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By Huuk Team

Road trip from Chicago to Chula Vista

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ITINERARY

36h 37m2,087 miles19 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
Quad Cities Symphony Orchestra
327 Brady St, Davenport, IA 52801-1508
4
Endless Brews
310 N Main St, Davenport, IA 52801-1410
We are a bottle shop & craft beer bar with 20 taps and over 300 select bottles and cans for carry-out.
5
German American Heritage Center
712 W 2nd St, Davenport, IA 52802-1410
6
Brenton Skating Plaza
520 Robert D Ray Dr, Des Moines, IA 50309-1824
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
Hot Shops Art Center
13th & Nicholas, Omaha, NE 68102
9
Strawberry Farms Golf Club
11 Strawberry Farm Rd, Irvine, CA 92612-2300
10
Anderson's Bookshop
123 W Jefferson Ave, Naperville, IL 60540-5310
11
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.
12
Klehm Arboretum & Botanic Garden
2715 S Main St, Rockford, IL 61102-3925
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
13
Hollywood Candy
1209 Jackson St Omaha, NE, Omaha, NE 68102-2826
Hollywood Candy is a giant candy store proudly serving Omaha’s Old Market since 2007. We offer a large selection of housemate chocolate candy including our chocolate covered bacon, chocolate potato chips, candy cookie pops and our famous Peanut Butter Surprise. We have all flavors or Jelly Belly jelly beans and a large selection of M&M’s. We offer the largest selection of bulk candy in the area including hard to find retro brands, favorite brands like Hershey’s and Oreo, rock candy, gummies, sour candy, and lollipops. Our Soda Shoppe offers over 200 varieties of familiar and unique soda brands. We have the largest collection of PEZ dispensers for everyone to enjoy plus a large assortment for sale.
14
Fun Plex
7003 Q St, Omaha, NE 68117-1649
15
LoDo Massage Studio
3101 Walnut St Ste 200, Denver, CO 80205-2330
Therapeutic Massage Services! At LoDo Massage Studio, we believe a good massage can be a powerful tool to reshape and restore how your body feels and functions. Our massage therapists are talented, licensed, experts who are passionate about providing transformational therapeutic bodywork. Our studio encourages our LMTs to use their unique experience and skill to customize your massage to your body’s exact needs by using a wide range of modalities. Looking for a place to start? Named for our beloved city, our signature Mile High Massage service is tailored to suit you just right. You could also choose a relaxing Swedish massage, invigorating Sports Massage, or effective Neuromuscular Massage. We also offer add-ons like Aromatherapy, and Hot Towels to create a massage bespoke for your body.
16
Yorba Regional Park
7600 E La Palma Ave, Anaheim, CA 92807-2444
17
The Rat Pack is Back
255 E Flamingo Rd Tuscany Suites and Casino, Las Vegas, NV 89169-4708
The number 1 Rat Pack show in the world, now in its' 24th year. The only show of its' kind with an award from the Congress of the United States of America, a full time show running in Las Vegas and national and international touring companies, appearances in over 40 states, 8000 performances and over 3 million satisfied customers.
18
Shadow Creek Golf Club
3 Shadow Creek Dr, Las Vegas, NV 89081-2404
Designed by Tom Fazio, this magnificent 18-hole championship course is characterized by sparkling creeks, towering waterfalls and lush gardens, all of which are framed by commanding mountains.
19
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

Are you excited to embark on a grand adventure from the bustling metropolis of Chicago to the sunny shores of Chula Vista? This epic journey will take you through a kaleidoscope of landscapes, from towering skyscrapers to rolling hills and shimmering oceans. Along the way, you'll encounter diverse cultures, vibrant cities, and awe-inspiring natural wonders.

Your adventure begins in the heart of the Midwest, in the vibrant city of Chicago. Explore its iconic landmarks, marvel at its world-class museums, and indulge in its delectable deep-dish pizza. As you venture westward, the landscape transforms into a tapestry of rolling hills, lush forests, and sparkling lakes. Traverse the mighty Mississippi River and witness the majestic Rocky Mountains rising in the distance.

As you approach the Pacific coast, the terrain gives way to sprawling deserts and rugged mountains. Embrace the vibrant culture of San Diego, visit its renowned attractions, and soak up the sun on its pristine beaches. Finally, your journey culminates in the charming coastal city of Chula Vista, where you can bask in the year-round sunshine and enjoy the serene beauty of the San Diego Bay.

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
Quad Cities Symphony Orchestra
Davenport, Iowa·
4.5
(8) review
327 Brady St, Davenport, IA 52801-1508
4
Endless Brews
Davenport, Iowa·
4.5
(9) review
We are a bottle shop & craft beer bar with 20 taps and over 300 select bottles and cans for carry-out.
310 N Main St, Davenport, IA 52801-1410
5
German American Heritage Center
Davenport, Iowa·
4.5
(84) review
712 W 2nd St, Davenport, IA 52802-1410
6
Brenton Skating Plaza
Des Moines, Iowa·
4.5
(9) review
520 Robert D Ray Dr, Des Moines, IA 50309-1824
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
Hot Shops Art Center
Omaha, Nebraska·
4.5
(96) review
13th & Nicholas, Omaha, NE 68102
9
Strawberry Farms Golf Club
Irvine, California·
4.0
(99) review
11 Strawberry Farm Rd, Irvine, CA 92612-2300
10
Anderson's Bookshop
Naperville, DuPage County, Illinois·
5.0
(9) review
123 W Jefferson Ave, Naperville, IL 60540-5310
11
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
12
Klehm Arboretum & Botanic Garden
Rockford, Illinois·
4.5
(83) review
This year-round garden, which started as a commercial nursery, includes 155 acres of trees and 300 woody plant species mapped and labeled. The gardens include: a Rhododendron and Azalea dell, Hosta Garden, Nancy Olsen's Children's Garden, Fountain Garden, Demonstration Garden, Peony Garden, Grasses Garden,Woodland Wildflower Garden and Plant-a-Row garden. There are several signature events hosted each year also. Botanica luncheon,Garden Fair, Plant Sale, Woodsong Concert Series, Autumn in the Arboretum and Twilight in the Garden are all popular annual events.
2715 S Main St, Rockford, IL 61102-3925
13
Hollywood Candy
Omaha, Nebraska·
4.0
(99) review
Hollywood Candy is a giant candy store proudly serving Omaha’s Old Market since 2007. We offer a large selection of housemate chocolate candy including our chocolate covered bacon, chocolate potato chips, candy cookie pops and our famous Peanut Butter Surprise. We have all flavors or Jelly Belly jelly beans and a large selection of M&M’s. We offer the largest selection of bulk candy in the area including hard to find retro brands, favorite brands like Hershey’s and Oreo, rock candy, gummies, sour candy, and lollipops. Our Soda Shoppe offers over 200 varieties of familiar and unique soda brands. We have the largest collection of PEZ dispensers for everyone to enjoy plus a large assortment for sale.
1209 Jackson St Omaha, NE, Omaha, NE 68102-2826
14
Fun Plex
Omaha, Nebraska·
3.5
(92) review
7003 Q St, Omaha, NE 68117-1649
15
LoDo Massage Studio
Denver, Colorado·
5.0
(99) review
Therapeutic Massage Services! At LoDo Massage Studio, we believe a good massage can be a powerful tool to reshape and restore how your body feels and functions. Our massage therapists are talented, licensed, experts who are passionate about providing transformational therapeutic bodywork. Our studio encourages our LMTs to use their unique experience and skill to customize your massage to your body’s exact needs by using a wide range of modalities. Looking for a place to start? Named for our beloved city, our signature Mile High Massage service is tailored to suit you just right. You could also choose a relaxing Swedish massage, invigorating Sports Massage, or effective Neuromuscular Massage. We also offer add-ons like Aromatherapy, and Hot Towels to create a massage bespoke for your body.
3101 Walnut St Ste 200, Denver, CO 80205-2330
16
Yorba Regional Park
Anaheim, California·
4.5
(97) review
7600 E La Palma Ave, Anaheim, CA 92807-2444
17
The Rat Pack is Back
Las Vegas, Nevada·
4.0
(999) review
The number 1 Rat Pack show in the world, now in its' 24th year. The only show of its' kind with an award from the Congress of the United States of America, a full time show running in Las Vegas and national and international touring companies, appearances in over 40 states, 8000 performances and over 3 million satisfied customers.
255 E Flamingo Rd Tuscany Suites and Casino, Las Vegas, NV 89169-4708
18
Shadow Creek Golf Club
Las Vegas, Nevada·
4.5
(69) review
Designed by Tom Fazio, this magnificent 18-hole championship course is characterized by sparkling creeks, towering waterfalls and lush gardens, all of which are framed by commanding mountains.
3 Shadow Creek Dr, Las Vegas, NV 89081-2404
19
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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FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Chula Vista?
The distance is 2,087 miles
What's the travel time between Chicago and Chula Vista?
The driving time can vary depending on traffic conditions, but it is typically 36h 37m mins in normal traffic
What are some of the best cities to visit between Chicago and Chula Vista?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Chula Vista?
There are plenty! Here are some stops you shouldn’t miss on your way to Chula Vista
What’s the weather like in Chula Vista?
The weather in Chula Vista is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Chula Vista in January
Weather in Chula Vista in February
Weather in Chula Vista in March
Weather in Chula Vista in April
Weather in Chula Vista in May
Weather in Chula Vista in June
Weather in Chula Vista in July
Weather in Chula Vista in August
Weather in Chula Vista in September
Weather in Chula Vista in October
Weather in Chula Vista in November
Weather in Chula Vista in December
Interested in a detailed plan for your time in Chula Vista?
Plan your dream Chula Vista trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Chula Vista
A 2-day itinerary in Chula Vista
A 3-day itinerary in Chula Vista
A 4-day itinerary in Chula Vista
A 5-day itinerary in Chula Vista
A 6-day itinerary in Chula Vista
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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