The desert sun of Tucson, AZ is almost as hot as the $40 burning a hole in Rachael Ray's pocket. Rachael starts with breakfast at the Cup Café, lunch at Café Poca Cosa, and dinner at The Dish.

Rachael Ray toddles into the Windy City of Chicago with a farmer-sized appetite and just $40. She hits Kitsch 'n on Roscoe for breakfast, and Back Stage Bistro for lunch. For dinner she tries Greek Islands, a Greek family restaurant. The evening ends at Navy Pier with macadamia popcorn.

Rachael Ray takes a drive across the border to Montreal, Canada. She first stops at the Italian market, Capitol Grocery and Butcher Shop. Then she's off to Faema, for a cup of coffee. Finally it's breakfast at St. Viateur Bagels, lunch at Stash Café, and dinner at Rick's Café American from Casablanca. She makes her final stop of the day at La Cabane.