This list made me laugh being from Chicago, but then I realized that I am guilty of a few of these, and I know some others that are as well...
Chicago grammar
1. Grachki (grach'-key): Chicagoese for "garage key" as in,
"Yo, Theresa, waja do wit da grachki? Howmy supposta cut
da grass if I don't git intada grach?"
2. Uptadaendada (up-ta-da-en'-dada): As in, "Joey, you kin ride
yur bike uptadaendada alley but not acrost or I'll bust yur butt."
3. Sammich: Chicagoese for sandwich. When made with sausage,
it's a sassage sammich; when made with shredded beef, it's an
Italian Beef sammich, a local delicacy consisting of piles of
spicy meat in a perilously soggy bun.
4. Da: This article is a key part of Chicago speech, as in "Da
Bears" or "Da Mare" -- the latter denoting Richard M. Daley,
or Richie, as he's often called.
5. Jewels: Not family heirlooms or a tender body region, but a
popular name for one of the region's dominant grocery store
chains. "I'm goin' to da Jewels to pick up some sassage."
6. Field's: Marshall Field, a prominent Chicago department store.
Also Carson Pirie Scott, another major department store chain,
is simply called "Carson's."
7. Tree: The number between two and four. "We were lucky dat we
only got tree inches of snow da udder night."
8. Prairie: A vacant lot, especially one on which weeds are growing.
9. Over by dere: Translates to "over by there," a way of
emphasizing a site presumed familiar to the listener. As in,
"I got the sassage at da Jewels down on Kedzie, over by dere."
10. KaminskiPark: The mispronounced name of the ballpark where
the Chicago White Sox (da Sox) play baseball. Comiskey Park
was recently renamed U.S. Cellular Field (yuck!).
11. Frunchroom: As in, "Getottada frunchroom wit dose muddy shoes."
It's not the "parlor." It's not the "living room." In the land
of the bungalow, it's the "frunchroom," a named derived, linguists
believe, from "front room."
12. Use: Not the verb, but the plural pronoun "you." "Where's use
goin'?"
13. Downtown: Anywhere near The Lake, south of The Zoo (Lincoln Park
Zoo) and north of Soldier Field.
14. The Lake: Lake Michigan. (What other lake is there?) It's often
used by local weathermen, "cooler by The Lake."
15. BoysTown: A section on Halsted between Belmont and Addison which
is lined with gay bars both sides of the street. "Didn't I see use
in BoysTown in front of da Manhole?"
16. Braht: Short for Bratwurst. "Gimme a braht wit kraut."
17. Cashbox: Traffic reporter slang for tollbooths. "Dere's a delay
at da cashbox on da Skyway."
18. Goes: Past or present tense of the verb "say." For example,
"Then he goes, 'I like this place'!"
19. Guys: Used when addressing two or more people, regardless of each
individual's gender.
20. Pop: A soft drink. Don't say "soda" in this town. "Do ya wanna
canna pop?"
21. Sliders: Nickname for hamburgers from White Castle, a popular
Midwestern burger chain. "Dose sliders I had last night gave me
da runs."
22. The Taste: The Taste of Chicago Festival, a huge extravaganza
in Grant Park featuring samples of Chicagoland cuisine which takes
place each year around the Fourth of July holiday.
23. "Jieetyet?": Translates to, "Did you eat yet?"
24. Winter and Construction: Punch line to the joke, "What are the
two seasons in Chicago?"
25. Cuppa Too-Tree: is Chicagoese for "a couple, two, three" which
really means "a few." For example, "Hey Mike, dere any beerz left
in da cooler over by dere?" "Yeh, a cuppa too-tree."
26. 588-2300: Everyone in Chicago knows this commercial jingle and
the carpet company you'll get if you call that number -- Empire!
27. Junk Djor: You will usually find the 'junk drawer' in the kitchen
filled to the brim with miscellaneous, but very important, junk.
28. Southern Illinois: Anything south of I-80.
29. Expressways: The Interstates in the immediate Chicagoland
area are usually known just by their 'name' and not their
Interstate number: the Dan Ryan ("the Ryan"), the Stevenson,
the Kennedy, the Eisenhower (the "Ike"), and the Edens.
30. Gym Shoes: The rest of the country may refer to them as sneakers
or running shoes but Chicagoans will always call them gym shoes!
Chicago grammar
1. Grachki (grach'-key): Chicagoese for "garage key" as in,
"Yo, Theresa, waja do wit da grachki? Howmy supposta cut
da grass if I don't git intada grach?"
2. Uptadaendada (up-ta-da-en'-dada): As in, "Joey, you kin ride
yur bike uptadaendada alley but not acrost or I'll bust yur butt."
3. Sammich: Chicagoese for sandwich. When made with sausage,
it's a sassage sammich; when made with shredded beef, it's an
Italian Beef sammich, a local delicacy consisting of piles of
spicy meat in a perilously soggy bun.
4. Da: This article is a key part of Chicago speech, as in "Da
Bears" or "Da Mare" -- the latter denoting Richard M. Daley,
or Richie, as he's often called.
5. Jewels: Not family heirlooms or a tender body region, but a
popular name for one of the region's dominant grocery store
chains. "I'm goin' to da Jewels to pick up some sassage."
6. Field's: Marshall Field, a prominent Chicago department store.
Also Carson Pirie Scott, another major department store chain,
is simply called "Carson's."
7. Tree: The number between two and four. "We were lucky dat we
only got tree inches of snow da udder night."
8. Prairie: A vacant lot, especially one on which weeds are growing.
9. Over by dere: Translates to "over by there," a way of
emphasizing a site presumed familiar to the listener. As in,
"I got the sassage at da Jewels down on Kedzie, over by dere."
10. KaminskiPark: The mispronounced name of the ballpark where
the Chicago White Sox (da Sox) play baseball. Comiskey Park
was recently renamed U.S. Cellular Field (yuck!).
11. Frunchroom: As in, "Getottada frunchroom wit dose muddy shoes."
It's not the "parlor." It's not the "living room." In the land
of the bungalow, it's the "frunchroom," a named derived, linguists
believe, from "front room."
12. Use: Not the verb, but the plural pronoun "you." "Where's use
goin'?"
13. Downtown: Anywhere near The Lake, south of The Zoo (Lincoln Park
Zoo) and north of Soldier Field.
14. The Lake: Lake Michigan. (What other lake is there?) It's often
used by local weathermen, "cooler by The Lake."
15. BoysTown: A section on Halsted between Belmont and Addison which
is lined with gay bars both sides of the street. "Didn't I see use
in BoysTown in front of da Manhole?"
16. Braht: Short for Bratwurst. "Gimme a braht wit kraut."
17. Cashbox: Traffic reporter slang for tollbooths. "Dere's a delay
at da cashbox on da Skyway."
18. Goes: Past or present tense of the verb "say." For example,
"Then he goes, 'I like this place'!"
19. Guys: Used when addressing two or more people, regardless of each
individual's gender.
20. Pop: A soft drink. Don't say "soda" in this town. "Do ya wanna
canna pop?"
21. Sliders: Nickname for hamburgers from White Castle, a popular
Midwestern burger chain. "Dose sliders I had last night gave me
da runs."
22. The Taste: The Taste of Chicago Festival, a huge extravaganza
in Grant Park featuring samples of Chicagoland cuisine which takes
place each year around the Fourth of July holiday.
23. "Jieetyet?": Translates to, "Did you eat yet?"
24. Winter and Construction: Punch line to the joke, "What are the
two seasons in Chicago?"
25. Cuppa Too-Tree: is Chicagoese for "a couple, two, three" which
really means "a few." For example, "Hey Mike, dere any beerz left
in da cooler over by dere?" "Yeh, a cuppa too-tree."
26. 588-2300: Everyone in Chicago knows this commercial jingle and
the carpet company you'll get if you call that number -- Empire!
27. Junk Djor: You will usually find the 'junk drawer' in the kitchen
filled to the brim with miscellaneous, but very important, junk.
28. Southern Illinois: Anything south of I-80.
29. Expressways: The Interstates in the immediate Chicagoland
area are usually known just by their 'name' and not their
Interstate number: the Dan Ryan ("the Ryan"), the Stevenson,
the Kennedy, the Eisenhower (the "Ike"), and the Edens.
30. Gym Shoes: The rest of the country may refer to them as sneakers
or running shoes but Chicagoans will always call them gym shoes!
. It's usually referred to as "soda" here, but I also have noticed a prevelance of everything being called a "Coke" no matter if it's a Sprite or Dr. Pepper or what have you. You know what, everything is not a COKE dammit! 
