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Chicago Spring Proposal Ideas

Romantic spring proposal on a sailboat overlooking Chicago skyline
Photo By: Lenswork Studio

Hello Spring, Hello Ring! Chicago Proposal Planners™ insight into creating the perfect spring proposal in Chicago.

The natural spring elements are begging you to pop the question, but how can you make the most of your spring proposal ideas here in Chicago?

The flowers are blooming, the birds are chirping, love is in the air. The only thing missing is a bright shiny ring on her finger!

You can’t ignore the soft touches of romance all around you this time of year…it’s practically made for proposing! Spring is all about a fresh start. A time for new beginnings, rejuvenation, and a time where love can really flourish. 

Everyone is itching to get outside, out of their winter-long hibernation, and feel the sun on their skin. Spring is buzzing with energy and life and is the perfect time for new beginnings. 

What better new beginning than a proposal?

This is one of the biggest days of your life! You’re starting a brand new chapter and beginning your life together. Spring is a lovely reminder of how beautiful change can be.

With new beginnings naturally comes changes, and there is nothing more romantic than proposing in the season that celebrates change.

As proposal planners, we know just how enticing the spring season is for a romantic proposal.

We have over 12 years of Springs under our belt to bring you only the very best when it comes to proposal venues, date night ideas, and everything you will need to create the perfect proposal she has been dreaming of. 

We’re here to hold your hand as we walk through this process together to create the most romantic spring proposal right here in Chicago.

Whether you’re local to Chicago or traveling to the city specifically to propose, we can make your vision a reality. 

Let Love Bloom in your proposal

Spring in the city just feels lighter.

There’s a little more pep in your step. The air smells sweeter. Romance is blooming and growing in practically every direction. The city is waking up from a long winter. The lake is thawing. Where there once was a pile of snow now stands a beautiful bed of tulips. 

Spring brings an energy in the air unlike any other season, one of anticipation and excitement. 

We’ve spent months cuddled up under our heated blankets, watching the city through a window, safe from the frigid elements.

It’s time to get outside! Once spring comes around, the sun stays up a little longer, and the urge to get outside and try new things has never been stronger! 

You can’t deny that spring is the season of love. The overall feeling of delight and hope that accompanies spring creates the perfect atmosphere for romance.

So, what natural elements of springtime lend themselves to romance for your spring proposal ideas you might ask? 

The most obvious: beautiful blooming flowers!

When planning proposals for our clients, one thing that is almost always a must-have at a proposal is flowers. 

Use nature to your advantage! Not only do sweet spring florals add a soft romantic ambiance and aroma, they instantly make for a stunning photo backdrop.

Spring’s natural florals have done all of the work for you… you don’t even have to try!

They scream romance and add the perfect amount of elegance.

When planning a proposal we always bring flowers into the design concepts. No matter what season, we try to bring the soft romantic feel of what springtime naturally blooms every year. 

In the springtime, you can find flowers popping up all over the city.

In fact, it’s a tradition for the City of Chicago to plant tens of thousands of tulips all over the city. And don’t even get me started about the gardens all over downtown! Flowers are just about everywhere you look. 

The warmth of spring and the thawing of winter brings new energy. You have the perfect balance of warmer weather without the blistering summer heat. 

The days last longer, making that golden hour photo op even easier to attain. The setting sun covers the city in a warm glowing blanket of light, creating a warmth you can feel even through photos.

Warmer weather + more sunshine + new energy = built-in romance for a spring proposal!

How can you create the most romantic on-bended-knee moment this spring?

How can you make the most of your spring proposal ideas here in Chicago?

By using them to your advantage! Finding a beautiful outdoor venue has never been easier than it is in the spring. 

The city is full of gardens, parks, and pathways with luscious greenery and spring florals in full bloom that create the most picture-perfect proposal backdrop.

When working with a client to create a custom design concept, one of our biggest budget items is floral.

By planning your proposal in the spring and using the flowers and greenery that naturally bloom this time of year, you’re actually saving money in the long run!

One spring proposal idea is to plan a picnic in the park that doubles as your proposal venue.

Lay out a cute blanket. Bring a basket with your favorite snacks. Have a photographer hiding in plain sight to capture the moment!  The natural beauty of the park will make for a sweet and romantic backdrop with very little setup required! 

Take a trip to visit one of the beautiful botanical gardens in the city and create the perfect proposal spot there!

While you could most likely get away with DIY, we highly recommend hiring a proposal planner to plan all the details from start to finish. From the cover-up to the setup, we plan so that you can arrive at your proposal without having to worry about anything.

What’s a spring proposal without a focal point?

The incredible spring florals will do half of the work for you, but we love to work in venues that will work with you in planning the design concepts.

Yes, having a gorgeous venue is half the battle, and will add instant natural charm, but it’s not enough to create that wow factor every girl is dreaming of for her proposal.

There still needs to be a design concept in place that creates the focal point of the on-bended-knee moment. 

Whether your focal point is a stunning arch draped in flowers or lights, or some simple lanterns and candles, incorporating a design concept and creating a focal point will enhance the natural beauty of your chosen venue.

It creates that heart-skips-a-beat reaction that will bring her to tears…in a good way! 

Spring into love on the lake!

Our clients love the endless options that the lakefront has to offer with stunning views of the city. In the spring it is finally an option for a proposal venue! This makes it one of our top spring proposal ideas.

Take a stroll along the lakefront trail and have the sun-soaked city skyline as your proposal backdrop. 

The Chicago Riverwalk is another perfect option for this style spring proposal.

If you’re not familiar with the riverwalk, it is the epitome of romance here in the city, especially as the sun goes down. There are countless opinions at the riverwalk.

Listen to live music, sip a cocktail on a riverside patio, enjoy the art through the pedestrian trail, gaze dreamily at the glittering lights reflecting in the calm waters. It’s a picturesque scene complete with so many hidden gems along the way.

If you’re looking for something straight out of a Nicholas Sparks movie, why not utilize the lakefront as a venue by renting a sailboat for the afternoon and proposing right on the water!

The views are breathtaking, the mood is romantic, and it offers a somewhat private experience for the two of you while still getting the benefit of the beautiful Chicago backdrop. 

As if this charming and intimate proposal idea could get any better, the cherry on top is being able to spend the night out on a boat underneath the stars.

Yes, this exists!

We work with companies who can create packages like this all the time, and with spring in full swing, there truly is no better time for this ultra-romantic proposal idea. 

Romantic spring proposal in Chicago
Photo By: Lenswork Studio

Chicago’s Best Spring Proposal Venues

There are so many places in the city that make for a perfect spring proposal venue, but as Chicago’s Proposal Planners™, we have our list of favorites.

For outdoor spring proposal ideas, some of the venues we’d suggest are:

While spring does offer warmer weather, here in Chicago we know how unpredictable the temperatures can be!

Yes, April showers are excellent for bringing May flowers, but not so much for planning an outdoor spring proposal.

The last thing you want on your proposal day is a proposal in the rain. 

There are plenty of options throughout the city that can bring the soft romance of spring indoors, while also offering you peace of mind that no storm could ruin your perfect moment. 

Here are some of our top picks for indoor spring proposal ideas: 

Our absolute favorite option for a spring proposal is Glamping at the Gwen. The Gwen Hotel offers a luxury urban glamping experience on a private terrace of a lux suite on the 16th floor. 

Not only do you get the gorgeous city views, but you’ll have a private and cozy luxury tent!

You’ll also get extra amenities, and the perfect post-proposal night for just the two of you. Not to mention the incredible photos you’ll get from this one-of-a-kind experience!

Is she expecting a ring by spring? Keep the mystery alive with a spring date night.

By the time you’re ready to propose, it’s rare that your girlfriend isn’t also expecting you to pop the question!

Women tend to be extremely observant, and in many cases, end up ruining their own proposals by picking up on too many small details you may not have even thought twice about!

Trust me, the last thing you want is for your surprise proposal to be ruined. Do everything you can to prevent this from happening! 

One way to avoid her catching on to your spring proposal plans is by setting up several date nights in Chicago!

She may still be suspicious, but at least if you have a few different dates before you propose, she won’t know which of these romantic evenings will be THE romantic evening. 

While the proposal is more of a “when” than an “if” at this point, keeping the mystery alive of when it will happen will make the on-bended-knee moment that much more special to the both of you. 

We’ve compiled a list of our top 10 Spring Date Nights in Chicago, available for download! Just enter your email and you’ll get our curated list sent right to you, and you can have 10 dates planned for you this spring.

Spring brings new beginnings and perhaps a new last name.

Overall, spring is the season of rebirth, renewal, and new beginnings. There is no better time to start that new chapter than now! 

The warm weather, the flowers in full bloom, everything in the spring is working with you to create the most romantic spring proposal of her dreams. The good news is, we’re here to help! 

Whether you have a clear vision for your spring proposal or you’ve got nothing but questions, working with a proposal planner will ensure that your proposal is nothing short of perfect!

Visit our website to fill out the proposal inquiry form and set up a call with a proposal planner to get your romantic spring proposal planned in no time!

About Jenée Strickland

Visions Event Studio specializes in luxury events, including proposals and couture weddings. Jenée Strickland, owner, and lead visionnaire, has been an integral part of hundreds of weddings and proposals. Her job is a privilege; her work is a passion.

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