logo
By Huuk Team

Road trip from Chicago to Anaheim

All Category
iconOutdoor Activities
iconMuseums
iconNature & Parks
iconSights & Landmarks
iconConcerts & Shows
iconFun & Games
iconFood & Drink
Show more (5+)

ITINERARY

35h 8m2,008 miles23 stops
1
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.
2
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.
3
Yorba Regional Park
7600 E La Palma Ave, Anaheim, CA 92807-2444
4
Strawberry Farms Golf Club
11 Strawberry Farm Rd, Irvine, CA 92612-2300
5
Anaheim Convention Center
800 W Katella Ave Suite 600, Anaheim, CA 92802-3496
6
International Surfing Museum
411 Olive Ave, Huntington Beach, CA 92648-5142
7
Zippy Shuttle
Los Angeles, CA
Private van transport. TOURS of Los Angeles, Hollywood, Beach areas or anything of your choice. You can stay as long as you want at any of the locations. We pick up Curbside at LAX. Child safety seats are complimentary.
8
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.
9
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
10
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.
11
Anderson's Bookshop
123 W Jefferson Ave, Naperville, IL 60540-5310
12
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.
13
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.
14
Quad Cities Symphony Orchestra
327 Brady St, Davenport, IA 52801-1508
15
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.
16
German American Heritage Center
712 W 2nd St, Davenport, IA 52802-1410
17
Brenton Skating Plaza
520 Robert D Ray Dr, Des Moines, IA 50309-1824
18
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.
19
Hot Shops Art Center
13th & Nicholas, Omaha, NE 68102
20
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.
21
Fun Plex
7003 Q St, Omaha, NE 68117-1649
22
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.
23
Epic Mountain Express
Denver, CO 81632
>> Now Epic Pass Holders save 20% with Epic Mountain Rewards! Just enter your pass # at check out! No black out dates, just savings. Epic Mountain Express has 40 years of experience, bringing mountain travelers to and from mountain ski resorts from Denver International Airport and Vail Eagle County Airport. There are shuttles to/ from Denver Airport and Eagle County (Vail) Airport, as well as hourly around-town service, private shuttles, and group event transportation. Epic Mountain Express' services Colorado's resort areas including Breckenridge, Keystone, Frisco, Vail, Beaver Creek, and Avon. Both door to door service and point to point (transfer centers) service are available. With comprehensive driver training, a focus on health and safety measures, and frequent scheduled departures from the airport, choose Epic Mountain Express. Look for special offers and coupons on line, too.
Customize this Trip

OVERVIEW

Get ready for an epic adventure as we embark on a thrilling journey across the vast expanse of the United States! We'll traverse bustling cities, serene landscapes, and everything in between. Along the way, we'll encounter iconic landmarks, uncover hidden gems, and create memories that will last a lifetime. From the vibrant streets of Chicago to the sunny shores of Anaheim, this adventure promises endless excitement and countless wonders to discover.

As we depart from the Windy City, we'll bid farewell to towering skyscrapers and embark on a westward journey filled with breathtaking scenery. We'll marvel at the rolling hills and lush greenery that stretch out before us, each mile bringing us closer to our destination. Along the way, we'll encounter charming towns and historic sites, each with its own unique story to tell.

As we approach the sun-kissed shores of Southern California, the excitement will reach its peak. We'll soak up the coastal vibes, feel the warm breeze on our faces, and prepare for the adventure that awaits us in the heart of Disneyland. This magical kingdom promises endless fun, unforgettable encounters, and a world of dreams come true. So, pack your bags and get ready for an adventure that will stay with you forever!

1
Start: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
2
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
3
Yorba Regional Park
Anaheim, California·
4.5
(97) review
7600 E La Palma Ave, Anaheim, CA 92807-2444
4
Strawberry Farms Golf Club
Irvine, California·
4.0
(99) review
11 Strawberry Farm Rd, Irvine, CA 92612-2300
5
Anaheim Convention Center
Anaheim, California·
4.5
(976) review
800 W Katella Ave Suite 600, Anaheim, CA 92802-3496
6
International Surfing Museum
Huntington Beach, California·
4.0
(99) review
411 Olive Ave, Huntington Beach, CA 92648-5142
7
Zippy Shuttle
Los Angeles, California·
4.5
(98) review
Private van transport. TOURS of Los Angeles, Hollywood, Beach areas or anything of your choice. You can stay as long as you want at any of the locations. We pick up Curbside at LAX. Child safety seats are complimentary.
Los Angeles, CA
8
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
9
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
10
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
11
Anderson's Bookshop
Naperville, DuPage County, Illinois·
5.0
(9) review
123 W Jefferson Ave, Naperville, IL 60540-5310
12
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
13
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
14
Quad Cities Symphony Orchestra
Davenport, Iowa·
4.5
(8) review
327 Brady St, Davenport, IA 52801-1508
15
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
16
German American Heritage Center
Davenport, Iowa·
4.5
(84) review
712 W 2nd St, Davenport, IA 52802-1410
17
Brenton Skating Plaza
Des Moines, Iowa·
4.5
(9) review
520 Robert D Ray Dr, Des Moines, IA 50309-1824
18
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
19
Hot Shops Art Center
Omaha, Nebraska·
4.5
(96) review
13th & Nicholas, Omaha, NE 68102
20
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
21
Fun Plex
Omaha, Nebraska·
3.5
(92) review
7003 Q St, Omaha, NE 68117-1649
22
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
23
Epic Mountain Express
Denver, Colorado·
4.0
(304) review
>> Now Epic Pass Holders save 20% with Epic Mountain Rewards! Just enter your pass # at check out! No black out dates, just savings. Epic Mountain Express has 40 years of experience, bringing mountain travelers to and from mountain ski resorts from Denver International Airport and Vail Eagle County Airport. There are shuttles to/ from Denver Airport and Eagle County (Vail) Airport, as well as hourly around-town service, private shuttles, and group event transportation. Epic Mountain Express' services Colorado's resort areas including Breckenridge, Keystone, Frisco, Vail, Beaver Creek, and Avon. Both door to door service and point to point (transfer centers) service are available. With comprehensive driver training, a focus on health and safety measures, and frequent scheduled departures from the airport, choose Epic Mountain Express. Look for special offers and coupons on line, too.
Denver, CO 81632

CHECKLIST

icon
GPS device or app
icon
Download Offline Map
icon
Car charger and portable battery
icon
Water bottles and snacks
icon
Travel pillow and blanket
icon
Sunglasses and sunscreen
icon
First-aid kit
icon
Trash bags
icon
Hand sanitizer and wet wipes
icon
Driver’s license and vehicle registration
icon
Cash and cards
icon
Camera or smartphone
Unlock Effortless Travel Planning
Create your dream trip in minutes by this prompt. Try now!
FAQ
Frequently Asked Questions
What's the driving distance between Chicago and Anaheim?
The distance is 2,008 miles
What's the travel time between Chicago and Anaheim?
The driving time can vary depending on traffic conditions, but it is typically 35h 8m mins in normal traffic
What are some of the best cities to visit between Chicago and Anaheim?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Anaheim?
There are plenty! Here are some stops you shouldn’t miss on your way to Anaheim
What’s the weather like in Anaheim?
The weather in Anaheim is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Anaheim in January
Weather in Anaheim in February
Weather in Anaheim in March
Weather in Anaheim in April
Weather in Anaheim in May
Weather in Anaheim in June
Weather in Anaheim in July
Weather in Anaheim in August
Weather in Anaheim in September
Weather in Anaheim in October
Weather in Anaheim in November
Weather in Anaheim in December
Interested in a detailed plan for your time in Anaheim?
Plan your dream Anaheim trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Anaheim
A 2-day itinerary in Anaheim
A 3-day itinerary in Anaheim
A 4-day itinerary in Anaheim
A 5-day itinerary in Anaheim
A 6-day itinerary in Anaheim
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
logo
Features
Roadtrip PlanBlogAI Agent for TravelNear byFeedback
About
About HuukPolicyTermsPrivacy
Contact us
DiscordFacebookTiktokInstagramYoutubeLinkedin