What to Pack for Chicago: The Ultimate Guide for Every Trip

There’s a reason Chicago is known as the Windy City. The weather forecasts can be chilly and blustery one minute and sunny the next. With this in mind, trying to determine what to pack for Chicago can be a daunting task. Ultimately, the things you pack and what to wear in Chicago depend on the season, the weather forecast, and what you plan to do during your stay.

Packing for Chicago: The Essentials

When deciding what to bring as your Chicago essentials, your Chicago visitors guide and packing list must begin with the basics. Start by packing your clothes and personal toiletries.

Clothing: Getting ready for your Chicago trip? Here are some things you need to know before setting out on your adventure.

If you are planning to visit during Spring, you need to consider what to pack for Chicago in April and the average temperature in the city. 

Before you stuff a heap of clothing into your suitcase, you should consider the season, temperature, and the best time to visit Chicago. Season in Chicago typically follows this pattern:

• Spring: mid-March to May, an average of 45-60℉
• Summer: June through August, an average of 75-85℉
• Fall: September through November, an average of 55-65℉
• Winter: late November to early March, an average of 40℉

With this, depending on the time you visit, you should take note of what to pack for Chicago in March or what to wear in Chicago in March. Wondering “what to wear in Chicago in November” and “what to wear in Chicago in December?” Lots of layers! A large coat and sturdy shoes that have decent tread. 

While factoring in the season, also check the weather forecast for your intended vacation dates. You never know when extreme weather or above/below average temperatures may hit. It is best to know “what to wear in Chicago in June,” “what to wear in Chicago in July,” and “what to wear in Chicago in August.”

Related Post: When is the Best Time to Visit Chicago?

With the weather information in mind, pack these clothing items:

• Undergarments
• Layered Outfits
• Comfortable Walking Shoes
• Socks
• Pants
• Shorts
• Swimsuit
• T-Shirts/Blouses
• Long-sleeved shirts (appropriate for when you’re looking what to wear in Chicago in September)
• Sweater or Sweatshirts
• Jacket (Appropriate for the season)
• Pajamas
• Hat
• Sunglasses
• Gloves
• Snow boots
• Scarf

As you decide on your packing list for Chicago, prepare a few layered outfits. Having outfit choices will be beneficial in the case of a sporadic rainstorm!

Related Post: Chicago in the Fall – Best Things To Do

If you’re the type that’s weak to the cold weather, preparing clothes suitable for the weather will be your best bet. For sporadic climates such as Chicago’s, bringing a versatile jacket is key.

Toiletries

Don’t forget these personal toiletries that are essential for any vacation:

• Toothbrush and Toothpaste
• Eyewear Necessities
• Deodorant
• Shampoo
• Hair Conditioner
• Face Wash
• Soap
• Razors
• Shaving Cream
• Tweezers
• Q-Tips
• Makeup
• Hairbrush/Comb
• Hairdryer
• Hair Products
• Personal Medicines
• Lip Balm
• Moisturizer

When travel packing, review what in-room and on-site amenities your Chicago hotel offers. You may be able to skip packing items such as a hairdryer and shampoo if your hotel room provides them.

Plus, if you happen to forget an important item, the front desk attendant should have complimentary toiletries on hand. Or, they’ll be able to direct you to the nearest convenience store or pharmacy.

Miscellaneous Travel Items

Every packing list has a few random items thrown in. Depending on the type of traveler you are, these personal belongings may come in handy when you are preparing for your trip to Chicago:

• Camera
• Camera Batteries and/or Charger
• Cell Phone Charger
• Laptop and Charger
• Umbrella
• Backpack
• Hand Sanitizer
• Pens
• Book/Magazines
• Neck Pillow
• Snacks
• Refillable Water Bottle
• Printed Hotel Reservations
• Printed Tour/Activity/Attraction Tickets
• Travel Itinerary and Map

What to Wear in Chicago: Packing Per Activity

The beauty of cities like Chicago is the myriad of activities for all types of travelers and interests. Whether you enjoy gawking at historic architecture or finding your next outdoor excursion, you’ll find something for you in Chicago.

Museums and Attractions: Bursting at the seams with history and knowledge, Chicago is home to numerous museums and iconic attractions. From meeting Sue, the T. Rex at the Field Museum to seeing Chicago’s skyline from 1,000 feet in the air at 360 Chicago, there is so much to do and see in the city.

If you are planning to visit Chicago or any of Chicago’s notable attractions, museums, art institutes, and other institutions, you’ll want to pack the following:

• Weather Appropriate Attire
• Light Jacket
• Comfortable Walking Shoes
• Valid ID/Driver’s License
• Printed Museum/Attraction Tickets
• Purse/Wallet
• Extra Cash
• Camera
• Camera Batteries or Charger
• Cell Phone and Charger

Remember to get your museum and attraction tickets in advance and skip the ticket line! During peak seasons such as summer and school vacations, ticket lines are out the door. You’ll save time and money by buying your tickets beforehand.

Shows and Entertainment: Chicago hosts exciting events, from touring Broadway shows to epic concerts throughout the year. If you’ve got tickets to see a show, you’ll want to pack these belongings for your trip:

• Appropriate Attire
• Printed Tickets
• Purse/Wallet
• Valid ID/Driver’s License
• Extra Cash

It is important to know what the theater or venue allows inside. Certain items, such as selfie sticks, luggage, and even cameras, may be prohibited depending on the show.

Touring Chicago: One of the best ways to experience a new city and experience the breeze of Lake Michigan that borders Chicago is by walking around.

To maximize your time spent in Chicago, sign up for one of the many tours. Choose from walking tours that highlight the city’s architecture and rich history, bus tours that bring you to legendary landmarks, enjoy the ever-famous deep dish pizza, or walk through the renowned Magnificent Mile and even helicopter tours for jaw-dropping views of the skyline.

If you plan to tour the city, here are some packing tips and what to bring to Chicago:

• Comfortable Shoes
• Weather Appropriate, Layered Attire
• Light Jacket
• Purse/Backpack
• Camera
• Extra Batteries/Charger
• Refillable Water Bottle
• Extra Cash
• Valid ID/Driver’s License
• Map or GPS App

When you’re spending the whole day exploring Chicago, your phone battery will slowly but surely die. Remember to keep that external battery charged and on hand! You never know when you’ll need it.

Outdoor Adventures: Although Chicago is a concrete metropolis, there are plenty of outdoor adventures awaiting! You can bike through the city’s neighborhoods, go on a harbor cruise, browse Millennium Park, and more. Plus, Chicago is home to several beaches for you to explore during the warmer months.

Should you choose to embark on an outdoor adventure in Chicago, bring along these items:

• Comfortable and Activity Appropriate Attire
• Sneakers or Comfortable Shoes
• Swimsuit
• Towel
• Sunscreen
• Picnic Blanket
• Refillable Water Bottle
• Snacks
• Hat
• Sunglasses

Sports Games: It’s no secret that Chicago is home to numerous pro sports teams. From the Chicago Cubs to the iconic Chicago Bulls and everything in between, sports fans from all over the world flock to the city for a game.

If you’ve got tickets to see your favorite Chicago sports team compete, you’ll want to pack these belongings:

• Weather Appropriate Attire
• Comfortable Walking Shoes
• Tickets
• Extra Cash
• Valid ID/Driver’s License
• Purse/Wallet
• Camera
• Phone
• Extra Batteries/Charger

Remember to pack your jersey or team attire! You don’t want to show up to a Chicago sports teams’ game wearing the wrong jersey.

Before you go to the game, be sure to check the arena or venue’s rules about prohibited items. Certain venues do not allow outside food or drink, selfie sticks, or large bags inside the stadium.

What To Wear in Chicago FAQs

Plan Your Chicago Vacation

Now that you know what to wear in Chicago, it’s time to plan your trip. Remember to bundle your attractions and activity tickets with a hotel room for extra savings!

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