10 Best Places to Propose in Chicago Illinois (2023)

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by Suzanne Sachs  5 min read



Chicago, Illinois is full of perfect places to propose. Whether you and the person you love are enthusiasts for gardens, lakes, natural scenic beauty, art, or good food and wine, there’s a beautiful spot to create a lifetime of memories. This guide describes some of the best places in Chicago to ask that special woman or man to marry you.


In this guide, we will explain the following:

  • Romantic Locations in Chicago for Art or History Lovers
  • Art Institute of Chicago
  • Chicago Cultural Center
  • Museum of Contemporary Art (MCA)
  • Adler Planeterium
  • Sky Deck Chicago - Willis tower
  • Lincoln Park Conservatory
  • Chicago Botanic Garden
  • Romantic Gourmet Destinations in Chicago
  • North Pond Restaurant
  • Les Nomades
  • Sepia
  • Keep it Simple


    Romantic Locations in Chicago for Art or History Lovers

    1. Art Institute of Chicago

    Why not have a beautiful memory in a location full of beautiful art? Propose in the beautiful gardens of the Art Institute of Chicago, such as the South Garden or the Nichols Bridgeway. The lush surroundings and stunning sculptures add an artistic touch to your special moment.


    2. Chicago Cultural Center

    The Chicago Cultural Center is a historic building that hosts various cultural events and exhibitions. The stunning architecture and beautiful interior spaces, such as the Tiffany Dome, provide a unique and elegant backdrop for a proposal.


    3. Museum of Contemporary Art (MCA)

    The Museum of Contemporary Art is dedicated to showcasing modern and contemporary art. Its sleek and artistic interior provides an elegant setting for a proposal. Explore the various galleries and find a special artwork or exhibit to serve as the backdrop to make your proposal even more memorable.


    Outdoors Locations to Propose in Chicago

    4. Adler Planetarium

    The Adler Planetarium is a popular museum dedicated to astronomy and space exploration. Propose under the stars in the Grainger Sky Theater or find a secluded spot in the outdoor gardens overlooking Lake Michigan for a romantic and celestial-inspired proposal which creates a romantic and picturesque atmosphere that is perfect for a proposal. 


    5. Skydeck Chicago - Willis Tower

    Propose with a breathtaking view of the city from the Skydeck observation deck on the 103rd floor of the Willis Tower. The panoramic vistas make for a memorable and romantic setting.


    6. Lincoln Park Conservatory

    Find a tranquil and enchanting spot at the Lincoln Park Conservatory. The lush greenery, vibrant flowers, and serene atmosphere provide a romantic setting for a proposal.


    7. Chicago Botanic Garden

    Plan your proposal amidst the natural beauty of the Chicago Botanic Garden in nearby Glencoe. The gardens offer a variety of picturesque settings, such as the Rose Garden or the Japanese Garden.


    Romantic Gourmet Destinations in Chicago

    Chicago is full of romantic restaurants, wineries, and bars. These are some especially romantic locations for a proposal over a glass of wine, fine liquor, or delicious meal.


    I've purchased two vintage rings from Suzanne over the past decade and my wife has loved both. Great service, communication and speedy delivery.”

     Lee S verified buyer


    8. North Pond Restaurant

    The north pond restaurant is nestled within Lincoln Park, overlooking a picturesque pond. The serene atmosphere, seasonal cuisine, and charming location make it an ideal spot for a romantic proposal. It's beautfiul views offers a romantic atmosphere to propose over dinner, a glass of wine or champagne, while enjoying a waters view.


    9. Les Nomades

    Les Nomades is a French restaurant known for its refined dining experience and elegant ambiance. The intimate atmosphere, personalized service, and exquisite cuisine make it an excellent choice for a romantic proposal.


    10. Sepia

    Sepia is located in a 19th-century former print shop, offering a blend of rustic and contemporary charm. The warm and inviting space, along with its farm-to-table cuisine, sets the stage for an intimate and memorable proposal.


    Suzanne was amazing! I utilized the layaway service and it was a breeze. Ring made its way to Texas and was even more gorgeous in person."
     Chloe G verified buyer


    Keep It Simple 

    While it can be tempting to get wrapped up in elaborate proposal plans, sometimes the very best way to ask the question is a classic, heartfelt, on-one-knee moment. Whatever you and your soon-to-be fiance or fiancee enjoy, Chicago has beautiful and memorable places to propose. Make one of these romantic locations your special place by proposing with the perfect vintage engagement ring.



    Vintage Engagement Rings For Everyone:

    No matter which era is your favorite, these time-honored rings have a rich history and individualized character and will continue to have a timeless beauty and elegant appeal that is part of a legacy to pass on to future generations.

    Find The Perfect Engagement Ring:

    Vintage rings are prized not only for their beauty but also for their exquisite attention to detailing and faceting. If you’re looking for a ring with a sense of glamour, sophistication and vintage charm, explore our collection of vintage engagement rings today!


    Suzanne Sachs

    Suzanne has always believed vintage rings can change lives. She's been in the jewelry industry for over 35 years, working with vintage jewelers, diamond dealers, diamond cutters, and gemologists. Suzanne started Artdecodiamonds in 2000 and understood the demand for vintage rings throughout the world. She ultimately started VintageDiamondRing.com in 2014, and understands each vintage ring is a reflection of you – your history, your relationships, your style, your elegance and is honored to have the opportunity to help you showcase your flair in a unique and exquisite way.


    Press Love:

    Thrive Global


    Art Deco Emerald Ring

    Contact Suzanne

    If you love vintage or eco-friendly jewelry please feel free to contact Suzanne or browse our collection of eco-friendly vintage engagement rings.


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