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By Huuk Team

Road trip from Chicago to St. Paul

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ITINERARY

7h 40m407 miles14 stops
1
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.
2
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
3
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.
4
Anderson's Bookshop
123 W Jefferson Ave, Naperville, IL 60540-5310
5
Riverwalk
West Branch of DuPage River, Naperville, IL
6
Arista Spa & Salon
2155 City Gate Ln Ste 201, Naperville, IL 60563-7703
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
7
WM DaySpa Salon
6555 Lexus Dr, Rockford, IL 61108-3015
Here at WM DaySpa Salon, we go above and beyond to deliver the services you expect. Our customer service is far superior to what your typical salon can offer. We are committed to getting to know our customers and building a lasting relationship. At WM DaySpa, you are more than just a customer, you are part of something much bigger. To maintain our reputation of excellence and keep our customers satisfied, we offer a comprehensive array of health and beauty services, including: body care, hair care, hair removal, cosmetics, facials, nail care, skin care, and others. We are passionate about giving our team continued inspiration and education to ensure that we are on the forefront of fashion and beauty. We also offer a variety of packages to meet your needs, and both ladies and gentlemen are welcome! At WM we have built our reputation as "Daymakers." What is unique about our staff is their commitment to every guest and to each other. They are passionate about sharing their talents and skills with one another to create an environment where everyone is at their best. At WM we love what we do - and our goal is to share that love and passion through every guest experience.
8
815 Escape
4249 E State St Suite 103, Rockford, IL 61108-2058
We are Rockfords latest and greatest escape room challenge! Looking for a fun outing to challenge your mind and bring you and your group closer together? Look no further! Here at 815 Escape you will be sure to find fun and exciting puzzles and riddles within our rooms! Solve them all as you fight against the clock and get out before your hour is up!
9
Frank Lloyd Wright's Laurent House
4646 Spring Brook Rd, Rockford, IL 61114-6362
The Laurent House in Rockford, IL is the only building ever designed by Frank Lloyd Wright for a person with a disability. Wright considered the home one of the best 35 works of his career. This single-story Usonian home is both functional and beautiful, decades ahead of ADA requirements. The home features a solar hemicycle footprint, patio, fishpond, carport, and outdoor connectivity to nature.
10
Alliant Energy Center
1919 Alliant Energy Center Way, Madison, WI 53713-1400
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
11
First Unitarian Meeting House of Madison
900 University Bay Dr, Madison, WI 53705-2298
12
Artists' Quarter
Hamm Building, 7th Place and St. Peter, Saint Paul, MN
13
Phalen 18 Hole Golf Course
1615 Phalen Dr E, Saint Paul, MN 55106-1827
14
Norseman Distillery
451 Taft St NE Suite 19, South Loading Dock, Minneapolis, MN 55413-2831
Norseman Distillery, the first micro-distillery in Minneapolis, was founded with principles of using the very best local ingredients to produce small batches of exceptionally fine spirits. From our micro-distillery in northeast Minneapolis, we hand craft each batch with the hopes of inspiring legendary cheer in those who drink it.
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OVERVIEW

Hop aboard an unforgettable adventure as we embark on a journey through the heart of the Midwest, from the bustling metropolis of Chicago to the picturesque city of St. Paul. Along the way, we'll traverse rolling hills, glistening lakes, and charming towns, each with its own unique story to tell.

Our adventure begins in the vibrant city of Chicago, a hub of culture, architecture, and entertainment. From the iconic Willis Tower to the bustling Magnificent Mile, Chicago offers a captivating blend of urban excitement and historical charm. As we venture northward, we'll pass through the serene landscapes of Illinois and Wisconsin, where lush greenery and sparkling waterways create a tranquil backdrop. The gentle rhythm of train travel will allow us to soak in the beauty of our surroundings and connect with fellow travelers.

As we approach our destination, the Twin Cities of Minneapolis and St. Paul emerge on the horizon. St. Paul, the state capital of Minnesota, boasts a rich history, vibrant arts scene, and beautiful parks along the Mississippi River. Whether you're eager to explore its cultural treasures or simply relax amidst its natural beauty, St. Paul offers a warm and welcoming experience.

1
Start: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
2
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
3
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
4
Anderson's Bookshop
Naperville, DuPage County, Illinois·
5.0
(9) review
123 W Jefferson Ave, Naperville, IL 60540-5310
5
Riverwalk
Naperville, DuPage County, Illinois·
4.5
(803) review
West Branch of DuPage River, Naperville, IL
6
Arista Spa & Salon
Naperville, DuPage County, Illinois·
4.0
(9) review
Arista Spa & Salon in Naperville, Illinois has been artfully designed with attention to the finest details to soothe the body and enrich the soul. In this special place we bring together ancient Mediterranean healing with modern innovation, cherished rituals for cleansing and wellness with the best science has to offer your skin, hair and body. All in inspiring surroundings with a staff that is both nurturing and world class. The Arista Spa & Salon and its services have been crafted to meet the needs of both men and women. You may also enjoy our inspiring couples' room, allowing you to experience complete relaxation with someone special.
2155 City Gate Ln Ste 201, Naperville, IL 60563-7703
7
WM DaySpa Salon
Rockford, Illinois·
4.5
(48) review
Here at WM DaySpa Salon, we go above and beyond to deliver the services you expect. Our customer service is far superior to what your typical salon can offer. We are committed to getting to know our customers and building a lasting relationship. At WM DaySpa, you are more than just a customer, you are part of something much bigger. To maintain our reputation of excellence and keep our customers satisfied, we offer a comprehensive array of health and beauty services, including: body care, hair care, hair removal, cosmetics, facials, nail care, skin care, and others. We are passionate about giving our team continued inspiration and education to ensure that we are on the forefront of fashion and beauty. We also offer a variety of packages to meet your needs, and both ladies and gentlemen are welcome! At WM we have built our reputation as "Daymakers." What is unique about our staff is their commitment to every guest and to each other. They are passionate about sharing their talents and skills with one another to create an environment where everyone is at their best. At WM we love what we do - and our goal is to share that love and passion through every guest experience.
6555 Lexus Dr, Rockford, IL 61108-3015
8
815 Escape
Rockford, Illinois·
5.0
(4) review
We are Rockfords latest and greatest escape room challenge! Looking for a fun outing to challenge your mind and bring you and your group closer together? Look no further! Here at 815 Escape you will be sure to find fun and exciting puzzles and riddles within our rooms! Solve them all as you fight against the clock and get out before your hour is up!
4249 E State St Suite 103, Rockford, IL 61108-2058
9
Frank Lloyd Wright's Laurent House
Rockford, Illinois·
4.5
(63) review
The Laurent House in Rockford, IL is the only building ever designed by Frank Lloyd Wright for a person with a disability. Wright considered the home one of the best 35 works of his career. This single-story Usonian home is both functional and beautiful, decades ahead of ADA requirements. The home features a solar hemicycle footprint, patio, fishpond, carport, and outdoor connectivity to nature.
4646 Spring Brook Rd, Rockford, IL 61114-6362
10
Alliant Energy Center
Madison, Wisconsin·
4.0
(99) review
Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!
1919 Alliant Energy Center Way, Madison, WI 53713-1400
11
First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
12
Artists' Quarter
Saint Paul, Minnesota·
4.0
(9) review
Hamm Building, 7th Place and St. Peter, Saint Paul, MN
13
Phalen 18 Hole Golf Course
Saint Paul, Minnesota·
4.0
(9) review
1615 Phalen Dr E, Saint Paul, MN 55106-1827
14
Norseman Distillery
Minneapolis, Minnesota·
5.0
(98) review
Norseman Distillery, the first micro-distillery in Minneapolis, was founded with principles of using the very best local ingredients to produce small batches of exceptionally fine spirits. From our micro-distillery in northeast Minneapolis, we hand craft each batch with the hopes of inspiring legendary cheer in those who drink it.
451 Taft St NE Suite 19, South Loading Dock, Minneapolis, MN 55413-2831

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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and St. Paul?
The distance is 407 miles
What's the travel time between Chicago and St. Paul?
The driving time can vary depending on traffic conditions, but it is typically 7h 40m mins in normal traffic
What are some of the best cities to visit between Chicago and St. Paul?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to St. Paul?
There are plenty! Here are some stops you shouldn’t miss on your way to St. Paul
What’s the weather like in St. Paul?
The weather in St. Paul is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in St. Paul in January
Weather in St. Paul in February
Weather in St. Paul in March
Weather in St. Paul in April
Weather in St. Paul in May
Weather in St. Paul in June
Weather in St. Paul in July
Weather in St. Paul in August
Weather in St. Paul in September
Weather in St. Paul in October
Weather in St. Paul in November
Weather in St. Paul in December
Interested in a detailed plan for your time in St. Paul?
Plan your dream St. Paul trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in St. Paul
A 2-day itinerary in St. Paul
A 3-day itinerary in St. Paul
A 4-day itinerary in St. Paul
A 5-day itinerary in St. Paul
A 6-day itinerary in St. Paul
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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