One of the first big questions couples ask when planning a wedding is, what is the best month to get married in Chicago? Local trends show that fall, especially September and October, is now the most popular wedding season in the city. The weather is comfortable, the colors are vibrant, and the chances of rain or extreme heat are lower than in spring or summer. While every season offers something special, most Chicago couples choose early fall because it provides the perfect mix of beauty, comfort, and guest-friendly conditions. As an experienced Chicago wedding photographer, I have helped couples celebrate their day in every season, and each brings something unique.

Spring Weddings in Chicago (March – May)

Spring is fresh and full of new beginnings, but it can be unpredictable. March often feels like winter, while April and May bring blooming tulips and cherry blossoms.

• Weather: Early spring can be chilly, but May often reaches the 60s and 70s. Rain is common, so a backup location is a must.
• Photos: Flowering trees in Lincoln Park or the Chicago Botanic Garden make for dreamy portraits. Clear umbrellas can even add a romantic touch on rainy days. Spring is also one of the best times for engagement photography in Chicago, with vibrant backdrops and softer light.
• Events: Be mindful of St. Patrick’s Day weekend, when the Chicago River turns green and traffic is chaotic, and Memorial Day, which increases hotel prices.
• Budget tip: March and April are less in demand, making them more affordable options.

If you love colorful blooms and a softer atmosphere, spring can be a beautiful time. For more inspiration, check out how we turn challenges into magic in our romantic rainy wedding photos.

Summer Weddings in Chicago (June – August)

Summer has long been considered peak wedding season, though in recent years fall has taken the lead. Still, June remains very popular for its sunshine and long days.

• Weather: Expect warm 70s in June and hotter, humid days in July and August. Sudden thunderstorms are possible.
• Photos: Golden hour around 8 pm makes for breathtaking skyline shots, but midday sun can be harsh.
• Events: The city is packed with festivals. Pride Parade in late June, Lollapalooza in late July or early August, and the Air & Water Show in mid-August all bring huge crowds and traffic.
• Planning tip: Book your date at least 12 to 18 months in advance since popular venues fill quickly.

Summer is full of life, energy, and late-night celebrations. If you want timeless city photos with vibrant skies, consider pairing your date with our cinematic wedding photography style.

Summer Weddings in Chicago (June – August)

Winter weddings are less common, but they create a unique and cozy atmosphere.

• Weather: Expect cold temperatures in the 20s and 30s with possible snow. Always plan for indoor comfort.
• Photos: Limited daylight means scheduling a First Look is helpful. Snow, city lights, and holiday decorations make for magical photos.
• Events: Avoid Christmas, Hanukkah, and New Year’s Eve unless you specifically want a holiday celebration.
• Budget tip: Winter is off-peak, making venues more affordable and available.

If you want something different and intimate, winter weddings can be unforgettable. City lights and snowflakes give a romantic, cinematic look, much like the feel we capture in our romantic rainy wedding photos.

Conclusion

Most Chicago couples now choose fall, with September and October topping the list for comfort, beauty, and guest-friendly weather. But every season offers something unique: the blossoms of spring, the energy of summer, the golden light of autumn, and the intimacy of winter. Whatever time you choose, planning with awareness of weather, city events, and lighting will make your day smooth and unforgettable.

If you are ready to plan your date, explore our guide to planning a wedding in Chicago or browse our best engagement locations in Chicago to start dreaming about your photos.