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Chicago Marriage Proposal Ideas

With its Midwestern charm, big city architecture, and beautiful greenery, Chicago is a great place to propose. Whether you’re a Chicago local or want a destination proposal, Chicago truly has something to offer everyone! Known as the “Front Lawn of Chicago,” Grant Park is a true city oasis. Grant Park, located adjacent to Millennium Park, is where you can find the iconic Buckingham Fountain. Some of our favorite spots in Millennium Park include the Cloud Gate sculpture, more famously known as the “Bean,” is a Millennium Park staple, but also consider the Pritzker Pavilion or the Crown Fountain if you want a unique Millennium Park proposal.

If you want a proposal with a view, think about a rooftop or restaurant. Sixteen, located in Trump Tower, is said to have some of the best views of the city. The Shedd Aquarium is a great spot for water and animal lovers alike. Located right on Lake Michigan, the area around Shedd is a great spot for a lakefront proposal with beautiful city views. Boat tours also offer a great backdrop of the beautiful architecture and skyline Chicago has to offer. Read on to see more tips and amazing Chicago marriage proposal ideas!

Chicago Marriage Proposal Ideas

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tips for planning

  1. Check seasonal schedules. For example, Buckingham Fountain does not run throughout the year. During the warmer weather the fountain runs normally and during Christmas season the fountain is decorated with Christmas lights.
  2. Chicago is the windy city so if you are proposing outside expect that the wind could be blowing. When planning exactly where to get down on one knee remember she probably wants to avoid having her hair blowing in her face!
  3. No matter what time of year you are proposing, the closer to Lake Michigan you are, the colder it will be.
  1. Many of Chicago's landmarks will be busy with people. If you want something more secluded, think about proposing during the off tourist season or earlier in the day.
  2. Tell her you want to explore the city or go for a walk. Chicago is a compact city so chances are she won't know exactly where you are planning to end up until you get there.
  3. If she wants her family and friends involved in some way, think about surprising her after the proposal with them waiting at a nearby restaurant or in another room near where the proposal is set to occur.