The Ultimate Chicago December Packing List for a Cozy & Stylish City Trip

Patricia Themakeup Magazine
By Patricia Rios
Share

Chicago in December is cold, festive, and full of charm. If you’re heading to the Windy City this winter, you’ll want to bundle up in cozy layers without sacrificing style. From snowy sidewalks to holiday markets, this destination demands smart winter gear and thoughtful planning.

Temperatures dip below freezing, so packing well means enjoying your trip more and freezing less. Whether you’re walking along Michigan Avenue or catching a show at the Chicago Theatre, staying warm is key.

what to pack Chicago packing list December

πŸ“Note: This article is all about what to pack for Chicago in December. Here you can find a huge and comprehensive list. Feel free to adapt to your needs, and share your tips in the comments!

Weather & Travel Context 🌦️

  • Downtown Chicago: -6Β°C to 3Β°C (21Β°F to 37Β°F)
  • Lake Michigan breeze makes it feel colder – wind chill is real!
  • Expect snow, ice, and freezing rain. Layering is essential.

What to Pack for Chicago in December

Packing smart will help you make the most of your trip. Here’s everything you need to bring for a comfortable and stylish adventure.

Travel Must Haves

Carry-On Suitcase / Travel Bag Duffle / Portable Steamer / Packing cubes / Luggage scale / Wireless Noise-Cancelling Headphones / Speaker / Portable Charger / Universal Travel adapter / Compact Hair Dryer / Eye Mask / Waterproof Toiletry Bag Hanging  / Zipper Pouch / Water BOTTLE / Liquid I.V. Hydration Vegan 

🧳 Luggage & Packing Tools

If you want more options to have everything organized and well packed, take a look at these suggestions.

Luggage & Packing Tools Must Haves

1. Rolling Backpack / 2. Luggage (large) / 3. Luggage (small) / 4. Toiletry Bag / 5. Beach Bag / 6. Backpack / 7. Packing Cubes

  • Rolling suitcase – hard shell for snowy streets 🧳
  • Carry-on – for your winter coat and essentials πŸ›„
  • Daypack – thermal-lined for day tours πŸŽ’
  • Packing cubes – keep layers organized 🧩
  • Shoe bags – protect from salt-stained boots πŸ‘ž
  • Toiletry bag – with leakproof lining 🧴
  • Document organizer – waterproof travel folder πŸ“
  • Foldable tote – great for shopping πŸ›οΈ
  • Laundry kit – keep wet items separate 🧼
  • Luggage scale – avoid overweight charges βš–οΈ
  • Travel lock – TSA-approved πŸ”’
  • Dry towel – quick-dry microfiber for spa or gym 🧻
  • Neck pillow – plush for long flights πŸ’€
  • Sleep mask – helpful for jet lag 😴

πŸ‘— Clothes

  • Thermal base layers (2–3) – crucial for warmth 🧦
  • Long sleeve tees (4) – soft and layerable πŸ‘•
  • Chunky sweaters (2–3) – cozy and stylish 🧢
  • Blazer – warm layering for indoor events πŸ§₯
  • Jeans (2) – dark wash for winter vibes πŸ‘–
  • Wool trousers – elevated and insulating πŸ‘”
  • Thermal leggings (2) – layer under dresses or pants 🩳
  • Knit skirt – pair with tights πŸ‘—
  • Sweater dresses – versatile and warm πŸ‘š
  • Heavy winter coat – down or parka πŸ§₯
  • Puffer jacket – compact but effective 🧊
  • Fleece activewear – cozy for lounging or gym 🧘
  • Warm pajamas – flannel or thermal πŸ›Œ
  • Thermal socks (5–7) – must-have for icy days 🧦
  • Undergarments (daily) – full coverage preferred πŸ‘™

πŸ’† Skincare

  • Gentle cleanser – avoid winter dryness 🧼
  • Hydrating toner – prep your skin πŸ’§
  • Rich moisturizer – combat windburn 🧴
  • SPF moisturizer – UV rays still hit 🧊
  • Makeup remover – nourishing formula 🧽
  • Face exfoliator – once or twice a week πŸ§–
  • Eye cream – reduce puffiness ❄️
  • Facial mist – refresh your skin πŸ’¦
  • Sheet masks – great for hotel pampering 😌
  • Lip balm – pack a few! πŸ’‹
  • Spot treatment – dry climate = flare-ups πŸ”¬

πŸ’„ Makeup

  • Hydrating foundation – avoid flaking πŸ’„
  • Concealer – for cold-weather blemishes πŸ‘οΈ
  • Setting powder – reduce shine from scarves πŸ’¨
  • Cream blush – more natural in winter ❄️
  • Highlighter – brighten dull winter skin ✨
  • Bronzer – add warmth to your face 🌞
  • Neutral eyeshadow palette – works for day to night 🎨
  • Waterproof eyeliner – for windy eyes πŸ’§
  • Volumizing mascara – bold lashes in cold air πŸ‘οΈ
  • Brow gel – keep brows in shape 🧴
  • Lipstick & gloss – berry shades pop πŸ’„
  • Setting spray – lock it all in πŸ”’
  • Brush set – travel-sized πŸ’Ό

πŸ’‡ Hair Care

  • Wide-tooth comb – gentle on dry hair πŸ’‡
  • Hair ties/clips – for windproof styles πŸŒ€
  • Moisturizing shampoo & conditioner – travel size 🚿
  • Dry shampoo – refresh between washes 🌬️
  • Heat protectant spray – winter + heat = brittle πŸ’₯
  • Styling cream – fight frizz πŸ’
  • Mini hair dryer – with diffuser πŸ’¨
  • Straightener/curler – dual-voltage preferred πŸ”Œ
  • Hair serum – seal split ends ✨
  • Winter hair accessories – wool headbands, clips πŸŽ€

πŸ‘Ÿ Shoes & Accessories

  • Waterproof boots – for snowy sidewalks πŸ₯Ύ
  • Stylish sneakers – indoor exploring πŸ‘Ÿ
  • Dress boots – night out-ready πŸ‘’
  • Wool socks (4–5) – keep those toes warm 🧦
  • Leather belt – classic layer accessory πŸ‘–
  • Wool hat – trap in heat 🎩
  • Cozy scarf – thick and fluffy 🧣
  • Touchscreen gloves – don’t remove to text 🧀
  • Polarized sunglasses – snow glare is intense πŸ•ΆοΈ
  • Jewelry – minimal chic πŸ’
  • Crossbody bag – secure and convenient πŸ‘œ
  • Compact umbrella – snow or sleet ready β˜‚οΈ

πŸ“‘ Documents & Essentials

  • Passport/ID – domestic flights still need ID πŸ›‚
  • Printed travel insurance – in case of snow delays πŸ“„
  • Plane tickets/boarding pass – paper & digital πŸ›«
  • Credit/debit cards + cash – mix for emergencies πŸ’³
  • Local map – or download offline πŸ—ΊοΈ
  • Notebook + pen – notes and doodles πŸ–ŠοΈ
  • Emergency contacts list – always smart πŸ“ž
  • Important receipts – store safe πŸ“‘

πŸš‘ First Aid

  • Band-aids – winter blisters from boots 🩹
  • Antiseptic wipes – cold cuts hurt more ❄️
  • Gauze/tape – basic care set 🩺
  • Thermometer – in case of flu 🌑️
  • Cotton swabs – multi-use 🧼

🧼 Health & Hygiene

  • Prescriptions – double check doses πŸ’Š
  • Painkillers – cold aches are real πŸ€•
  • Allergy meds – heaters stir up dust 🌬️
  • Motion sickness tabs – if flying πŸš€
  • Vitamins – boost your immunity πŸ’ͺ
  • Feminine care – pack ahead 🩸
  • Hand sanitizer – cold = flu season 🧴
  • Wet wipes – refresh anywhere 🧻
  • Bug spray – not needed in winter ❌
  • Contraceptives – plan ahead πŸ“†
  • Mirror – compact for touch-ups πŸͺž
  • Toothbrush & paste – minty fresh 😁
  • Floss – dental care counts 🦷
  • Deodorant – fresh layers πŸ‘ƒ
  • Razor – up to you πŸͺ’
  • Nail clippers – cold cracks nails quickly πŸ’…
  • Perfume – wintery scents πŸ’
  • Tissues – runny nose season 🀧

πŸ“± Tech & Electronics

  • Phone – don’t leave home without it πŸ“±
  • Charger – cold drains batteries ⚑
  • Power bank – always on hand πŸ”‹
  • Laptop or tablet – for digital nomads πŸ’»
  • Camera – winter photos are magical πŸ“Έ
  • Universal adapter – if you’re international 🌍
  • Offline maps & apps – in case of no service πŸ—ΊοΈ
  • Headphones – music during transit 🎧
  • e-Reader – cozy reading by the fire πŸ“–
  • Waterproof phone case – snow protection πŸ’¦

🎧 Entertainment

  • Books – winter reads πŸ“š
  • Movies or series – cozy hotel nights 🎬
  • Podcasts – airport waits go fast πŸŽ™οΈ
  • Travel journal – document your trip πŸ“
  • Card games – social fun ♠️

🎁 Extras

  • Snacks – stay fueled 🍫
  • Reusable water bottle – hydration always πŸ’§
  • Shopping bag – for winter finds πŸ›οΈ
  • Laundry detergent – hotel sink wash 🧺
  • Sewing kit – quick fixes πŸͺ‘
  • Whistle – personal safety πŸ“£
  • Lint roller – winter coats attract fuzz πŸ‘”
  • Footrest – comfy flight 🦢
  • Shoe deodorizer – boots get smelly πŸ‘ƒ
  • Sleep aid – time zone adjustment πŸ›Œ

🌍 Travel Tips

  • Photo your luggage – just in case πŸ“Έ
  • Pack layers – Chicago’s cold bites πŸ§₯
  • Carry important meds in hand luggage πŸ’Ό
  • Download CTA tracker app 🚌
  • Let your bank know you’re traveling πŸ’³

πŸ›‚ Visa Tips

  • USA visa not needed for Americans πŸ‡ΊπŸ‡Έ
  • ESTA required for many international travelers πŸ›¬
  • Bring proof of return ticket 🎟️

⭐ Must-Haves

  • Passport/ID πŸ›‚
  • Travel insurance πŸ“‹
  • Credit card + cash πŸ’³
  • Phone + charger πŸ“±
  • Health essentials πŸ’Š
  • Offline map/apps πŸ—ΊοΈ
  • Printed reservations 🏨
  • Day bag πŸŽ’
  • Reusable water bottle πŸ’§

πŸ‘ Good-to-Have

  • Hydration mask πŸ’¦
  • Mini steamer πŸ‘—
  • Neck pillow πŸ›οΈ
  • Headphones 🎧
  • Blanket scarf 🧣
  • Luggage tag 🏷️
  • Travel umbrella β˜‚οΈ
  • eSIM or SIM card πŸ“Ά
  • Foldable tote πŸ›οΈ
Pat

Patricia Rios

I have been writing makeup and beauty content for more than ten years. My passion is to uplift you, my reader, to feel better about yourself.

What Do You Think?