The Chicago to Seattle drive takes less than a week and passes through lots of fun areas!
Chicago
The 25 Most Awesome Road Trips From Chicago: Day Trips, Weekend Getaways, and Longer Excursions!
Our guide to the best road trips from Chicago, including several you haven’t considered before.
The Most Fun Things To Do In Chicago At Night
From museums to karaoke bars to restaurants, Chicago has a number of cool things to do at night.
Quirky Attraction: International Museum of Surgical Science (Chicago)
Chicago’s International Surgical Science Museum is the place to find vintage wheelchairs, surgery-themed artwork, and medical artifacts.
Cool Neighborhoods in Chicago for Visitors to Experience the City
Get to know the Windy City via these cool neighborhoods that have character and vibrant energy.
How to Live in On $1000 a Month in Nearly Any Major American City
If money is tight, you can still make things work. Here’s how to live on $1000 a month in a major American city.
Quirky Attraction: The Leaning Tower of Niles in Niles, Illinois (Chicago)
The Leaning Tower of Niles just outside Chicago is half the size of the famous Pisa attraction.
Food Challenge: Portillo’s Chocolate Cake Shake vs. Philly’s Tastykake Shake
The battle is on between two cake-laden milkshakes, one chocolate and one butterscotch.
Four Cool Chicago Attractions: Oz Park, Christkindlmarket, Doughnut Vault, the Bloomingdale (606) Trail
Find statues of Dorothy, Toto, the Scarecrow, Tin Man, and Cowardly Lion in Chicago’s Oz Park.
Visiting The Green Mill, Al Capone’s Favorite Chicago Jazz Club
The Green Mill jazz club is about as Chicago as it gets. Visit the club today to see dancing to old-time music.