Olivia's Guidebook
Food scene
This is a personal favorite! The best tortillas around and always the best food!
Taqueria El Milagro
1923 S Blue Island AveMy favorite pico de gallo and their Caldo Wanda is the best!
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Nuevo Leon Restaurant
3657 West 26th StreetMy favorite pico de gallo and their Caldo Wanda is the best!
From the movie Stranger Than Fiction with Will Farrell! Their agua de pepino and mango chicken is my Favorite!
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La Catedral Cafe & Restaurant
2500 S Christiana AveFrom the movie Stranger Than Fiction with Will Farrell! Their agua de pepino and mango chicken is my Favorite!
My cousins lemonade stand! It’s a true historic staple of the Little Italy neighborhood! The best you’ll have in the city!
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Mario's Italian Lemonade
1068 W Taylor StMy cousins lemonade stand! It’s a true historic staple of the Little Italy neighborhood! The best you’ll have in the city!
Pequod's Pizza
2207 North Clybourn AvenueThe best deep dish. Enough said
The classic place to go for all your Chicago food needs! The eclair cake is to die for.
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Portillo's Hot Dogs
100 W Ontario StThe classic place to go for all your Chicago food needs! The eclair cake is to die for.
This used to be my place of work! Come on in and try the best mozzarella sticks in the city!
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Roots Handmade Pizza
1924 W Chicago AveThis used to be my place of work! Come on in and try the best mozzarella sticks in the city!
A Chicago classic! Right across the street from Mario’s Italian Lemonade.
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Al's Beef
1079 W Taylor StA Chicago classic! Right across the street from Mario’s Italian Lemonade.
Yuzu Sushi & Robata Grill
1751 W Chicago AveSuper cool and beautiful sushi! Tastes great too!
Gorilla Sushi Wicker Park
1238 N Milwaukee AveEverything is $3!!! So good!
CARIBELLA
3311 W Fullerton AveTheir Nutella pancakes and veggie skillet is the best I’ve ever had!
Jeni's Splendid Ice Creams
1505 N Milwaukee AveMy second favorite ice cream shop!
The Freeze
2815 W Armitage AveFirst favorite ice cream shop!
A hidden gem. Beautiful and delicious cocktails. It’s one of my favorite spot to grab a drink.
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The Violet Hour
1520 N Damen AveA hidden gem. Beautiful and delicious cocktails. It’s one of my favorite spot to grab a drink.
Gino's East
162 E Superior StOne of my other favorite spots for deep dish!
Damen Tavern
701 N Damen AveA nice little somewhat of a dive and really great drink prices!
Such a cool spot. One of my favorite local bars! All red inside and great drinks with fun games
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The California Clipper
1002 North California AvenueSuch a cool spot. One of my favorite local bars! All red inside and great drinks with fun games
Best Mac and cheese and burger! $5 cobra burgers on mondays! Catch some live bands here too!
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Cobra Lounge
235 N Ashland AveBest Mac and cheese and burger! $5 cobra burgers on mondays! Catch some live bands here too!
Jr’s Red Hots
2345 W Armitage AveOne of my favorite spots to grab a hotdog!
Zoku Sushi
1616 N Kedzie AveSuper good sushi and open late!
Sightseeing
Such beautiful art and you get to learn about Mexican culture
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Iziko Lomuzi Wokubaluleka Womzantsi Afrika Womzantsi Afrika
1852 W 19th StSuch beautiful art and you get to learn about Mexican culture
For all of your tourist attractions! See the famous Bean and Buckingham Fountain! There is so much to see!
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Millennium Park
201 E Randolph StFor all of your tourist attractions! See the famous Bean and Buckingham Fountain! There is so much to see!
Navy Pier
600 East Grand AvenueRide the Ferris wheel and admire the lake! Lots to do!
One of the most famous in the country! You won’t regret stopping in
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I-Field Museum
1400 S Lake Shore DrOne of the most famous in the country! You won’t regret stopping in
One of my favorites! If you love space, this is the place for you!
Museum of Science and Industry, Chicago
5700 South DuSable Lake Shore DriveOne of my favorites! If you love space, this is the place for you!
Lincoln Park Zoo
2001 N Clark StIt’s FREE and beautiful! Great views as well
Neighborhoods
Super trendy and great for local bars, restaurants and shopping!
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Wicker Park
1425 N Damen AveSuper trendy and great for local bars, restaurants and shopping!
Pilsen
Lots of culture and great food!
This is where you are at! Thriving with Mexican culture and the best Mexican food you will ever have! Talk a walk around and see for yourself
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Little Village
This is where you are at! Thriving with Mexican culture and the best Mexican food you will ever have! Talk a walk around and see for yourself
As I am a south sider, wrigleyville is definitely a place for out of towners to check out. Home of the Cubs.
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Wrigleyville
As I am a south sider, wrigleyville is definitely a place for out of towners to check out. Home of the Cubs.
Nightlife
My band has played here many times! Such a great spot to check out some local and touring bands!
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Subterranean
2011 W North AveMy band has played here many times! Such a great spot to check out some local and touring bands!
In our Boystown neighborhood. Such a great time, drinks and music. All fun here!
Progress Bar Chicago
3359 North Halsted StreetIn our Boystown neighborhood. Such a great time, drinks and music. All fun here!
D.S. Tequila Company
3352 N Halsted StGood food and once night comes, time to dance!
Three Dots and a Dash
435 N Clark StStrong tiki drinks! Super cool bar!
My favorite hidden cocktail bar in the city. Try the Clover Club, you won’t regret it!
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Lazy Bird
200 N Green StMy favorite hidden cocktail bar in the city. Try the Clover Club, you won’t regret it!
Another one of my favorite cocktail spots! Great ambiance and they are home to one of my favorite burgers.
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Scofflaw
3201 W Armitage AveAnother one of my favorite cocktail spots! Great ambiance and they are home to one of my favorite burgers.
Self Care
This place is AMAZING! If you’re looking for something intimate and romantic do to as a couple, this is the spot! A bit pricey but worth it.
AIRE Ancient Baths
800 W Superior St