Hannah: I did it! With careful planning and a few sacrifices -- no ice cream cones, for instance -- my husband and I pulled off a Chicago weekend for two for less than $500 ($498, to be exact). Sure, a hotel in the 'burbs isn't as glamorous as a downtown high-rise, but we'll never forget riding the train into the city with hundreds of excited Cubs fans.
Sara: Julie and I didn't make our $500 goal (pricey hotel parking put us over to $587), but we learned budget lessons for next time. One to note: You can usually park several blocks away from your hotel for half the price. And our top freebie? The Chicago Cultural Center, home to lectures, art, concerts and the world's biggest stained-glass Tiffany dome.
Pictured: Gardens near the Lincoln Park Zoo.
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