Chicago: A Million Skyline Looks.

A while back I posted Toronto: A Million Skyline Looks, which highlighted some of my favorite shots in Canada’s biggest city. I recently re-read the post and it inspired me to start a series of posts highlighting what my camera has shot while hanging out in a big city. Next up the Windy City and the million skyline looks it has to offer!

Chicago is one of the biggest cities in the United States, home to one of the most impressive and beautiful skylines you will find anywhere. I’ve spent a lot of time there over the years, being not to far from home. Below are some of the favorite Chicago skyline photos I have taken, so far that is. πŸ™‚

Chicago skyline

Always keep an eye on Chicago’s tall buildings when along the water.

Chicago skyline from Shedd Auditorium

The city view from Shedd Auditorium opposite Lake Michigan.

Chicago skyline

The panoramic skyline sits beyond the morning snow and frost of North Street Beach.

Chicago skyline

Looking south from North Street Beach.

Chicago skyline

Sand, lake and skyline from Ohio Street Beach.

Chicago skyline from Navy Pier

Skyline views await walking either side of Navy Pier.

Chicago skyline from the Chicago River

Looking west from N. Lake Shore Drive at the buildings that line both sides of the Chicago River.

Chicago skyline from the Pump Room

Dine to these views at the Pump Room, up-top the Public Chicago hotel.

Chicago skyline from Vertigo Sky Lounge

Capture the hustle-and-bustle of Chi-town from the 26th floor and Vertigo Sky Lounge.

Chicago skyline from Vertigo Sky Lounge

Capture the Windy City at sunset from up-top at Vertigo Sky Lounge.

Chicago skyline from Vertigo Sky Lounge

You never known when that next Chicago city shot will present itself, more from up-top Vertigo Sky Lounge.

Chicago skyline

Capture the heart of the Windy City from the 26th floor and Vertigo Sky Lounge.

Chicago skyline

Capture the heart of the Windy City from the 26th floor and Vertigo Sky Lounge.

Chicago skyline

Up-top Vertigo Sky Lounge. You can tell it’s a favorite spot to capture the city.

Chicago skyline from the Hyatt Regency Chicago

Views looking northward from the Hyatt Regency Chicago.

Chicago skyline

Make sure to look northward when walking along E. Upper Wacker Dr. in the Loop.

Chicago skyline from Grant Park, Buckingham Fountain

The heart of Chicago sits beyond Buckingham Fountain.

Chicago skyline from Grant Park

Plenty of skyline views to be had in Grant Park.

Chicago skyline from Grant Park

Willis Tower and the skyline are peaking through the trees in Grant Park.

Chicago skyline from Grant Park

Looking north from a pedestrian bridge in Grant Park.

Chicago skyline

Walking northbound along Michigan Avenue as you are about to cross the Chicago River.

Chicago skyline from Navy Pier

Early morning from the south side of Navy Pier.

Chicago skyline up-top John Hancock building 360 Chicago

Night time views up-top the John Hancock building at 360 Chicago.

Chicago skyline from up-top Willis Tower, Sears Tower

Majestic views up-top the Sears Tower, I mean Willis Tower.

Chicago skyline

Capturing the tall buildings randomly as a camera holding car passenger. πŸ™‚

Chicago skyline

Capturing the tall buildings randomly as a camera holding car passenger. πŸ™‚

Chicago skyline reflecting off The Bean

Reflecting on the city at The Bean in Millennium Park.

Chicago skyline from Lake Michigan

Night time city shot from Lake Michigan.

Chicago skyline

Make sure to always look up when walking in a big city. Random shot while walking the streets.

What other spots would recommend for capturing the Chicago skyline and heart of the city?

12 responses to “Chicago: A Million Skyline Looks.

  1. Well done. Beautiful shots of my city. You have most of my favorites here. The view from the Shedd is fantastic. Probably my 2nd favorite spot to view the skyline. My favorite is from the Chicago River coming from the south. I have to check out the Vertigo Lounge sometime. The view from the lake is also amazing.

    The only one that I can think of that you missed is the view from Montrose Beach. There is bird sanctuary called the “Magic Hedge” and right in front of that is a great view of the city. I have also heard there is a great view from the Green Line CTA from the south, but I have never been on that line since I live in the north.

    • Thank you Ted! Need to check it out from Shedd when the sun is out. sometime. Have been to Montrose Beach but I believe it was pea soup outside that day, couldn’t see a thing. Will have to make sure it is on list to checkout again. Thanks for the tip! πŸ™‚

  2. Are the beaches man made or natural? Love the photo of the distorted skyline in the sculpture.

    • Man made to the best of my knowledge from way back when. That sculpture is a favorite of mine too. It’s funny when at The Bean. It’s great to just people watch and see what kinds of photos they try to capture off of it. πŸ™‚

  3. Wow! What a lot of skylines you’ve shown us. We took an architecture tour by boat once and that was eye-opening, too. Lovely post!

    • Glad you guys like. I’m always trying to capture a skyline, even if it is just when passing through a city. Did love the Chicago architecture boat tour I went on a few years back. Saw everything from a different perspective.

  4. This never gets old!! Chicago has the best skyline in the USA and it’s great to see it from so many angles. I love the views from Hancock and Oak Street Beech. It will be nice to visit home soon. πŸ™‚

    • I figured you would like. It definitely does not get old. I get goose bumps as soon as I see the skyline from Indiana coming into town. Look forward to my next visit in the summer months. πŸ™‚

  5. Nice post — My fiance is also a big coffee fan, so this gave me some ideas of places to take him. πŸ™‚ My travel bucket list since age 19 was to visit all seven continents and all 50 states. I think I have 32 states crossed off my list by now, and I’ve now set foot on five different continents, all except Africa and Antarctica. That goal is what made me take very memorable trips to Bolivia and Sydney, so I am definitely a fan of travel bucket lists!

    • Thank you Rose! You are off and running on your state and continent visits. I am in the mid-30’s as far as states visited goes. πŸ™‚ Nevada and Texas were new experiences last year.

      You guys live in a great city. Coffee and Chicago kind of go hand-in-hand. Been to many independent coffee shops there. Will be there in the summer for more coffee exploration! Tell your fiance my goto spots are Wormhole, Ipsento and Bow Truss.

      • Oops, I meant to leave this comment on your Travel Bucket List post! Sorry about that. Looks like you got the gist of it though. πŸ™‚ Thank you for the coffee recs — we have not checked out Wormhole or Bow Truss yet, I will add them to my list! And we are BIG fans of Ipsento, especially their Ipsento latte.

      • No worries. No problem, the Ipsento Latte is outstanding. The Nitro Brew on tap at Ipsento is great too.

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