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By Huuk Team

Road trip from Chicago to Toledo

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ITINERARY

4h 39m241 miles5 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
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
5
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.
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OVERVIEW

Get ready for an exciting journey from the bustling city of Chicago to the vibrant city of Toledo! Our adventure will take us through the heart of the Midwest, showcasing its diverse landscapes and rich history. Along the way, we'll marvel at towering skyscrapers, serene countryside, and charming small towns. The journey is filled with opportunities to explore hidden gems, indulge in local flavors, and create lasting memories.

As we embark on our adventure, we'll leave behind the towering skyscrapers of Chicago and venture into the serene embrace of the countryside. Rolling hills, lush forests, and tranquil lakes will greet us as we travel through the vast Midwestern landscape. The gentle rhythm of the journey will allow us to unwind and soak in the beauty that surrounds us. We'll make stops at quaint towns along the way, where we can delve into their unique cultures and savor the local flavors.

As we approach Toledo, the landscape transforms into a vibrant urban tapestry. The city's rich history and thriving arts scene await our exploration. We'll wander through historic districts, admire stunning architecture, and experience the pulse of a modern metropolis. Our journey from Chicago to Toledo promises a delightful blend of urban excitement and rural tranquility, creating an unforgettable travel experience for all who join us.

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
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
5
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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GPS device or app
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Car charger and portable battery
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Water bottles and snacks
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Travel pillow and blanket
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Sunglasses and sunscreen
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First-aid kit
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Trash bags
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Hand sanitizer and wet wipes
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Driver’s license and vehicle registration
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Cash and cards
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Camera or smartphone
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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Toledo?
The distance is 241 miles
What's the travel time between Chicago and Toledo?
The driving time can vary depending on traffic conditions, but it is typically 4h 39m mins in normal traffic
What are some of the best cities to visit between Chicago and Toledo?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Toledo?
There are plenty! Here are some stops you shouldn’t miss on your way to Toledo
What’s the weather like in Toledo?
The weather in Toledo is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Toledo in January
Weather in Toledo in February
Weather in Toledo in March
Weather in Toledo in April
Weather in Toledo in May
Weather in Toledo in June
Weather in Toledo in July
Weather in Toledo in August
Weather in Toledo in September
Weather in Toledo in October
Weather in Toledo in November
Weather in Toledo in December
Interested in a detailed plan for your time in Toledo?
Plan your dream Toledo trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Toledo
A 2-day itinerary in Toledo
A 3-day itinerary in Toledo
A 4-day itinerary in Toledo
A 5-day itinerary in Toledo
A 6-day itinerary in Toledo
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