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3 Chicago Wedding Weekend Dates to Avoid When Planning Your Big Day

Planning a wedding in Chicago is an exciting endeavor, but the bustling city calendar means some weekends are better avoided for your big day. Certain city-wide events, like Lollapalooza, Mexican Independence Day, and the Chicago Marathon, can bring logistical headaches, increased costs, and challenges for your guests. This guide will help you navigate these tricky weekends and ensure your wedding day is as stress-free as possible.


Lollapalooza is a world-renowned music festival that draws approximately 500,000 attendees to downtown Chicago every summer. While the event offers unforgettable experiences and stellar city views, it creates several challenges for weddings:

  • Skyrocketing Hotel Costs: Hotels during Lollapalooza operate at peak demand, causing room rates to soar. Many hotels also avoid offering courtesy room blocks to keep their pricing flexible, leaving your wedding guests with high room night costs.

  • Traffic and Road Closures: The festival causes significant congestion and street closures, making it difficult to navigate the city. Guests relying on wedding transportation may face delays, risking their punctuality for your special day.


How to Manage Lollapalooza Weekend Weddings

If your wedding date coincides with Lollapalooza, book hotel accommodations for your guests outside the city as early as possible—hotels typically release blocks 11 months in advance. Buffer travel time for transportation and provide clear communication about road closures and alternative routes.


A couple dances closely, smiling in a warmly lit room with a live band in the background. String lights add a romantic mood. Black and white image.

Mexican Independence Day Weekend

Mexican Independence Day celebrates Mexico’s independence from Spain, filling Chicago’s streets with vibrant car parades, music, and flag displays. This spirited celebration has gained significant traction locally, but it can cause major disruptions for weddings.

  • Citywide Traffic Congestion: Car parties and celebrations can cause bumper-to-bumper traffic, making it nearly impossible to navigate the city. In recent years, the event has expanded to include a parade and festival, such as El Grito in Grant Park, which has led to street closures across central Chicago.

  • Venue Accessibility Issues: If your venue is centrally located, your guests could struggle to reach it, and transportation logistics may become unmanageable.


How to Manage Mexican Independence Day Weekend Weddings

Consider venues where everything—ceremony, reception, and accommodations—is in one location. Avoid planning off-site photos or requiring extensive transportation. If your wedding is near Grant Park, familiarize yourself with event schedules and road closures to minimize disruptions.

Bride and groom sharing a kiss in a limousine, holding canned drinks. The bride wears a veil, and the groom is in a suit. Romantic mood.


Chicago Marathon Weekend

The Chicago Marathon is one of the largest marathons in the world, attracting over 1 million spectators annually. While the city buzzes with excitement, this event poses unique challenges for wedding planning.

  • Hotel Room Rate Spikes: The influx of marathon participants and spectators leads to limited hotel availability and significantly increased room rates, even in areas outside the city center.

  • Citywide Road Closures: The marathon route spans 26.2 miles, crossing neighborhoods from Uptown to Bronzeville. This results in vast road closures, making it nearly impossible to traverse the city center by vehicle.


Bride and man walk down church aisle, surrounded by guests. Tall arches, stained glass, and floral decor create a solemn, joyful atmosphere.

How to Manage Chicago Marathon Weekend Weddings

Book hotel blocks early, avoiding marathon partner hotels or those near O’Hare and Midway airports, which see high demand. Choose a venue and accommodations on the same side of the marathon route to avoid delays. Minimize movement between locations and consider hosting all wedding activities in one venue.


What If Your Wedding Date Falls on One of These Weekends?

If your wedding date is already set for a weekend with major events, don’t worry—you can still make it work with careful planning and a bit of creativity.

  • Lollapalooza Weekend: Book accommodations early and consider lodging outside the city. Coordinate with your planner to manage transportation and buffer additional travel time.

  • Mexican Independence Day Weekend: Choose venues within walking distance of each other, and plan for limited movement between locations. Research photo opportunities that don’t require extensive travel.

  • Chicago Marathon Weekend: Focus on keeping your events and accommodations on one side of the marathon route. Use nearby locations for wedding photos and avoid extensive travel.


Consult with an Expert for Stress-Free Wedding Planning

Navigating Chicago wedding weekends to avoid can be tricky, but with the right guidance, your day can still be magical. Our team specializes in planning weddings that are not only beautiful but also logistically seamless. Schedule a consultation with us to ensure your celebration is unforgettable, no matter the city calendar.


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By choosing your wedding date wisely and planning around major events, you’ll create a stress-free, memorable experience for you and your guests. Avoiding busy Chicago weekends like Lollapalooza, Mexican Independence Day, and the Chicago Marathon ensures your special day goes off without a hitch!

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