My Trips
CompletedPersonal trip
Chicago City Break
Tampa, FL → Chicago, Illinois
Architecture, lakefront walks, great food, and a perfectly walkable long weekend.
- Dates
- Sep 5–8, 2026
- Time away
- 4 days · 1 PTO day
- Budget
- $1,120
Travel documents
Auto-synced from email & calendar
Flights
TPA → ORD · United 1733
Sep 5 · 9:20 AM · via email
Hotels / stays
The Robey
Sep 5–8 · via email
Tickets
Nothing yet. Confirmations appear here as soon as they reach your inbox.
Reservations
Nothing yet. Confirmations appear here as soon as they reach your inbox.
Activities
Day 1 · Travel
Arrive and settle in
A low-key first afternoon near where you're staying.
Day 2 · Activity
Explore like a local
A flexible day built around your saved interests.
Day 3 · Travel
Slow morning
Breakfast, one final stop, and the trip home.