See & Do

American Science & Surplus

This weird and wacky surplus store is sure to awaken your inner nerd.

5316 N Milwaukee Ave
Chicago, IL 60630

Eat

Billy Goat Tavern

Blogger Bruce Cameron Elliott takes Tony to his favorite burger spot, the famous Billy Goat Tavern.

430 N Michigan Ave
Chicago, IL 60611

Eat

Bobak's Market

Bobak's is a popular grocery store and deli known for its Polish-style sausage and deli meats.

5275 S Archer Ave
Chicago, IL 60632

Eat

Budacki's Drive-In

Stop by Budacki’s for a deliciously greasy hamburger or a Chicago-style hot dog.

4739 N Damen Ave
Chicago, IL 60625

See & Do

Chicago Architectural and Historical Boat Tour

This boat tour gives visitors a fascinating history/architectural lesson through downtown Chicago; it’s also probably the best way to see the city.

465 N McClurg Ct
Chicago, IL 60611

Getting There

Chicago O'Hare Airport

Chicago's O'Hare International Airport is the cause for many unwanted layovers. However, as Tony proves, you could have it a lot worse than getting stuck in Chicago.

10000 Bessie Coleman Dr
Chicago, IL 60666

Eat

The Doughnut Vault

Tony stops by the Doughnut Vault to learn why people wait in line for $3 donuts.

401 1/2 N Franklin St
Chicago, IL 60654

Eat

El Ideas

Have a unique dining experience at El Ideas with chef Phillip Foss’s tasting menu.

2419 W 14th St
Chicago, IL 60608

Sleep

Four Seasons Chicago

Tony stays at the Four Seasons Chicago, but recommends Longmen and Eagle in Logan Square for a younger crowd.

120 East Delaware Pl
Chicago, IL 60611

Eat

Girl & the Goat

Chef Stephanie Izard sits down with Tony at her restaurant, The Girl & the Goat.

809 W Randolph St
Chicago, IL 60607

Eat

The Green Mill

This legendary jazz/blues club is the perfect place to take in a show and a strong drink.

4802 N Broadway
Chicago, IL 60640

Eat

Happy Village

A lively bar with a great outdoor space, full bar and a ping-pong room.

1059 N Wolcott Ave
Chicago, IL 60622

Eat

Harold's Chicken Shack #27

This location of Harold’s has the best fried chicken on Chicago’s South Side.

10259 S Halsted St
Chicago IL 60628

Eat

The Hideout

Chicago Tribune contributor Mark Caro takes Tony to one his favorite drinking holes in Chicago, The Hideout. It’s also a great place to see live music.

1354 W Wabansia Ave
Chicago, IL 60642

Eat

Jimmy's Red Hots

Paul Kahan and Donnie Madia take Tony to one of their favorite spots to get some Polish sausages: Jimmy’s Red Hots.

4000 W Grand Ave
Chicago, IL 60651

Eat

Kuma’s Corner

Kuma’s Corner is an amazing burger joint and full bar that is known for naming its burgers after metal bands.

2900 W Belmont Ave
Chicago, IL 60618

Eat

L & L Tavern

Tony decides to watch a Cubs game at this great dive bar just south of Wrigleyville stadium.

3207 N Clark St
Chicago, IL 60657

Sleep

Longman & Eagle

This gastropub is a triple threat: It’s a great restaurant, a full bar with signature cocktails and a small hotel.

2657 N Kedzie Ave
Chicago, IL 60647

See & Do

Museum of Surgical Science

Tony visits this museum, dedicated to the history of surgical science. Tony was most impressed with its trepanning exhibit.

1524 N Lake Shore Dr
Chicago, IL 60610

Eat

The Mutiny

Rock bar meets dive bar at the Mutiny. Hard rock and punk music are played most nights of the week.

2428 N Western Ave
Chicago, IL 60647

Eat

Old Town Ale House

Tony stops in to the iconic dive bar and has drinks with the owner, Bruce Cameron Elliott. The Ale House has been the favorite of Chicago-based entertainers, past and present.

219 West N Ave
Chicago, IL 60610

Eat

The Publican

Tony meets up with Chicago Tribune contributor Mark Caro for dinner at Paul Kahan’s The Publican.

837 W Fulton Market
Chicago, IL 60607

Eat

Publican Quality Meats

Tony meets up with Paul Kahan at his butcher shop/deli for some charcuterie and beer.

825 W Fulton Market
Chicago, IL 60607

Eat

Simon's Tavern

Tony has drinks with Paul Kahan at one of his favorite drinking spots, Simon’s Tavern.

5210 N Clark St
Chicago, IL 60640

Eat

Skylark

This awesome old-school bar has an impressive beer selection; it’s also a great music venue.

2149 S Halsted St
Chicago, IL 60608

Eat

Sweet Maple Cafe

An amazing family-run breakfast spot -- an essential detour for anyone seeking morning comfort food.

1339 W Taylor St
Chicago, IL 60607

Eat

Tank Noodle

This popular Vietnamese restaurant is not to be missed.

4953 N Broadway
Chicago, IL 60640

Eat

Taqueria El Asadero

Considered some of the best Mexican food in Chicago. Be sure to get the guacamole.

2213 W Montrose Ave
Chicago, IL 60618

Eat

Urban Belly

Chef Bill Kim’s pan-Asian restaurant is BYOB and packs a power punch of dumplings, rice, noodles and sides.

3053 N California Ave
Chicago, IL 60618

Eat

Wolfy's

This Chicago hot dog staple has been around since 1967.

2734 W Peterson Ave
Chicago, IL 60659