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By Huuk Team

Road trip from Louisville to Chicago

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Show more (4+)

ITINERARY

6h 3m304 miles16 stops
1
St. James Catholic Church
1826 Edenside Ave, Louisville, KY 40204-1597
2
Cooking at the Cottage
3739 Lexington Rd, Louisville, KY 40207-3023
Cooking at the Cottage, opened November 1, 2010 as a cooking school and offer a number of different and unique classes as well as series of classes each semester. Our classroom is open for corporate and team building events, private parties and much. We have a retail store adjacent that, specializing in quality cookware, bakeware, textiles, decorating supplies, gadgets, coffee/tea/chocolate.
3
Angel's Envy Distillery
500 E Main Street, Louisville, KY 40202-1002
Built in the heart of Louisville, the ANGEL’S ENVY Distillery is downtown’s first fully operational whiskey production facility. Co-founded in 2010 by the late Master Distiller Lincoln Henderson, ANGEL’S ENVY began as a passion project that combined their family’s deep-rooted passion for and knowledge of the industry with an innovative outlook on bourbon making and finishing. ANGEL’S ENVY opened the doors in 2016 and puts you in the center of our distilling process for a unique tour experience.
4
Barrels & Billets
800 W Main St, Louisville, KY 40202-2620
An exciting bourbon experience where guests can blend, create and bottle their very own bourbon. Guests will blend with six award-winning WoodCraft bourbons which includes a 200 Year Oak, European Oak, American Oak, Cherry Wood, Maple Wood, and Smoked Oak. During the experience, guests will learn the art of bourbon blending before the blending process begins. Once the blending experience is complete, guests can have their recipe bottled onsite.
5
Masterpiece Mixers Paint and Party Studio
8021 Dixie Hwy Suite 105, Louisville, KY 40258-1300
Get out and get creative! Unleash your inner artist at our upbeat painting parties. Join a regular class or book a private party and our super fun instructors will walk you step-by-step in creating your masterpiece. Great for birthday parties, girls night out, date night, bridal showers, company events and more.
6
Escapology Greenwood
8923 S Meridian Street Suite B6-b7, Indianapolis, IN 46217
Greenwood's premium real life escape game experience. Play in private teams of 2-8 players in exciting games and search carefully for clues, solve puzzles and try to escape within 60 minutes. Do you have what it takes?
7
Indianapolis Salt Cave & Halotherapy Center
8899 Kent Ave, Indianapolis, IN 46216-2243
Step into 9 tons of salt used to recreate the environmental conditions found in a natural underground salt mine. This man-made salt cave, creates the ideal atmospheric breathing condition. Relax, breathe deep and rejuvenate in the Indianapolis Salt Cave and Halotherapy Center.
8
DECEPTION
1 Carmichael Sq Carmel, Indianapolis, IN 46032
DECEPTION is a magic & mind reading show, hosted by magician David Ranalli. David creates an unforgettable evening by combining world-class sleight of hand, witty banter, and mysteries of the mind. Guests are invited into an intimate, cabaret theater where surprises lurk in every corner. Perfect as a date night, group event, and for the hardcore magic fan.
9
The Grill
9755 Fall Creek Rd, Indianapolis, IN 46256-4713
10
Smiley
5729 E 86th St, Indianapolis, IN 46250-1560
Smiley is a huge 25,000 sq foot facility in Castleton filled with the latest Virtual Reality technology. We have very rare and unique interactive games and rides for children of all ages. Our playgrounds are for age 9 months to 10 years old and our VR spaces are for ages 9 years and up! We also have an enormous indoor playground with trampoline basketball, tubes & slides, rock-climbing, obstacle
11
Museum Of Illusions Chicago
25 E Washington St, Chicago, IL 60602-1708
12
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.
13
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.
14
The 900 Shops Mall
900 N Michigan Ave, Chicago, IL 60611-1542
15
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
16
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.
Customize this Trip

OVERVIEW

Louisville to Chicago
1
Start:St. James Catholic Church
Louisville, Kentucky·
5.0
(9) review
1826 Edenside Ave, Louisville, KY 40204-1597
2
Cooking at the Cottage
Louisville, Kentucky·
5.0
(9) review
Cooking at the Cottage, opened November 1, 2010 as a cooking school and offer a number of different and unique classes as well as series of classes each semester. Our classroom is open for corporate and team building events, private parties and much. We have a retail store adjacent that, specializing in quality cookware, bakeware, textiles, decorating supplies, gadgets, coffee/tea/chocolate.
3739 Lexington Rd, Louisville, KY 40207-3023
3
Angel's Envy Distillery
Louisville, Kentucky·
4.5
(967) review
Built in the heart of Louisville, the ANGEL’S ENVY Distillery is downtown’s first fully operational whiskey production facility. Co-founded in 2010 by the late Master Distiller Lincoln Henderson, ANGEL’S ENVY began as a passion project that combined their family’s deep-rooted passion for and knowledge of the industry with an innovative outlook on bourbon making and finishing. ANGEL’S ENVY opened the doors in 2016 and puts you in the center of our distilling process for a unique tour experience.
500 E Main Street, Louisville, KY 40202-1002
4
Barrels & Billets
Louisville, Kentucky·
4.0
(9) review
An exciting bourbon experience where guests can blend, create and bottle their very own bourbon. Guests will blend with six award-winning WoodCraft bourbons which includes a 200 Year Oak, European Oak, American Oak, Cherry Wood, Maple Wood, and Smoked Oak. During the experience, guests will learn the art of bourbon blending before the blending process begins. Once the blending experience is complete, guests can have their recipe bottled onsite.
800 W Main St, Louisville, KY 40202-2620
5
Masterpiece Mixers Paint and Party Studio
Louisville, Kentucky·
5.0
(9) review
Get out and get creative! Unleash your inner artist at our upbeat painting parties. Join a regular class or book a private party and our super fun instructors will walk you step-by-step in creating your masterpiece. Great for birthday parties, girls night out, date night, bridal showers, company events and more.
8021 Dixie Hwy Suite 105, Louisville, KY 40258-1300
6
Escapology Greenwood
Indianapolis, Indiana·
5.0
(9) review
Greenwood's premium real life escape game experience. Play in private teams of 2-8 players in exciting games and search carefully for clues, solve puzzles and try to escape within 60 minutes. Do you have what it takes?
8923 S Meridian Street Suite B6-b7, Indianapolis, IN 46217
7
Indianapolis Salt Cave & Halotherapy Center
Indianapolis, Indiana·
5.0
(9) review
Step into 9 tons of salt used to recreate the environmental conditions found in a natural underground salt mine. This man-made salt cave, creates the ideal atmospheric breathing condition. Relax, breathe deep and rejuvenate in the Indianapolis Salt Cave and Halotherapy Center.
8899 Kent Ave, Indianapolis, IN 46216-2243
8
DECEPTION
Indianapolis, Indiana·
4.5
(9) review
DECEPTION is a magic & mind reading show, hosted by magician David Ranalli. David creates an unforgettable evening by combining world-class sleight of hand, witty banter, and mysteries of the mind. Guests are invited into an intimate, cabaret theater where surprises lurk in every corner. Perfect as a date night, group event, and for the hardcore magic fan.
1 Carmichael Sq Carmel, Indianapolis, IN 46032
9
The Grill
Indianapolis, Indiana·
3.5
(9) review
9755 Fall Creek Rd, Indianapolis, IN 46256-4713
10
Smiley
Indianapolis, Indiana·
3.5
(9) review
Smiley is a huge 25,000 sq foot facility in Castleton filled with the latest Virtual Reality technology. We have very rare and unique interactive games and rides for children of all ages. Our playgrounds are for age 9 months to 10 years old and our VR spaces are for ages 9 years and up! We also have an enormous indoor playground with trampoline basketball, tubes & slides, rock-climbing, obstacle
5729 E 86th St, Indianapolis, IN 46250-1560
11
Museum Of Illusions Chicago
Chicago, Illinois·
4.5
(97) review
25 E Washington St, Chicago, IL 60602-1708
12
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
13
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
14
The 900 Shops Mall
Chicago, Illinois·
4.0
(96) review
900 N Michigan Ave, Chicago, IL 60611-1542
15
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
16
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

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Louisville and Chicago?
The distance is 304 miles
What's the travel time between Louisville and Chicago?
The driving time can vary depending on traffic conditions, but it is typically 6h 3m mins in normal traffic
What are some of the best cities to visit between Louisville and Chicago?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Chicago?
There are plenty! Here are some stops you shouldn’t miss on your way to Chicago
What’s the weather like in Chicago?
The weather in Chicago is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Chicago in January
Weather in Chicago in February
Weather in Chicago in March
Weather in Chicago in April
Weather in Chicago in May
Weather in Chicago in June
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Weather in Chicago in October
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Interested in a detailed plan for your time in Chicago?
Plan your dream Chicago trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Chicago
A 2-day itinerary in Chicago
A 3-day itinerary in Chicago
A 4-day itinerary in Chicago
A 5-day itinerary in Chicago
A 6-day itinerary in Chicago
Where else can I travel to if I'm starting my trip in Louisville?
We have a lot of great trip options for Louisville! See the links below for all the itineraries we created for you