GRR - CHI

$72 Find Cheap Flights from Grand Rapids to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Grand Rapids to Chicago departing on 5/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Grand Rapids to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Grand Rapids to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$157
Overall average: $291
American Airlines
Tue 2/24Tue 3/3
GRR - ORD • Non-stop
Cheapest one-way
$72
Southwest
Sat 5/16
GRR - MDW • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom on this route.
Southwest's EarlyBird Check-In helps avoid middle seats.
Expert advice
Expert advice
Expert advice
Expert advice
Video guide: How to find cheap flights to Chicago
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Top airlines
American Airlines
Cheapest • from $157 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
GRR
-
ORD
Cheapest • 3% average savings
GRR
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 43% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
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Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Grand Rapids to Chicago (GRR-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Grand Rapids to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Grand Rapids to Chicago

Tue, Feb 24 - Tue, Mar 3
American Airlines Logo
6:00 am - 6:14 am
GRR
-
ORD
1h 14mnonstop
American Airlines Logo
8:10 am - 10:12 am
ORD
-
GRR
1h 02mnonstop
$157American Airlines
Tue, Mar 24 - Wed, Mar 25
American Airlines Logo
7:42 pm - 7:56 pm
GRR
-
ORD
1h 14mnonstop
American Airlines Logo
4:55 pm - 6:54 pm
ORD
-
GRR
0h 59mnonstop
$171American Airlines
Thu, Mar 12 - Thu, Mar 19
American Airlines Logo
7:42 pm - 7:56 pm
GRR
-
ORD
1h 14mnonstop
American Airlines Logo
4:55 pm - 6:54 pm
ORD
-
GRR
0h 59mnonstop
$184American Airlines
Sat, Feb 14 - Mon, Feb 16
Southwest Logo
7:35 pm - 7:40 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
9:30 am - 11:25 am
MDW
-
GRR
0h 55mnonstop
$187Southwest
Tue, Mar 3 - Wed, Mar 11
Delta Logo
12:12 pm - 6:40 pm
GRR
-
MDW
7h 28m
1 stop
Delta Logo
9:35 am - 1:41 pm
MDW
-
GRR
3h 06m
1 stop
$191Delta
Tue, Mar 3 - Wed, Mar 11
Delta Logo
12:12 pm - 6:01 pm
GRR
-
ORD
6h 49m
1 stop
Delta Logo
7:00 pm - 12:17 am
ORD
-
GRR
4h 17m
1 stop
$191Delta
Wed, Mar 4 - Wed, Mar 11
Delta Logo
8:00 am - 6:40 pm
GRR
-
MDW
11h 40m
2 stops
Delta Logo
9:30 am - 3:13 pm
MDW
-
GRR
4h 43m
1 stop
$196Delta
Thu, May 7 - Fri, May 22
United Airlines Logo
7:24 am - 7:34 am
GRR
-
ORD
1h 10mnonstop
United Airlines Logo
12:40 pm - 2:56 pm
ORD
-
GRR
1h 16mnonstop
$214United Airlines
Fri, Mar 6 - Sat, Mar 14
United Airlines Logo
9:20 am - 9:32 am
GRR
-
ORD
1h 12mnonstop
United Airlines Logo
6:07 pm - 8:13 pm
ORD
-
GRR
1h 06mnonstop
$224United Airlines
Mon, Mar 2 - Fri, Mar 6
Southwest Logo
4:05 pm - 9:25 pm
GRR
-
MDW
6h 20m
1 stop
Southwest Logo
10:15 am - 12:05 pm
MDW
-
GRR
0h 50mnonstop
$224Southwest
Booking Insights

KAYAK's insights & trends for Grand Rapids to Chicago flights

Get data-powered insights and trends into flights from Grand Rapids to Chicago to help you find the cheapest flights, the best time to fly and much more.

Find cheap flights to Chicago
Find cheap flights to Chicago

Planning a trip from Grand Rapids to Chicago? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

How much is a round-trip flight from Grand Rapids to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Grand Rapids to Chicago departing in February.

What is the cheapest Grand Rapids to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Grand Rapids to Chicago costs $266 on the route between Grand Rapids (GRR) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between Grand Rapids (GRR) and Chicago Midway Airport (MDW) were, on average, 3% cheaper than other Grand Rapids-Chicago routes. The most popular route is between Grand Rapids (GRR) and Chicago O'Hare Intl Airport (ORD).

What’s the cheapest day of the week to fly from Grand Rapids to Chicago?

The average price of all round-trip flights from Grand Rapids to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Grand Rapids to Chicago. For your return ticket, we recommend flying on a Sunday and avoiding Mondays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Grand Rapids to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Grand Rapids to Chicago is October, where tickets cost $176 (return) on average. On the other hand, the most expensive months are January and February, where the average cost of round-trip tickets is $569 and $475 respectively.

Can I save money by flying with a layover from Grand Rapids to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $295 on average.

Expert advice

Expert advice for your flight from Grand Rapids to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonJuly
Cheapest flight$72
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 53% increase in price.
Flight from Grand Rapids to Chicago Midway Airport

When to book flights from Grand Rapids to Chicago

Are your dates flexible? Find out the best times to travel from Grand Rapids to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Grand Rapids to Chicago

  • How does American Airlines support sustainable travel on flights from Grand Rapids to Chicago?

    American Airlines supports sustainable travel on flights from Grand Rapids to Chicago by implementing various initiatives. They prioritize fuel efficiency, utilize advanced aircraft technology, and implement sustainable practices in their operations. They also promote carbon offset programs and invest in renewable energy projects to minimize their environmental impact. Through these measures, American Airlines aims to reduce emissions and promote sustainable travel options for passengers on this route.

  • What are the in-flight entertainment amenities available on American Airlines flights from Grand Rapids to Chicago?

    American Airlines offers a range of in-flight entertainment amenities on flights from Grand Rapids to Chicago. Passengers can enjoy a variety of movies, TV shows, and music through the seat back screens or personal devices using the airline's entertainment system. Additionally, Wi-Fi is available for internet access, and power outlets are provided to keep devices charged.

  • Can I rent a car after my flight from Grand Rapids to Chicago?

    You can rent a car after your flight from Grand Rapids to Chicago. There are several rental companies available at Chicago's airports, including O'Hare International Airport and Midway International Airport. Some popular rental companies in the area include Hertz, Enterprise, Avis, Budget, and National Car Rental. You can easily find their counters and book a car upon arrival at the airport.

  • Can I pre-select my seat when flying American Airlines from Grand Rapids to Chicago?

    American Airlines generally allows passengers to pre-select their seats when flying from Grand Rapids to Chicago. During the booking process or after purchasing your ticket, you should have the option to choose your preferred seat. You can either select a specific seat or let the system assign one for you.

  • What is the cheapest flight from Grand Rapids to Chicago?

    In the last 3 days, the lowest price for a flight from Grand Rapids to Chicago was $72 for a one-way ticket and $157 for a round-trip.

  • Do I need a passport to fly between Grand Rapids and Chicago?

    A passport is not required to fly from Grand Rapids to Chicago.

  • Which airlines offer Wi-Fi service onboard planes from Grand Rapids to Chicago?

    American Airlines, and Delta offer inflight Wi-Fi service on the Grand Rapids to Chicago flight route.

  • Which aircraft models fly most regularly from Grand Rapids to Chicago?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Grand Rapids to Chicago flight route.

  • Which airline alliances offer flights from Grand Rapids to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Grand Rapids and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Grand Rapids to Chicago?

    There are nonstop flights from Grand Rapids to Chicago on a daily basis.

  • Which is the best airline for flights from Grand Rapids to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Grand Rapids to Chicago are Southwest and United Airlines. With an average price for the route of $234 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $278 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Grand Rapids to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Grand Rapids to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Grand Rapids to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Grand Rapids is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Grand Rapids to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Grand Rapids with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Grand Rapids to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Grand Rapids up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Grand Rapids to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $189 or less one-way and $379 or less round-trip.
  • American Airlines offers a range of in-flight entertainment amenities on flights from Grand Rapids (GRR) to Chicago (CHI). Passengers can enjoy a variety of movies, TV shows, and music channels on seat back screens or personal devices through the airline's entertainment app. Additionally, Wi-Fi connectivity is available for browsing the internet or streaming content. Complimentary headphones are provided for enhanced audio experience.
  • Delta Air Lines operates flights from Grand Rapids to Chicago and provides access to their Delta Sky Club lounge for eligible passengers. The Delta Sky Club at Gerald R. Ford International Airport in Grand Rapids offers travelers a comfortable and convenient space to relax before their flight. Passengers can enjoy a serene atmosphere here while awaiting their departure to Chicago.
  • American Airlines supports sustainable travel on flights from Grand Rapids to Chicago by implementing various measures. They optimize flight routes, reduce fuel consumption, and employ modern aircraft with improved fuel efficiency. The airline also encourages recycling onboard, minimizes waste production, and promotes responsible resource management. These initiatives aim to reduce the environmental impact of air travel and contribute to a more sustainable aviation industry.
  • When flying American Airlines from Grand Rapids to Chicago, you can pre-select your seat. American Airlines allows passengers to choose their seats during the booking process or later through the Manage Reservations section on their website or mobile app. By providing your preferences, you can select a specific seat that suits your needs and preferences for the flight.
  • Frontier Airlines permits small pets in the cabin for flights from Grand Rapids to Chicago. The maximum weight allowed is 40 lbs, including the pet carrier. The pet carrier must fit under the seat in front of you, and a fee applies for bringing pets onboard.

Prefer to fly direct from Grand Rapids to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Grand Rapids Gerald R. Ford Intl to Chicago.
Find which airlines fly direct from Grand Rapids Gerald R. Ford Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Grand Rapids Gerald R. Ford Intl to Chicago

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Direct returns

Chicago to Grand Rapids Gerald R. Ford Intl

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Reviews of the top 3 airlines serving from Grand Rapids to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Grand Rapids to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Grand Rapids to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4267 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

Not good - outbound flight was delayed and missed my connection even though I got to the gate after running through the airport - the agent would not let me on because the door was closed (flight had not left). There was no notification from United - overall experience was very disappointing. Additionally, I was downgraded from first class to coach on the alternative flight

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Everything you need to know for your flight from Grand Rapids to Chicago

Information on your arrival and departure airports

Compare transportation modes for Grand Rapids to Chicago

Transportation modeAverage priceAverage duration
Flights$9531h 05m
Trains$1484h 12m