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Chicago Packing List

Michael
Michael
The Roadtrip Ranger
Last updated
June 20, 2024
Chicago Packing List

Chicago, the Windy City! It's a place that truly captures the heart with its vibrant energy, architectural marvels, and a rich cultural tapestry. From the iconic skyscrapers of the Loop to the charming neighborhoods like Wicker Park and Lincoln Square, Chicago offers a captivating blend of urban sophistication and down-to-earth charm. My own experiences in Chicago have been nothing short of unforgettable. I remember strolling along the Magnificent Mile, marveling at the architectural wonders like the Willis Tower and the Wrigley Building. A visit to Millennium Park is a must, with its iconic Cloud Gate sculpture (affectionately known as "The Bean") and the Crown Fountain, where you can even see your own reflection. For a taste of Chicago's rich history, a trip to the Field Museum is a must, home to Sue the T-Rex, one of the largest and most complete Tyrannosaurus Rex fossils ever discovered. And then there's the food! From deep-dish pizza to Chicago-style hot dogs, the city offers a culinary adventure for every palate. Of course, no trip to Chicago is complete without a Chicago packing list, which is why I've put together this comprehensive guide to help you pack for your Windy City adventure.

Toiletries

Toiletries Packing List

Chicago is a clean city, but you'll still want to be prepared. Hand sanitizer is a must, especially when using public transportation or exploring busy areas like the Magnificent Mile. Don't forget to pack a small travel-sized first aid kit with bandages, pain relievers, and any medications you regularly take. If you're planning on spending time outdoors, sunscreen is a must, even on cloudy days. Chicago can get pretty windy, so a lip balm with SPF is a good idea as well. For your Chicago packing list, consider packing a small travel umbrella or raincoat, as the weather can be unpredictable. It's also a good idea to pack comfortable shoes, as you'll be doing a lot of walking. If you're planning on attending any sporting events or concerts, consider packing a small fan or handheld misting bottle to stay cool. Remember, even though Chicago is known for its cold winters, the summers can be quite hot and humid. Staying hydrated is key, so pack a reusable water bottle.

HygieneHygiene
  • Hairbrush or comb
  • Deodorant (travel size)
  • Solid shower gel / shower gel
  • Travel bottles (shampoo, conditioner etc.) (bestseller)
  • Contact lenses & accessories
  • Nail care set (incl. tweezers against ticks)
  • Hair tie
  • Hand cream
  • Toiletry bag (my favourite)
  • Chapstick or lip balm
  • Ear sticks, reusable (my favourite)
  • Razor (for traveling) (our pick)
  • Shaving foam (travel size) (our pick)
  • Make-up utensils / make-up remover wipes
  • Sun cream (travel size) (my favourite)
  • Tampons / feminine hygiene products
  • Handkerchiefs
  • Contraceptives / condoms (bestseller)
  • Contraceptives / pill / condoms (bestseller)
  • Menstrual cup (our pick)
  • Detergent for traveling (my favourite)
  • Toothbrush & toothpaste (travel size)

Clothing

Clothing Packing List

Chicago has four distinct seasons, so packing for your trip depends on when you're visiting. During the summer, you'll need light clothing like shorts, t-shirts, and sundresses. Don't forget a light jacket or sweater for those cool evenings. In the fall and spring, layers are essential. Pack a mix of long-sleeved shirts, jeans, and sweaters. For winter, pack warm clothing, including a heavy coat, hat, gloves, and scarf. Chicago can get very cold and windy, so be sure to pack accordingly. Don't forget comfortable shoes for walking around the city. You'll be doing a lot of walking, so make sure your shoes are broken in. If you plan on visiting any museums or art galleries, pack a light scarf or shawl to cover your shoulders. And if you're planning on attending a sporting event, you'll want to pack your favorite team jersey. Don't forget to check the weather forecast before you pack so you can plan accordingly. Your Chicago packing list will be perfect for your trip!

ClothingClothing
  • Belt (light, with money compartment)
  • Pyjamas / pyjamas
  • T-shirts
  • socks
  • Underwear
  • Sweaters / sweatshirts
  • Pants or shorts, short
  • Pants or jeans, long
  • Dress / skirt
  • Sports bra (bestseller)
  • Sunglasses
  • Compression socks (for flight) (my favourite)

Medication & First-Aid Kit

Medicine Packing List

A basic first-aid kit is always a good idea, especially if you're planning on exploring Chicago's many parks and neighborhoods. Make sure you have a few essential items like bandages, antiseptic wipes, pain relievers, and motion sickness medication, which can be helpful if you're prone to getting carsick on the "L" train. Don't forget to pack any prescription medications you need and keep them in their original containers with labels clearly visible. If you have allergies, it's a good idea to bring along your allergy medication, especially if you're trying new foods. And don't forget insect repellent, particularly if you're planning on spending time outdoors during the warmer months. Chicago can get quite humid in the summer, so keeping hydrated is important. Consider bringing electrolyte tablets or powder to help prevent dehydration. Finally, remember to pack a small travel-sized bottle of hand sanitizer, which can be useful for keeping your hands clean on the go.

MedicineMedicine

Backpacks & Bags

Bags Packing List

When packing for Chicago, a good carry-on suitcase is usually sufficient, especially if you're only staying for a few days. If you're planning a longer trip or need to bring more items, a larger suitcase might be necessary. A small backpack is essential for carrying around essentials like your phone, wallet, and water bottle. If you're planning on doing a lot of walking, a comfortable daypack is also a good idea. Remember, Chicago's public transportation system is extensive, so you'll likely be doing a lot of walking, so make sure your footwear is comfortable. A foldable tote bag is also a great option for carrying souvenirs or shopping finds. If you're planning on visiting museums or art galleries, a small camera bag might be helpful to protect your camera and other valuables. Don't forget to pack a reusable water bottle to stay hydrated during your explorations. Consider a lightweight, foldable travel bag for your return trip, especially if you're planning on doing some souvenir shopping.

BagsBags

Shoes

Shoes Packing List

Chicago is a city known for its diverse neighborhoods and bustling streets, so comfortable shoes are a must. A pair of walking shoes or sneakers will be your best friend for exploring the city's many attractions. If you plan on doing a lot of walking, consider packing a pair of supportive, cushioned shoes. Don't forget a pair of dress shoes for those evenings out at a fancy restaurant or a night at the theater. For exploring the city's parks and green spaces, a pair of comfortable sandals or flip-flops will be a welcome addition to your luggage. If you're planning on attending a sporting event, consider packing a pair of comfortable shoes that you can easily slip on and off. If you're venturing outside of the city, you might want to pack a pair of hiking boots for exploring the nearby forests and trails. And don't forget a pair of waterproof shoes for those unexpected showers that Chicago is known for. No matter what you choose, make sure your shoes are broken in before you go to avoid any blisters or discomfort.

ShoesShoes
  • Flip flops / slippers (for her)
  • Shoes (also for changing)

Technical Equipment

Equipment Packing List

A portable charger is essential for keeping your phone topped up on the go, especially if you're exploring the city's many attractions. You'll likely be taking lots of photos, so a spare memory card is a good idea. If you plan on using your phone for navigation, a good phone case will protect it from bumps and spills. Chicago has a diverse range of neighborhoods, so a map or GPS app is helpful for getting around. Chicago's weather can be unpredictable, so a compact umbrella is a good idea, especially if you're visiting during the spring or fall. A small flashlight can come in handy for navigating dark streets or exploring the city's vibrant nightlife. If you're planning on attending any sporting events or concerts, consider bringing a pair of binoculars for a better view. A portable speaker is a great way to enjoy music while walking around the city or relaxing in your hotel room.

Technical EquipmentTechnical Equipment

Money and Finances

Finances Packing List

Chicago is a city where you can easily pay for everything with a credit card, but it's still a good idea to carry some cash for smaller purchases, like street food or tips. You'll find ATMs everywhere, especially in tourist areas, so don't worry about running out of cash. Keep in mind that some restaurants and bars might charge a small fee for using a credit card, so it's best to check beforehand. When it comes to tipping, a standard 15-20% tip is customary for restaurants and bars, and a few dollars for services like taxis and hotel staff is always appreciated. Chicago is generally a safe city, but it's always smart to be aware of your surroundings and avoid flashing large amounts of cash. If you're planning on visiting any museums or attractions, it's a good idea to purchase tickets online in advance to avoid long lines and potential fees. Also, remember to check if your bank charges any international transaction fees, as this can add up quickly. Finally, keep in mind that Chicago can be a pricey city, so it's a good idea to set a budget before you go. Don't forget to factor in costs for food, drinks, transportation, and entertainment.

FinancesFinances

Documents

Documents Packing List

First things first, make sure you have your passport! It should be valid for at least six months after your planned departure from Chicago. You'll also need a valid driver's license if you plan on renting a car. While Chicago is a very walkable city, having a car can be helpful for exploring the surrounding areas. Don't forget your flight confirmation and any hotel or accommodation reservations. If you plan on attending any sporting events or shows, make sure to have your tickets handy. For peace of mind, consider bringing a copy of your itinerary and emergency contact information. While Chicago is generally a safe city, it's always a good idea to be prepared. For your Chicago packing list, ensure you have a copy of your health insurance card and any necessary travel insurance documents. And lastly, bring a little cash for tips and small purchases.

DocumentsDocuments
  • ADAC documents
  • Address list for postcards
  • International health insurance (proof)
  • Driver's license (foreign / domestic)
  • Hotel or hostel documents
  • Cover for travel documents (waterproof) (view on Amazon)
  • Vaccination card / allergy passport if applicable
  • Health insurance card
  • Passport
  • Travel diary
  • Passport cover (view on Amazon)
  • Student card (inter-/national)
  • Diving certificate / sailing license / etc.
  • Visa, if required
  • Route description
  • Train ticket / Bahncard / flight ticket

Beach and Swimming

Beach Packing List

While Chicago is known for its vibrant city life, it also boasts beautiful lakefront beaches. If you plan to spend time on the shores of Lake Michigan, pack a swimsuit and a lightweight beach towel. A pair of flip-flops or sandals will come in handy for walking on the sand and around the beach area. Consider bringing sunscreen with a high SPF, especially during the summer months when the sun can be strong. A hat and sunglasses will help protect you from the sun's glare. If you plan on swimming in the lake, a waterproof bag for your phone or other valuables is a good idea. While Chicago's beaches are generally safe, it's always a good idea to be aware of your surroundings and to keep an eye on your belongings. If you're planning on spending a lot of time on the beach, a beach umbrella or a portable canopy can provide some shade. You can also find beach chairs and other beach equipment for rent near the beaches.

Beach and SwimmingBeach and Swimming
  • Inflatable air sofa
  • Bathing shoes for stone beaches
  • Fins
  • Air mattress
  • Swimming goggles/snorkel
  • Water wings / swimming ring
  • Parasol (for traveling)
  • Beach shell
  • Money stash for the beach
  • Beach towels
  • Windbreak

Winter Equipment

Winter Packing List

Chicago winters can be brutal, so packing the right gear is crucial. A heavy-duty winter coat with a hood is a must-have, as is a warm hat, gloves, and scarf. Invest in a good pair of waterproof boots with good traction, as sidewalks can be icy. Layering is key to staying warm – pack thermal underwear, fleece layers, and warm sweaters. Don’t forget a pair of waterproof pants or a snowsuit if you plan on spending time outdoors. If you’re venturing into the city, consider packing a lighter jacket for indoor settings. Remember, Chicagoans are tough, but even they bundle up in the winter! A good pair of thick socks will help keep your feet warm, and you may want to consider foot warmers for extra warmth, especially if you're planning on spending time outdoors. If you're planning on doing any winter activities, like ice skating or visiting a snow sculpture festival, make sure to pack appropriate gear, such as warm gloves, a hat, and a scarf. Don't forget sunscreen, as the reflection off the snow can be intense. Finally, a thermos for hot drinks is a lifesaver on a chilly Chicago day.

Winter EquipmentWinter Equipment
  • Avalanche beeper
  • Avalanche probe
  • Mask holder for ski helmet
  • Protectors / protective shorts (view on Amazon)
  • Snow shovel
  • Snow chains (if required) (our favorite)
  • Ski
  • Ski helmet
  • Ski jacket / winter jacket
  • Ski pants
  • Ski goggles
  • Ski pass holder
  • Ski boots
  • Ski socks
  • Ski poles
  • Ski underwear

Camping and Sleeping

Camping Packing List

While camping isn't a typical Chicago activity, you might find yourself venturing outside the city limits for a weekend getaway. If you're planning a camping trip, pack a lightweight, weatherproof tent suitable for the unpredictable Chicago weather. A warm sleeping bag is essential, especially during the cooler months. A sleeping pad or air mattress will provide extra comfort and insulation from the ground. A portable camping stove and cookware are handy for preparing meals, but remember that most Chicago campgrounds have fire rings for cooking over an open fire. Bring enough food and water for your stay, and don't forget a headlamp or flashlight for navigating in the dark. A first-aid kit is always a good idea, and a multi-tool or pocket knife can come in handy for various tasks. Remember to pack your gear in a durable backpack that's comfortable to carry.

Camping and SleepingCamping and Sleeping
  • Tent
  • Tent pegs
  • Hut sleeping bag/inlet
  • Sleeping pad
  • Tent pad
  • Bed linen
  • Camping lantern
  • Camping chair
  • Camping table
  • (Fleece) blankets
  • Rubber mallet
  • Waterproofing spray
  • (Folding) spade
  • Lanterns / torches
  • Lines/straps for tensioning
  • Air mattress
  • Duct tape
  • Pavilion
  • Tarpaulin
  • Sunshade
  • Tension belts
  • Tension ropes with hooks
  • Tea lights / candles
  • Telescopic poles for tensioning
  • Toilet paper
  • Padlock (for the tent)
  • Tent hanging locker

Packing for the Seasons in Chicago

WINTER - December, January, February, (partially) March

Chicago winters are chilly, so pack layers! A warm coat, hat, gloves, and scarf are essential. Don't forget comfortable boots for snowy sidewalks. You'll also want to bring a few sweaters and long-sleeved shirts for layering. The average temperature during these months is around 30°F (-1°C), but it can feel much colder with the wind chill.

SPRING - March, April, May

Spring in Chicago is a beautiful time, with temperatures starting to rise and the city coming alive. Pack light layers, including a light jacket or sweater for cooler mornings and evenings. Don't forget a raincoat, as spring showers are common. Comfortable walking shoes are a must, as you'll want to explore the city's parks and gardens.

SUMMER - June, July, August

Chicago summers are hot and humid, so pack light, breathable clothing. Shorts, t-shirts, and dresses are perfect for the warm weather. Don't forget a hat and sunglasses to protect yourself from the sun. You might also want to pack a swimsuit if you plan to visit the beach or pool.

FALL - September, October, November

Fall in Chicago is a magical time, with vibrant foliage and crisp air. Pack layers, as temperatures can fluctuate throughout the day. A light jacket or sweater is a good idea, along with a scarf and hat for cooler evenings. Comfortable shoes are essential for exploring the city's parks and enjoying the changing leaves.

What NOT to bring to Chicago

1. Unnecessary Clothing

Leave the excessive luggage at home! Chicago is known for its diverse weather, but you don’t need a complete wardrobe for every season. Instead, pack a few basics that you can mix and match, and buy something special locally if needed. This saves space in your suitcase and money on your flight.

2. Expensive Jewelry

While it’s nice to wear jewelry, in a city like Chicago, it’s better to leave excessively expensive jewelry behind. Minimize risk, maximize adventure – that’s the motto! Instead, get travel insurance and enjoy the freedom of traveling without worries.

3. Unnecessary Adapters

Chicago uses the same power outlets as most of the USA, so you shouldn’t need an adapter for your phone, laptop, or camera. Check in advance if you really need one, but it’s unlikely. This saves space and weight in your luggage.

4. Unnecessary Souvenirs

Of course, it’s nice to remember a trip, but don’t be tempted by too many souvenirs. Sometimes it’s better to enjoy the experiences and capture the memories in photos and videos. Remember, you’ll have to return home after your Chicago trip, and your suitcase shouldn’t be bursting at the seams.

5. Excessive Cash

Credit cards are widely accepted in Chicago. In most cases, it’s even advisable to avoid carrying too much cash. However, there are some exceptions, such as shopping at small stores or markets. Check the common payment methods at your destination before your trip and get a credit card for foreign use if necessary.

6. Thick Books

Chicago has a fascinating history and culture. There are many ways to learn about the city. But instead of carrying thick books in your luggage, download e-books to your smartphone or tablet. This way, you always have access to the latest information and save weight and space in your suitcase.

7. Unsuitable Footwear

Comfort is essential when exploring Chicago. Think carefully about your footwear. High heels may be stylish, but they are unsuitable for long walks or city tours. Instead, pack comfortable shoes that you can use for sightseeing and exploring the city. Your feet will thank you!

8. An Umbrella (Unless You're a Weather Enthusiast)

Chicago is known for its unpredictable weather. While rain is possible, it's often short-lived. You can usually find a shelter quickly, and carrying an umbrella can be cumbersome. If you're a weather enthusiast, by all means, pack one, but for most travelers, it's unnecessary.

9. A Formal Outfit (Unless You Have Specific Plans)

Chicago is a casual city. While there are upscale restaurants and events, you'll likely be comfortable in jeans and a t-shirt most of the time. Leave the formal attire at home unless you have specific plans requiring it. This saves space and allows you to pack more essentials for your Chicago packing list.

FAQs about traveling in Chicago

1. What should I pack for a trip to Chicago?

Chicago's weather can be unpredictable, so layering is key! Pack for all seasons, even in summer, as evenings can get chilly. You'll want a mix of casual and slightly dressier outfits for exploring the city, dining out, and attending events. Don't forget comfy shoes for walking, as Chicago is a very walkable city. And, of course, a Chicago packing list should include a warm jacket or coat for those unpredictable days.

2. What kind of shoes should I bring to Chicago?

Chicago is a city made for walking, so comfortable shoes are a must! Pack a pair of walking shoes or sneakers for exploring the city, visiting museums, and strolling along the lakefront. You'll also want a pair of dressier shoes for evenings out, but don't worry about anything too fancy. For exploring the city's various neighborhoods, a pair of comfortable flats or sandals would also be a good idea, as the streets can be uneven in some areas.

3. What kind of clothes should I bring for a Chicago trip?

Chicago's fashion scene is diverse, so pack outfits that reflect your personal style. A good mix of casual and slightly dressier pieces is ideal. Think jeans, t-shirts, sweaters, and a few dresses for evenings out. Don't forget a lightweight jacket or sweater for cool evenings and a raincoat for unexpected showers. And, of course, a Chicago packing list should include a warm coat or jacket for those chilly days.

4. What are some essential items for my Chicago packing list?

Besides clothing, you'll want to pack a few essentials for your Chicago trip. A good umbrella is a must, as Chicago can be rainy. A reusable water bottle is also a great idea, especially during the summer months. Sunscreen is essential, even in the cooler months, as the sun can be strong reflecting off the lake. And, of course, a Chicago packing list should include a travel adapter for your electronics, as the outlets in Chicago are different from those in other countries.

5. What are some things I should avoid packing for Chicago?

While Chicago is a diverse city, there are a few things you might want to avoid packing. For example, you don't need to pack anything too formal, as Chicago is a casual city. You also don't need to pack a lot of luggage, as Chicago is a very walkable city. And, of course, a Chicago packing list should not include anything that you wouldn't normally wear or use on a day-to-day basis.

6. What are some things I should keep in mind when packing for a Chicago trip?

Chicago is a city with a lot to offer, so pack for a variety of activities. You'll want to be comfortable walking, exploring museums, attending events, and dining out. Pack clothes that are both stylish and functional, and don't forget to pack a few essentials, like sunscreen, an umbrella, and a reusable water bottle. And, of course, a Chicago packing list should include a good pair of walking shoes!

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