Chicago is a diverse city with many things to offer, from the lakefront to the skyscrapers of downtown.

It has a rich history, great architecture and culture, and plenty of activities to keep visitors occupied.

Chicago is one of the most famous cities in the United States.

It is also one of the most densely populated cities in the world and has a population of over 2.6 million people.

Chicago is known for its architectural landmarks, favorite sports teams, and nightlife.

It’s also home to some of the best restaurants in America.

The city’s diverse vicinities make it easy for visitors to find something that suits their tastes, whether it be a bustling downtown area or a quiet residential neighborhood.

People usually prefer to visit Chicago during the summer when the weather is warm, and the city has plenty of outdoor activities that are perfect for those who love to explore new places.

However, the best time to visit Chicago depends on what you want to do or see and what kind of weather you are most comfortable with.

If you are planning a trip to Chicago in November, you need to pack accordingly to enjoy your vacation to the fullest.

Keep reading to find out detailed tips on how you can make your November trip to Chicago more pleasant and convenient.

Chicago’s Weather in November

The weather begins to turn as November approaches in Chicago. Temperatures begin to decrease and continue decreasing as the month progresses. 

Chicago is a city that is known for its cold winters and warm summers. Chicago’s weather can be pretty unpredictable, especially in the winter months.

The average temperature in Chicago in November is 36 degrees Fahrenheit. The average rainfall in Chicago in November is 3 inches, with a high of 46 degrees Fahrenheit and a low of 29 degrees Fahrenheit. 

The temperature can drop to 22 degrees Fahrenheit on the coldest day. On the warmest day, the temperature can reach 65 degrees Fahrenheit, but this rarely happens. 

What to Wear for Daytime Activities in Chicago?

During the day, Chicago boasts some of the world’s most famous attractions like Millennium Park, The Art Institute of Chicago, Navy Pier, Wrigley Field, 360 Chicago, and Garfield Park Conservatory.

Chicago also has several museums for science and astronomy lovers, such as The Museum of Science And Industry, The Adler Planetarium and Astronomy Museum, and Henry Crown Space Center.

If you are more into art, history, and architecture, you can visit the Art Institute, Chicago Cultural Center, Fine Arts Building, Museum of Contemporary Art and Smart Museum of Art to get a glimpse of Chicago’s culture.

Chicago is also home to famous landmarks like the Willis Tower and the John Hancock Building. You can also enjoy your time in Chicago by visiting these landmarks or going on a tour of Chicago’s top attractions.

While there are many things to do in Chicago during the day, it can be challenging to decide what to wear to them. 

Here are some ideas on what you should wear

  • Casual

A pair of comfortable jeans, a sweater, a light jacket, and loafers or sneakers.

  • Sporting events 

Dress for your sport! If you’re going out for a game at Wrigley Field, you’ll want to look sharp with khakis/jeans and a hoodie or blazer.

  • Outings

For outings like museums and shows, make sure you’re dressed in layers, so you can remove what you don’t need. 

Wear warm clothes and ankle-length walking shoes. A light coat or sweater can be handy for Chicago in November.

What to Wear for Nighttime Activities in Chicago?

Chicago has a lot to offer in terms of nighttime activities. Whether you are looking for a party or want to experience something new, Chicago will not disappoint. 

You can head out to see some fantastic live performances at numerous Chicago theatres located in the Chicago Theatre District. 

If you want to take a glimpse of how beautiful the city looks at night from up top, you can visit the many observation decks in Chicago.

You can also take various kinds of night tours, like bus, boat, and self-guided tours. And if you are up for some adventure, you can check out the Ghost tour.

Museums can also be visited after hours for a unique experience. You can also experience a live orchestra or cruise around the city. 

If you just want to enjoy peace, you can take a stroll along the river or head out to grab a bite.

While there is a lot you can do in Chicago at nighttime, it’s essential to dress appropriately according to the activities you choose to do.

For indoor activities like museums and movie theaters, you should dress in layers. Think of the layers as a protective barrier from the cold while still keeping you comfortable. 

Wear sweaters, jackets or coats for warmth, layering items like scarves or beanies for additional coverage, and preferably winter boots.

For outdoor activities like admiring the Chicago skyline or strolling through Millennium Park, you should dress in warm clothes. 

Dress in a lightweight jacket and pants for warmth, then add additional layering items like a thick sweater or fleece coat to keep you comfortable while being nice and light on your back. 

Wear shoes that are also waterproof and sturdy so you can walk on the wet grass without any hassle

Extra Things You Should Pack While Going to Chicago

Here is a list of things you might want to bring with you if you are going to Chicago in November.

  • Your winter coat or thick sweater for when it gets colder
  • A scarf 
  • A winter cap
  • Your favorite cozy socks or boots
  • A hat and gloves 
  • Your favorite blanket or fleece
  • Some snacks or something to eat on the go
  • A notebook or a journal
  • A pen and some paper
  • A camera or your phone
  • An excellent book to read on the plane

Final Advice

November in Chicago can be chilly but also surprisingly warm. The best way to dress for the changing weather is by layering your clothes and wearing a coat or sweater. 

Make sure to pack comfortable footwear for museums and parks, and layer up with a scarf and beanie. 

If you are planning on visiting Chicago this November, make sure to dress appropriately!


I am the founder of In The Fashion Jungle, A site that aims to bring the latest trends and fashion news to our readers. I have extensive experience in the fashion industry, having worked in fashion manufacturing, production, and quality control for many years. My passion for fashion began at a young age, and I pursued a degree in fashion design to further hone my skills. After graduation, I worked with several well-known fashion brands, where I gained valuable experience in all aspects of fashion production. Over the years, I have developed a keen eye for fashion trends and have a deep understanding of the manufacturing process. This has allowed me to successfully launch my own fashion site, where I can share my knowledge and expertise with others who are passionate about fashion. Through my site, I hope to inspire others to express themselves through fashion, whether it be through clothing, jewelry, or accessories. I believe that fashion is a form of self-expression and that everyone should have the opportunity to feel confident and stylish. Thank you for taking the time to learn more about me and my passion for fashion. I look forward to sharing my insights with you through my site.