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By Huuk Team

Road trip from Chicago to Louisville

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Show more (3+)

ITINERARY

6h 3m306 miles14 stops
1
Museum Of Illusions Chicago
25 E Washington St, Chicago, IL 60602-1708
2
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.
3
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.
4
Frank Lloyd Wright's Robie House
5757 S Woodlawn Ave, Chicago, IL 60637-1698
In accordance with CDC recommendations, the Frank Lloyd Wright Trust requests that both vaccinated and unvaccinated persons wear a face mask indoors at all Trust sites. (8/3/21) The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Visit flwright.org to learn more.
5
Promontory Point
5491 S Shore Dr, Chicago, IL 60615-5983
6
Spring Awakening Music Festival
6401 S Stony Island Ave Jackson Park, Chicago, IL 60637-3800
7
The Rejoicing Vine
8440 W 82nd St, Indianapolis, IN 46278
The Rejoicing Vine is a farm winery specializing sparkling wines, regenerative agriculture, and serving the greater Indianapolis area.
8
Gatsbys
6335 Intech Commons Dr, Indianapolis, IN 46278-1680
9
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.
10
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.
11
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.
12
Idlewild Butterfly Farm
1100 Logan St, Louisville, KY 40204-2421
ldlewild Butterfly Farm is a privately-owned business in Louisville, KY that operates as a butterfly farm, insectarium, educational destination, and retail store. We promote butterfly habitat cultivation, sustainable agricultural practices, and biological alternatives to chemical pest control. With the expertise of our staff of entomologists, we breed and rear our own stock of regional native butterflies for exhibits at zoos, botanical gardens, and conservatories across the United States. Butterflies are also available to our local customers for education at home and in the classroom.
13
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.
14
St. James Catholic Church
1826 Edenside Ave, Louisville, KY 40204-1597
Customize this Trip

OVERVIEW

Prepare to embark on an unforgettable adventure from the bustling metropolis of Chicago to the charming city of Louisville! This captivating journey will immerse you in a vibrant tapestry of urban landscapes, rolling hills, and picturesque riverfronts. As your wheels roll along the open road, you'll witness a kaleidoscope of colors and textures that paint a breathtaking portrait of the American Midwest.

Along the way, you'll have the opportunity to delve into the rich history and culture of the region. Explore bustling cities brimming with architectural marvels, historic landmarks, and vibrant art scenes. Discover hidden gems nestled amidst rolling hills and tranquil waterways, where nature's beauty unfolds in all its splendor. Immerse yourself in the warm hospitality and Southern charm that awaits you in Louisville, the vibrant heart of Kentucky.

As you approach your destination, the iconic Louisville skyline will greet you, beckoning you to unravel its many treasures. Prepare to be captivated by the city's rich musical heritage, vibrant culinary scene, and world-renowned attractions. Louisville proudly embraces its nickname, "The Gateway to the South," offering a tantalizing blend of Northern sophistication and Southern hospitality that will leave you longing for more.

1
Start:Museum Of Illusions Chicago
Chicago, Illinois·
4.5
(97) review
25 E Washington St, Chicago, IL 60602-1708
2
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
3
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
4
Frank Lloyd Wright's Robie House
Chicago, Illinois·
4.5
(869) review
In accordance with CDC recommendations, the Frank Lloyd Wright Trust requests that both vaccinated and unvaccinated persons wear a face mask indoors at all Trust sites. (8/3/21) The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Visit flwright.org to learn more.
5757 S Woodlawn Ave, Chicago, IL 60637-1698
5
Promontory Point
Chicago, Illinois·
5.0
(9) review
5491 S Shore Dr, Chicago, IL 60615-5983
6
Spring Awakening Music Festival
Chicago, Illinois·
4.0
(8) review
6401 S Stony Island Ave Jackson Park, Chicago, IL 60637-3800
7
The Rejoicing Vine
Indianapolis, Indiana·
5.0
(1) review
The Rejoicing Vine is a farm winery specializing sparkling wines, regenerative agriculture, and serving the greater Indianapolis area.
8440 W 82nd St, Indianapolis, IN 46278
8
Gatsbys
Indianapolis, Indiana·
5.0
(1) review
6335 Intech Commons Dr, Indianapolis, IN 46278-1680
9
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
10
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
11
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
12
Idlewild Butterfly Farm
Louisville, Kentucky·
4.5
(9) review
ldlewild Butterfly Farm is a privately-owned business in Louisville, KY that operates as a butterfly farm, insectarium, educational destination, and retail store. We promote butterfly habitat cultivation, sustainable agricultural practices, and biological alternatives to chemical pest control. With the expertise of our staff of entomologists, we breed and rear our own stock of regional native butterflies for exhibits at zoos, botanical gardens, and conservatories across the United States. Butterflies are also available to our local customers for education at home and in the classroom.
1100 Logan St, Louisville, KY 40204-2421
13
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
14
St. James Catholic Church
Louisville, Kentucky·
5.0
(9) review
1826 Edenside Ave, Louisville, KY 40204-1597

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Louisville?
The distance is 306 miles
What's the travel time between Chicago and Louisville?
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 Chicago and Louisville?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Louisville?
There are plenty! Here are some stops you shouldn’t miss on your way to Louisville
What’s the weather like in Louisville?
The weather in Louisville is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Louisville in January
Weather in Louisville in February
Weather in Louisville in March
Weather in Louisville in April
Weather in Louisville in May
Weather in Louisville in June
Weather in Louisville in July
Weather in Louisville in August
Weather in Louisville in September
Weather in Louisville in October
Weather in Louisville in November
Weather in Louisville in December
Interested in a detailed plan for your time in Louisville?
Plan your dream Louisville trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Louisville
A 2-day itinerary in Louisville
A 3-day itinerary in Louisville
A 4-day itinerary in Louisville
A 5-day itinerary in Louisville
A 6-day itinerary in Louisville
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
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