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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 1/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
9:00 am - 9:12 amGRR-ORD
1h 12mnonstop
United Airlines Logo
7:50 pm - 9:56 pmORD-GRR
1h 06mnonstop
$119United Airlines
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Fri, Feb 20 - Sat, Feb 21
United Airlines Logo
7:20 am - 7:39 amGRR-ORD
1h 19mnonstop
United Airlines Logo
3:38 pm - 5:49 pmORD-GRR
1h 11mnonstop
$147United Airlines
Find Deal
Tue, Dec 30 - Wed, Dec 31
American Airlines Logo
12:35 pm - 12:57 pmGRR-ORD
1h 22mnonstop
American Airlines Logo
4:40 pm - 6:34 pmORD-GRR
0h 54mnonstop
$156American Airlines
Find Deal
Thu, Dec 18 - Thu, Dec 25
Southwest Logo
5:00 pm - 5:15 pmGRR-MDW
1h 15mnonstop
Southwest Logo
10:10 pm - 12:05 amMDW-GRR
0h 55mnonstop
$156Southwest
Find Deal
Thu, Jan 1 - Mon, Jan 5
Delta Logo
6:20 am - 9:01 amGRR-ORD
3h 41m1 stop
Delta Logo
10:05 am - 4:09 pmORD-GRR
5h 04m1 stop
$157Delta
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Wed, Dec 24 - Thu, Dec 25
American Airlines Logo
12:23 pm - 12:40 pmGRR-ORD
1h 17mnonstop
American Airlines Logo
8:11 am - 10:14 amORD-GRR
1h 03mnonstop
$164American Airlines
Find Deal
Wed, Feb 11 - Sat, Feb 14
Southwest Logo
5:00 pm - 5:15 pmGRR-MDW
1h 15mnonstop
Southwest Logo
5:05 am - 12:45 pmMDW-GRR
6h 40m1 stop
$166Southwest
Find Deal
Thu, Jan 1 - Mon, Jan 5
United Airlines Logo
6:00 am - 6:19 amGRR-ORD
1h 19mnonstop
United Airlines Logo
5:55 pm - 8:05 pmORD-GRR
1h 10mnonstop
$170United Airlines
Find Deal
Thu, Dec 25 - Mon, Dec 29
Delta Logo
6:20 am - 9:01 amGRR-ORD
3h 41m1 stop
Delta Logo
4:01 pm - 11:20 pmORD-GRR
6h 19m1 stop
$174Delta
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Wed, Dec 24 - Thu, Dec 25
American Airlines Logo
5:40 am - 5:55 amGRR-ORD
1h 15mnonstop
American Airlines Logo
6:40 am - 8:41 amORD-GRR
1h 01mnonstop
$175American Airlines
Find Deal
Tue, Dec 30 - Thu, Jan 1

United Airlines flights from Grand Rapids to Chicago

Our best United Airlines deals on Grand Rapids to Chicago flight tickets
United Airlines
Feb 20
GRR9:00 amGrand Rapids Gerald R. Ford Intl
1h 12m
ORD9:12 amChicago O'Hare Intl
Feb 21
ORD7:50 pmChicago O'Hare Intl
1h 06m
GRR9:56 pmGrand Rapids Gerald R. Ford Intl
$119
Find similar
United Airlines
Dec 30
GRR7:20 amGrand Rapids Gerald R. Ford Intl
1h 19m
ORD7:39 amChicago O'Hare Intl
Dec 31
ORD3:38 pmChicago O'Hare Intl
1h 11m
GRR5:49 pmGrand Rapids Gerald R. Ford Intl
$147
Find similar
United Airlines
Dec 24
GRR6:30 pmGrand Rapids Gerald R. Ford Intl
1h 25m
ORD6:55 pmChicago O'Hare Intl
Dec 25
ORD7:35 pmChicago O'Hare Intl
1h 10m
GRR9:45 pmGrand Rapids Gerald R. Ford Intl
$157
Find similar

Delta flights from Grand Rapids to Chicago

Our best Delta deals on Grand Rapids to Chicago flight tickets
Delta
Dec 24
GRR6:20 amGrand Rapids Gerald R. Ford Intl
3h 41m
1 stop
ORD9:01 amChicago O'Hare Intl
Dec 25
ORD4:01 pmChicago O'Hare Intl
6h 19m
1 stop
GRR11:20 pmGrand Rapids Gerald R. Ford Intl
$174
Find similar
Delta
Jan 20
GRR7:05 amGrand Rapids Gerald R. Ford Intl
7h 04m
1 stop
MDW1:09 pmChicago Midway
Jan 21
MDW9:50 amChicago Midway
7h 06m
1 stop
GRR5:56 pmGrand Rapids Gerald R. Ford Intl
$187
Find similar
Delta
Jan 20
GRR7:05 amGrand Rapids Gerald R. Ford Intl
7h 04m
1 stop
MDW1:09 pmChicago Midway
Jan 21
MDW9:32 amChicago Midway
7h 24m
2 stops
GRR5:56 pmGrand Rapids Gerald R. Ford Intl
$192
Find similar

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 November 20, 2025.
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

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Fri 2/20

9:00 am-9:12 am

Nonstop1h 12m

Chicago O'Hare Intl

Sat 2/21

7:50 pm-9:56 pm

Nonstop1h 06m

$119

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 12/30

7:20 am-7:39 am

Nonstop1h 19m

Chicago O'Hare Intl

Wed 12/31

3:38 pm-5:49 pm

Nonstop1h 11m

$147

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Thu 12/18

12:35 pm-12:57 pm

Nonstop1h 22m

Chicago O'Hare Intl

Thu 12/25

4:40 pm-6:34 pm

Nonstop0h 54m

$156

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 1/1

5:00 pm-5:15 pm

Nonstop1h 15m

Chicago Midway

Mon 1/5

10:10 pm-12:05 am

Nonstop0h 55m

$156

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Wed 12/24

6:20 am-9:01 am

1 stop3h 41m

Chicago O'Hare Intl

Thu 12/25

10:05 am-4:09 pm

1 stop5h 04m

$157

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Wed 2/11

12:23 pm-12:40 pm

Nonstop1h 17m

Chicago O'Hare Intl

Sat 2/14

8:11 am-10:14 am

Nonstop1h 03m

$164

Grand RapidsChicago

GRR - MDW

GRRMDW

Grand Rapids Gerald R. Ford Intl

Thu 1/1

5:00 pm-5:15 pm

Nonstop1h 15m

Chicago Midway

Mon 1/5

5:05 am-12:45 pm

1 stop6h 40m

$166

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Thu 12/25

6:00 am-6:19 am

Nonstop1h 19m

Chicago O'Hare Intl

Mon 12/29

5:55 pm-8:05 pm

Nonstop1h 10m

$170

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Wed 12/24

6:20 am-9:01 am

1 stop3h 41m

Chicago O'Hare Intl

Thu 12/25

4:01 pm-11:20 pm

1 stop6h 19m

$174

Grand RapidsChicago

GRR - ORD

GRRORD

Grand Rapids Gerald R. Ford Intl

Tue 12/30

5:40 am-5:55 am

Nonstop1h 15m

Chicago O'Hare Intl

Thu 1/1

6:40 am-8:41 am

Nonstop1h 01m

$175

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 $474. 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 $559.

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 $478. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $673.

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

Fly from Grand Rapids Gerald R. Ford Intl to Chicago Midway 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.

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

As of November 2025, prices for Grand Rapids to Chicago flights are approximately 160% more expensive 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

$159

Fastest flight time

1h 00m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Grand Rapids in the past 72 hours is $159. The best round-trip flight deal from Grand Rapids to Chicago found on momondo in the last 72 hours is $308.
The fastest flight from Grand Rapids to Chicago takes 1h 00m
Direct flights go from Grand Rapids to Chicago every day.
There are 2 airports near Chicago: 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 Southwest 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 05m 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 05m.

  • 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
7.2
11,047 reviews
Search American Airlines flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
9,028 reviews
Search United Airlines flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,251 reviews
Search Southwest flights

  • Southwest Flights From Grand Rapids to Chicago

    Across 4 Southwest flights from Grand Rapids to Chicago this week, the average price was $226, with the best Southwest deals starting from $97 round-trip. 4,251 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 9,028 reviews) operates around 51 flights from Grand Rapids to Chicago in any given week. The average United Airlines airfare for this route is around $274, 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
Schererville
Valparaiso
Crown Point
Munster
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