Tkinter Grid Dynamic Layout

If you plan on forcing each box to be a uniform size, the simplest solution is to use the text widget as the container since it has the built-in ability to wrap.

Here is a working example. Click on the "add" button to add additional boxes. Resize the window to see that they automatically wrap as the window grows and shrinks.

import Tkinter as tk
import random

class DynamicGrid(tk.Frame):
    def __init__(self, parent, *args, **kwargs):
        tk.Frame.__init__(self, parent, *args, **kwargs)
        self.text = tk.Text(self, wrap="char", borderwidth=0, highlightthickness=0,
                            state="disabled")
        self.text.pack(fill="both", expand=True)
        self.boxes = []

    def add_box(self, color=None):
        bg = color if color else random.choice(("red", "orange", "green", "blue", "violet"))
        box = tk.Frame(self.text, bd=1, relief="sunken", background=bg,
                       width=100, height=100)
        self.boxes.append(box)
        self.text.configure(state="normal")
        self.text.window_create("end", window=box)
        self.text.configure(state="disabled")

class Example(object):
    def __init__(self):
        self.root = tk.Tk()
        self.dg = DynamicGrid(self.root, width=500, height=200)
        add_button  = tk.Button(self.root, text="Add", command=self.dg.add_box)

        add_button.pack()
        self.dg.pack(side="top", fill="both", expand=True)

        # add a few boxes to start
        for i in range(10):
            self.dg.add_box()

    def start(self):
        self.root.mainloop()

Example().start()

Here's a working example:

import Tkinter as tk

class AutoGrid(tk.Frame):
    def __init__(self, master=None, **kwargs):
        tk.Frame.__init__(self, master, **kwargs)
        self.columns = None
        self.bind('<Configure>', self.regrid)

    def regrid(self, event=None):
        width = self.winfo_width()
        slaves = self.grid_slaves()
        max_width = max(slave.winfo_width() for slave in slaves)
        cols = width // max_width
        if cols == self.columns: # if the column number has not changed, abort
            return
        for i, slave in enumerate(slaves):
            slave.grid_forget()
            slave.grid(row=i//cols, column=i%cols)
        self.columns = cols

class TestFrame(tk.Frame):
    def __init__(self, master=None, **kwargs):
        tk.Frame.__init__(self, master, bd=5, relief=tk.RAISED, **kwargs)

        tk.Label(self, text="name").pack(pady=10)
        tk.Label(self, text=" info ........ info ").pack(pady=10)
        tk.Label(self, text="data\n"*5).pack(pady=10)

def main():
    root = tk.Tk()
    frame = AutoGrid(root)
    frame.pack(fill=tk.BOTH, expand=True)

    TestFrame(frame).grid() # use normal grid parameters to set up initial layout
    TestFrame(frame).grid(column=1)
    TestFrame(frame).grid(column=2)
    TestFrame(frame).grid()
    TestFrame(frame).grid()
    TestFrame(frame).grid()
    root.mainloop()

if __name__ == '__main__':
    main()

Note this will ruin the rowspan and columnspan features of the grid manager.