• Planning Tools
    • 12-Month Planning Checklist
    • How To Get A Marriage License
    • Wedding Budget & Tipping Guide
    • Questions to Ask Your Vendors
  • Venues
    • Art Galleries & Museums
    • Ballrooms
    • Barns & Farms
    • Ceremony
    • Church/Chapels
    • City/Downtown
    • Country Clubs & Golf Courses
    • Destination Weddings
    • Historic Locations
    • Hotels & Resorts
    • Industrial/Loft
    • Outdoor
    • Rehearsal Dinner
    • Restaurants
    • Waterfront
    • Wineries, Breweries & Distilleries
  • Vendors
    • Bands, Orchestras, DJs & Entertainers
    • Beauty, Hair & Makeup
    • Bridal Fashion & Alterations
    • Cakes, Sweets & Desserts
    • Catering, Beverages, Ice Sculptures & Staffing
    • Event Rentals
    • Floral, Décor & Event Design
    • Honeymoon
    • Invitations & Stationery
    • Jewelry
    • Men's Fashion
    • Officiants, Clergy & Other Services
    • Photography & Videography
    • Planning & Coordination
    • Specialty Services, Favors & Gifts
    • Transportation
  • Inspiring Ideas
    • Wedding Ideas
    • Spotlight on Style
    • Real Weddings
    • Styled Shoots
    • Designers' Challenge
  • Articles & Advice
    • Beauty & Fitness
    • Budget
    • Cakes & Desserts
    • Catering & Cocktails
    • Expert Advice
    • Fashion & Jewelry
    • Honeymoon & Destination Weddings
    • New to the Scene
    • Planning
    • Trending Topics
    • Venues
    • Wedding Colors & Style
  • Magazines
  • Events
Menu
  • Planning Tools
    • 12-Month Planning Checklist
    • How To Get A Marriage License
    • Wedding Budget & Tipping Guide
    • Questions to Ask Your Vendors
  • Venues
    • Art Galleries & Museums
    • Ballrooms
    • Barns & Farms
    • Ceremony
    • City/Downtown
    • Church/Chapels
    • Country Clubs & Golf Courses
    • Destination Weddings
    • Historic Locations
    • Hotels & Resorts
    • Industrial/Loft
    • Outdoor
    • Rehearsal Dinner
    • Restaurants
    • Waterfront
    • Wineries, Breweries & Distilleries
  • Vendors
    • Bands, Orchestras, DJs & Entertainers
    • Beauty, Hair & Makeup
    • Bridal Fashion & Alterations
    • Cakes, Sweets & Desserts
    • Catering, Beverages, Ice Sculptures & Staffing
    • Event Rentals
    • Floral, Décor & Event Design
    • Honeymoon
    • Invitations & Stationery
    • Jewelry
    • Men's Fashion
    • Officiants, Clergy & Other Services
    • Photography & Videography
    • Planning & Coordination
    • Specialty Services, Favors & Gifts
    • Transportation
  • Inspiring Ideas
    • Wedding Ideas
    • Spotlight on Style
    • Real Weddings
    • Styled Shoots
    • Designers Challenge
  • Articles & Advice
    • Beauty & Fitness
    • Budget
    • Contest & Giveaway Winners
    • Engagement
    • Expert Advice
    • Fashion & Jewelry
    • Honeymoon & Destination Weddings
    • New to the Scene
    • Planning
    • Trending Topics
    • Wedding Colors & Style
    • All Articles
  • Magazines
  • Events

Perfect Proposal – Jamie & Kyle

On a holiday stay in the city, Jamie got more than just amazing views of the Chicago skyline when Kyle surprised her with a proposal at the LondonHouse Chicago rooftop bar. All photos by Kristin Bernice: Photography.
How did you meet?

We met at an event called Nightstorm in high school. Nightstorm was this traveling event that went throughout Wisconsin and essentially was a “club” for teenagers. Trust me, people thought these were cool then! Kyle likes to joke around that our story is like the Rihanna song “We Found Love” where it says, “We found love in a hopeless place.” We began dating shortly after meeting. Kyle graduated and went to college the following year and this began our four-year long-distance relationship. Once Kyle graduated, he moved to Milwaukee where I was finishing up school.

How did he propose?

We originally planned to go to Denver over the holidays to get away for a vacation, but after we got a puppy in November we decided it would be best to stay closer to home. We decided to head to Chicago for a few days right after Christmas. We stayed at LondonHouse Chicago and planned to see Hamilton, one of my favorite shows. On the first day in Chicago, we had a cocktail reservation at the LondonHouse rooftop bar for a drink before our dinner. We went up to the rooftop cupola to admire the beautiful skyline of Chicago. As I was soaking in the view, Kyle started to play the song that we want to be our wedding song. Before I knew it, he was on one knee asking me to marry him with the beautiful
Chicago skyline in the background.

Do you have any wedding details picked out yet?

We don’t have many wedding details picked out yet as we are trying to enjoy our engagement as much as possible. We do know that we want to have our wedding in the fall of 2020 and we want to get married in downtown Milwaukee. Although we don’t have many details picked out yet, we are over the moon excited to become Mr. and Mrs.


What do you think?

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *


Related Posts

Engagement, Expert Advice
5 Tips to Get the Most Out of Your Engagement Session
Engagement, Fashion & Jewelry
Chicago-Style Engagement Ring Shopping
Covid-19 at home wedding | intimate ceremony | pandemic wedding
Engagement, Expert Advice
How to Make Your Wedding Feel like a Celebration during COVID-19
About This Post

Assigned Topics

  • Engagement

More Great Topics

Beauty & Fitness
Budget
Cakes & Desserts
Catering & Cocktails
Ceremony & Reception
Contest Winners
Designers’ Challenge
Expert Advice
FAQ
Fashion & Jewelry
Fashion Features
Favors & Gifts
Flowers & Decor
For the Groom
Honeymoon & Destination Weddings
How Much Does It Cost?
Invitations & Stationery
Linens & Rentals
Music & Entertainment
New to the Scene
Photo & Video
Planning
Registry & Favors
Spotlight on Style
Styled Photoshoot
Transportation
Trending Topics
Vendor Viewpoint
Venues
Virtual Venue Tours
Wedding Colors & Style

Chicago Style Weddings

  • About
  • Contact Us
  • Submissions
  • Magazines
  • Advertising
  • Advertiser Resources
  • Privacy Policy
  • Terms of Use
  • Sister Publications

Planning Your Wedding

  • Venues
  • Vendors
  • Planning Tools
  • Ideas & Inspiration
  • Real Weddings
  • Articles & Advice
© 2026 Chicago Style Weddings/Nei-Turner Media Group.
Crafted by: Bold City Agency
We use cookies on our website to give you the most relevant experience by remembering your preferences and repeat visits. By clicking “Accept All”, you consent to the use of ALL the cookies. However, you may visit "Cookie Settings" to provide a controlled consent.
Cookie SettingsAccept All
Manage consent

Privacy Overview

This website uses cookies to improve your experience while you navigate through the website. Out of these, the cookies that are categorized as necessary are stored on your browser as they are essential for the working of basic functionalities of the website. We also use third-party cookies that help us analyze and understand how you use this website. These cookies will be stored in your browser only with your consent. You also have the option to opt-out of these cookies. But opting out of some of these cookies may affect your browsing experience.
Necessary
Always Enabled
Necessary cookies are absolutely essential for the website to function properly. These cookies ensure basic functionalities and security features of the website, anonymously.
CookieDurationDescription
cookielawinfo-checkbox-analytics11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Analytics".
cookielawinfo-checkbox-functional11 monthsThe cookie is set by GDPR cookie consent to record the user consent for the cookies in the category "Functional".
cookielawinfo-checkbox-necessary11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookies is used to store the user consent for the cookies in the category "Necessary".
cookielawinfo-checkbox-others11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Other.
cookielawinfo-checkbox-performance11 monthsThis cookie is set by GDPR Cookie Consent plugin. The cookie is used to store the user consent for the cookies in the category "Performance".
viewed_cookie_policy11 monthsThe cookie is set by the GDPR Cookie Consent plugin and is used to store whether or not user has consented to the use of cookies. It does not store any personal data.
Functional
Functional cookies help to perform certain functionalities like sharing the content of the website on social media platforms, collect feedbacks, and other third-party features.
Performance
Performance cookies are used to understand and analyze the key performance indexes of the website which helps in delivering a better user experience for the visitors.
Analytics
Analytical cookies are used to understand how visitors interact with the website. These cookies help provide information on metrics the number of visitors, bounce rate, traffic source, etc.
Advertisement
Advertisement cookies are used to provide visitors with relevant ads and marketing campaigns. These cookies track visitors across websites and collect information to provide customized ads.
Others
Other uncategorized cookies are those that are being analyzed and have not been classified into a category as yet.
SAVE & ACCEPT