Stop comparing options and building your own itinerary. We have already done it, every pick includes the full plan, insider tips, reservation advice, maps, backups, and the exact order to do it in.
Every one runs start to finish, the spots, the timing, the order to do them in, plus reservations, maps, budgets, and a backup for each.
A light-filled, greenery-draped room inside a West Loop hotel, serving a globally-inflected Mediterranean brunch that's a step above the usual, sweet and savoury both done well, strong brunch cocktails, and an…
Lean into the Mediterranean side, the savoury plates are the strength, and get a proper brunch cocktail; the drinks programme is better than brunch requires.
Unlike some on this list, Cira takes reservations, which makes it the reliable weekend choice when you don't want to gamble on a queue. Book ahead for prime late-morning slots.
It's cheap, it's an institution, and it's the sweetest two dollars you'll spend in the city.
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We've done every one of these guides ourselves.
Some are where we celebrate birthdays. Some are where we take friends visiting Chicago. Some have just become our favorite “we don't even need to think about it” go-tos.
These are the guides we recommend to the people we care about most.
Now go enjoy it,
The Five On ItPick one, make the reservation, and go - the hard part is already done.
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