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September 23, 2022
Chicago, IL

Laura & Jamie

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    Things To Do
Chicago Skyline

Things To Do

Enjoy some of our local favorites!

Tango Sur

3763 North Southport Avenue, Chicago, IL 60613
, (773) 477-5466

Where we had our first date

Cindy's Rooftop

12 South Michigan Avenue, Chicago, IL 60603
, (312) 792-3502

Great views and drinks

Wendella Tours & Cruises

400 North Michigan Avenue, Chicago, IL 60611
, (312) 337-1446

Our favorite boat tour company, their architecture boat tours are a must-do if the weather is nice

Au Cheval

800 West Randolph Street, Chicago, IL 60607
, (312) 929-4580

Best burger in Chicago, put your name in early and grab a drink at a nearby bar while you wait

RPM Italian

52 West Illinois Street, Chicago, IL 60654
, (312) 222-1888

Great Italian food, make a reservation in advance!

Flo

1434 West Chicago Avenue, Chicago, IL 60642
, (312) 243-0477

Great for brunch!

Time Out Market Chicago

916 West Fulton Market, Chicago, IL 60607
, (312) 637-3888

Open market with many vendors/stands if you want to try different foods from some of Chicago's most popular restaurants

Parson's Chicken & Fish

2435 North Halsted Street, Chicago, IL 60614
, (773) 661-6016

Fun outdoor patio for drinks, great fried chicken

Big Star

1531 North Damen Avenue, Chicago, IL 60622
, (773) 235-4039

Patio for tacos and margs

Pequod's Pizza

2207 North Clybourn Avenue, Chicago, IL 60614
, (773) 327-1512

Our favorite deep dish pizza in Chicago

Kaiser Tiger

1415 West Randolph Street, Chicago, IL 60607
, (312) 243-3100

Bacon and beer focused, back patio has bocce

Parlor Pizza Bar West Loop

108 North Green Street, Chicago, IL 60607
, (312) 600-6090

Casual spot for food & drinks with lots of outdoor seating

Bub City

435 North Clark Street, Chicago, IL 60654
, (312) 610-4200

Country bar with BBQ

Three Dots and a Dash

435 North Clark Street, Chicago, IL 60654
, (312) 610-4220

Fun tiki cocktails

Goose Island Taproom

1800 West Fulton Street, Chicago, IL 60612
, (312) 262-4717

Chicago's most popular brewery

The Art Institute of Chicago

111 South Michigan Avenue, Chicago, IL 60603
, (312) 443-3600

Oak Street Beach

IL 60611

Downtown beach, also check out North Avenue beach if Oak Street Beach is crowded

The 606 - East Trailhead - Ashland Ave - 1600 W

1806 North Ashland Avenue, Chicago, IL 60622

Railroad converted into walking trail - great way to explore the west side of the city

Chicago Riverwalk

Chicago Riverwalk, Chicago, IL

Many restaurants and bars along the river to explore

Museum of Science & Industry

Chicago, IL 60637
For all the days along the way
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