Traveling to a new place can be daunting, let alone to a city that has so much to offer. How do you even try to figure out what attractions to see, where to go, and which are worth skipping? This is especially important when you are going for a short trip and you want to maximize your time. Wasting your time by going to an attraction that is not worth it or worth the wait is a point of frustration for me.

My goal today  is to provide a Chicago itinerary of what attractions to visit on a two or three day trip (or more). Every traveler will have different tastes/interest and likes/dislikes, so not all of these recommendations will be suited for everyone. Also, Chicago is a huge city and there is no way that every attraction, great restaurant, or event could be handled in this one post. This itinerary will focus mainly on the top attractions that we recommend visiting while in Chicago. In the future, we will revisit this great city to hopefully fill in the gaps by providing more information and reviews as far as attractions, events, restaurants, etc.

Whether you are a relaxed traveler or an active tourist, have young kids, teenagers or no kids, we all travel differently. Even at various stages in our own life, we may have times where we are not as quick as we once were. In the past, you may have been able to see six attractions in a day, now you are lucky to see four. The point is you know what will serve you best to make this or any trip the most memorable and enjoyable. We are here to help and give some recommendations from what we have found during our time in Chicago. Even if you are staying longer in Chicago, use this itinerary as a guide to know what to expect.

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