← The Upper Midwest & Great Lakes
Stop 18 · Days 823–830
Chicago
Chicago, ILThe city of big shoulders and bigger architecture — the Bean and the Art Institute, a river cruise past the skyline, world-class museums, blues, and deep-dish. A grand, full stay.
Where to stay
A Loop or Near North hotel
Walkable to the parks, river, and Mag Mile.
Open in Maps
You gotta eat this
Deep-dish & an Italian beef
Plus a Chicago dog — no ketchup.
The days here
Each day opens its own hour-by-hour page
- 823Day 823 — The Bean & the Art InstituteFull day · 6h planned
- 824Day 824 — Architecture & the SkyFull day · 4h planned
- 825Day 825 — Museum CampusFull day · 6h planned
- 826Day 826 — The Mag Mile & the PierFull day · 4h planned
- 827Day 827 — Wrigley & the South SideFull day · 3h 30m planned
- 828Day 828 — Free DayFree day
- 829Day 829 — Free DayFree day
- 830Day 830 — Northwest to GalenaDrive day · 3h drive
What this stop is made of
- Cities & Metros
- Landmarks & Monuments
- Museums & History
- Outdoor & Water Activities
- Concerts & Venues
- Sports & Gamedays
- Guided Tours