For a few years I’ve declared my timeless love for Chicago over New York Metropolis.
I’ve been 4 instances to the Windy Metropolis and that’s my verdict. My husband doesn’t agree, he’s New York all the way in which, however there are such a lot of the explanation why Chicago is a good place for a weekend getaway and even longer.
Most guests spend their time in what they name the Chicago Loop, 4 sq. km of downtown the place you’ll discover theatres, museums, parks, eateries, procuring and just about every thing you’re coming right here for!

Let me let you know all the explanations I like Chicago…
The river, the huge streets edged in flowers, the lake. That tremendous lake! The parks crammed with sculptures and free live shows in summer season. The museums, the procuring, the skyscrapers. Chicago is the house of the skyscraper and has almost 1400 huge buildimgs hovering as much as the clouds.
And that’s earlier than you get to the deep dish pizzas, the dwell sport occasions at stadiums like Wrigley Park, Soldier Discipline, United Middle and the 77 neighborhoods all with their very own vibe.




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Twice we’ve visted to observe the rugby at Soldier Discipline. One time we got here the Cubs had simply gained the World Collection and 5 million individuals had been celebrating on Grant Park the day we arrived (immediately reverse our Hilton lodge). Happily that they had dispersed by the point we taxied in. 5 million individuals in a single park! That’s almost all the inhabitants of New Zealand!!
Chicago v New York Metropolis:
Chicago appears to breathe greater than its congested cousin on the east coast – with its busy rooftop eating places and bars, all of the motion of Instances Sq., and the shenanigans of New 12 months’s Eve in NYC which is crammed with occasions.
Chicago is lavishly planted with bushes and flowers alongside the primary avenue, Michigan Avenue (aka Magnificent Mile) and naturally it sits on the sting of Lake Michigan with the Chicago River flowing from the lake by town. In 1900, town’s air pollution was flowing down the river and into the lake, so that they reversed the river!
The streets of Chicago’s CBD are huge and the structure is completely value taking a river boat tour of. (You possibly can see a few of my favourite Chicago constructing pics right here.)


I wrote this publish to make use of as a form of Chicago itinerary, however it’s actually only a assortment of the perfect issues to do right here, focusing primarily on Downtown Chicago – the place one of the best ways to get round is in your toes (or taxi/Uber when your toes simply gained’t transfer any extra!)
Professional tip: try the charges for a taxi earlier than you mechanically simply ebook an Uber. Taxis are sometimes cheaper as Uber pays a surcharge, particularly when driving within the downtown space.
Listed here are my prime picks for the perfect issues to do in Chicago:
1 Hop On Hop Off Bus Metropolis Tour
I all the time recommend to begin in a brand new metropolis with a Hop On Hop Off Bus tour. They’re a good way to get round the primary sights and supply a fast and straightforward overview, so that you get your bearings and the lay of the land. It’s even a good suggestion to get a 2-day ticket, that manner you need to use the bus tour as your taxi to get round the primary sights too.
2 Store Magnificent Mile
Magazine Mile (because the locals name it) is definitely a part of the primary avenue referred to as Michigan Avenue and runs parallel to the lake. There are many workplace buildings alongside right here so the perfect procuring is on the north aspect of the Chicago River.
I discovered myself wandering into The Outlets at North Bridge (twice). There’s a Nordstrom in there, and whereas I supposed to simply seize a espresso from one of many cafes, the grilled cheese aroma coming from the cafe on the door had me at ‘soup and toasted sandwich’.
3 Try Maggie Daley Park
This stunning inexperienced house is related to Millennium Park through a bridge. It’s an superior spot for some recreation. Go to the Skating Ribbon in winter, play an 18-hole miniature golf course, climb the mountain climbing wall, and set the youngsters free within the magical Play Backyard which has been thoughtfully designed for youngsters of all ages and skills.


4 Get to a free summer season live performance
Between June and August head to Millennium Park without cost live shows. Seize a spot on the garden in entrance of the Jay Pritzker Pavilion and luxuriate in all genres of music from rising and completed artists.
See the total summer season music schedule right here. Admission is free.
5 Stand on The Ledge at Skydeck
Head up 103 flooring of the Willis Tower (previously Sears Tower) the tallest constructing in Chicago at 1451 ft (442m) and stroll by the attention-grabbing and immersive historical past of Chicago to the Ledge, the place you’ll have the opportunity step off the aspect of the tower on a glass flooring and get a photograph.
It’s so enjoyable to observe the courageous and the terrified, navigate this. You possibly can have an expert photograph completed by the workers photographer to buy, however you additionally get time to take your individual selfies earlier than you’re moved alongside.
Get your Skydeck and Ledge ticket right here >


6 TILT at 360 Chicago
In the event you loved standing over the street at 103 flooring up, then the subsequent factor you’ll wish to do is Tilt over town. At a mere 94 flooring up, the distinction is you lean out over the glass.
If that’s too freaky, you’ll be able to go to Cloud Bar for a drink in a glass and a drink of the fabulous Chicago view over the lake and down the shoreline.
7 Take a Helicopter Tour over town
FlyHeli Excursions provides quick flights : 10 minutes, 16 minutes or 30 minute flights over town offering essentially the most wonderful technique to get a birds’ eye view of town, the skyscrapers, the stadiums and observe the river to the monstrous lake! In addition they do fireworks flights on July 4th.
I had a fast flight after I final visted and realized that FlyHeli Excursions do these tourism flights to allow them to transport medical sufferers, infants, and organs for donation freed from cost. How cool is that?


8 Go to American Lady Retailer!
In case you have women aged 3 to about 10 years previous in your world, they’ll flip in awed circles on the American Lady Retailer. Belief me, go there!
Two ranges of dolls and their equipment together with a hair salon the place your overly liked dolls can have new hair dos after sitting in a salon chair draped in a cape. You then and the dolls can have cupcakes within the cafe.
9 Have lunch at Eataly
However go away room for deep-dish pizza for dinner! That is two flooring of Italian impressed meals retailers and an awesome spot for lunch while procuring alongside Magazine Mile. Tables are on the second flooring, and also you select which of the open plan eating places you wish to dine at. There are a great deal of items to purchase too like oils and preserves, equipment and cookbooks.
10 Strive Garrett Popcorn
You MUST purchase their sensational and signature Garrett Combine (recognized domestically as Chicago Combine) actual cheese and caramel popcorn. Critically, it’s so good. Candy and savoury multi function. I’m a two-cheese/one caramel lady per perfect mouthful. Don’t knock it till you’ve tried it!
There are retailers all around the metropolis (together with the airport). However I obtained to tour behind the scenes at Garrett, off Michigan Avenue, and went into the kitchen to see how they make this popped goodness. You possibly can learn my Garrett publish right here >


11 Take an Structure Cruise
For the reason that nice fireplace of 1871, Chicago was rebuilt with metal and is the house of the skyscraper. There are almost 1400 within the metropolis!
Among the best locations to see this historic structure is on an architectural river cruise on the Chicago River the place you’ll hear the historical past of town plus see some distinctive angles on an architectural tour that glides previous the magnificent buildings and skyscrapers.
The tour begins on the Michigan Avenue (DuSable) bridge and goes up the primary department of the Chicago River previous Wolf Level. You’ll cruise alongside the north and south branches of the river, earlier than heading again previous the Chicago Riverwalk in the direction of Lake Michigan.
You’ll find out about historic skyscrapers just like the Wrigley Constructing and the Tribune Tower, the artwork deco Merchandise Mart, and mid-century skyscrapers just like the Mies Van der Rohe AMA Constructing. This can be a fascinating boat tour, excellent for images lovers too.




12 Kayak on the Chicago River
A wholly totally different technique to see the wonderful buildings that line Chicago River is down on the water itself in a kayak. I took a tour with City Kayaks alongside this busy river for an hour or so. It was actually nice enjoyable, and I shocked myself by not having sore arms the subsequent day!


13 Take a Gangster Tour
This can be a enjoyable and distinctive expertise! Beginning within the CBD and stopping at scenes of former gun battles and massacres because the Mob dominated Chicago in the course of the prohibition of the Twenties, you’ll hear all about gangsters like Al Capone and bootlegging and all of the skulduggery that went together with it!
14 Get a photograph of the Bean
One of the crucial common vacationer points of interest, stroll by Millennium Park and take selfies in entrance of the Bean (Cloud Gate designed by Anish Kapoor in 2004), then head south previous the spitting murals and into Grant Park to benefit from the recent air.
The Bean was designed by Indian-born British artist Sir Anish Kapoor, impressed by liquid mercury, and sits in AT&T Plaza at Millennium Park. It’s fabricated from 168 stainless-steel plates welded collectively and on an attractive day it displays the encircling buildings and makes for quirky pictures.




15 Public Artwork Installations
You’ll see distinctive, wonderful and downright quirkly sculptures and artwork installtions dotted all around the metropolis. After all the Bean is essentially the most well-known, however stroll round a number of the 24.5-acre Millennium Park and take a look at the numerous different works, which was a venture between town of Chicago and the philanthropic group.
I significantly love Crown Fountain, additionally erected in 2004. It’s worthwhile to stand in entrance of those two seemingly boring 50-foot excessive glass brick towers for a minute as photographs are projected in them. Then the eyes blink and so they begin spitting water!
A fantastic place to chill the youngsters down in summer season as they’ll dance within the squirting fountains between the 2. The faces are a altering exhibition of 1000 native Chicago faces. See a full checklist of Chicago’s public artwork installations.


16 Go to Discipline Museum
The children will love the Discipline Museum of Pure Historical past which is subsequent to Soldier Discipline. You’ll be greeted by the largest tyranosaurus named Sue (who’s often inside), essentially the most photographed merchandise right here. However there may be much more to take a selfie with on the Discipline Museum!


17 The Artwork Institute of Chicago
This unimaginable museum is dwelling to a number of the finest artwork and exhibitions on this planet. It’s situated subsequent to the Bean and the entran ce is flanked, however attempt to nip in earlier than the lots of of college children that turned up by the bus load once we have been there!
Or higher but, get a skip-the-line quick cross ticket right here >
Or when you actually wish to know all in regards to the great works right here, you’ll be able to ebook a skip-the-line tour with a information >


18 Eat deep dish pizza!
Sure Deep Dish pizza is a Chicago establishment however I’m reliably knowledgeable Chicago residents solely eat it once they have out of city guests, or perhaps a number of instances a 12 months. Shock, horror, many favor skinny crust New York model!
There are a number of totally different deep dish pizza eating places right here, and whomever you ask which is the perfect, you’ll get a distinct reply.
I like them. However they’re extra of a pie than the standard pizza with a topping! This stuff have a crust, which must be crispy, then they’re crammed with tomato – usually squeezed the correct Italian manner, and gooey cheese. Then you’ll be able to add different toppings as you would like.


Two slices might be sufficient for one individual, and you may also purchase by the only slice. However hey, when you’ve obtained an even bigger urge for food, go all in!
I’ve tried Lou Malnati’s, Giordano’s and Piquod’s, which I loved. However Uno additionally comes extremely really useful for excellent deep dish pizzas.


19 Go to Navy Pier
That is certainly one of Chicago’s prime points of interest with a great deal of enjoyable points of interest, nice eating places, bars, dwell music, amusement park rides with the Centennial Wheel at over 200ft, procuring, lodge lodging and unbelievable views of the lake or wanting again at this stunning metropolis.
One of many points of interest is the Flyover, an immersive fly-over Chicago. In the event you don’t do a helicopter trip, that is the subsequent neatest thing 😉 You’ll be “flying” in entrance of a 65-foot display and really feel the breeze and even mist and smells, diving over neighborhoods and getting a beautiful distinctive perspective of town.


20 Have a rooftop cocktail
The biggest rooftop bar in the entire nation is right here at Navy Pier. So after you’ve had a wander and a few enjoyable, head to Offshore Rooftop for a cocktail within the solar and snap the wonderful views of Lake Michigan and town.
It’s a 36,000 sq ft all-weather venue, and the 20,000 sq ft terrace has seven fireplace pits for the chilly Chicago days.


21 Take the youngsters to Shedd Aquarium
They may love the large octopus, beluga whales and sharks, seahorses and sea dragons (what?), jellyfish, frogs and a complete lot extra.


22 Go to the Chicago Kids’s Museum
Situated at Navy Pier, the youngsters will love constructing issues within the Tinkering Lab, digging for dinosaurs in a recreation of a Saharan expedition. If it’s scorching out and also you want some respite, there are many issues that splash and squirt. There’s an enchanted forest and I’d have liked this a lot: Michael’s Museum: A Curious Assortment of Tiny Treasures. I like miniatures!
23 Go to Lincoln Park Zoo – without cost!
Based in 1868, Lincoln Park Zoo is among the few zoos to supply free admission – twelve months a 12 months. Lincoln Park Zoo is actively concerned in talking out towards primates being saved as pets. Over 15,000 are mentioned to be saved as pets within the US, and most are in unsuitable or inhumane situations, saved to carry out. I’m not a zoo fan, apart from animal rescue, rehabilitation or breeding packages to save lots of a species.
24 See the Cubs at Wrigley Discipline
Situated on Chicago’s North Aspect, Wrigley Discipline is an iconic baseball park, dwelling of the Chicago Cubs. The Cubs performed their first dwelling sport right here in 1916. The identify comes from Wrigley Gum, who acquired the Cubs in 1921 and named the park in 1927.




25 Take your stargazers to Adler Planetarium
This museum is all about astronomy and astrophysics.
It was based in 1930 by Chicago enterprise chief Max Adler and is situated on the northeast tip of Northerly Island on the shore of Lake Michigan. It boasts one of many largest collections of astrolabes on this planet, together with essentially the most subtle scientific instrument of the Center Ages which could possibly be used to search out the time and instructions.


26 Go to the Museum of Science and Trade
MSI is crammed with science reveals for youths in addition to adults. It’s mandate is to “encourage the subsequent era of innovators” and is rated as the perfect museum in Chicago by some.


27 Stroll alongside Chicago Riverwalk
In actual fact you possibly can spend a complete day simply consuming and taking part in alongside this 1.25 mile stretch of the Chicago Riverbank. It’s open from 6am to 11pm and boat journeys occur Might to October.
This multi-award-winning, pedestrian-friendly attraction is crammed with intimate coves, waterfront cafes and bars. Lovers of artwork and tradition will benefit from the public artwork items, monuments and also you’re near museums, in addition to excursions on the water.


28 Run the Chicago Marathon
After all probably the most well-known marathons on this planet is the Chicago Marathon. It takes place in October every year. I’ve lined all the highest marathons on this planet on this publish, in addition to some epic and quirky ones, like in Africa the place you’ll be able to see the Large 5, over the Nice Wall of China and extra.
I’ve additionally created some distinctive memento items for the Chicago marathon which you’ll discover in my Etsy retailer. I designed a T-shirt and mug that has all of the place names on it, in addition to some humorous ones only for giggles.
If you wish to do Chicago on a funds, there are a great deal of free issues to do in Chicago too. In actual fact 207 of them, which can preserve you busy for not less than a month!
Particular occasions in Chicago
12 months spherical there are particular occasions and dwell leisure, some free, some paid, placed on by town and different organisations. Suppose music in Millennium Park, festivals, sporting occasions, comedy, theatre, live shows and every thing in between. For an as much as the minute information try the upcoming occasions at Select Chicago.
The Greatest Excursions in Chicago
Use my checklist beneath to select and select from some nice excursions, admission tickets and actions in Chicago.
Hop on Hop Off Bus tour
Mob Tour tracing the steps of Al Capone and mates
Go to Skydeck at Willis Tower and stand on the Ledge
Worth: Choose up a Chicago CityPASS and select as much as 5 of Chicago’s prime points of interest for a bulk ticket value




