![]() ![]() Some of these may seem “touristy,” but they’re popular photography spots for a reason. Millennium Park in the fall Chicago Photo Shoot Locations The streets are generally less busy, and the weather is lovely-a perfect time to wander and take in the best photo spots below. Also, the fall foliage in Chicago is gorgeous and peaks around the end of October. ![]() The Gold Coast and Old Town area do a great job decorating if you’re into Halloween. It’s usually the third weekend in October. Open House offers visitors behind-the-scenes access to more than 250 buildings across the city. My favorite event, Open House Chicago, happens in the fall as well, and it’s FREE. Expect more crowded streets and landmarks.įALL | My favorite season in general, so I’d say come in the fall if you have the flexibility. There are also many food festivals and free movies/concerts in the park. Chicago summers are beautiful, although the weather can hit 100✯! Either way, it’s a fun season to explore the city, making seeing all of these stops much more manageable. The city is defrosting and overall happier. The flowers start blooming, and it gets more “peoplely” outside. It fluctuates every year, but it’s still shoulder season, so hotels should be cheaper. SPRING | We don’t usually get nicer weather until mid-April. Waldorf Astoria courtyard in the Gold Coast Can you tell I have this weird obsession with fireplaces? This past winter, I stayed at the Waldorf Astoriaand loved having a fireplace in my room to defrost from those cold Chicago streets. So if you’re planning to come then, dress like you’re visiting Iceland and aim for a hotel/Airbnb with a fireplace. Visiting in winter certainly has its perks. However, we do have one of the best Christmas markets in the U.S., and the Museum of Science & Industry has this fantastic tree exhibit representing the global traditions of the season. It snows a lot in January and February, which can sometimes make for a messy trip. I have an entire post on things to do in Chicago in winter (Christmas guide included) if you want more info on that magical experience. WINTER | It’s cold and more difficult to wander around taking photos, but the city lights up beautifully for the holidays, and so many fun events are happening. I’ve experienced the seasons in Chicago for the last 30+ years, and I do love them all. I figured this would be a great time to share my favorite and best Chicago photo spots for anyone looking to explore this great city. We have fantastic restaurants, stunning architecture, and a variety of excellent neighborhoods. Update: Chicago has been top of the list each year since I first wrote this post. Every year they do a Readers’ Choice Awards survey where hundreds of thousands of people vote this year, Chicago was crowned. I recently read that my hometown of Chicago has been voted the best city in the U.S.
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