14 Best Places to Propose in Chicago

14 Best Places to Propose in Chicago

The holiday season is approaching, which means seemingly endless proposals and engagement parties are, too. We love an intimate at-home proposal, but if you are looking for an epic date night turned engagement, we know the best places to propose in Chicago. Make your ‘popping the question’ stand out from the rest by getting down on one knee at one of these 14 Chicago venues — or save them for your upcoming engagement party, rehearsal dinner, or even your wedding. And don’t forget to capture every special moment with one of these Chicago photographers

Ace Hotel Chicago

photo courtesy of & venue: Ace Hotel Chicago

For the sleek and chic…

  • Hip hotel in the West Loop that is a quick walk from the buzzing Randolph Row
  • Garden terrace space with expansive city views offer a picture-perfect photo op
  • Top floor bar — Waydown — waiting to be celebrated in after the proposal

Ace Hotel Chicago

Chicago, IL

The Art Institute of Chicago

photographer: Natalie Probst Photography

For the one with an artistic eye…

  • One of the oldest and biggest museums in the United States 
  • Impressive spread of galleries and gardens offer ample opportunities to pop the question
  • Grand and iconic landmark makes this one of the best places to propose in Chicago

The Art Institute of Chicago

Chicago, IL

Cafe Brauer at Lincoln Park Zoo

photographer: Adams Photography

For the one who loves a unique experience…

  • Gorgeous skyline views over Lincoln Park’s South Pond
  • Close proximity to Lincoln Park Zoo filled with plenty of photo ops and romantic walkways

Cafe Brauer at Lincoln Park Zoo

Chicago, IL

Chicago Botanic Garden

photographer: fourteensixteen

For the one with a green thumb…

  • 385 acres of lush green garden space, lakes, and woodlands for a dreamy pre-proposal stroll
  • Incredibly unique event spaces available for cocktails, dinner, and more

Chicago Botanic Garden

Chicago, IL

Chicago Private Yacht Rentals

photographer: Rebecca Huang

For the one who is always up for an adventure…

  • Intimate and romantic yacht ride on Lake Michigan, with year-round availability 
  • Able to be booked during the Navy Pier fireworks show 
  • Panoramic views from the multiple deck spaces
  • Complete with a bar and lounge space

Chicago Private Yacht Rentals

Chicago, IL

City Winery Chicago

photo courtesy of City Winery Chicago

For the one whose glass is half full…

  • A downtown Chicago space that transports you to Tuscany
  • Private barrel room available for buy out
  • Wine garden offers an open-air space that can be made romantic with strung twinkling lights

City Winery Chicago

Chicago, IL

Galleria Marchetti

photographer: Tim Tab Studios

For the one who loves a surprise…

  • This transformable venue is one of the best places to propose in Chicago — and to host an epic engagement party
  • Stunning draping and lighting
  • Opportunity to appreciate lush garden spaces from indoors

Galleria Marchetti

Chicago, IL

The Hoxton Chicago

photo courtesy of The Hoxton Chicago

For the eclectic enthusiast…

  • The Hoxton Chicago’s energetic vibe makes it one of the best places to propose in Chicago
  • Rooftop pool offers sweeping city views and a unique proposal backdrop
  • Celebrate at one of the three BOKA Group restaurants within the hotel: Cabra, Cira, and Lazybird

The Hoxton Chicago

Chicago, IL

River Roast Social House

photo courtesy of River Roast Social House

For the one who loves a view…

  • Sits on the Chicago river with accessibility to boats and river taxis 
  • Stunning cityscape backdrop — especially at night — twinkling from the surrounding buildings 
  • Menu created by James Beard award-winning Chef Tony Mantuano and Executive Chef John Hogan

River Roast Social House

Chicago, IL

RPM on the Water

photo courtesy of RPM on the Water

For the romantic foodie…

  • RPM’s menu alone makes this one of the best places to propose in Chicago
  • Gorgeous water views from chic lounge spaces

RPM on the Water

Chicago, IL

Shedd Aquarium

photographer: WASIO photography Chicago

For the one who loves a photo op…

  • An incredible under-the-sea venue makes this beloved Chicago landmark one of the best places to propose in Chicago 
  • Nature-filled and water-surrounded rooms offer an awe-inspiring experience

Shedd Aquarium

Chicago, IL

Somerset

photo courtesy of Somerset

For the trend-setter yet traditionalist…

  • Boka Restaurant Group-owned with American cuisine from Michelin starred Chef Lee Wolen
  • Glamorous décor and gold-like lighting create a moody, romantic ambiance
  • Multiple spaces and bars available for buyouts

Somerset

Chicago, IL

Theater on the Lake

photographer: Grey Garden Creative

For the one who loves the lake…

  • Sits directly on the lake offering sweeping city views
  • Expansive theater space with a bar and restaurant

Theater on the Lake

Chicago, IL

Tortoise Supper Club

photo courtesy of Tortoise Supper Club

For the holiday lover…

  • Unique Red Room space offers a whimsical and festive space to celebrate a holiday time engagement
  • Mixologists on-site to create something special for the newly engaged couple

Tortoise Supper Club

Chicago, IL