Evan Breslow

Recommendations

Chicago

Illinois, United States

2021, 2024, 2025

The Chicago skyline standing on the horizon beyond low rooftops and treetops, its two tallest towers at either end of the cluster under a clear blue sky
Downtown from the rooftops, a couple of miles off

A fun city I've been to a few times. There's tons of good food and drinks all over - from the popular spots, to some local neighborhood gems.

Eat

  • Lula Cafe

    Their brunch is great, but the dinner shocked me with how good it was. They had a pasta dish with brown butter and cinnamon that blew me away.

    Logan Square · $$ · 2025

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  • Longman & Eagle

    A classic spot for some solid food and good service.

    Logan Square · $$ · 2021

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  • Void

    Came recommended by friends who live in the city, and it lived up to their hype. It's a small but mighty menu, with great cocktail options.

    Avondale · $$$ · 2025

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  • Loaf Lounge

    Their chocolate cake was popularized by the show The Bear, but the spicy capicola breakfast sandwich was truly delicious.

    Avondale · $$ · 2025

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  • Staropolska Restaurant

    An authentic Polish restaurant. Tried a bunch of stuff here and everything was great.

    Avondale · $$ · 2024

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  • Pequod's Pizza

    The classic pan pizza spot - not a standard deep dish, but still not a light meal.

    Lincoln Park · $$ · 2024

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  • Ricobene's

    Old school pizza spot famous for the breaded steak sandwich. It's messy but it's huge, delicious, and absolutely worth getting.

    Armour Square · $ · 2025

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Drink

  • Best Intentions

    A charming little neighborhood bar. Their smash burgers come in a paper bag, are cheap, and real delicious.

    Logan Square · $$ · 2025

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  • Central Park Bar

    A local bar with a really nice outdoor space. It's a great spot to spend a sunny afternoon at, and sometimes they do food pop-ups.

    Avondale · $ · Warm weather — the outside is the point of it. · 2025

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  • The Aviary

    An impressive 5 cocktail tasting menu with small bites by the same group as Alinea. Expensive, but a worthy experience. There's a speakeasy downstairs - if you're up for it, it's worth checking out.

    West Loop · $$$$ · Book a couple weeks out. · 2025

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  • Lazy Bird

    Downstairs in the Hoxton Hotel. Really good cocktails, and sometimes they have live music.

    West Loop · $$ · 2021

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  • Fox Bar

    This is a cool little bar with nice decor and solid bar food. Good drinks, good atmosphere and worth stopping by for a drink.

    West Loop · $$ · 2021

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Do

  • Sleeping Village

    A bar at the front and a proper small venue at the back. I went for a small local concert and it was a fun time.

    Avondale · $$ · 2025

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  • Griffin Museum of Science and Industry

    It's a great science museum, definitely worth checking out if you have the time.

    Hyde Park · $$ · Give it a full day. · Same-day tickets were no trouble on a Sunday in June. · 2025

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