City Savvy Imaging

City Savvy Imaging Independent Photographer based in Chicago booking weddings, events & surprise proposals. Travel ready

I am a portrait and wedding photographer offering services in the Quad Cities Area and Chicagoland Area. I earned a Bachelors in Fine Art from Illinois State University. I also have my Masters in Elementary Education from Saint Xavier University in Chicago.

I’ve always wanted to do a surprise proposal in Chicago Union Station but it only makes sense for certain couples who ha...
09/06/2026

I’ve always wanted to do a surprise proposal in Chicago Union Station but it only makes sense for certain couples who have a story that connects at Union Station. For Jake & Maggie their story was just that. It was such a sweet moment. More to come from their engagement session that followed.

Ring By:

Chicago Wedding Photographer | Chicago Surprise Proposal | Chicago Engagement Photographer | Chicago Proposal Photographer

It said no rain and 30 mins before the proposal it started raining and it worked out perfectly because it cleared out th...
09/04/2026

It said no rain and 30 mins before the proposal it started raining and it worked out perfectly because it cleared out the park and we basically had it to ourselves. What’s a few sprinkles when you get the sunshine in the end making the skyline glow orange. Matt proposed to Cecily and of course she said yes! I’m also digging all the algae collecting on the pond these days. Tomorrow I have THREE proposals on what is so far the most popular date for proposing this year. Stay tuned for so many previews!

Proposal Photographer | Chicago Wedding Photographer | Chicago Engagement Photographer | Chicago Surprise Proposal |

Engagement Ring By : Ethan Lord Jewelers

Charlie proposed to Kate in the rain and it was adorable. This is there very sunny gorgeous part two engagement session....
09/03/2026

Charlie proposed to Kate in the rain and it was adorable. This is there very sunny gorgeous part two engagement session. We met up in their Gold Coast neighborhood. This is quickly becoming my favorite neighborhood for engagements.

Chicago Engagement Photographer | Chicago Surprise Proposal | Gold Coast Neighborhood | Chicago Wedding Photographer

Some moody black & whites of James & Delaney’s Surprise Proposal at The South Pond Bridge at The Lincoln Park Zoo Nature...
08/31/2026

Some moody black & whites of James & Delaney’s Surprise Proposal at The South Pond Bridge at The Lincoln Park Zoo Nature Boardwalk. I feel so lucky to be hitting the jackpot with the golden hours this summer.

Chicago Wedding Photographer | Chicago Proposal | Chicago Proposal Photographer | Surprise Proposal | Engagement Session | Chicago Engagement Photographer

Long Live Dolly.The Lytle House
08/25/2026

Long Live Dolly.
The Lytle House

Jack and Maureen had Union Station wedding last weekend filled with lace, candle light, laughter and tears! It was such ...
08/18/2026

Jack and Maureen had Union Station wedding last weekend filled with lace, candle light, laughter and tears! It was such a pleasure to be with them on such a gorgeous day. If one thing was clear it’s that Jack and Maureen have a family that loves them deeply and genuinely.

Venue: The Grand Ballroom - Joliet
Photographer: Chicago Wedding Photographer
Planner: WEDDING & EVENT PLANNER
DJ: Spark Entertainment Group
Videography: Flower & Oak
Floral: Bright + Bloom Floral Design
Cake: Orland Park Bakery
HMU: Chicago Bridal Hair and Makeup Team

Chicago Wedding Photographer | Chicago Wedding | Chicago Wedding Photography

After meeting in high school over 10 years ago Annie said yes to Henry! Their surprise proposal took place on the bridge...
08/13/2026

After meeting in high school over 10 years ago Annie said yes to Henry! Their surprise proposal took place on the bridge over the south pond at Lincoln Park Zoo. Part 2 coming soon of their fun surprise engagement after party.
Ring: Frank Darling gia witt :)

Chicago Wedding photographer | Chicago engagement photographer | Surprise Proposal | Chicago Proposal photographer | Chicago Engagement Session

08/10/2026

Rancho Los Guzman seems like a secret venue tucked away in Joliet and it is STUNNING. This place transports you to another world. This surprise proposal featured a beautiful Mariachi band that helped the couple celebrate their new engagement. Truly this session felt like a movie set. Some proposals video is a non-negotiable and this was definitely one of them as the groom to-be put a lot of planning and careful thought into including the band and decor.

| Chicago Engagement Photographer | Chicago Proposal Photographer

First they were high school sweethearts, then they parted ways, then reunited during a pandemic. After 8 yrs together sh...
08/03/2026

First they were high school sweethearts, then they parted ways, then reunited during a pandemic. After 8 yrs together she said yes to 3 carats while at River Point Park on The Chicago River on a summer evening. Then there was the boat……… ( Pt 2 coming soon ! )

Ring: Oak Park Jewelers | OPJ

Chicago Surprise Proposal | Engagement Photographer | Chicago Wedding Photographer | Chicago Proposal Photographer | Engagement Photos

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Chicago, IL
60613

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