After New York’s natural beauty, more wonder – of a very different kind – befell me when Mark, Maya, and I approached the skyline of Chicago, Illinois. Yes, I had set foot upon its grounds twice before. Once on a wintry layover from Belgium, never venturing further than a hotel room after missing my connecting flight, and once a couple of years ago, when we swung by our friends Keith and Kavita’s home on the outskirts of the city. But I had never witnessed its majestic architectural beauty, strolled its waterfront, or parked in its quirky neighborhoods.
Chicago skyline
When our long-anticipated departure from Newburyport, Massachusetts, approached, Mark and I had to pick a route, or, at the very least, a first destination. We prefer a northern track across the United States for its scenic appeal, but we hate cold weather. Everything was dependent on when exactly we could start our journey. Luckily, that happened in mid-September and not October like last year, when a southern approach was required. So, we stated, “As long as the weather holds, we will stick to a northern course.” As I write this, we still haven’t made any southward progress! Soon…
Our goal was Chicago, a city I had heard a lot of positives about but never visited, and a place where three sets of friends would be located at the end of September… Our trio stayed in the city for four nights and had a jolly good time, without spending a dime!* 😊
(Click on the photos or hover over them to read the captions in galleries.)
Six tips for a free “long weekend” in Chi Town:
1. Stick to outdoor sights and activities
We easily filled a few days by checking out Lake Michigan – with a long waterfront bike/walking trail – and several areas in downtown. The first day, we walked all the way from Lincoln Park to Navy Pier and returned via skyscraper heaven.
