GRR - CHI

$100 Find Cheap Flights from Grand Rapids to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$200
Typical prices: $200-$383
Southwest
Sat 10/27Sat 11/3
GRR - MDW • Non-stop
Cheapest one-way
$100
Typical prices: $116-$270
Southwest
Sat 10/13
GRR - MDW • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and Southwest. Average duration is 1h 22m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 30% average savings
Most popular
Insights
Insights
When to travel
Cheapest • 38% price drop
Most popular
Good to know
+1
Good to know
+1
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Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Grand Rapids to Chicago

Tue, Oct 27 - Tue, Nov 3
Southwest Logo
5:05 pm - 5:10 pmGRR  Grand Rapids Gerald R. Ford Intl-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
6:15 pm - 8:15 pmMDW  Chicago Midway-GRR Grand Rapids Gerald R. Ford Intl
1h 00mnonstop
$200Southwest
Tue, Oct 27 - Tue, Nov 3
Southwest Logo
5:35 am - 11:20 amGRR  Grand Rapids Gerald R. Ford Intl-MDW Chicago Midway
6h 45m1 stop Baltimore/Washington
Southwest Logo
8:25 am - 10:25 amMDW  Chicago Midway-GRR Grand Rapids Gerald R. Ford Intl
1h 00mnonstop
$210Southwest
Tue, Oct 27 - Tue, Nov 3
Southwest Logo
5:05 pm - 5:10 pmGRR  Grand Rapids Gerald R. Ford Intl-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
1:15 pm - 10:25 pmMDW  Chicago Midway-GRR Grand Rapids Gerald R. Ford Intl
8h 10m2 stops Cincinnati Cinci./N. Kentucky Baltimore/Washington
$216Southwest
Fri, Oct 30 - Sat, Oct 31
American Airlines Logo
2:26 pm - 2:44 pmGRR  Grand Rapids Gerald R. Ford Intl-ORD Chicago O'Hare Intl
1h 18mnonstop
American Airlines Logo
6:45 am - 9:03 amORD  Chicago O'Hare Intl-GRR Grand Rapids Gerald R. Ford Intl
1h 18mnonstop
$227American Airlines
Wed, Oct 14 - Wed, Oct 14
United Airlines Logo
7:10 am - 7:29 amGRR  Grand Rapids Gerald R. Ford Intl-ORD Chicago O'Hare Intl
1h 19mnonstop
United Airlines Logo
12:39 pm - 2:49 pmORD  Chicago O'Hare Intl-GRR Grand Rapids Gerald R. Ford Intl
1h 10mnonstop
$265United Airlines
Tue, Dec 1 - Tue, Dec 1
United Airlines Logo
5:15 am - 5:42 amGRR  Grand Rapids Gerald R. Ford Intl-ORD Chicago O'Hare Intl
1h 27mnonstop
United Airlines Logo
1:55 pm - 4:08 pmORD  Chicago O'Hare Intl-GRR Grand Rapids Gerald R. Ford Intl
1h 13mnonstop
$265United Airlines
Wed, Jan 20 - Mon, Feb 8
American Airlines Logo
9:09 pm - 9:53 pmGRR  Grand Rapids Gerald R. Ford Intl-ORD Chicago O'Hare Intl
1h 44mnonstop
American Airlines Logo
1:26 pm - 3:40 pmORD  Chicago O'Hare Intl-GRR Grand Rapids Gerald R. Ford Intl
1h 14mnonstop
$265American Airlines
Wed, Jan 20 - Mon, Feb 8
American Airlines Logo
9:09 pm - 9:53 pmGRR  Grand Rapids Gerald R. Ford Intl-ORD Chicago O'Hare Intl
1h 44mnonstop
American Airlines Logo
1:26 pm - 3:40 pmORD  Chicago O'Hare Intl-GRR Grand Rapids Gerald R. Ford Intl
1h 14mnonstop
$265American Airlines
Wed, Jan 20 - Mon, Feb 8
Delta Logo
2:15 pm - 4:37 pmGRR  Grand Rapids Gerald R. Ford Intl-ORD Chicago O'Hare Intl
3h 22m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:35 pm - 11:47 pmORD  Chicago O'Hare Intl-GRR Grand Rapids Gerald R. Ford Intl
3h 12m1 stop Detroit Metropolitan Wayne County
$285Delta
Wed, Jan 20 - Mon, Feb 8
Delta Logo
2:15 pm - 4:37 pmGRR  Grand Rapids Gerald R. Ford Intl-ORD Chicago O'Hare Intl
3h 22m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:35 pm - 11:47 pmORD  Chicago O'Hare Intl-GRR Grand Rapids Gerald R. Ford Intl
3h 12m1 stop Detroit Metropolitan Wayne County
$285Delta
Booking Insights

Price, demand and travel trends for Grand Rapids to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Grand Rapids to Chicago with more confidence.

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

Round-trip flights from Grand Rapids to Chicago start at $200. Prices are below average for this route right now, with typical round-trip fares ranging from $200 to $383. The lowest price found in the past 5 days was $200 on Southwest.

What is the cheapest Grand Rapids to Chicago flight route?

Grand Rapids (GRR) to Chicago Midway Airport (MDW) is the cheapest Grand Rapids to Chicago route, averaging $201 round-trip. Other Grand Rapids to Chicago routes average $332, based on KAYAK data over the past 12 months.

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

Tuesday is the cheapest day of the week to fly from Grand Rapids to Chicago, it is 38% cheaper than the average day. Monday is the most expensive day with flight prices 41% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • November is the cheapest month to fly from Grand Rapids to Chicago at $171 round-trip.
  • January ($424) and June ($389) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 147% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Expert advice

Expert advice for your flight from Grand Rapids to Chicago

 
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.

Key details for Grand Rapids to Chicago flights

Low season

December

Cheapest flight

$100
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly with an average 5% 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

Your Grand Rapids to Chicago flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • Which airlines offer extra legroom and free seat selection on Grand Rapids to Chicago flights?

    Among airlines operating Grand Rapids to Chicago flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Grand Rapids to Chicago?

    3 airlines operate flights between Grand Rapids and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Southwest

  • Which airports can I use when flying from Grand Rapids to Chicago?

    Flights from Grand Rapids to Chicago usually depart from Grand Rapids Gerald R. Ford Intl (GRR) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airlines include bags at no extra cost on Grand Rapids to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Grand Rapids to Chicago?

    Three cabin classes are available on flights from Grand Rapids to Chicago:

    • Economy Class
    • Business Class
    • First Class

  • How much can I save by taking a layover when flying from Grand Rapids to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $239 round-trip via Detroit Metropolitan Wayne County (DTW), compared to $274 for nonstop.

  • What is the standard checked-bag allowance on flights from Grand Rapids to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Grand Rapids to Chicago pass through?

    Most connecting flights from Grand Rapids to Chicago pass through Detroit Metropolitan Wayne County (DTW), which handles 100% of one-stop traffic on this route. Other layover airports each see under 5%.

  • Can I save money by using flexible dates for flights from Grand Rapids to Chicago?

    Yes. Being flexible with your travel dates can save you up to 56% on the Grand Rapids to Chicago route. Tuesday is the cheapest departure day at $171 round-trip on average, while Monday is the most expensive at $387, a difference of $216. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Grand Rapids to Chicago spread across the day?

    Morning is the busiest departure period on Grand Rapids to Chicago flights, with 48% of flights leaving in that window. Afternoon departures account for 36%, evening flights for 11%, and night flights for 5%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • What are the earliest and latest flights from Grand Rapids to Chicago?

    These are the earliest and latest flight times available from Grand Rapids to Chicago:

    • Earliest: departs at 5:00 am and lands at 6:22 am
    • Latest: departs at 10:00 pm and lands at 11:22 pm.

    The flight takes about 1h 22m.

  • How long is a flight from Grand Rapids to Chicago?

    A nonstop flight from Grand Rapids to Chicago takes 1h 22m, covering 128 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Grand Rapids to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $199 to $840. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Grand Rapids to Chicago looking right now?

    One-way fares from Grand Rapids to Chicago are currently lower than usual. Average one-way flight prices are about $120, which is 42% below the typical average for this route.

  • Is it cheaper to take a train or bus instead of flying between Grand Rapids and Chicago?

    Based on prices from the last 5 days, flying between Grand Rapids and Chicago is around $200 round-trip, with a flight time of about 1h 05m. Recent train fares are around $75, with a trip time of about 4h 08m. Compared with flying, recent train fares are roughly 63% lower. However, taking the train takes about 3+ hours longer each way.

  • What is the time difference between Grand Rapids and Chicago?

    Chicago is 1 hour behind Grand Rapids (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • How much should I expect to pay for a Grand Rapids to Chicago flight?

    Round-trip flights from Grand Rapids to Chicago range from $200 to $383, with an average of $274 over the past 12 months. Anything below $200 counts as a good deal.

  • Which airlines offer Wi-Fi on Grand Rapids to Chicago flights?

    American Airlines is the only airline on the Grand Rapids to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Grand Rapids to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Monday. On this route, Tuesday flights average $171 - about $216 less than Monday (56% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Grand Rapids to Chicago trip for November. Fares historically average $171 round-trip in that month - typically $253 less than the most expensive month, which is January (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Detroit Metropolitan Wayne County Airport (DTW) can be cheaper than flying direct. The cheapest layover option averages $239 round-trip on this route - about $35 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel
  • 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?

 
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

More options for your flight from Grand Rapids to Chicago

Complete your trip to Chicago with a hotel stay or car rental