August 8, 2025
Chicago, IL
#JoshandPam2025
Things To Do
There’s so much to see and do, but if you have time, we highly recommend taking an architectural boat tour, exploring the Art Institute of Chicago, and grabbing deep-dish pizza at Pequod’s—these are always on our list when we visit. And if you stop by a bar, be sure to order Malört, a true Chicago classic.
Architecture boat Chicago (Come with us on Saturday!!)
535 North Saint Clair Street, Chicago, IL 60611
The Art Institute of Chicago
111 South Michigan Avenue, Chicago, IL 60603
Cloud Gate
201 East Randolph Street, Chicago, IL 60602
Skydeck Chicago
233 South Wacker Drive, Chicago, IL 60606
Lakefront Trail
Lakefront Trail, Chicago, IL
Riverwalk
Chicago, IL 60601
Pequod's Pizza
2207 North Clybourn Avenue, Chicago, IL 60614
Au Cheval
800 West Randolph Street, Chicago, IL 60607
Girl & The Goat
809 West Randolph Street, Chicago, IL 60607
The Chicago Diner, Lakeview
3411 North Halsted Street, Chicago, IL 60657
Portillo's & Barnelli's Chicago
100 West Ontario Street, Chicago, IL 60610
Cindy's Rooftop
12 South Michigan Avenue, Chicago, IL 60603
Best Intentions
3281 West Armitage Avenue, Chicago, IL 60647
Broken Shaker at Freehand Chicago
19 East Ohio Street, Chicago, IL 60611
Rossi's
412 North State Street, Chicago, IL 60654
For all the days along the way