GRR - CHI

$79 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 6/9. 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
Southwest
Wed 5/27Wed 6/3
GRR - MDW • Non-stop
Cheapest one-way
$79
Southwest
Tue 6/9
GRR - MDW • Non-stop
Advice from real travelers
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
Top airlines
Cheapest • from $157 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 15m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to travel
Cheapest • 49% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Wed, May 27 - Wed, Jun 3
Southwest Logo
1:00 pm - 1:05 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
2:40 pm - 4:30 pm
MDW
-
GRR
0h 50mnonstop
$157Southwest
Wed, May 20 - Wed, May 27
American Airlines Logo
5:00 am - 5:11 am
GRR
-
ORD
1h 11mnonstop
American Airlines Logo
6:54 am - 9:05 am
ORD
-
GRR
1h 11mnonstop
$157American Airlines
Wed, May 27 - Wed, Jun 3
American Airlines Logo
8:03 pm - 8:45 pm
GRR
-
ORD
1h 42mnonstop
American Airlines Logo
7:07 am - 9:18 am
ORD
-
GRR
1h 11mnonstop
$159American Airlines
Wed, May 27 - Wed, Jun 3
Southwest Logo
5:05 pm - 5:10 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
5:00 pm - 10:35 pm
MDW
-
GRR
4h 35m
1 stop
$167Southwest
Tue, May 19 - Thu, May 21
American Airlines Logo
10:27 am - 10:48 am
GRR
-
ORD
1h 21mnonstop
American Airlines Logo
10:27 pm - 12:28 am
ORD
-
GRR
1h 01mnonstop
$174American Airlines
Tue, May 26 - Sat, May 30
Southwest Logo
5:05 pm - 5:10 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
6:15 pm - 8:10 pm
MDW
-
GRR
0h 55mnonstop
$174Southwest
Wed, May 27 - Wed, Jun 3
Delta Logo
5:30 am - 8:43 am
GRR
-
MDW
4h 13m
1 stop
Delta Logo
9:22 am - 1:40 pm
MDW
-
GRR
3h 18m
1 stop
$177Delta
Wed, May 27 - Wed, Jun 3
Delta Logo
2:21 pm - 6:05 pm
GRR
-
ORD
4h 44m
1 stop
Delta Logo
9:25 am - 1:40 pm
ORD
-
GRR
3h 15m
1 stop
$177Delta
Tue, May 26 - Sat, May 30
Southwest Logo
5:05 pm - 5:10 pm
GRR
-
MDW
1h 05mnonstop
Southwest Logo
9:05 am - 2:30 pm
MDW
-
GRR
4h 25m
1 stop
$184Southwest
Mon, Jun 8 - Wed, Jun 10
Delta Logo
2:48 pm - 6:31 pm
GRR
-
MDW
4h 43m
1 stop
Delta Logo
1:21 pm - 5:14 pm
MDW
-
GRR
2h 53m
1 stop
$194Delta
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.

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 May.

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 cheapest return flight from Grand Rapids to Chicago costs $293 on the route between Grand Rapids (GRR) and Chicago Midway Airport (MDW). 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 $61 (return) on average. On the other hand, the most expensive months are July and May, where the average cost of round-trip tickets is $208 and $186 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.

No, with an average price for the route of $233, prices are generally cheapest when you fly direct.

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
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.

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.

Good to know

Low seasonAugust
Cheapest flight$79
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 27% lower on average.
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 $79 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, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Grand Rapids to Chicago are United Airlines and American Airlines. With an average price for the route of $240 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $295 and an overall rating of 7.1.

  • 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 $223 or less one-way and $397 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 airlines flying 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.
7.4
United AirlinesOverall score based on 9680 reviews
6.6Food
7.1Entertainment
7.7Boarding
8.1Crew
7.3Comfort
Airline reviews

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

8.0 ExcellentWendi, Apr 2026
MSP - ORD
Read more United Airlines reviews

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

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$9421h 05m
Trains$994h 12m