Chicago Personal Travel, Vacation Photography & Photo Spots

Chicago Recommendations: Cafes, Rooftops, Bars, Restaurants, Scenic Views, Architecture Tours & Photo Locations

Chicago is the elusive city that I never managed to live in, but I visit as often as I can. This city has it all – beautiful architecture, rich history, world-class museums, spectacular cuisine, rooftop bars, Chicago Cubs games, and amazing views.

If you are in town for a few days or a few weeks, you can really begin to see why this city holds a special place in my heart. Visiting in spring and fall are great, summer is fun, but winter will test your patience like no other. 

Below are a handful of my favorite things to do, see and explore in Chicago. If you like scenic views, amazing architecture, amazing rooftop bars, and lots of fun, Chicago is your town. Check out my other travel guides and follow me on Instagram for travel updates as well as new places to explore. For Chicago dates ideas, read this post.

For Fine Art Photography, Licensing, Corporate Art, Business Wall Art and Hospitality Art: 

Chicago Photoshoot Locations, Most Scenic Views, Beautiful Architecture & Instagrammable Places, Best Photo Spots Chicago

Professional Headshots, Online Dating Photos, Chicago Vacation Photographer, Personal Photographer

Chicago is one of my favorite cities and I love shooting photos there. Check back often on my Instagram account, contact page or send me a note to find out the next time I will be in your town. I only make time for a handful of openings available to individuals and those that I have signed up for a profile critique get advanced notice and priority booking options.

Travel Information, Itinerary

Check out my itinerary below. I often travel to New York, Los Angeles, Chicago, Portland, Boston and Mexico City for headshot sessions as well as dating profile photoshoots.