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By Huuk Team

Road trip from Chicago to Kalamazoo

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ITINERARY

2h 51m145 miles15 stops
1
Corby's Irish Pub
441 E Lasalle Ave, South Bend, IN 46617-2723
2
Museum Of Illusions Chicago
25 E Washington St, Chicago, IL 60602-1708
3
The Chopping Block
4747 N Lincoln Ave Lincoln Square, Chicago, IL 60625-2026
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
4
Michigan Avenue Bridge
333 Michigan Ave, Chicago, IL 60601-3901
The view from the bridge is one of the best vistas the city has to offer.
5
Boystown
Chicago, IL
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
6
Wrigley Field
1060 W. Addison St., Chicago, IL 60613-4566
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
7
O'Rourke's Public House
1044 E Angela Blvd, South Bend, IN 46617-1374
8
Gene the Pumpkin Man
22637 W M 43, Kalamazoo, MI 49009-9208
9
The Hangar Bar and Grill
4301 W Main St, Kalamazoo, MI 49006-2788
10
O'Duffy's Pub
804 W Vine St, Kalamazoo, MI 49008-1157
11
Confections with Convictions
116 W Crosstown Pkwy, Kalamazoo, MI 49001-2732
Kalamazoo's only shop making hand crafted truffles and other confections exclusively from Fair Trade, organic certified chocolate. Chocolatier Dale Anderson's original recipes contain fresh local fruits, honey, and maple syrup. Vegan and gluten free options are always available. Closed Sunday and Monday. Open Tuesday thru Saturday 10 a.m. until 6:00 p.m.
12
New Vic Theatre
134 E Vine St, Kalamazoo, MI 49001-2602
Kalamazoo's New Vic Theatre was founded in 1966 by Kalamazoo residents Ted & Mary Jo Kistler. For over 45 years, The New Vic Theatre has entertained Southwest Michigan and Northern Indiana audiences carving a unique place for itself in the economy and theatrical tradition of the area.The New Vic's original production of "A Christmas Carol" (recipient of a "Special Tribute" from The State of Michigan in 1999) and the annual Christmas Concerts featuring The New Vic Theatre Chorus are among Kalamazoo's oldest on-going holiday presentations and have become an integral part of the holiday season for thousands of Southwest Michigan theatergoers.Located close to the heart of downtown Kalamazoo, the theatre's comfortable cabaret-style seating and intimate size, enhanced by a concession that serves a variety of hot & cold non-alcoholic beverages, lend to its unique atmosphere.The New Vic's flexible modular auditorium allows for innovative staging ranging from the complete round to conventional proscenium format. Efficient central heating and air conditioning allows for comfortable year-round operation.Of The New Vic's more than 325 productions to date, over 80% have been plays introduced to Kalamazoo audiences for the first time. Several plays ("Joseph and the Amazing Technicolor Dreamcoat", "Green Julia" by Paul Abelman, "Are You Now Or Have You Ever Been" and "The Memoirs Of Pontius Pilate" both by Eric Bentley) were presented to New Vic audiences prior to their Broadway premieres.The New Vic Theatre's season of productions begins in early February and runs through December 29 each year. January dates are normally reserved for the New Vic's popular January Concert Series, featuring a variety of musical groups or individual performers.Playing primarily weekends only -- except during the holidays when the performance schedule is greatly expanded -- and with only 100 available seats for each performance, The New Vic plays to over 10,000 theatre patrons annually bringing thousands of dollars to the downtown Kalamazoo area.The New Vic is a non-profit, tax-exempt corporation (New Vic Theatricals, Inc) and owns its own facility at 134 E. Vine St. in Kalamazoo.
13
Kalamazoo State Theatre
404 S Burdick St, Kalamazoo, MI 49007-5218
The State Theatre has been a fixture in downtown Kalamazoo since 1927. The original founder of the theatre was Colonel William Butterfield. John Eberson was the renowned architect who designed the theatre. In line with theatre design conventions of the era, the idea was to create a unique atmospheric effect. The early roots of the theatre were found in the Vaudevillian tradition of performance. Many acts that frequented the State Theatre included opera, dramas, big bands, ballet, dance reviews, stage shows and movies.
14
The Heritage Company
150 N Edwards St, Kalamazoo, MI 49007-3802
15
Kalamazoo Farmers Market
1204 Bank St, Kalamazoo, MI 49001
Kalamazoo's original farmers market featuring over 100 vendors weekly. The Kalamazoo Farmers Markets mission is to connect customers and market businesses through honest relationships & support community and local economies through a thriving market culture. Everyone is welcome. We accept SNAP benefits, Double Up Food Bucks, WIC Project FRESH and Senior Market FRESH coupons.
Customize this Trip

OVERVIEW

Hey, I found a trip that will take you on a breathtaking adventure. We'll travel along the shimmering shores of Lake Michigan, where the gentle waves whisper secrets to the sandy beaches. As we journey inland, lush forests will envelop us, their emerald canopies reaching towards the heavens like a living tapestry. Along the way, we'll encounter quaint towns and bustling cities, each with its own unique charm and story to tell. Whether you're an avid explorer or simply seeking a memorable escape, this trip promises an unforgettable experience.

As we approach the midway point of our journey, the landscape transforms into a vibrant tapestry of rolling hills and sparkling rivers. Picturesque farmsteads dot the horizon, their fields a patchwork of vibrant hues. The air fills with the sweet scent of wildflowers and the cheerful chorus of birdsong. We'll have ample opportunities to stretch our legs, breathe in the fresh air, and capture the beauty of our surroundings with our cameras.

Prepare to be captivated as we reach our final destination: a bustling city where history, culture, and modern amenities converge. Here, we'll explore fascinating museums, savor delectable cuisine, and immerse ourselves in the vibrant arts scene. This metropolis offers something for everyone, whether you seek adventure, relaxation, or intellectual stimulation. It's the perfect culmination to our extraordinary journey, leaving us with cherished memories and a newfound appreciation for the beauty and diversity of our surroundings.

1
Start:Corby's Irish Pub
South Bend, Indiana·
3.5
(9) review
441 E Lasalle Ave, South Bend, IN 46617-2723
2
Museum Of Illusions Chicago
Chicago, Illinois·
4.5
(97) review
25 E Washington St, Chicago, IL 60602-1708
3
The Chopping Block
Chicago, Illinois·
4.5
(98) review
The Chopping Block, Chicago's premiere recreational cooking school and gourmet retail store, offers demonstration and hands-on cooking classes, as well as wine classes, private cooking parties and corporate team building events. Classes at Lincoln Square cover subjects from cooking basics to intensive Boot Camps as well as seasonal, date nights, healthy and kids classes. We have a food-friendly wine selection so students can select beverages to pair with the menu of their class. Sorry, BYOB is not allowed.
4747 N Lincoln Ave Lincoln Square, Chicago, IL 60625-2026
4
Michigan Avenue Bridge
Chicago, Illinois·
4.5
(985) review
The view from the bridge is one of the best vistas the city has to offer.
333 Michigan Ave, Chicago, IL 60601-3901
5
Boystown
Chicago, Illinois·
4.5
(98) review
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
Chicago, IL
6
Wrigley Field
Chicago, Illinois·
4.5
(9953) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
1060 W. Addison St., Chicago, IL 60613-4566
7
O'Rourke's Public House
South Bend, Indiana·
4.5
(9) review
1044 E Angela Blvd, South Bend, IN 46617-1374
8
Gene the Pumpkin Man
Kalamazoo, Kalamazoo County, Michigan·
4.5
(81) review
22637 W M 43, Kalamazoo, MI 49009-9208
9
The Hangar Bar and Grill
Kalamazoo, Kalamazoo County, Michigan·
3.5
(7) review
4301 W Main St, Kalamazoo, MI 49006-2788
10
O'Duffy's Pub
Kalamazoo, Kalamazoo County, Michigan·
4.5
(9) review
804 W Vine St, Kalamazoo, MI 49008-1157
11
Confections with Convictions
Kalamazoo, Kalamazoo County, Michigan·
5.0
(92) review
Kalamazoo's only shop making hand crafted truffles and other confections exclusively from Fair Trade, organic certified chocolate. Chocolatier Dale Anderson's original recipes contain fresh local fruits, honey, and maple syrup. Vegan and gluten free options are always available. Closed Sunday and Monday. Open Tuesday thru Saturday 10 a.m. until 6:00 p.m.
116 W Crosstown Pkwy, Kalamazoo, MI 49001-2732
12
New Vic Theatre
Kalamazoo, Kalamazoo County, Michigan·
4.5
(9) review
Kalamazoo's New Vic Theatre was founded in 1966 by Kalamazoo residents Ted & Mary Jo Kistler. For over 45 years, The New Vic Theatre has entertained Southwest Michigan and Northern Indiana audiences carving a unique place for itself in the economy and theatrical tradition of the area.The New Vic's original production of "A Christmas Carol" (recipient of a "Special Tribute" from The State of Michigan in 1999) and the annual Christmas Concerts featuring The New Vic Theatre Chorus are among Kalamazoo's oldest on-going holiday presentations and have become an integral part of the holiday season for thousands of Southwest Michigan theatergoers.Located close to the heart of downtown Kalamazoo, the theatre's comfortable cabaret-style seating and intimate size, enhanced by a concession that serves a variety of hot & cold non-alcoholic beverages, lend to its unique atmosphere.The New Vic's flexible modular auditorium allows for innovative staging ranging from the complete round to conventional proscenium format. Efficient central heating and air conditioning allows for comfortable year-round operation.Of The New Vic's more than 325 productions to date, over 80% have been plays introduced to Kalamazoo audiences for the first time. Several plays ("Joseph and the Amazing Technicolor Dreamcoat", "Green Julia" by Paul Abelman, "Are You Now Or Have You Ever Been" and "The Memoirs Of Pontius Pilate" both by Eric Bentley) were presented to New Vic audiences prior to their Broadway premieres.The New Vic Theatre's season of productions begins in early February and runs through December 29 each year. January dates are normally reserved for the New Vic's popular January Concert Series, featuring a variety of musical groups or individual performers.Playing primarily weekends only -- except during the holidays when the performance schedule is greatly expanded -- and with only 100 available seats for each performance, The New Vic plays to over 10,000 theatre patrons annually bringing thousands of dollars to the downtown Kalamazoo area.The New Vic is a non-profit, tax-exempt corporation (New Vic Theatricals, Inc) and owns its own facility at 134 E. Vine St. in Kalamazoo.
134 E Vine St, Kalamazoo, MI 49001-2602
13
Kalamazoo State Theatre
Kalamazoo, Kalamazoo County, Michigan·
4.5
(67) review
The State Theatre has been a fixture in downtown Kalamazoo since 1927. The original founder of the theatre was Colonel William Butterfield. John Eberson was the renowned architect who designed the theatre. In line with theatre design conventions of the era, the idea was to create a unique atmospheric effect. The early roots of the theatre were found in the Vaudevillian tradition of performance. Many acts that frequented the State Theatre included opera, dramas, big bands, ballet, dance reviews, stage shows and movies.
404 S Burdick St, Kalamazoo, MI 49007-5218
14
The Heritage Company
Kalamazoo, Kalamazoo County, Michigan·
4.5
(7) review
150 N Edwards St, Kalamazoo, MI 49007-3802
15
Kalamazoo Farmers Market
Kalamazoo, Kalamazoo County, Michigan·
5.0
(69) review
Kalamazoo's original farmers market featuring over 100 vendors weekly. The Kalamazoo Farmers Markets mission is to connect customers and market businesses through honest relationships & support community and local economies through a thriving market culture. Everyone is welcome. We accept SNAP benefits, Double Up Food Bucks, WIC Project FRESH and Senior Market FRESH coupons.
1204 Bank St, Kalamazoo, MI 49001

CHECKLIST

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Hand sanitizer and wet wipes
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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Kalamazoo?
The distance is 145 miles
What's the travel time between Chicago and Kalamazoo?
The driving time can vary depending on traffic conditions, but it is typically 2h 51m mins in normal traffic
What are some of the best cities to visit between Chicago and Kalamazoo?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Kalamazoo?
There are plenty! Here are some stops you shouldn’t miss on your way to Kalamazoo
What’s the weather like in Kalamazoo?
The weather in Kalamazoo is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Kalamazoo in January
Weather in Kalamazoo in February
Weather in Kalamazoo in March
Weather in Kalamazoo in April
Weather in Kalamazoo in May
Weather in Kalamazoo in June
Weather in Kalamazoo in July
Weather in Kalamazoo in August
Weather in Kalamazoo in September
Weather in Kalamazoo in October
Weather in Kalamazoo in November
Weather in Kalamazoo in December
Interested in a detailed plan for your time in Kalamazoo?
Plan your dream Kalamazoo trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Kalamazoo
A 2-day itinerary in Kalamazoo
A 3-day itinerary in Kalamazoo
A 4-day itinerary in Kalamazoo
A 5-day itinerary in Kalamazoo
A 6-day itinerary in Kalamazoo
Where else can I travel to if I'm starting my trip in Chicago?
We have a lot of great trip options for Chicago! See the links below for all the itineraries we created for you