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By Huuk Team

Road trip from Chicago to Mobile

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ITINERARY

16h 26m858 miles7 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
Frost Town Brewing
100 N Jackson St, Houston, TX 77002-1308
5
The Haunted Book Shop
9 S Joachim St across from Cafe 219 and The Saenger Theater, Mobile, AL 36602-2707
6
Government Street
Government Street Highways 90/98, Mobile, AL 36604
7
Spanish Plaza Park
401 Government St, Mobile, AL
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OVERVIEW

Discover the wonders of this journey that will take you from the bustling streets of Chicago to the charming shores of Mobile. Along the way, you'll witness a breathtaking panorama of landscapes, immerse yourself in rich cultures, and savor delectable culinary delights. Prepare to traverse diverse terrains, from the vibrant urban tapestry to the tranquil embrace of nature.

As the journey unfolds, you'll encounter a kaleidoscope of cities and towns, each with its unique character and allure. Explore historic landmarks, uncover hidden gems, and engage with friendly locals who will gladly share their stories and traditions. Indulge in mouthwatering regional specialties, tantalizing your taste buds with flavors that reflect the region's heritage. Embrace the vibrant spirit of the South as you delve into its rich musical and artistic traditions.

The journey culminates in Mobile, a city steeped in history and charm. Immerse yourself in the vibrant atmosphere of Mardi Gras celebrations, marvel at the towering beauty of historic battleships, and stroll along the picturesque waterfront, where the gentle breeze carries the salty tang of the ocean. Allow the warmth of Southern hospitality to embrace you as you discover the hidden treasures that make Mobile a truly unforgettable destination.

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
Frost Town Brewing
Houston, Texas·
4.5
(2) review
100 N Jackson St, Houston, TX 77002-1308
5
The Haunted Book Shop
Mobile, Alabama·
5.0
(9) review
9 S Joachim St across from Cafe 219 and The Saenger Theater, Mobile, AL 36602-2707
6
Government Street
Mobile, Alabama·
4.0
(9) review
Government Street Highways 90/98, Mobile, AL 36604
7
Spanish Plaza Park
Mobile, Alabama·
4.0
(9) review
401 Government St, Mobile, AL

CHECKLIST

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GPS device or app
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Download Offline Map
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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 Mobile?
The distance is 858 miles
What's the travel time between Chicago and Mobile?
The driving time can vary depending on traffic conditions, but it is typically 16h 26m mins in normal traffic
What are some of the best cities to visit between Chicago and Mobile?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Mobile?
There are plenty! Here are some stops you shouldn’t miss on your way to Mobile
What’s the weather like in Mobile?
The weather in Mobile is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Mobile in January
Weather in Mobile in February
Weather in Mobile in March
Weather in Mobile in April
Weather in Mobile in May
Weather in Mobile in June
Weather in Mobile in July
Weather in Mobile in August
Weather in Mobile in September
Weather in Mobile in October
Weather in Mobile in November
Weather in Mobile in December
Interested in a detailed plan for your time in Mobile?
Plan your dream Mobile trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Mobile
A 2-day itinerary in Mobile
A 3-day itinerary in Mobile
A 4-day itinerary in Mobile
A 5-day itinerary in Mobile
A 6-day itinerary in Mobile
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