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Arrival & River Architecture
Chicago Architecture River Cruise
A 90-minute guided boat tour along the Chicago River, revealing the stories behind the city's iconic skyscrapers and the history of its architectural innovations.
Tabi says
Book a late afternoon cruise for golden hour light on the buildings.
Deep-dish pizza dinner in River North
Settle in for Chicago's legendary deep-dish pizza at a classic pizzeria in the River North neighborhood, a perfect introduction to the city's hearty food culture.
Tabi says
Go early to avoid long lines; most spots don't take reservations.
Travel dates
Est. budget / person
USD 700–1,300
Flights + hotel + experiences
Trip highlights
Book the rest of the trip
Prices identical to going direct; partners share a small commission with Tabi so the itinerary stays free.
Est. per person
USD 700–1,300