 pm

Nonstop1h 06m

$134

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Tue 3/31

5:30 am-8:53 am

1 stop4h 23m

Chicago Midway

Tue 4/7

6:34 pm-11:42 pm

1 stop4h 08m

$157

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Sat 4/18

12:16 pm-12:38 pm

Nonstop1h 22m

Chicago O'Hare Intl

Mon 4/20

7:14 am-9:24 am

Nonstop1h 10m

$157

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Wed 4/22

5:05 pm-5:10 pm

Nonstop1h 05m

Chicago Midway

Sat 4/25

5:25 pm-11:25 pm

1 stop5h 00m

$167

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 3/31

7:42 pm-7:56 pm

Nonstop1h 14m

Chicago O'Hare Intl

Tue 4/7

9:00 pm-11:09 pm

Nonstop1h 09m

$171

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 4/18

5:29 am-8:47 am

1 stop4h 18m

Chicago Midway

Mon 4/20

9:27 am-3:09 pm

1 stop4h 42m

$177

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 3/24

5:30 am-9:10 am

1 stop4h 40m

Chicago O'Hare Intl

Wed 3/25

9:50 am-1:41 pm

1 stop2h 51m

$177
Quickest round-trip

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Sat 4/18

5:05 pm-5:10 pm

Nonstop1h 05m

Chicago Midway

Sat 4/18

6:15 pm-8:10 pm

Nonstop0h 55m

$181

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Sat 4/25

6:38 pm-6:49 pm

Nonstop1h 11m

Chicago O'Hare Intl

Wed 4/29

9:00 am-11:10 am

Nonstop1h 10m

$217

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Grand Rapids to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Grand Rapids, with most prices found around $176. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Grand Rapids to Chicago during September average around $205.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $470. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Grand Rapids to Chicago for around $544.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Grand Rapids to Chicago during this time can be as low as $461. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $676.

What is the cheapest Grand Rapids Gerald R. Ford Intl to Chicago flight route?

Fly from Grand Rapids Gerald R. Ford Intl to Chicago O'Hare Intl for the best Grand Rapids Gerald R. Ford Intl - Chicago flight prices

What cabin class options are available on Grand Rapids Gerald R. Ford Intl to Chicago flights?

There are 4 cabin classes available to choose from on Grand Rapids Gerald R. Ford Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Grand Rapids to Chicago flights?

No. A direct flight is the cheapest option for a flight between Grand Rapids to Chicago.

How have Grand Rapids to Chicago flight prices changed over time?

As of March 2026, prices for Grand Rapids to Chicago flights are approximately 9% cheaper when compared to flights at the same time last year.

When to book flights from Grand Rapids to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Grand Rapids to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Grand Rapids to Chicago (GRR to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Grand Rapids to Chicago

Best Price Found

$223

Fastest flight time

1h 00m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Grand Rapids in the past 72 hours is $223. The best round-trip flight deal from Grand Rapids to Chicago found on momondo in the last 72 hours is $378.
The fastest flight from Grand Rapids to Chicago takes 1h 00m
Direct flights go from Grand Rapids to Chicago every day.
There are 3 airports in Chicago. From Grand Rapids there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • Is flying the fastest way to get from Grand Rapids to Chicago?

    We’ve found that taking a flight from Grand Rapids to Chicago with American Airlines is more time-efficient when based simply on travel duration. A train from Grand Rapids to Chicago or a bus from Grand Rapids to Chicago can take you longer than a 1h 14m flight.

  • How far is Grand Rapids Gerald R. Ford Intl to Chicago by plane?

    The distance between Grand Rapids Gerald R. Ford Intl and Chicago is about 125.0 mi. In terms of flight time, this usually takes a little over 1h 00m.

  • When did momondo last update prices for flights from Grand Rapids Gerald R. Ford Intl Airport to Chicago?

    Prices for flights from Grand Rapids Gerald R. Ford Intl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Grand Rapids Gerald R. Ford Intl Airport to Chicago?

  • How old do you have to be to fly from Grand Rapids Gerald R. Ford Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Grand Rapids Gerald R. Ford Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Grand Rapids to Chicago?

  • What is the most popular airline from Grand Rapids to Chicago?

Best airlines flying from Grand Rapids to Chicago

Compare and see reviews for airlines that fly from Grand Rapids to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $91Free CancellationRating
7.1
11,400 reviews
Search American Airlines flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
9,408 reviews
Search United Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,313 reviews
Search Southwest flights

  • Southwest Flights From Grand Rapids to Chicago

    Across 3 Southwest flights from Grand Rapids to Chicago this week, the average price was $201, with the best Southwest deals starting from $97 round-trip. 4,313 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Grand Rapids to Chicago

    United Airlines (7.4/10 from 9,408 reviews) operates around 12 flights from Grand Rapids to Chicago in any given week. The average United Airlines airfare for this route is around $251, with deals from around $97 rare but found on momondo. Referenced prices are for round-trip Grand Rapids to Chicago flight searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Grand Rapids to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Grand Rapids.

Can I find flights from Grand Rapids to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Grand Rapids on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Grand Rapids to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Grand Rapids. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Grand Rapids to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Grand Rapids. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport