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By Huuk Team

Road trip from Toledo to Sioux Falls

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iconSights & Landmarks
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iconNightlife

ITINERARY

15h 14m820 miles11 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 Japanese Gardens
318 Spring Creek Rd, Rockford, IL 61107-1035
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
5
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!
6
Washburn Observatory
1401 Observatory Dr, Madison, WI 53706-1209
7
First Unitarian Meeting House of Madison
900 University Bay Dr, Madison, WI 53705-2298
8
Eastbank Art Gallery
401 E 8th St Ste 116, Sioux Falls, SD 57103-7005
EastBank Art Gallery is an association of local and regional fine artists with a storefront on the boardwalk of the 8th & Railroad building on East 8th Street near downtown Sioux Falls.
9
Stogeez Cigar Lounge
201 E 11th St, Sioux Falls, SD 57104-6748
10
Stockyards Ag Experience
301 E Falls Park Dr Main Entrance is on the South side of the building., Sioux Falls, SD 57104-5962
We deepen the connection between agriculture to everyday life with learning experiences that highlight history, science, culture and economic impact. We educate through interactive displays, hands-on learning and vibrant stories.
11
Little Wine Cellar Co
2390 S Louise Ave, Sioux Falls, SD 57106-4337
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OVERVIEW

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 Japanese Gardens
Rockford, Illinois·
4.5
(863) review
Anderson Japanese Gardens is proud of its longstanding reputation as one of the highest quality Japanese gardens in North America. Our passion, however, is how the Garden positively impacts individuals and the communities where they live. We are committed to presenting first-class programs, events, and opportunities that bring people together in this uplifting natural setting.
318 Spring Creek Rd, Rockford, IL 61107-1035
5
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
6
Washburn Observatory
Madison, Wisconsin·
4.5
(9) review
1401 Observatory Dr, Madison, WI 53706-1209
7
First Unitarian Meeting House of Madison
Madison, Wisconsin·
4.5
(96) review
900 University Bay Dr, Madison, WI 53705-2298
8
Eastbank Art Gallery
Sioux Falls, South Dakota·
5.0
(7) review
EastBank Art Gallery is an association of local and regional fine artists with a storefront on the boardwalk of the 8th & Railroad building on East 8th Street near downtown Sioux Falls.
401 E 8th St Ste 116, Sioux Falls, SD 57103-7005
9
Stogeez Cigar Lounge
Sioux Falls, South Dakota·
4.0
(8) review
201 E 11th St, Sioux Falls, SD 57104-6748
10
Stockyards Ag Experience
Sioux Falls, South Dakota·
4.5
(8) review
We deepen the connection between agriculture to everyday life with learning experiences that highlight history, science, culture and economic impact. We educate through interactive displays, hands-on learning and vibrant stories.
301 E Falls Park Dr Main Entrance is on the South side of the building., Sioux Falls, SD 57104-5962
11
Little Wine Cellar Co
Sioux Falls, South Dakota·
5.0
(9) review
2390 S Louise Ave, Sioux Falls, SD 57106-4337

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Toledo and Sioux Falls?
The distance is 820 miles
What's the travel time between Toledo and Sioux Falls?
The driving time can vary depending on traffic conditions, but it is typically 15h 14m mins in normal traffic
What are some of the best cities to visit between Toledo and Sioux Falls?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Sioux Falls?
There are plenty! Here are some stops you shouldn’t miss on your way to Sioux Falls
What’s the weather like in Sioux Falls?
The weather in Sioux Falls is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Sioux Falls in January
Weather in Sioux Falls in February
Weather in Sioux Falls in March
Weather in Sioux Falls in April
Weather in Sioux Falls in May
Weather in Sioux Falls in June
Weather in Sioux Falls in July
Weather in Sioux Falls in August
Weather in Sioux Falls in September
Weather in Sioux Falls in October
Weather in Sioux Falls in November
Weather in Sioux Falls in December
Interested in a detailed plan for your time in Sioux Falls?
Plan your dream Sioux Falls trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Sioux Falls
A 2-day itinerary in Sioux Falls
A 3-day itinerary in Sioux Falls
A 4-day itinerary in Sioux Falls
A 5-day itinerary in Sioux Falls
A 6-day itinerary in Sioux Falls
Where else can I travel to if I'm starting my trip in Toledo?
We have a lot of great trip options for Toledo! See the links below for all the itineraries we created for you