Bailey & Kevin

June 21, 2025 • Chicago, IL

Bailey & Kevin

June 21, 2025 • Chicago, IL

Things to do

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Coffee / Breakfast:

1. Cafe Creamerie

2. Starbucks Reserve

3. Caffe Umbria

4. Goddess & the Baker

Hungry?

1. Billy Goat Tavern

2. Pizzeria Uno

3. Ema

4. Pizzeria Portofino

5. River Roast

6. Osteria via Stato

7. TallBoy Taco

Grab a Drink

1. City Winery @ the Riverwalk

2. Tiny Tapp @ the Riverwalk

3. Centennial Crafted Beer & Eatery

4. Crushed by Giants Brewing Co.

5. Gus's Sip 'n Dip

6. Arbella

7. Gilt Bar (Speakeasy)

8. Pops for Champagne

Rooftop Hangouts:

1. Cindy's Rooftop

2. London House Rooftop

3. Upstairs at the Gwen

4. Terrace 16 @ Trump Tower

Other Fun Things:

1. River Cruise! Wendella Boat Tours or Shoreline Sightseeing)

2. Eataly Chicago

3. Magnificent Mile Shopping

4. Millennium Park & the Museum Campus

5. Wrigley Field - Cubs Game or Stadium Tour

- - - - - - COFFEE- - - - - -

Cafe Cremerie

615 N State St, Chicago, IL 60654, USA

(312) 266-7466

European-style Coffeehouse w/ assorted pastries, cheesecakes, gelato and more

Website

Starbucks Reserve Roastery

646 Michigan Ave, Chicago, IL 60611, USA

(312) 283-7100

Three-level flagship location, with a third floor coffee 'bar'

Website

Caffe Umbria

346 N Clark St UNIT 4709, Chicago, IL 60654, USA

(312) 955-0288

Website

Goddess and the Baker, Wacker & LaSalle

225 N LaSalle St, Chicago, IL 60601, USA

(312) 374-3625

Website

- - - - - HUNGRY? - - - - -

Billy Goat Tavern (The Original)

Lower 430 North, Michigan Ave, Chicago, IL 60611, USA

(312) 222-1525

Iconic diner located 'under' the city on Lower Wacker. Belushi/Murray on SNL circa 1978

Website

Pizzeria Uno

29 E Ohio St, Chicago, IL 60611, USA

(312) 321-1000

A Chicago Landmark! Classic Chicago-style pizza joint w/ limited seating

Website

Ema

74 W Illinois St, Chicago, IL 60654, USA

(312) 527-5586

Website

Pizzeria Portofino

317 N Clark St, Chicago, IL 60654, USA

(312) 900-9018

Website

River Roast

315 N LaSalle St, Chicago, IL 60654, USA

(312) 822-0100

Website

Osteria Via Stato

620 N State St, Chicago, IL 60654, USA

(312) 642-8450

Website

Tallboy Taco

676 N St Clair St, Chicago, IL 60611, USA

(312) 584-3192

Website

- - - - GRAB A DRINK - - - -

City Winery at the Riverwalk

11 E Riverwalk South, Chicago, IL 60601, USA

(312) 229-5593

Website

Tiny Tapp - Riverwalk

55 W Riverwalk, Chicago, IL 60601, USA

(773) 967-0102

Website

Centennial Crafted Beer & Eatery

733 N La Salle Dr, Chicago, IL 60654, USA

(312) 284-5353

Website

Crushed By Giants Brewing Company

600 N Michigan Ave 2nd Floor, Chicago, IL 60611, USA

(312) 544-0322

Website

Arbella

112 W Grand Ave, Chicago, IL 60654, USA

(312) 846-6654

Website

Gilt Bar

230 W Kinzie St, Chicago, IL 60654, USA

(312) 464-9544

Website

Pops for Champagne

601 N State St, Chicago, IL 60610, USA

(312) 266-7677

Website

- - - - ROOFTOP HANGOUTS - - - -

Cindy's Rooftop

12 S Michigan Ave, Chicago, IL 60603, USA

(312) 792-3502

Website

LH Rooftop

85 E Wacker Dr 22nd Floor, Chicago, IL 60601, USA

(312) 357-1200

Website

Upstairs at The Gwen

521 N Rush St 5th Floor, Chicago, IL 60611, USA

(872) 271-6010

Website

Terrace 16

401 N Wabash Ave 16th Floor, Chicago, IL 60611, USA

(312) 588-8030

Website

- - - - - OTHER FUN THINGS - - - - -

Chicago River Boat Architecture Tours

465 N McClurg Ct, Chicago, IL 60611, USA

(708) 488-6343

Website

Wendella Tours & Cruises

400 N Michigan Ave, Chicago, IL 60611, USA

(312) 337-1446

Website

Eataly

43 E Ohio St, Chicago, IL 60611, USA

(312) 521-8700

Website

Mag Mile Shopping

Michigan Avenue (North of the River)

Millennium Park & the Museum Campus

Take your Pick! Millennium Park, Soldier Field, Shedd Aquarium, Field Museum, Adler Planetarium, and more.

Wrigley Field

1060 W Addison St, Chicago, IL 60613, USA

(773) 404-2827

Brewers @ Cubbies

Thursday 06/19 @ 1:20pm

Mariners @ Cubbies

Friday 06/20 - 1:20pm

Sunday 06/22 - 1:20pm

Or take a Ballpark Tour! visit https://www.mlb.com/cubs/ballpark/tours

Website

Gus' Sip & Dip

51 W Hubbard St Suite 100, Chicago, IL 60654, USA

(312) 736-0163

All cocktails are $12....

Website