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Road trip from Chicago to Santa Cruz
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Sights & Landmarks
Nature & Parks
Water & Amusement Parks
Museums
Fun & Games
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ITINERARY
37h 59m2,192 miles29 stops
1
Michigan Avenue Bridge
The view from the bridge is one of the best vistas the city has to offer.
2
Boystown
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
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
5
Arista Spa & Salon
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.
6
Klehm Arboretum & Botanic Garden
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.
7
1 Hundred West
1 Hundred West, in Davenport, IA, is the leading bar and grille serving Davenport and surrounding areas. We offer craft cocktails and a supper club inspired menu, along with drink specials, nightly features, wings, burgers, beer, family-style chicken fry, ribs, signature drinks, all you can eat fish fry and much more. For your next meal, visit 1 Hundred West in Davenport.
8
Quad Cities Symphony Orchestra
9
Endless Brews
We are a bottle shop & craft beer bar with 20 taps and over 300 select bottles and cans for carry-out.
10
German American Heritage Center
11
Brenton Skating Plaza
12
Fitness Sports
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.
13
Hot Shops Art Center
14
Hollywood Candy
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.
15
Joslyn Art Museum
This property is temporary closed
16
Fun Plex
17
The Farm at Lee Martinez Park
18
Red Butte Garden
Red Butte Garden is the largest botanical garden in the Intermountain West and, together with the University of Utah, is the state arboretum. The Garden has welcomed guests since 1985 and consists of over 21 acres of developed gardens and five miles of hiking trails winding through an extensive Natural Area. All just minutes away from downtown Salt Lake City. The Garden is renowned for plant collections, themed gardens, over 560,000 springtime blooms, gorgeous private rental spaces, a world-class summer concert series, and award-winning horticulture-based educational programs.
19
Sugar House Park
Once the site of Utah Territorial Prison, this park is a lot more pleasant today, with a gently rolling landscape great for running.
20
Great Salt Lake
This 20,000 square mile lake, the second saltiest in the world, is also a wildlife refuge attracting millions of migratory birds every year to the ten islands within it.
21
Rosewood Lakes Golf Course
Championship golf surrounded by the natural beauty of the Nevada desert: players wind through sixty acres of protected wetlands that are home to an abundance of wildlife and waterfowl.
22
Ryan's Saloon & Broiler
23
Wilbur D. May Center
MUSEUM/ GIFT SHOP/ ARBORETUM/ EVENT VENUE/ The Wilbur D. May Center is located in Rancho San Rafael Regional Park at 1595 North Sierra, Reno, Nevada. The Wilbur D. May Museum features rotating exhibits for the whole family, smaller art shows, the permanent collection of Wilbur May's travels around the globe, an adjoining botanical garden, and plays home to many events throughout the year such as weddings, executive fundraisers, and educational seminars.
24
Enchambered: Sacramento Escape Room
Real Escape games let you live the game. We have real-life escape games where teams of 3-12 people are locked into a custom built, challenging and entertaining environments to solve the many mysteries, puzzles and challenges. You need to unlock the final clues to open the door and escape the room. Escape Rooms are fun for all ages.
25
Old Sacramento Schoolhouse Museum
26
Funderland Amusement Park
Historic Funderland Amusement Park is now open for its 2024 78th Anniversary season! First opened in 1946, Funderland continues to delight generations of Northern California families. Located on two lovely acres in Sacramento's beautiful 100+ year-old William Land Park, Funderland features ten child-sized amusement rides and attractions (nine of which children can also share and ride with their parents and grandparents!), four fun photo ops (perfect for family group shots!), a FunderTreats concession stand featuring delicious food, amusement park treats, and drinks, and plenty of big, mature shade trees! Funderland offers families a delightful day outside in welcoming and comfortable surroundings, and is also the perfect place to have your next birthday party, fundraiser, group, or corporate event! Parking is always free, and Funderland's one-price Gate Admission gives guests of all ages both entry to the park AND unlimited rides for the entire day!
27
Oakland California Temple & Visitors' Center
Open to the public, the Oakland California Temple & Visitors' Center is a beautiful and peaceful place to visit. Visitors can walk through the colorful gardens lined with towering palm trees, sit by the fountains and cascading waterfall, enjoy the beautiful view of the San Francisco Bay Area, and feel the peace of the grounds. While you're there, you can take a guided tour at the Visitors' Center, learn more about you're family's history at the FamilySearch Library, and attend events at the Temple Hill Auditorium. Only members of The Church of Jesus Christ of Latter-day Saints can enter the temple itself. A coveted location for photographers, the Oakland Temple is one of the best locations to enjoy a sunset over the Bay. At night, the Oakland Temple is brightly lit and can be seen throughout the Bay Area. Devotionals, concerts, and performances are hosted throughout the month in the Temple Hill Auditorium and most events are free.
28
Lake Merritt
Saltwater lake in the middle of the city.
29
St. Patrick Catholic Church
Customize this Trip
OVERVIEW
Get ready for an unforgettable adventure as we embark on an epic road trip from the bustling streets of Chicago to the sun-kissed shores of Santa Cruz. Our journey will take us through diverse landscapes, charming towns, and unforgettable experiences. Along the way, we'll explore hidden gems, indulge in local flavors, and create memories that will last a lifetime.
As we leave Chicago behind, we'll traverse rolling prairies and encounter historic landmarks that tell the tale of America's past. We'll visit roadside attractions that spark our imaginations and stumble upon cozy cafes that offer a taste of local culture. The open road will beckon us forward, inviting us to embrace the freedom and spontaneity that only a road trip can provide.
Our final destination, Santa Cruz, awaits with open arms. As we approach the coast, the Pacific Ocean's salty breeze will invigorate our senses, and the sound of crashing waves will serenade our arrival. We'll bask in the golden glow of California sunsets, stroll along the iconic boardwalk, and immerse ourselves in the vibrant beach culture that defines this enchanting destination. Along the way, we'll uncover the hidden beauty that lies just off the beaten path, creating a tapestry of memories that will forever be etched in our hearts.
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.
2
Start: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
3
Start: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.
4
Start:Anderson's Bookshop
Naperville, DuPage County, Illinois·
5.0
(9) review
123 W Jefferson Ave, Naperville, IL 60540-5310
5
Start: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.
6
Start: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.
7
Start:1 Hundred West
Davenport, Iowa·
4.0
(8) review
1 Hundred West, in Davenport, IA, is the leading bar and grille serving Davenport and surrounding areas. We offer craft cocktails and a supper club inspired menu, along with drink specials, nightly features, wings, burgers, beer, family-style chicken fry, ribs, signature drinks, all you can eat fish fry and much more. For your next meal, visit 1 Hundred West in Davenport.
8
Start:Quad Cities Symphony Orchestra
Davenport, Iowa·
4.5
(8) review
327 Brady St, Davenport, IA 52801-1508
9
Start: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.
10
Start:German American Heritage Center
Davenport, Iowa·
4.5
(84) review
712 W 2nd St, Davenport, IA 52802-1410
11
Start:Brenton Skating Plaza
Des Moines, Iowa·
4.5
(9) review
520 Robert D Ray Dr, Des Moines, IA 50309-1824
12
Start: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.
13
Start:Hot Shops Art Center
Omaha, Nebraska·
4.5
(96) review
13th & Nicholas, Omaha, NE 68102
14
Start: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.
15
Start:Joslyn Art Museum
Omaha, Nebraska·
4.5
(901) review
This property is temporary closed
16
Start:Fun Plex
Omaha, Nebraska·
3.5
(92) review
7003 Q St, Omaha, NE 68117-1649
17
Start:The Farm at Lee Martinez Park
Fort Collins, Colorado·
4.5
(93) review
600 N Sherwood St, Fort Collins, CO 80521-2061
18
Start:Red Butte Garden
Salt Lake City, Utah·
4.5
(925) review
Red Butte Garden is the largest botanical garden in the Intermountain West and, together with the University of Utah, is the state arboretum. The Garden has welcomed guests since 1985 and consists of over 21 acres of developed gardens and five miles of hiking trails winding through an extensive Natural Area. All just minutes away from downtown Salt Lake City. The Garden is renowned for plant collections, themed gardens, over 560,000 springtime blooms, gorgeous private rental spaces, a world-class summer concert series, and award-winning horticulture-based educational programs.
19
Start:Sugar House Park
Salt Lake City, Utah·
4.5
(99) review
Once the site of Utah Territorial Prison, this park is a lot more pleasant today, with a gently rolling landscape great for running.
20
Start:Great Salt Lake
Salt Lake City, Utah·
4.0
(987) review
This 20,000 square mile lake, the second saltiest in the world, is also a wildlife refuge attracting millions of migratory birds every year to the ten islands within it.
21
Start:Rosewood Lakes Golf Course
Reno, Nevada·
3.0
(9) review
Championship golf surrounded by the natural beauty of the Nevada desert: players wind through sixty acres of protected wetlands that are home to an abundance of wildlife and waterfowl.
22
Start:Ryan's Saloon & Broiler
Reno, Nevada·
4.5
(9) review
924 S Wells Ave, Reno, NV 89502-2522
23
Start:Wilbur D. May Center
Reno, Nevada·
4.5
(97) review
MUSEUM/ GIFT SHOP/ ARBORETUM/ EVENT VENUE/ The Wilbur D. May Center is located in Rancho San Rafael Regional Park at 1595 North Sierra, Reno, Nevada. The Wilbur D. May Museum features rotating exhibits for the whole family, smaller art shows, the permanent collection of Wilbur May's travels around the globe, an adjoining botanical garden, and plays home to many events throughout the year such as weddings, executive fundraisers, and educational seminars.
24
Start:Enchambered: Sacramento Escape Room
Sacramento, California·
5.0
(98) review
Real Escape games let you live the game. We have real-life escape games where teams of 3-12 people are locked into a custom built, challenging and entertaining environments to solve the many mysteries, puzzles and challenges. You need to unlock the final clues to open the door and escape the room. Escape Rooms are fun for all ages.
25
Start:Old Sacramento Schoolhouse Museum
Sacramento, California·
4.0
(98) review
1200 Front St, Sacramento, CA 95814-3247
26
Start:Funderland Amusement Park
Sacramento, California·
4.0
(99) review
Historic Funderland Amusement Park is now open for its 2024 78th Anniversary season! First opened in 1946, Funderland continues to delight generations of Northern California families. Located on two lovely acres in Sacramento's beautiful 100+ year-old William Land Park, Funderland features ten child-sized amusement rides and attractions (nine of which children can also share and ride with their parents and grandparents!), four fun photo ops (perfect for family group shots!), a FunderTreats concession stand featuring delicious food, amusement park treats, and drinks, and plenty of big, mature shade trees! Funderland offers families a delightful day outside in welcoming and comfortable surroundings, and is also the perfect place to have your next birthday party, fundraiser, group, or corporate event! Parking is always free, and Funderland's one-price Gate Admission gives guests of all ages both entry to the park AND unlimited rides for the entire day!
27
Start:Oakland California Temple & Visitors' Center
Oakland, California·
5.0
(940) review
Open to the public, the Oakland California Temple & Visitors' Center is a beautiful and peaceful place to visit. Visitors can walk through the colorful gardens lined with towering palm trees, sit by the fountains and cascading waterfall, enjoy the beautiful view of the San Francisco Bay Area, and feel the peace of the grounds. While you're there, you can take a guided tour at the Visitors' Center, learn more about you're family's history at the FamilySearch Library, and attend events at the Temple Hill Auditorium. Only members of The Church of Jesus Christ of Latter-day Saints can enter the temple itself. A coveted location for photographers, the Oakland Temple is one of the best locations to enjoy a sunset over the Bay. At night, the Oakland Temple is brightly lit and can be seen throughout the Bay Area. Devotionals, concerts, and performances are hosted throughout the month in the Temple Hill Auditorium and most events are free.
28
Start:Lake Merritt
Oakland, California·
4.5
(926) review
Saltwater lake in the middle of the city.
29
Start:St. Patrick Catholic Church
San Francisco, California·
4.0
(98) review
756 Mission St, San Francisco, CA 94103-3113
CHECKLIST
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Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
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Frequently Asked Questions
What's the driving distance between Chicago and Santa Cruz?
The distance is 2,192 miles
What's the travel time between Chicago and Santa Cruz?
The driving time can vary depending on traffic conditions, but it is typically 37h 59m mins in normal traffic
What are some of the best cities to visit between Chicago and Santa Cruz?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Santa Cruz?
There are plenty! Here are some stops you shouldn’t miss on your way to Santa Cruz
What’s the weather like in Santa Cruz?
The weather in Santa Cruz is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Santa Cruz in January
Weather in Santa Cruz in February
Weather in Santa Cruz in March
Weather in Santa Cruz in April
Weather in Santa Cruz in May
Weather in Santa Cruz in June
Weather in Santa Cruz in July
Weather in Santa Cruz in August
Weather in Santa Cruz in September
Weather in Santa Cruz in October
Weather in Santa Cruz in November
Weather in Santa Cruz in December
Interested in a detailed plan for your time in Santa Cruz?
Plan your dream Santa Cruz trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Santa Cruz
A 2-day itinerary in Santa Cruz
A 3-day itinerary in Santa Cruz
A 4-day itinerary in Santa Cruz
A 5-day itinerary in Santa Cruz
A 6-day itinerary in Santa Cruz
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
