My LoomTripNamed places in the Chicago file
Italian beef at Al's Beef. Jazz at Green Mill on a matching High energy night. River walks and lakefront time sit around those stops.
Relaxed versus High energy
Relaxed keeps river walks, cafes, and earlier nights. High energy adds architecture, more neighborhoods, and Green Mill. Same city. Opposite pace.
Questions people ask
How do I get a free Chicago itinerary from dates and vibe?
Open Plan, pick Chicago, set how many days, tap Relaxed or High energy. There is no account.
Can I get a weekend itinerary for Chicago?
Yes. Set two or three days in Plan. Al's Beef and Green Mill still show up on matching nights.
Does My LoomTrip book Chicago tables?
No. This is a plan you keep. Places link to their official sites.
Is Chicago one of the deep cities?
Yes. Austin, Las Vegas, and Chicago are the named files. Other chips stay thinner on purpose.