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May 10, 2025
Chicago, IL

Rory & Erin

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Things To Do

Chicago River Boat Architecture Tours

Chicago River Boat Architecture Tours

465 North McClurg Court, Chicago, IL 60611

One of our favorites! There are multiple companies that host river boat tours, which are a fun way to see the city and learn about Chicago history.

Lakefront Trail

Lakefront Trail

Lakefront Trail, Chicago, IL 60601

If the weather cooperates, you can't beat a walk along the lake. It goes on for 18+ miles if you are feeling particularly ambitious!

The Art Institute of Chicago

The Art Institute of Chicago

111 South Michigan Avenue, Chicago, IL 60603
Shedd Aquarium

Shedd Aquarium

1200 South Dusable Lake Shore Drive, Chicago, IL 60605
Field Museum

Field Museum

1400 South Lake Shore Drive, Chicago, IL 60605

Say hi to Sue the T-Rex and all her friends!

Museum Of Contemporary Art Chicago

Museum Of Contemporary Art Chicago

220 East Chicago Avenue, Chicago, IL 60611

Make sure to wave across the street at Lurie Children's Hospital! (a place where Erin spends way too much of her time)

Food

You can find just about anything to eat around the city, but here are a few of our recs: Pizza: Deep dish is Chicago's thing, with hot debate over which spot is best. Try Lou Malnati's, Giordano's, or Pequod's to cast your vote. Chicago Pizza and Oven Grinder Company is a great spot to try - but come hungry! For a non-deep dish pizza, try Happy Camper. Some of our favorite restaurants are Ema (Mediterranean), Cafe Ba-Ba-Reeba or Lil Ba-Ba-Reeba (Spanish tapas), Aba (Mediterranean), Girl and the Goat (American), Au Cheval (some say the best burgers in town), Beatrix (American), Tzuco (Mexican), Avec (can you tell we love mediterranean food?). For a good beer, try Off Color Brewing, Centennial, District Brew Yards, or Great Central Brewing Company. Coffee is never more than a block or two away, but some of our favorite spots are Metric, Intelligentsia, Hexe, Colectivo, and La Colombe. For dessert, try Jeni's Ice Cream or Levain Bakery!

For all the days along the way
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