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 tkimport randomclass 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 tkclass 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 = colsclass 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.

Here's a streamlined version of Bryan's answer without classes and a few extra comments for anyone who is confused and is trying to implement this quickly into their own project.

from tkinter import *import tkinter as tk#Create main windowroot = tk.Tk()#Create WidgetWrapperwidgetWrapper = tk.Text(root, wrap="char", borderwidth=0,highlightthickness=0,state="disabled", cursor="arrow") #state = "disabled" is to disable text from being input by user#cursor = "arrow" is to ensure when user hovers, the "I" beam cursor (text cursor) is not displayedwidgetWrapper.pack(fill="both", expand=True)def additem():    item = Label(bd = 5, relief="solid", text="O", bg="red") #Create the actual widgets    widgetWrapper.window_create("end", window=item) #Put it inside the widget wrapper (the text)# add a few boxes to startfor i in range(10):    additem()#Not needed to implement in other code, just an add buttonadd_button  = tk.Button(root, text="Add", command=additem)add_button.pack()