Sample guide
A Chicago weekend for two
Friday, May 7 to Sunday, May 9, 2027. Architecture, baseball, classical music and good food, at a balanced pace, with one vegetarian traveler. Practical, usable information, no fluff.
This is a sample. Jordan and Sam are made-up travelers, and their flight and hotel are placeholders. Every venue, event, price and date in the guide is real and was checked on November 14, 2026, with sources listed in the guide. Times not yet published (like 2027 Cubs game times) are marked TBA.
What they asked for
| Form question | Answer |
|---|---|
| Destination | Chicago |
| Dates | Fri May 7 to Sun May 9, 2027 |
| Travelers | 2 adults |
| Interests | Architecture, baseball, classical music, food |
| Budget | Comfortable |
| Pace | Balanced |
| Special needs | One vegetarian |
What they got
- The Cubs' three home games that weekend, with a rule for picking the one that doesn't clash with the Symphony
- Saturday's Chicago Symphony concert and a Sunday piano recital, with times and prices
- A "book first" list, including the boat tour with no refunds and the Mother's Day brunch that goes early
- Three timed day plans, each with a plan B
- Trains, passes and costs, from O'Hare to Wrigley
- May weather averages, sunrise and sunset, a packing list and a cost estimate
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Inside the sample







