By Huuk Team

Road trip from Chicago to Olympia

All Category

Sights & Landmarks

Shopping

Nightlife

Museums

Nature & Parks

Classes & Workshops

ITINERARY

36h 57m2,094 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

Alliant Energy Center

1919 Alliant Energy Center Way, Madison, WI 53713-1400

Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!

5

First Unitarian Meeting House of Madison

900 University Bay Dr, Madison, WI 53705-2298

6

Stogeez Cigar Lounge

201 E 11th St, Sioux Falls, SD 57104-6748

7

Stockyards Ag Experience

301 E Falls Park Dr Main Entrance is on the South side of the building., Sioux Falls, SD 57104-5962

We deepen the connection between agriculture to everyday life with learning experiences that highlight history, science, culture and economic impact. We educate through interactive displays, hands-on learning and vibrant stories.

8

Little Wine Cellar Co

2390 S Louise Ave, Sioux Falls, SD 57106-4337

9

Spokane Valley Mall

14700 E Indiana Ave, Spokane, WA 99216-1839

10

SkyRide

Riverfront Park, Spokane, WA 99201

11

Saint James Cathedral

804 9th Ave, Seattle, WA 98104-1296

12

Gas Works Park

2101 N Northlake Way, Seattle, WA 98103-9122

From industrial sludge to family fun: this urban park features an industrial plant-turned kiddie play area as well as a beautiful lake and picnic area.

Customize this Trip

OVERVIEW

Get ready for an epic adventure as we explore the vibrant city of Chicago and the charming town of Olympia! Our journey will take us through rolling hills, lush forests, and sparkling waters, promising breathtaking views and unforgettable experiences. We'll discover hidden gems, immerse ourselves in local culture, and create memories that will last a lifetime. From bustling city streets to serene natural landscapes, this trip offers a perfect blend of urban excitement and outdoor tranquility, making it an unforgettable adventure for the whole family.

Along the way, we'll uncover the rich history and vibrant spirit of Chicago, a city known for its iconic architecture, world-class museums, and lively entertainment scene. We'll explore the charming streets of Olympia, nestled amidst the picturesque Puget Sound region, where outdoor enthusiasts and nature lovers alike will find their paradise. Whether you're seeking cultural immersion, thrilling adventures, or simply some relaxation and fun, this journey promises to fulfill all your travel desires.

So, pack your bags, prepare for a fantastic adventure, and let's embark on an unforgettable journey filled with discovery, wonder, and a whole lot of excitement! Get ready to create memories that will last a lifetime as we explore the vibrant tapestry of Chicago and the enchanting beauty of Olympia. From bustling cityscapes to tranquil natural havens, our adventure awaits, promising an extraordinary experience for the whole family.

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

Alliant Energy Center

Madison, Wisconsin·

4.0

(99) review

Our premier downtown multi-venue complex features four unique and versatile venues: Veterans Memorial Coliseum, Exhibition Hall, the New Holland Pavilions, and Willow Island. A top choice for expositions, conventions, meetings, concerts, sporting events, ag events, and much more, the Alliant Energy Center complex is a one-stop-shop for all your events. Ample parking, mouthwatering catering, dedicated staff, and a full range of rental equipment & high speed internet make AEC an event planners delight!

1919 Alliant Energy Center Way, Madison, WI 53713-1400

5

First Unitarian Meeting House of Madison

Madison, Wisconsin·

4.5

(96) review

900 University Bay Dr, Madison, WI 53705-2298

6

Stogeez Cigar Lounge

Sioux Falls, South Dakota·

4.0

(8) review

201 E 11th St, Sioux Falls, SD 57104-6748

7

Stockyards Ag Experience

Sioux Falls, South Dakota·

4.5

(8) review

We deepen the connection between agriculture to everyday life with learning experiences that highlight history, science, culture and economic impact. We educate through interactive displays, hands-on learning and vibrant stories.

301 E Falls Park Dr Main Entrance is on the South side of the building., Sioux Falls, SD 57104-5962

8

Little Wine Cellar Co

Sioux Falls, South Dakota·

5.0

(9) review

2390 S Louise Ave, Sioux Falls, SD 57106-4337

9

Spokane Valley Mall

Spokane, Washington·

4.0

(93) review

14700 E Indiana Ave, Spokane, WA 99216-1839

10

SkyRide

Spokane, Washington·

3.5

(92) review

Riverfront Park, Spokane, WA 99201

11

Saint James Cathedral

Seattle, Washington·

4.5

(99) review

804 9th Ave, Seattle, WA 98104-1296

12

Gas Works Park

Seattle, Washington·

4.5

(995) review

From industrial sludge to family fun: this urban park features an industrial plant-turned kiddie play area as well as a beautiful lake and picnic area.

2101 N Northlake Way, Seattle, WA 98103-9122