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"Near the original starting point of Route 66 in Chicago, this retro diner has been open since 1923 and remains pilgrimage-worthy for travelers tracing the historic highway." - Julia Eskins
Iconic Route 66 diner, famed for hearty breakfasts since 1923
565 W Jackson Blvd, Chicago, IL 60661 Get directions
$10–20
American restaurant · Near North Side
Soft shell crab sandwich, Samurai taco, and truffle fries
3 Postcards
Restaurant · South Loop
Airy Italian spot for classic cooking & pizza with bar
1 Postcard
Coffee shop · Wicker Park
80s-themed coffee shop with DeLorean, unique lattes
11 Postcards
Pub · River North
Irish pub with Guinness, whiskey, pub food & soccer
5 Postcards
Bakery · Wicker Park
Modern Swedish bakery serving popular cinnamon rolls and cardamom buns
24 Postcards
Restaurant · Lincoln Park
Artistic Michelin-starred eatery blurring art and dining w/ cocktails
59 Postcards
Pizza restaurant · Ravenswood
Neapolitan-style pizzas with charred, thin crust served
32 Postcards
Restaurant · Gage Park
Authentic Michoacán carnitas, handmade tortillas, chicharrónes, and salsas
19 Postcards
Fast food restaurant · Lakeview
Fast food chicken sandwiches, nuggets, breakfast, salads, and treats
American restaurant · West Town
Seafood & pork focus, global brews, hip setting, communal tables
83 Postcards