Ally + Alex’s Winter Chicago Skyline and Urban Engagement Session | Destination Engagement Photographer | Nashville Family Photographer Dolly DeLong Photography

Chicago Winter Skyline and Urban Engagement Session by Destination Photographer Dolly DeLong Photography

Winter and Urban Downtown Chicago Engagement Session as featured on Popped Blog by Dolly DeLong Photography


As featured on the Poppedblog, check out this winter engagement session in downtown Chicago featuring the gorgeous Skyline and Urban highlights of the Windy City!

I had a wonderful time visiting the Windy City back in February to help capture some engagement portraits for Ally + Alex! Even though they are tying the knot in Nashville, Tennessee (specifically at The Gorgeous Green Door Gourmet) they wanted to capture some parts of their love story since they live in downtown Chicago. Historically, Chicago is bitterly cold in February but guess what you all? THE SUN WAS OUT (which I heard from multiple sources is not normal that time of year) so it is like the universe was shining down on this couple! Ally and Alex emit a lot of joy and happiness and it just makes my job so much fun when a couple is genuinely so happy and excited to capture some engagement portraits together! At the end of our session we hopped over to Ally + Alex’s apartment to get some pictures with their dog, Dale, so please scroll down to see those cute photos as well! Overall, I had a blast photographing in this (new to me) city, and I am very very very grateful I get to serve couples like Ally and Alex! I am over the moon excited that this session was featured on Poppedblog, and I hope you can be inspired by their session as you plan out your winter engagement session! Thanks for visiting!

Thanks for visiting! If you enjoyed this Chicago Winter Engagement session, please share your favorite images on Facebook and Pinterest! Also, don’t forget to subscribe to my wedding newsletter if you would like help in planning out your intimate wedding!


Meet Your Friendly Nashville Family Photographer

a dad mom and toddler son are all smiling at eachother at a lavender farm by Erin Fox photography in Nashville

Dolly DeLong is a Nashville-based family & personal branding photographer, and also serves as a business systems educator to new creative entrepreneurs (which is a fancy way of saying, she enjoys teaching how to best lay a good foundation for automating your new business).  Dolly loves serving families, and business owners with her timeless, radiant photography.  She loves capturing the joy and emotion in both digital and film photos.

She also has a heart for serving the larger business community. Dolly shares her knowledge of tools like Pinterest, email marketing, automation processes, and time management with fellow creative business owners in an encouraging and supportive way through her T.A.S.K.* method (an example of this can be seen in her Pinterest Foundations Mini-Course), through helpful blog posts, and other resources. 

Dolly’s faith and love for her family motivate her to help other business owners find the joy and freedom she’s found in running a successful small business.

Whenever she has a spare moment, she enjoys watching TV (i.e. Survivor), eating way too many sweets, and listening to podcasts while running or walking. To work with Dolly DeLong Photography LLC, please email her at or fill out her contact form here.

Interested in having a joyful and radiant photography experience? Click here to work with Nashville Family Photographer Dolly DeLong

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