Get Chicago-style deep dish pizza here at their original location. My favorite one is the Meaty Legend.
On the beach and great views. This is your Chicago spot! Amazing skyline and lake views along Lake Shore Drive. Oh yeah relax a great beach too.
One of the well-known art collections in the world. Featured in Ferris Bueller's.Day Off.
Shops. Pier, skyline, lake and harbor views. Carnival rides. Lot's of dining options. Cruise opportunities and more right on the lakefront. Could not take enough great photos here. :)
Popular park with art everywhere, an outdoor skating rink in the winter, an amphitheater and the peace of art that everyone gravitates towards, the "Bean". It will draw you in to check out.
Grab a Chicago style hot dog at the beach cafe in the summer. Chill along Lake Michigan. Bike, rollerblade and run on the paths along Lake Shore Drive. Right near the heart of downtown. A great spot!
Home of the Chicago Cubs baseball team! A historic venue to catch a game whether in the stadium or from a nearby rooftop. Both must do's! Checkout the Wrigleyville neighborhood bars & restaurants.
Another one of the parks and beaches along Lake Michigan and Lake Shore Drive you should check out. Get some good skyline shots from a little further out.
Love and marriage. Love and marriage. The fountain you probably remember seeing in the "Married with Children" into. Right within Grant Park.
Best up-top skyscraper views I've seen. Take the 40-second elevator ride (fast) up to get shots of Lake Michigan, the parks, beaches, lakeshore, skyline & more. Grab a coffee or cocktail up-top!
Famous home to the Chicago Bears football team. Redone in recent years from within, but still has the historic look on the outside.
More great skyline shots can be had from this lake side gem. The first planetarium in the US. Located around Solider Field, The Field Museum and more.
Nothing like a good harbor to just relax. Tall residential buildings and Solider Field as a backdrop. Oh yeah, there is that Lake Michigan too.
Make sure to join the scores of people on the miles of trail along Lake Shore Drive to run, walk, bike or roller blade. Make sure to always have your camera ready.
Every morning people get in line hoping to get to the counter before the donuts are gone. Get the chocolate glazed or chestnut donut or the donut of the day. They're big, delicious donuts!
Off the beaten path, checkout the deep dish pizza here! The amount of cheese, OMG, very good. Cheesy garlic bread also a winner.
More well-known as the "Bean" within Millennium Park. Grab unique skyline shots and photos of yourself reflecting off this masterpiece.
North Michigan Avenue, also known as The Magnificent Mile, is an unparalleled mixed-use district located in the heart of Chicago.
Hit up the architecture riverboat tour on the Chicago River. Learn a lot of history about the Windy City. Lot's of great photo opportunities.
Cozy Italian place along the Chicago River right by the riverboat docks. Good flat bread pizzas. Quick pizza, great service.
Historic, great architecture. Proms, weddings, you name it, it goes on here. Grab one of their many great drinks in the lounge around the Lockwood Restaurant. Get the Bertha cocktail.
Will always be known as Sears Tower to me. Go up-top the tallest building in the US, to the 110th floor and Skydeck. Will you walk on the ledge? See several states from above.
Grab a drink and bring back memories playing one old school arcade game after another in the Wicker Park neighborhood.
A foodie must stop on the west side in the Pilsen neighborhood. An organic restaurant. Anything with chicken and/or pasta is recommended. Menu is hand-written, changes daily. Freshest of ingredients.
Looking for a sports bar around downtown and the loop? Get here and checkout their killer mac 'n cheese and burgers and great drink selection.
Grab a drink on the rooftop and Happy Hour and enjoy the fresh air and Chi-town skyline. Mojitos and their desserts are recommended.
Right in the heart of the city. A must walk day or night. Lot's of greenery, great views of Lake Michigan and the city. Special events going on all the time. Buckingham Fountain sits within.
Headless sculptures that sit within Grant Park along Michigan Avenue. Great place to people watch. All 106 of them are hand carved and you will take a liking to them the more you hang around.
A 16th floor romantic paradise right in the heart of the city. Beautiful panoramic views day and night. All I've had to drink up there is a Manhattan which definitely took the edge off (very good). :)
An off the beaten path fashionable neighborhood that has plenty of shopping, dining, nightlife & scenic walking opportunities. I'm a little partial to all of the coffee shops there are! A must visit.
A nice restaurant/bar in Millennium Park right in-between The Bean and Michigan Avenue. Lots of outdoor seating, great cocktails and a mean Chorizo Turkey Burger.
Do you have the blues? Then head to this South Loop, Chicago institution for a night fun and music.
An Italian restaurant with a unique concept. You carry a credit like card, scanning items you want as you go. A relaxing atmosphere. Get the made-to-order Diavolo pizza which comes with a kick. :)
An up-top colorful bar will make for a relaxing, summertime experience. It will get crowded in a hurry, but there is a reason for that. It's a place to experience. Whiskey drinks hit the spot here.
