Photo Essay: Chicago in 100 Images (Part 2)

If you missed part 1, click to see the first 50 images in our Chicago photography collection.

51) This statue of Cubs broadcaster Jack Brickhouse is a lot more lonely ever since the giant Marilyn Monroe statue arrived to steal all the attention.

Jack Brickhouse Marilyn Monroe

52) The tourists have to get their shot of Marilyn!


53) She towers over Michigan Avenue.

marilyn monroe statue

54) Everyone loves to get a picture taken with the Marilyn Monroe statue, but this girl wins the prize for the cutest pose.

marilyn statue girl

55) The iconic Chicago Theatre.

chicago theatre

56) Walking across the Chicago River. I agree with the many folks who say that taking an architecture boat tour on the river is the best way to get to know the city!

chicago river

57) I love the concept of the water taxi.

water taxi

58) The skyscrapers look regal shrouded in fog.

foggy building

59) A statue of Jean Baptiste Point du Sable, regarded as the first permanent resident and “founder” of Chicago.

jean baptiste

60) It’s no problem finding a taxi downtown.

taxi downtown

61) And there’s always the CTA buses.

cta bus

62) Or the L trains.

cta loop

63) Walking down to the station.

cta station

64) These steps are both gritty and pretty.

cta steps

65) The train arrives in Wicker Park with the Willis Tower in the background.

train wicker park

66) A view of the Flatiron Building in Wicker Park.

flatiron building

67) You may stumble upon a movie or tv show filming in Chicago. The Transformers filming downtown was pretty sweet to witness. Here, some cop show films at Six Points in Wicker Park.

tv show filming

68) Chicago still has a decent number of independent record stores.

reckless records

69) The bikes are everywhere in the city. Sometimes you can even find those weird modified bikes.

modified bike

70) Downtown is the one part of the city where I’m wary of biking around.

biker downtown

71) I’d much rather bike along the lake on the trail.

lakeshore trail

72) It’s funny seeing bike corpses all over the place.

bike corpse

73) Lakeshore Drive is rarely this empty. Pity the poor saps who have to commute everyday on this road.

lakeshore drive

74) It doesn’t get much better than summer on the lake in Chicago.

chicago beach

75) Especially for the kids.

beach family chicago photo

76) Meanwhile, winter is more ideal for kids who want to try ice skating. I have an entire article dedicated to winter activities in Chicago!

ice skating girls

77) Look out for that Zamboni man!

chicago zamboni pic

78) While we’re on the subject of skating, remember when the Blackhawks won the Stanley Cup?


79) Ditka! The mural honors his greatness.

art ditka

80) World Pillow Fight Day brings people of all backgrounds together to beat the crap out of each other.

pillow fight day

81) At last year’s World Pillow Fight Day, I got to hang with the Peep.

peeps character

82) When it comes to atmosphere, there’s no place like Wrigley Field.

wrigley field

83) You can buy a hot dog at the game, or head over to the Wiener Circle to get yelled at as you order.

wiener circle

84) It’s hard to believe I had never had real deep dish before moving to Chicago, because now I can’t get enough. It’s one of the best Chicago foods!

deep dish pizza

85) The Taste of Chicago festival is always a great place to try new foods, although the prices are pretty expensive. I usually can’t justify buying anything more than the sample portion.

taste of chicago

86) The Mexican groceries on the west side are amazing. Dirt-cheap produce!

grocery produce

87) This pic probably seems meaningless, unless, like me, you’re from Pennsylvania, where booze can only be sold in state stores. The first time I saw the liquor aisle at a CVS, my mind was blown.

cvs liquor

88) Just off Michigan Ave, the storefronts never end.

chicago storefronts

89) I prefer the view from inside Water Tower Place. Not as cool as Horton Plaza, but close.

shopping mall inside

90) You could always head to Navy Pier. I’m not sure why you’d want to do this, but you could.

navy pier

91) This guy is the best thing about Navy Pier.

navy pier statue

92) The pigeons are living large in Chicago.


93) Of all the statues in Chicago, Honest Abe Lincoln might be my favorite.

abe lincoln statue

94) Sometimes the Chicago police go old school.

horsey policeman

95) Robert Morris, George Washington and Haym Solomon stand in front of the Wilco towers.

statues wilco towers

96) A chunk of ancient Egyptian pyramid embedded in the Tribune Tower.

tribune tower

97) On top of the world (or at least the city) at the Willis Tower Skydeck.

willis tower skydeck

98) Those bridge-covered streets are kinda creepy.

lake street

99) There’s a lot of cool stuff going on near the boulevards in Logan Square.

logan square boulevards

100) You can never have too much Bean!

bean chicago

Don’t forget to like our Facebook page!