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You are here: Home / City Guides / The Windy City | 48 Hours in Chicago

The Windy City | 48 Hours in Chicago

Last updated: March 16, 2026 by Bianca

 

Magnificent Mile Chicago

This is the second installment to the USA trip blog post. Check out the first one on Ohio’s beautiful hiking trails in Logan County and Benton Habour’s awesome views here.
 
While road tripping around parts of the USA I finally made it to the Windy City of the USA after getting my brother to drive my sister and I. That’s Chicago’s nickname by the way. Named so, not because the city is windy but apparently because the politicians and city boosters were full of “hot air”. They might still have hot air considering all the TV was showing when I was there was related to the government shutdown.
 

 

After crisscrossing around Columbus in Ohio and Niles and Benton Harbor of Michigan I stopped by Chicago for 2 days before heading to Seattle. Arrived to great weather, it was lovely and warm which allowed for exploring on foot. Beautiful lakefront on lake Michigan offering up some stunning views of Chicago’s majestic skyline. Chicago’s Beach front is great for people watching while locals pass by on bicycles(which tourist can also rent on many stands – think NY Citi bikes or London’s Boris/Barclays bikes), roller blades and some just lazily strolling by enjoying the weather and scenery.

 

I stayed in what is referred to as the Magnificent Mile or Mag Mile which gave me easy access to the lively and buzzing city. A premier shopping destination and a prestigious section of Chicago’s Michigan Avenue. Venturing to the pier for the views, the lakefront beach, Millennium park and Buckingham fountain. For more on places to visit while exploring Chicago, check out Jet Setting Spirit’s Chicago city guide.

 

 

My time was short in Chicago but I managed to also take in the Chicago’s lakefront walk. I enjoyed Chicago. There is so much to see and do in the city. Its a shame I only had a short time in Chicago but would love to come back and explore more of the city as well as check out the views from the Sear’s (Willis Tower).  For tips on where to get the best views of Chicago, check out My Tickle Feet’s post in addition to this extensive Chicago guide. Below some of my pictures of Chicago before I flew to Seattle.

 

 
Trump Towers - Magnificent Mile Chicago

 

Magnificent Mile Chicago Burberry
 
The queue for free food celebrating a restaurant’s anniversary.
Magnificent Mile Chicago Willis Tower
Chicago’s Beachfront
 
 
Magnificent Mile Chicago Pier
 
Magnificent Mile Chicago
Magnificent Mile Chicago Navy Pier
These were littered outside Navy Pier with lots of different designs. This was one of my favourites.
 
Magnificent Mile Chicago
Lovely hair style!
 
 
Great Chicago Fire Hydrant Public Exhibition – See more of these at outside Chicago Navy Pier park
Magnificent Mile Chicago Navy Pier
Magnificent Mile Chicago Childrens Museum
Having fun in the park..
Magnificent Mile Chicago

 

 
Watching the Sun go down on Chicago… time to move on to Seattle…

 

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Filed Under: City Guides Tagged With: Chicago, North America, USA

Previous Post: « USA Road Tripping – OH – MI – IN – IL – WA
Next Post: Sleepless In Seattle – Exploring City Sights »

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Bee AKA Bianca

Welcome to ItsAllBee - Run by moi; Bee AKA Bianca.

A Londoner and with an insatiable appetite for all things travel. So, expect to find travel tips and packing lists from my favourite cities and countries like Italy, France, Hong Kong, USA and many more. Everything from the coolest places to visit, boutique hotel deals, chic travel outfit and fashion inspiration, covering budget, mid-range and luxury travel as well as best way to insure your travels are a success.

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