@ChicagoObserver

Observations from the great City of Chicago

 Chicago, IL
Joined November 2012
  • Tweets2.9K
  • Following1.6K
  • Followers525
360Media
Mike Ditka was scheduled to sing the seventh inning stretch on July 5th, 1998. This was the year that Harry Caray died and the “guest conductor” was new at Wrigley Field. Ditka got stuck in traffic and was running late. By the time the top of the seventh ended, Ditka was still not there and Steve Stone and Chip Caray stalled for time. Finally Ditka busts into the press box, grabs the mic, and screams Take Me Out To The Ball Game in twenty two seconds! Organist Gary Pressy could barely keep up! The crowd roared with approval! R.I.P. Mike Ditka
135
1,990
157
19,734
1,306,875
Windy City retweeted
NFL
@NFLOct 9
The NFL is deeply saddened by the passing of Hall of Fame coach and tight end, Mike Ditka. Our thoughts are with his family and loved ones. ❤️
601
6,397
755
47,679
1,211,328
Legendary Bears coach Mike Ditka has passed away, @paytonsun just learned.
120
610
200
4,007
370,325
Crazy view from this weekends flyover at Soldier Field 🐻⬇️
108
1,192
171
10,190
2,694,223
Conde Nast Traveler readers name Chicago ‘Best Big City’ for 10th year in a row chicagotribune.com/2026/10/0…

Conde Nast Traveler readers name Chicago ‘Best Big City’ for 10th year in a row

Conde Nast Traveler received nearly 800,000 votes for this year’s Readers’ Choice Awards, which cover everything from hotels and cruise lines to spas and airports.

chicagotribune.com
1
1
1
5
2,135
Autumn in Millennium Park, Chicago
36
379
25
4,041
70,937
Windy City retweeted
Wu Tang is for the Children
@WUTangKidsSep 24
Ian Happ is an absolute legend….dude playing possibly his last game at Wrigley tossed a ball to the bleachers with $300 cash to buy fans beers
366
4,681
512
75,883
3,706,396
Sharp-dressed men. #PresidentsCup | #USTeam
27
41
10
914
66,726
The Chicago skyline tonight.
51
1,066
15
18,818
164,226
Final Sail. Day's End in Chicago on Monday on Lake Michigan.
10
134
3
1,153
11,217
"I've never had somebody come to Chicago and say Chicago wasn't for me." - @RogerSteeleJr A deep dive into one of America's great golf cities, The Fried Egg Golf Guide to Chicago goes live this week.
18
15
3
395
97,131
Windy City retweeted
A.J. Manaseer
@AJManaseerSep 7
Notable that NY Times ranked Chicago as the most resilient city in the world for climate disasters.
32
84
31
1,347
71,599
The Windy City is stunning. I get the hype now
48
80
9
1,667
41,563
Windy City retweeted
Chicago Cubs
@CubsSep 4
are they really your friends if they don't ride for you like this?
310
5,012
1,003
44,977
13,366,517
Players in MLB HISTORY to have 12+ home runs, 6+ stolen bases & 16+ walks in a single calendar month: Pete Crow-Armstrong - August 2026 Willie Mays - July 1955 Babe Ruth - May 1930, June 1920 That’s it.
73
968
114
6,642
314,013
Serenity on Saturday. This morning in Chicago's Lincoln Park. – at Chicago, IL
23
295
21
2,968
45,636
Windy City retweeted
ABC 7 Chicago
@ABC7ChicagoAug 27
New rules governing who can use electronic bikes and scooters, including where and how fast they go, will go into effect next year following Gov. JB Pritzker's signature on Wednesday. abc7chicago.com/post/electri…

Putting on the brakes: New Illinois law establishes rules for e-bikes, scooters

New rules governing who can use electronic bikes and scooters, including where and how fast they go, will go into effect next year following Gov. JB Pritzker's signature on Wednesday.

abc7chicago.com
1
10
11,768
You know all those tire blowouts at O'Hare recently? Not jumping to conclusions here, but every single blown tire was a re-tread, meaning the tires were balding and new treads were cut into them.
8
1
1
14
5,900
71
112
20
2,191
82,037
Windy City retweeted
Maddie@baddiemaddie43Aug 22
sometimes I just can’t grasp that this is a beach in the city of Chicago lol
43
99
23
3,482
89,743
Load more