Hayley Moore is a editorial digital + film wedding photographer that travels the globe documenting chic weddings and love stories. Her style focuses on effortless elegance, timeless true to life colors all while infusing artistic personal touches into the natural moments shared by her fun-loving couples.

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guests clinking glasses

Getting Married in Chicago: The Ultimate Wedding Weekend Guide

Getting Married in Chicago: Plan an Unforgettable Wedding Weekend

Planning on getting married in Chicago is not just about one beautiful day. It is about curating an entire weekend that feels intentional, romantic, and unforgettable for you and everyone you love. It is an experience.

Getting married in Chicago gives you architecture, water, skyline views, history, and energy all in one place. You can host a candlelit Chicago wedding rehearsal dinner in a historic mansion, say your vows against the skyline, and end the weekend with a Chicago boat wedding reception on Lake Michigan. It is equal parts timeless and iconic.

If you are getting married in Chicago and dreaming of a multi-day celebration, here is how I would design the perfect wedding weekend.

rehearsal dinner mingling

Wedding Welcome Party Ideas in Chicago

The welcome party sets the tone for your entire celebration. Think warm, elevated, and relaxed. You do not need a full production. Just give your guests a moment to land, connect, and feel the excitement building.

  • Rooftop Cocktail Hour
  • Chicago Riverwalk with a private patio
  • Speakeasy welcome party

Some fun ideas including:

If you are leaning into a subtle Chicago themed wedding, this is the perfect moment to incorporate Chicago wedding welcome bag ideas like Garrett popcorn, skyline illustrations, or custom city matchbooks.

match boxes custom wedding detail

Getting Married in Chicago: Rehearsal Dinner Ideas & Venues

Chicago has some of the most beautiful historic spaces in the Midwest, which makes choosing from the many Chicago rehearsal dinner venues such a fun part of planning.

This night is often where the most emotional toasts happen. Build in breathing room so it does not feel rushed. Your Chicago wedding rehearsal dinner should feel intimate and intentional.

Whether you choose something modern or historic, there are so many best places to get married in Chicago that also double as beautiful rehearsal dinner spaces.

rehearsal dinner portrait walking streets

cocktail drinks

Top Chicago Wedding Venues

Chicago offers incredible variety depending on your aesthetic. From industrial city spaces to grand historic venues, there is something for every vision.

A few of my favorite top Chicago wedding venues:

  • Chicago Illuminating Company

  • Chicago History Museum

  • Post Office

  • Galleria Marchetti

  • The Exchange

These are consistently considered some of the best wedding venues in Chicago, and many fall into the category of luxury Chicago wedding venues for couples planning an elevated celebration.

If you are looking for more venue details, explore my post on 5 of the Best Wedding Venues in Chicago

ceremony arches

Chicago Wedding Vendor Guide

How a Chicago Wedding Photographer Captures Your Entire Weekend

A multi-day wedding deserves full coverage. As a Chicago wedding photographer, I am thinking beyond just the ceremony.

From welcome party candids and rehearsal dinner toasts to getting ready details, portraits, and quiet in-between moments, I document the full story arc of your weekend.

The magic is often not on a shot list. It happens while your people are laughing on a hotel balcony or while your partner squeezes your hand before walking down the aisle.

If you are getting married in Chicago, your gallery should feel layered, emotional, and complete.

✨ Inquire about your Chicago wedding here → Begin Your Experience

How a Chicago Wedding Planner Helps You Manage a Multi-Day Itinerary

A strong Chicago wedding planner is essential for a full weekend celebration. Many of the best wedding planners in Chicago specialize in multi-day logistics.

They coordinate venue access times, build transportation timelines, oversee vendors, and create contingency plans for unpredictable weather.

Chicago weather shifts quickly. Having one of the best wedding planners in Chicago by your side means you stay relaxed and fully present.

rehearsal dinner portrait

Ceremony Day: Venue & Timing

The lakefront, city bridges, and classic architecture offer incredible portrait locations. The key is thoughtful timing when you are thinking about getting married in Chicago.

  • Avoid peak afternoon heat in July and August
  • Consider late afternoon such as 5:00
  • Build in time for portraits with your wedding photographer near gorgeous backdrops and add plenty of buffer time

Guest Logistics

A seamless weekend feels effortless because the logistics are handled. The more organized your communication is, the more relaxed your guests will feel.

  • Hotel Blocks: Choose a hotel near your venue or near downtown attractions. Provide clear transportation instructions.
  • Group Transportation: Charter buses for ceremony to reception transitions. It reduces stress and keeps the energy cohesive.
  • Parking: Chicago parking can be tricky. Include valet options or clear parking maps in your wedding website.

guests clinking glasses

Incorporate Chicago Touchpoints

Late night Chicago style pizza delivery. It is just the Chicago way.

Custom skyline illustrations on your paper goods. Thoughtful Chicago wedding ideas woven throughout your details. Elevated Chicago wedding welcome bag ideas that feel personal and intentional.

These subtle city touches make your weekend feel cohesive without being overdone.

Best Brunch Spots in Chicago for Your Post-Wedding Sendoff

After a full wedding weekend, brunch is the perfect soft landing. A relaxed farewell brunch gives you one final chance to soak it all in before everyone heads home.

reception dinner silverware

Getting Married in Chicago: End the Weekend with a Boat Celebration

If you truly want to embrace the city, consider a Chicago boat wedding reception or farewell cruise.

When planning your boat event, decide between the Chicago River for an intimate architectural feel or Lake Michigan for full skyline views and golden sunset glow.

Some fun things to include in your party:

  • Champagne and/or signature cocktails
  • Light bites
  • Lounge furniture
  • Poloroid photo station
  • Custom playlist or live acoustics
  • A short thank-you toast

chicago skyline

Final Tips from a Chicago Wedding Photographer

As a Chicago wedding photographer, hosting an entire weekend can sound overwhelming but when you have the best vendor team who can help with ideas, you’re in for the best weekend of your life. Here are some final tips to consider a Chicago wedding weekend.

1. It’s More Than Just the Ceremony

Your Chicago wedding weekend is more than a timeline. It is rooftop cocktails as the skyline turns pink. It is candlelight and inside jokes at your rehearsal dinner in the West Loop. Your story does not begin at the ceremony or end with the last dance. Some of the most emotional, relaxed, and beautifully unguarded moments happen before and after the formal events.

2. Keep Your Team in the Loop

Share your full Chicago wedding weekend itinerary with your photographer and vendor team ahead of time. It helps us anticipate lighting, transitions, and those spontaneous, emotional moments. And your Chicago wedding planner will likely already have it beautifully organized.

3. Plan Around the Light

Whether we are along the lakefront, tucked between historic architecture, or on a rooftop as the skyline glows, I help my couples build their timeline around the best light. It is the difference between pretty photos and truly editorial, frame-worthy images.

4. Trust Your Team

Your Chicago wedding planner handles the logistics. I handle the light, the movement, and guiding you through portraits with calm confidence and just enough direction to feel natural. With the right team in place, you get to stay present and actually enjoy your Chicago wedding weekend.

5. Embrace the In-Between

I will guide you with intention and create timeless, editorial portraits. But I am always watching for the in-between. Your friends hyping you up in the hotel suite. Your dad squeezing your hand before the aisle. The last teary hug at brunch along the river. Those are the photographs that feel the most like you years from now.

rehearsal dinner intro

 

READ NEXT:

Planning a Downtown Chicago Wedding Timeline With Intention

The Best Month to Get Married in Chicago

Vendor Spotlight: Chicago Museum Wedding Venue

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MEET HAYLEY

As a past bride, I know all you want is to celebrate your love, have your entire story told without worry, and hold onto those memories, and friend, they will hold on to you. Your need a photographer you can trust and that prioritizes you.

Many couples feel overwhelmed by wedding planning and unsure if their photographer will capture their vision authentically. As a detail oriented wedding photographer, I help couples celebrate their day with ease and comfort because they deserve to experience their love story in its truest form and cherish those moments in real time and relive those memories for years to come.

Let’s make your day unforgettable with chic wedding photography.