Chicago itineraries and travel guides

The most-mentioned places by blogs and itineraries on the web

ChicagChicago is a city unlike any other, known for its resilient spirit and inspiring comebacks. As we continue to reopen responsibly, we welcome you to experience our iconic sights. Covid Chicago Updates: https://www.choosechicago.com/blog/special-events/whats-open-in-chicago/

Chicago was my home first for four years. Affectionately called, "The Windy City" because gossip spreads quickly, Chicago is a city that has it all — beautiful skyline, mouth-watering food, sunny beaches, and polar vortexes.

Chicago resident providing the best of the nerd culture you can find in Chicago!

I had a meeting in Chicago in 2014 and I took the opprtunity to extend my stay there and enjoy the city with my wife.

Chicago is one of those places that stays in your soul. It is known as the "Windy City," but it's much more than that. It is a vibrant, old-world, urban playground. With the river running through it, amazing food, and beautiful great lake views, this city is not one to miss!

A guide to some of the best food, drinks, activities, and attractions chi town has to offer! ✨

Some of my favorite Chicago destinations. Somewhat out of date, as I left in 2014.

This is a not so touristy guide of Chicago, based on my previous trips. It may not cover all the areas of interesting places.

I visited Chicago over the summer of 2021 with friends, here’s a few places of where we went :)

Explore the Windy City with certainty when you trust your travel plans to Tripster - your professional guide on everything Chicago. With an impressive legacy of curated travel experiences tailored to your interests, we boast unrivaled expertise on the ins and outs of Chi-Town.

This is actually not a chicago guide!

Our family visited South Haven for the first time during summer of 2020.

Hey WandereHey Wanderers ! I spent 4 days in Rome in January 2024. I still can't believe that I have been to Italy more than 15 times, and this was my first time in Rome! But most importantly I succeeded and the dream was fulfilled.... and now I invite you to explore it with me!

Parke County, Indiana, is a gem of a location! The self-proclaimed "Covered Bridge Capital of America," with 31 covered bridges. They are #1 for having more covered bridges than any other county in the United States.

Visited this charming early 19th century town in the summer of 2024 for a girls weekend getaway. Ideally located in the Midwest. Only a few hours from several major cities.

Home to Iowa’s best state park (in Home to Iowa’s best state park (in my opinion) this small town of 6,500 offers fun for the family, or the people just passing through. Here’s a weekend in Driftless Area all planned out for you, coming from someone raised in this beautiful area!

Have Have lived in Indianaplis area for over 30 years. Indy is a great city with lots to do and see. This guide focuses on the downtown area with some ideas on things to do, great places to eat and drink, and some recommend places to stay. I also provide one suggested itinerary.

My oldest daughter and I took a girls trip to Muskegon in April 2023.

Living in Michigan since 2019

Lived in Cincinnati for almost 10 years and want to share the top sights to see and things to do in the Cincinnati area!