Category: Illinois

Destinations, Illinois, Packing Lists, Style, Travel, USA

Traveling Light: Essential Packing List for Chicago (in a backpack!)

April 14, 2023December 11, 2024 | by Alyssa
Last updated on December 11, 2024 | Leave a Comment

Alyssa wears all black and stands in front of the bean

I was devastated when I saw the forecast for Chicago. (That’s a bit of an overstatement, but I’m okay with that). After a few weeks of delightful weather in Charlotte, we were headed North to Chicago, which hadn’t quite gotten the memo that spring had arrived. Snowflake and raindrop icons appeared on my phone’s screen, …

Destinations, Illinois, Travel, USA

36 Hours in Downtown Chicago Travel Guide

April 11, 2023September 23, 2024 | by Alyssa
Last updated on September 23, 2024 | 11 Comments

Much like most of my other travel guides, this one begins with a cheap flight. Poking around Google Flights one evening (as I’m often prone to do after a glass of wine…) revealed an inexpensive roundtrip flight from Greensboro to O’Hare – departing early one Saturday morning and returning late the following evening. Driving to …