Welp, I guess I feel qualified to answer this as a born and bred Kansas City transplant (who loves her adopted home but admits to homesickness from time to time).
If you are a fan of:
Arthur Bryants
KC Barbeque
(aka, dark, thick, sweet sauces)
Try:
BBQ Pit . 589 Elm Pl. Highland Park
- traditional style KC BBQ
The Smoke Daddy, 1804 W. Division St., Chicago
- Music to go with your BBQ, just like God intended
Honey 1 BBQ, 2241 N. Western Ave.
- Sweet, with a North Carolina kick to it.
If you are a fan of:
Gates
(aka lighter, thick, tangy sauces)
Try:
Bringing a suitcase full of the sauce with you- you could probably peddle it on street corners for a fair amount of cash, I’d buy. Nothing can compare with that amazingly addicting bright orange sauce.
If you are a fan of:
Buca de Beppo
Ruth’s Chris Steak House
Morton’s
(aka, safe standards)
Try:
Chicago has them too. Saddle on up.
If you are a fan of:
Jardines
Union Café
Kona Grill
(aka, nice but you can bring the kids, dress up or wear jeans, etc.)
Try:
Chicago has a lot of cute artsy bistros, wine bars and café’s, with ambience to boot. Just a small handful of suggestions:
Brasserie Jo, 59 W. Hubbard St.
Bongo Room, 1152 S. Wabash
404 Wine Bar, 2852 N. Southport Ave
Hot Chocolate,1747 N. Damen Ave.
- I used to go to the Union Café with all my girlfriends when we just wanted dessert and good gossip. Hot Chocolate fills that void.
Cafe Selmarie, 4729 N. Lincoln Ave.
Deleece, 4004 N. Southport Ave.
If you are a fan of:
Peppercorn Duck Club
Plaza III
(aka, high end but not off the map)
Try:
Mon Ami Gabi, 2300 N. Lincoln Park West
Everest, 440 S. La Salle St., 40th Floor
one sixtyblue, 1400 W. Randolph St.
If you are a fan of:
Hereford House
Try:
Just like KC, Chicago is big on beef and there is no shortage here. The hot spots and old standards include:
Gene & Georgetti , 500 N. Franklin St.,
Gibsons, 1028 N. Rush St.,
Shula's Steakhouse, 301 E. North Water St.,
If you are a fan of:
Manny’s
Try:
While Manny’s will always have a soft spot in my heart (I went on my first date there!), KC can’t compare to Chicago for authentic Mexican. First try every taqueria you see until you find your favorite (mine is on the corner of Addison and Lincoln.) then try out these for more Manny’s style fare:
Mi Tierra, 2528 S. Kedzie
Las Palmas, 1835 W. North Ave.
If you are a fan of:
Stephenson’s Old Apple Farm
Try:
Stephenson’s is a one of a kind joint, with apple desserts to kill for, but you can try:
The Barn of Barrington, 1415 S. Barrington Rd. Barrington
If you are a fan of:
V’s Italiano
Try:
Walking down Taylor street in Little Italy. Francesca’s, Rosebud, Mario’s Italian Lemonade, they are all there.
If you are a fan of:
Winsteads
Try:
Bobtail Soda Fountain, 2951 N. Broadway (for ice cream)
Hot Doug's, 3324 N. California Ave. (for fast food that’s not fast food)
Kitsch’n on Roscoe, 2005 W. Roscoe St. (for kitsch and retro fun times.)
If you are a fan of:
Westport, in general
Try:
Wicker Park/Bucktown, in general
If you are a fan of:
The Plaza
Try:
Lincoln Square (little)
The Mag Mile (big)