This windy city is known to have some of the boldest architecture in the country. Chicago can be a beautiful city once you get to know her, so if you’re planning a date with her sometime soon, here’s all you need to know:
~ Staying in Chicago ~
Trying to pick an area to stay can suck all the relaxation out of your vacation. So to make it easier, I’ve broken down some of the most popular tourist choices in a nutshell –
Gold Coast: Rightly named so, this is one of the more affluent neighborhoods in the city. If you enjoy setting your sights on fancy cars, shopping at luxury stores and eating at celebrated eateries – this might just be the perfect spot!
Streeterville: Home to Navy Pier and centrally located, it boasts a range of dining options from reputable restaurants to pubs.
River North: This bustling neighborhood is perfect for those who appreciate drinking and dining. The electric vibe is sure to wake up just about anybody.
The loop: Known to be the financial district of the city, it does have more to offer than just business. Some of the top tourist attractions are located here.
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~ Must See in Chicago ~
Navy Pier

Navy pier boasts a large ferris wheel with an incredible view and a grand biweekly (Wednesdays and Saturdays) firework show in celebration of summer (Memorial Day through Labor Day). You cannot truly experience Chicago without a trip to Navy Pier. With places to shop and eat, it’s fun for the whole family. Any Tips? Yes, be sure to take the free trolleys that operate seasonally to and from the Pier.
Millennium Park / The Bean
Expanding over 25 acres, one of Chicago’s top tourist attractions ‘The Bean’ or ‘Cloud Gate’ is located in this very park.

If that doesn’t tickle your fancy, take your pick between the crown fountain, the Jay Pritzker Pavilion and the Lurie Garden. Every season has its own charm in this park – while summer months will have your ears ringing with live performances by various artists, you will find yourself lacing up your ice-skating shoes in winter.

Willis Tower
If you’re afraid of heights, I would stay clear of this popular tourist destination. At 1,353 feet (103rd floor) be prepared to scream as you step out onto ‘The Ledge’ – a clear glass balcony protruding out from the SkyDeck.
Buckingham Fountain
Operating seasonally typically from April through mid October, this is a city landmark located in Grant Park. The view is spectacular no matter what time of day it is (although, you don’t want to go too late as it only runs till 11p.m.). Tip: I would schedule a visit to Buckingham Fountain and Millennium Park on the same day since they’re so close by!
Mag Mile
Stretching from the Chicago River to Oak Street, the north side of Michigan avenue is every shoppers wonderland. Magnificent Mile (as they call it) takes great pride in offering a selection of stores ranging from apparel to home furnishings.
John Hancock Centre
Enjoy a panoramic view of the Chicago skyline while sipping on your martini at the Signature Lounge, located on the 96th floor of the John Hancock Centre.

Lyric Opera of Chicago
Renown internationally for its artistic excellence, the Chicago Opera has a busy schedule throughout the year. This experience will send you back at least a couple of centuries. Be sure to book your tickets well in advance!
Beaches
For all you beach bums out there, Chicago has an array of beaches. My personal favorite would have to be Oak Street Beach. Soak in some sunshine while you enjoy a cool beverage, a light snack and a phenomenal view.
~ Eats in Chicago ~
Deep Dish Pizza
This Chicago style pizza is a must-try for anybody new to the city. A deep crust, followed by gooey mozzarella cheese, only to be topped with your favorite meat or vegetable filling and plenty of tomato sauce… mmmmm my mouth is watering just thinking about it. Tip: One of the most famous joints to enjoy this kind of pizza is Giordano’s, but be prepared to wait… It can take upto 40 minutes for this dish to be oven fresh!
Garrett Popcorn
It’s not uncommon to be strolling down the streets of the city only to be pulled in by the whiff of caramel in the air. Popcorn has never tasted this good, with a range of different flavors and sizes, you can pretty much take your pick. Tip: Do try the Garrett Mix if a blend of caramel and cheese sounds like something you’d enjoy.