November 13, 2016

11 things to do on a long weekend in Chicago

I’ve just touched down from 11 days in the United States, whirling through San Francisco, Chicago and out of Los Angeles.

We were in Chicago to see New Zealand’s mighty All Blacks rugby team take on Ireland at Soldier Field on the lake front. We lost. It was agonising while at the same time exhilarating as the atmosphere was electric in the sold-out stadium of 62,300 – breaking a record for the highest attendance of a rugby match in America.

But rugby aside, Chicago was on a frenzied high thanks to the Cubs winning the World Series (ah, only the United States plays in the World Series) against Cleveland. The first win in 108 years. The day we flew in five million people had been celebrating on Grant Park (directly opposite our hotel) and fortunately had dispersed by the time we taxied in. Five million people in one park! That’s more than the entire population of New Zealand!!

So aside from spending the better part of a day at this rugby game, we did get out and about and see and do some other great things in Chicago, so this post is for those making their first (or second) visit to Chicago and looking for ideas.

I love Chicago even more than New York! The city seems to breathe more than its congested cousin. It is lavishly planted with trees and flowers along the main Michigan Avenue and it has that lake as its crown. The streets are wide and the architecture worth taking a tour of. Here are my top picks:

Mag Mile Chicago

Beautiful tree and flower-lined Magnificent Mile

Shop Magnificent Mile (Mag Mile) which the Michigan Ave starting from the river and running parallel to the lake.

If you have girls aged 3 to about 10 years in your world, you will turn in awed circles at the American Girl Store. Trust me, go there! Two levels of dolls and their accessories including a hair salon where your overly loved dolls can have new dos after sitting in a salon chair draped in a cape.

American Girl hair salon

This doll is about to have her hair done for $20!

Have lunch at Eataly but leave room for deep dish pizza for dinner! It’s two floors of Italian inspired food outlets, but seating is dining style on the second floor – you choose which of the open plan restaurants you want. Loads of accessories to buy too like oils and preserves, accessories and cookbooks.

4  Pop into Garrett to buy their sensational and signature real cheese and caramel popcorn.

5  Jump on a boat and take an architectural river cruise to hear the history of the city plus some unique angles.

6  A gangster tour starting in the CBD and stopping at scenes of former gun battles and massacres as the Mob ruled during the prohibition of the 1920s. Untouchable Tours is highly rated and I’ve done it twice now, so can recommend it. $30 pp, but book online as they fill up.

Untouchable Tours Chicago

Our character host on the gangster tour!

Chicago cloud gate

The amazing stainless steel Bean is such a great photo op!

7  Walk through Millennium Park and take selfies in front of the Bean (Cloud Gate), then head south past the spitting murals and on into Grant Park to enjoy the fresh air.

The kids will love the Field Museum which is next to Soldier Field. You’ll be greeted by the biggest tyranosaurus named Sue.

9  The Art Institute is next to the Bean, but try and nip in before the hundreds of school kids that turned up by the bus load last week!

10  Eat deep dish pizza! This pic (below) is from our delicious meal at Piquod’s in Lincoln Park which is a neighbourhood full of bars and restaurants and music that deserves a whole evening itself. Other places to try are Lou Malnati’s, Giordano’s, Uno.

11  For the best sunset views go to the Signature Lounge at the top (94th floor) of the John Hancock Center. There is also a 360˚ experience here which is owned by a separate company and you need tickets for. But if you take the escalator then the elevators up to the incredible bar, it’s free. Cocktails start at around $15, so pretty standard.

Hancock Chicago

Looking north up Lake Michigan from the Signature Lounge at the Hancock Center

Chicago deep dish pizza

Piquod’s deep dish pizza

Field Museum Chicago

Sue wears a Cubs shirt in front of the Field Museum to celebrate their 2016 HUGE World Series victory!

Chicago Arts Institute

And the lions wear Cubs caps outside the Art Institute!

Hilton Chicago view

The view from my room at the Hilton over looking Grant Park

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About Megan Singleton

Megan

Megan Singleton is a travel writer, blogger and radio correspondent. She's been gallivanting around the world telling stories for the last 16 years and has her suitcase always half packed (or half un-packed!) Follow along on Facebook or Twitter and sign up for monthly newsletters if you want to keep up with the journey!

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