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By Huuk Team

Road trip from Chicago to Colorado Springs

All Category
iconSights & Landmarks
iconFun & Games
iconOutdoor Activities
iconFood & Drink
iconShopping
iconSpas & Wellness

ITINERARY

18h 58m1,072 miles12 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
Fitness Sports
8810 Swanson Blvd, Des Moines, IA 50325-6910
Iowa's first Specialty Running & Walking store with a emphasis on personal service. Ou r stone motto is "Where You have the Right to B-Fit". Est. in 1984.
8
Someday Rentals
15420 Galena St, Denver, CO 80602-5634
Locally Owned & Operated We are a new start-up based in Brighton, CO. We are hoping to bring the joy and excitement of the world of boating to those who don't have their own boat. As a new start-up we strive to bring you the best prices in the state with the highest quality service.
9
Bass Pro Shops Outdoor World
7970 E Northfield Blvd, Denver, CO 80238-3527
10
Locked In Escapes
2760 N Academy Blvd Suite 301, Colorado Springs, CO 80917-5324
You have 60 minutes to find the clues and solve the puzzles. Can you escape?
11
World Arena
3185 Venetucci Blvd, Colorado Springs, CO 80906-4020
12
Glen Eyrie Castle
3820 N 30th St, Colorado Springs, CO 80904-5001
Nestled on 750 breathtaking acres with 95 rooms, Glen Eyrie's stunning beauty and rich heritage creates a place where guests can get away to rejuvenate and spend time in a safe setting. Glen Eyrie provides a unique guest experience which sets the stage for all to discover, explore, and be transformed. Guests can enjoy overnight stays, historical tours, Castle teas, enriching programs, retreats, group events or a conference. Come visit the home of General William Jackson Palmer, the founder of the city of Colorado Springs. Glen Eyrie is a ministry of The Navigators, and is built upon the unique intersection of natural, historical, and spiritual heritage.
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OVERVIEW

Imagine a thrilling adventure where the vibrant cityscapes of Chicago fade into a breathtaking panorama of rolling hills, snow-capped peaks, and shimmering lakes. As you embark on your eastward journey, you'll traverse the vast expanse of the Great Plains, where towering windmills stand sentinel like gentle giants. Along the way, marvel at the ever-changing landscape, from lush prairies to serene farmlands, each scene a testament to nature's artistry.

As you approach your destination, the towering Rocky Mountains will emerge on the horizon, their jagged peaks reaching towards the heavens. The air will grow crisp and invigorating, carrying the scent of pine forests and the promise of adventure. The journey culminates in the vibrant city of Colorado Springs, nestled at the foot of Pikes Peak, where stunning views and exhilarating experiences await.

Immerse yourself in the vibrant spirit of Colorado Springs, a city where the rugged beauty of the mountains meets the urban allure of a bustling metropolis. Discover a world of natural wonders, from the awe-inspiring Garden of the Gods to the tranquil shores of Cheyenne Lake. Embrace the thrill of adventure, whether it's hiking through pristine trails or soaring down the slopes of world-renowned ski resorts. As you explore this captivating destination, you'll create memories that will last a lifetime.

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
Fitness Sports
Des Moines, Iowa·
5.0
(9) review
Iowa's first Specialty Running & Walking store with a emphasis on personal service. Ou r stone motto is "Where You have the Right to B-Fit". Est. in 1984.
8810 Swanson Blvd, Des Moines, IA 50325-6910
8
Someday Rentals
Denver, Colorado·
(0) review
Locally Owned & Operated We are a new start-up based in Brighton, CO. We are hoping to bring the joy and excitement of the world of boating to those who don't have their own boat. As a new start-up we strive to bring you the best prices in the state with the highest quality service.
15420 Galena St, Denver, CO 80602-5634
9
Bass Pro Shops Outdoor World
Denver, Colorado·
4.5
(93) review
7970 E Northfield Blvd, Denver, CO 80238-3527
10
Locked In Escapes
Colorado Springs, El Paso County, Colorado·
5.0
(95) review
You have 60 minutes to find the clues and solve the puzzles. Can you escape?
2760 N Academy Blvd Suite 301, Colorado Springs, CO 80917-5324
11
World Arena
Colorado Springs, El Paso County, Colorado·
4.0
(94) review
3185 Venetucci Blvd, Colorado Springs, CO 80906-4020
12
Glen Eyrie Castle
Colorado Springs, El Paso County, Colorado·
4.5
(914) review
Nestled on 750 breathtaking acres with 95 rooms, Glen Eyrie's stunning beauty and rich heritage creates a place where guests can get away to rejuvenate and spend time in a safe setting. Glen Eyrie provides a unique guest experience which sets the stage for all to discover, explore, and be transformed. Guests can enjoy overnight stays, historical tours, Castle teas, enriching programs, retreats, group events or a conference. Come visit the home of General William Jackson Palmer, the founder of the city of Colorado Springs. Glen Eyrie is a ministry of The Navigators, and is built upon the unique intersection of natural, historical, and spiritual heritage.
3820 N 30th St, Colorado Springs, CO 80904-5001
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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Colorado Springs?
The distance is 1,072 miles
What's the travel time between Chicago and Colorado Springs?
The driving time can vary depending on traffic conditions, but it is typically 18h 58m mins in normal traffic
What are some of the best cities to visit between Chicago and Colorado Springs?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Colorado Springs?
There are plenty! Here are some stops you shouldn’t miss on your way to Colorado Springs
What’s the weather like in Colorado Springs?
The weather in Colorado Springs is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Colorado Springs in January
Weather in Colorado Springs in February
Weather in Colorado Springs in March
Weather in Colorado Springs in April
Weather in Colorado Springs in May
Weather in Colorado Springs in June
Weather in Colorado Springs in July
Weather in Colorado Springs in August
Weather in Colorado Springs in September
Weather in Colorado Springs in October
Weather in Colorado Springs in November
Weather in Colorado Springs in December
Interested in a detailed plan for your time in Colorado Springs?
Plan your dream Colorado Springs trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Colorado Springs
A 2-day itinerary in Colorado Springs
A 3-day itinerary in Colorado Springs
A 4-day itinerary in Colorado Springs
A 5-day itinerary in Colorado Springs
A 6-day itinerary in Colorado Springs
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