Chi-Town! Chi-Town! Chi-Town! A weekend in Chicago is the epitome of a good time. The city is such an icon and I’m pumped to help you plan a great weekend there. I mean I’m already drooling thinking about the ooey gooey deep-dish pizza, the iconic skyline, and all the amazing things to do.
The thing I truly love about Chicago is its real and raw character. From the wind blowing off Lake Michigan to the people with their Midwestern charm, there is just something special about this city. And with so many options for food, entertainment, and culture, you won’t have a moment to be bored during your weekend in Chicago.
Weekend Itinerary For Chicago
Highlights Of A Weekend In Chicago
- Lean on The Ledge for the most epic views of the city.
- Sail down the river to get incredible views of the varied architectural styles in Chicago.
- Discover Chicago’s famous food scene with deep dish pizzas and incredible hotdogs.
- Visit our favorite Chicago neighborhood with colorful houses, street murals and boutique shops.
TOP TIPS FOR VISITNG CHICAGO
- Where to stay – If you don’t want to walk far after shopping on the Magnificent Mile, then the Eurostars Magnificent Mile is the perfect place to stay. But if luxury is what you are looking for then Sophy Hyde Park is absolutely the one, eclectic, stylish and ultimate luxury in the historic Hyde Park neighborhood.
- Tours – Save money with the Chicago CityPASS to experience up to 5 attractions, including Shedd Aquarium and Skydeck Chicago, at a bundled price!
- Car rentals – Pick up your rental from the airport so you can get around Chicago easily. It is better to book in advance to get the best deals, you can save the most money through car rental coupon codes. We always start our search with Discover Cars and RentalCars so we know what the best deals are as a comparison.
- Flights – Use the Skyscanner “Everywhere” feature to find the best deals from your local airport. Check how much it would be for you to get to Chicago!
- Insurance – Not always required but always one of our top recommendations! Make sure you’re covered with the best travel…
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