What to Pack for Chicago in November: Cold-Weather Essentials for the Windy City

Looking for what to pack Chicago November Packing List? Here’s what you need.

Chicago in November is cold and windy, with temperatures dropping quickly as winter approaches.

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Bring a warm coat, sweaters, and layers for protection against the chill. Gloves and a hat will also help.

This Chicago November Packing List prepares you for the city’s brisk weather.

🌡️ Weather Overview: What to Expect in Chicago in November

November in Chicago is full-on late fall with early hints of winter. Expect temperatures between 35°F to 50°F (2°C to 10°C), but with the wind chill, it often feels colder. You may experience light snow, drizzling rain, or strong winds off Lake Michigan — sometimes all in one day. Layering, waterproofing, and wind-blocking are key.

🎒 What to Wear in Chicago in November (with Dressing Etiquette)

Chicago style is a mix of practical and polished — think smart coats, boots, and cozy cold-weather layers. Locals know how to layer for warmth and still look city chic. You’ll want stylish streetwear that can handle blustery conditions. Pack at least one outfit for nice dinners or shows, and don’t underestimate the wind!

🧳 Luggage & Packing Tools

• 🧳 Wheeled suitcase or weekender – Compact and easy to manage on sidewalks and trains.
• 🎒 Daypack or tote – Great for museums, cafes, and shopping.
• 🧼 Packing cubes – Separate warm layers from daily outfits.
• 👜 Waterproof toiletry bag – For freezing or leaky hotel bathrooms.
• 🔒 Lock – Useful for hotel safes or Airbnb lockers.
• 🧺 Laundry bag – Store damp or bulky layers separately.
• 🛏️ Sleep mask + earplugs – Helpful for downtown stays with street noise.

👗 Clothes

• 🧥 Insulated winter coat – A must for November chill and wind.
• 🧣 Thick scarf – Protects your neck from icy gusts.
• 👕 Long-sleeve shirts (3–4) – Great base layers for warmth.
• 🧥 Sweaters or fleece (2–3) – Soft, cozy, and stylish layers.
• 👖 Warm jeans or lined pants (2–3) – Keeps legs warm without sacrificing style.
• 👗 One dressier outfit – For fancy dinners or shows.
• 🧤 Gloves – Windproof or thermal preferred.
• 🧢 Knit beanie or wool hat – Keeps in body heat during windy days.
• 🧦 Wool or thermal socks (5–7 pairs)
• 🩲 Underwear + bras – Enough for your full trip.

💆 Skincare

• 🧴 Rich face moisturizer – Combat indoor heating and cold air.
• 💋 Lip balm with SPF – Windburn is real in the Windy City.
• 🌞 Sunscreen – UV rays can reflect off snow or bright skies.
• 💦 Hydrating serum – Adds an extra layer of moisture overnight.
• 🧼 Gentle cleanser – Removes dirt and pollution from city air.

💄 Makeup

• 🧴 Hydrating foundation or BB cream – Prevents dry, flaky skin.
• 👁️ Neutral eyeshadow palette – Simple and flattering in fall light.
• 💄 Lip color or gloss – Brightens your look in overcast weather.
• 🎯 Concealer – For under-eyes and winter skin spots.
• 💅 Brushes or sponge – Keep things compact and clean.

💇 Hair

• 🧴 Shampoo + conditioner – Pack nourishing formulas.
• 🌬️ Dry shampoo – Helps with winter hat hair or long days out.
• 🪮 Brush + ties/clips – Wind + static = bring reinforcements.
• 🌀 Styling tool (optional) – Perfect for date nights or theater evenings.

👠 Shoes & Accessories

• 👢 Waterproof boots – Ideal for sidewalks, slush, and warmth.
• 👟 Comfy sneakers – For museums or indoor days (weather permitting).
• 👜 Crossbody or shoulder bag – Secure and easy to manage in crowds.
• ☂️ Windproof umbrella – Strong enough to survive Michigan Avenue gusts.
• 🧤 Thermal gloves – Stylish and warm.
• 🧣 Blanket scarf – Bonus points for fashion + function.

🧾 Documents & Essentials

• 🪪 ID / driver’s license – Required for bars, clubs, and domestic flights.
• 📄 Event confirmations / restaurant reservations – Many places require bookings.
• 💳 Debit/credit cards – Contactless preferred.
• 💵 Some cash – For tips or smaller vendors.
• 📱 CTA app or maps – For trains, buses, and walking routes.

📱 Tech & Electronics

• 📱 Phone + charger – Don’t forget a long cable for hotel rooms.
• 🔌 Power bank – Cold weather drains batteries fast.
• 📷 Camera – For skyline shots and fall colors.
• 🎧 Headphones – For city walks, L train rides, or hotel downtime.

🎒 Extras

• 💧 Reusable water bottle – Stay hydrated in heated indoor spaces.
• 🍫 Snacks – Especially if you plan long museum or walking days.
• 🧼 Hand sanitizer + tissues – Cold and flu season in full swing.
• 🛍️ Foldable tote – For shopping or carrying layers when indoors.
• 📖 Book or journal – Great for café breaks or cozy nights in.

✈️ Travel Tips

• ✅ Pack for layers — it may be sunny one hour and snowy the next.
• ✅ Bring warm accessories — the wind makes it feel colder than the temp shows.
• ✅ Use public transit — the CTA is efficient and budget-friendly.
• ✅ Book restaurants and shows in advance — November gets busy around Thanksgiving.

✅ Must-Haves for Chicago in November

• 🧥 Insulated winter coat
• 🧤 Gloves + scarf + beanie
• 👢 Waterproof boots
• 📱 Phone + power bank
• 💄 Lip balm + rich moisturizer
• 👜 Crossbody bag
• ☂️ Windproof umbrella

✔️ You’re Ready for Chicago in November!
With this Chicago November packing list, you’ll be bundled up and ready for lakeside strolls, rooftop views, and deep-dish indulgence — all while braving that iconic Windy City chill in total style.