Traveling To Chicago In September: What To Expect, What To Do & What’s Going On – Chicago, IL Travel Guide
by jazminmarie United States, Illinois, Chicago
It’s September in Chicago and summer is officially over, mostly. The cool weather comes in waves and for those of you who like layers, this season is for us. If you’re planning a trip to Chicago in September I have a few tips to share while you visit to make the most of your time in the city. Here is everything you need to know about traveling to Chicago in September:
Your Guide to Planning a Chicago Trip in September
How’s the weather in Chicago during September?
The weather in Chicago is a mixed bag. Some days are chilly, some days are rainy and we can occasionally still get a reminder of the ending of summer. My best tip is to wear layers so you can add or remove clothing as needed. You will experience a lot of chilly mornings that warm up by noon.
Here’s a list of my favorite things to do in September:
10 Free Rainy Day Activities In Chicago, Illinois
The month of September is when Chicago’s summer turns into cool fall days. While some days off are a lovely cool breeze, others may include rain and soon upcoming snow. Here is a list of fun and free indoor rainy day activities for your Chicago trip.
25+ FREE Things You Can Only Do In Chicago
Planning a trip to Chicago can get pricey, but it doesn’t have to be so expensive. I listed some amazing things that I enjoy to do around Chicago that are all free. Don’t spend a dime on these free admission events around Chicago, Illinois.
5+ Free Walking Tours In Chicago You Can Do Right Now
Want to fill your day with free tours across Chicago? Here’s a list of 5+ free tours you can take in Chicago today. This is great way for travelers who want to explore the city alone, at their own pace while learning some fun facts while you’re traveling around.
Some Chicago Neighborhood Guides Worth Checking Out:
Free Things To Do In Roger’s Park – A Fun Photo Walk On Chicago’s North Side
Have you visited the Rogers Park neighborhood of Chicago? Here is my walking tour of Rogers Park that include some lovely murals that would make a great backdrop for photos. Stop by Rogers Park when you take a trip to Chicago and explore the neighborhood yourself!
Spending A Day In Lakeview | 1 Day Lakeview Itinerary
One of my favorite neighborhoods in Chicago is Lakeview! This gorgeous Northside neighborhood has so much to do so I created an artsy one day itinerary in Lakeview. Spend some time in Lakeview on your next trip to Chicago.
5 Beautiful Parks You Need To See Around Chicago & What I Love About Them
Chicago has a lot of parks and they all have their own themes. If we’re taking a trip to Chicago I definitely recommend spending some time in our green spaces. Here are five gorgeous parks located in Chicago, Illinois that you should visit on your next trip:
Chicago’s Best Skyline Viewpoints – Where To Get Your Chicago Skyline Photos
There are a few must-have photos when you visit Chicago and one of them is a photo with you and the Chicago skyline! If you’re looking for the best Chicago skyline photo location, worthy of your Instagram, I definitely recommend these Chicago spots. Check out my list of locations that offer the best Chicago skyline views:
Looking for More Chicago Travel Tips?
Looking for more Chicago travel tips before you take your trip to Chicago, Illinois? Make sure to check out all of my Chicago blog posts, as well as my Illinois blog posts to help fill your trip itinerary throughout the city and the rest of the state. I include things like Chicago travel tips for women, tips for traveling to Chicago alone, finding budget-friendly itineraries around Chicago and so much more!
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