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We worked on this recently with our wedding planner for our November wedding who highly recommended Union Station. The pictures she showed us that were taken there were so stunning that we decided it needed to be in our top 5 spots to consider even if it was nice outside.
how about the chicago cultural center? i was visiting there 2 years ago and they've got a stunning floor on the very top.
I second the cultural center. One of the main rooms has an amazing mosaic ceiling and beautiful staircases throughout. It's also free to get in. Might want to check about getting photo permits for any sites you use. Plus many of these sites also rent these spaces for events like weddings.


Many of the hotels have beautiful interiors.
Garfield Park I think is a bit too far and you might waste time driving there.
How about the Harold Washington library for some different type of shots. It has art galleries, a winter garden on the ninth floor (pic below) and just beautiful interior.

Avoid the Garfield Conservatory if it rains - the glass ceilings leak and there are muddy puddles everywhere! I know, my wedding was there. For downtown indoors the Santa Fe Building on Michigan Ave has a really beautiful cream marble lobby with a grand stair and a balcony. Plus the securty guards are very kind and will let you take photos (not all lobbies do). I got a stunning photo there of me laying on the marble floor in my dress with the photographer up on the balcony.
I recommend the Chicago Cultural Center, also. BEAUTIFUL INTERIORS! The Harold Washington Library interiors are also nice. Marshall Field's (I refuse to call it Macy's) interior also. I believe the floor of the lingerie department (3rd floor I think?), you can see art deco interiors and mosaics as well. Art Institute of Chicago also has nice interiors. Good luck & best wishes!
We took our engagement pictures at Union Station because it was raining (my profile pic is us on "The Untouchables" staircase). Excellent site for in-door shots because of the great natural lighting.
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Hi ladies!
Today's rain made me think of my upcoming nuptials next month and what the heck we are going to do about pictures if it rains!! We are getting married in the Loop, doing pictures before the 6pm ceremony, and have a trolley rented to take us to wherever our little hearts desire.
Suggestions for spots where we can stay dry, just in case? ;-) A good bride is always prepared!
I was thinking the Garfield Park Conservatory but worry that might be too much of a hike. I'd also like to rule out Navy Pier right now because of my extremely low patience for large crowds of tourists. ;-)