Top Tips for a Day Out in the Windy City


There’s a lot to plan for when you’re spending a day out in Chicago. From what you are going to do to how you are going to get there, you have a lot to plan for. Unfortunately, many people make the mistake of not planning what they are going to wear.

What you wear can make or break your whole day. It can make you go back early because your feet are sore, and it can make you spend more than you want on a sweater at a gift shop to keep warm.

If you are planning a stay in the Windy City, make sure you are prepared from morning until night by dressing properly.

Due Shy Away From a Outfit Change

What you do early in the day is likely to be completely different than what you do later in the day. For example, if you have doubts in an upscale restaurant, you don’t want to wear a dress and heels all day. Instead, embrace the dress change.

Wear leggings in the morning when you’re out for a walk, wear jeans when exploring the city in the afternoon, and wear a dress when you’re ready to go out in the evening.

Changing a dress doesn’t mean you have to carry a duffel bag around with you all day! Chicago luggage store can be found throughout the city. That way, you can drop off your stuff in a convenient location and change whenever you need to without having to carry on changing your wardrobe.

Dress for the Weather

Chicago in winter is very different than summer. When you visit will decide what you are going to wear.

Don’t forget to check the forecast in the morning as well. You may find that the day is supposed to be quite cold, even though it is summer, or it is supposed to rain in the afternoon. Checking the weather will make sure you grab that jumper or umbrella on your way out of the door.

Be aware of the wind

Above and beyond the weather, Chicagoans deal with more than rain and snow – they also have to deal with the wind. It’s important to remember when you’re dressing for a day out in the Windy City!

For example, if it’s cold and you are planning to wear a scarf, it should be put in your jacket so the wind doesn’t pick it up. If you want to wear a hat, a low style is better than one with flaps, string, and pompom balls that can be whipped around in the breeze.

You have to think carefully about wearing that cute siundress as well. If you don’t want to be embarrassed in the long run, opt for a long maxi dress, or wear shorts or leggings under your skirt in case the wind takes it.

Wear the Right Shoes

A pair of flats or sandals can make a dress look shiny, but they will do nothing to your feet if you’re stuck wearing them all day. Comfortable holiday shoes are essential if you expect to be out all day and night without developing blisters or sore feet.

Choosing the right shoes will depend on what you do during the day. For example, if you walk a lot, tennis shoes are probably the best choice. If you’re going out on the lake, consider athletic sandals instead.

Focus on Comfort

The great thing about Chicago is that viewers and residents alike prefer to dress for comfort! That means you’ll fit in when you’re wearing things you feel comfortable wearing.

You will fit in when you wear:

  • Legs
  • Thin jeans
  • T-shirts
  • Sports team clothing
  • Capri pants
  • Shorts

It’s all about what is most comfortable for you to wear. For example, skinny jeans may not be the most comfortable option if you walk a lot, while shorts might be a better choice for a day at the beach.

Don’t cut your day short because what you wear makes you uncomfortable and sore. You can do it from morning until well after sunset when you think carefully about exactly what you’re going to wear to do all day.


Author: Yeasirarafat

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