Here's a sample itinerary for a drive from Chicago to Denver. If you're planning a road trip to Denver, you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between Chicago and Denver. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
Your starting point is Chicago, Illinois.
You can enter an exact street address if you want to get precise directions, but this is optional.
Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.
Madison (24 answers)
Wisconsin State Capitol (3 mentions)
restaurants around Madison:
The Old Fashioned
Great Dane Pub & Brewing Co
Ha Long Bay
questions about Madison:
What is your favorite restaurant in Madison?
Family-friendly campsites near Madison for large groups
Where is there a good Japanese restaurant?
One day trip, looking for a good time under $100
Catholic Easter Vigil Mass with good music in Madison?
Wisconsin Dells (11 answers)
Noah's Ark (3 mentions)
questions about Wisconsin Dells:
Best free things to do in Wisconsin Dells?
La Crosse (Wisconsin) (3 answers)
Rochester (Minnesota) (2 answers)
Mitchell Corn Palace (2 mentions)
Deadwood (10 answers)
Badlands National Park (27 mentions)
Your final destination is Denver, Colorado.
You can enter the exact street address of your destination, but this is optional.
Are you going straight to a hotel, or looking for a vacation rental or Airbnb?
The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Denver.
If you're looking for a quick answer, you can check out The Brown Palace Hotel & Spa in Denver, which was mentioned 5 times on Trippy.
Here are some more hotels people talk about:
Want to research more popular hotels in Denver? Click the blue button below.
Need some recommendations on somewhere to get food?
Trippy members suggest Euclid Hall Bar & Kitchen, which was mentioned 14 times.
Here are some more restaurants people talk about:
Want to research more popular restaurants in Denver? Click the blue button below.
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
These are some of the places people talk about on Trippy:
Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!
Click the button below to explore more questions and answers related to Denver.
Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!
Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know Chicago well, please help your fellow travelers and answer their questions about Chicago!