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The Chicago Guidebookthechicagoguidebook.com

Chicago, Illinois

An independent guide to Chicago, checked against the source.

The search results for almost everything worth doing here belong to the people selling the ticket. This site does not. Every figure comes from the company that charges it, read on a date printed under the table.

8operators priced at source
0figures copied
0free tickets taken
Oct 2026last checked

Start here

The site is new and deliberately narrow: we publish a page when the numbers behind it have been checked, not before. These four are the ones to read first, and the rest are listed below.

The Chicago River at night with tour boats moored along both banks and the riverwalk lit up.

01 · The one that matters

Which architecture cruise to book

Four companies, four docks and a spread that runs from $39 to $57. The cheapest is not the shortest, and one of them charges a dollar less for fifteen minutes more. What actually separates them is who is talking.

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Prices read September 2026

Looking straight down at the street grid from the John Hancock observatory, with a white tower in the foreground.

02 · Pick one, not both

Skydeck or 360 Chicago

One looks cheaper until you notice what is included. The glass floor is part of the ticket at one of them and a $15 upgrade at the other, which turns a $2 gap into a $13 one.

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Both visited July 2025

Photo: Ken Lund from Reno, Nevada, USA, CC BY-SA 2.0, via Wikimedia Commons.

Two CTA Blue Line trains at the O'Hare terminus platform, with travellers boarding with suitcases.

03 · Before anything else

O'Hare to downtown, and what it costs

The train is $5. So is a whole day of unlimited travel, which is the same five dollars and almost nobody says so. And the taxi meter went up in July for the first time since 2016, which is why the $40 everyone repeats is now closer to $60.

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Rates read September 2026

Photo: Pokemonprime, CC BY 4.0, via Wikimedia Commons.

Cloud Gate in Millennium Park at midday, with the Crain Communications Building behind it.

04 · Decide this first

When to go, and what is shut when you get there

Everyone says spring or autumn. May is the wettest month of the year, wetter than July, and the river cruise is shut for 112 days. The month you pick decides what is open, and no guide puts that next to the weather.

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Climate normals and published seasons

Everything else we have checked

Fifteen more guides, each built the same way: the figures read from the company or the institution that charges them, on a date printed under the table.

Chicago in winter

Six things that only exist between November and January, with the dates and prices each organiser publishes, or admits it does not.

What costs nothing, and what only looks like it

Two pages about free Chicago, both of which started as a list and ended as a correction.

The architecture cruise, operator by operator

Four companies sell what looks like the same trip. One page each, because the differences are not in the price.

Eating, tickets and time

How this site works

Primary sources only

Every figure comes from the operator that charges it, read on its own booking page on a date we print. No reseller is ever used as a price source: their prices drift and go stale.

The disagreements get printed

When two official pages give different numbers for the same thing, both appear with their date. Quietly picking one is how guides get copied into being wrong.

Nothing unverified is asserted

No tours we have not taken, no queue times we have not measured, no best of anything. The author box on each page says what was checked, when, and what was not.

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