Erin's Guidebook
Food scene
Amazing cocktails and upscale Mexican food. We highly recommend sipping on a Paloma and grubbing on some fish tacos!
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Bàrbaro Taqueria
2525 W North AveAmazing cocktails and upscale Mexican food. We highly recommend sipping on a Paloma and grubbing on some fish tacos!
The best Cuban restaurant in the neighborhood with a super fun vibe and great outdoor patio for the warmer months. The food is delicious and it’s BYOB!
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90 Miles Cuban Cafe
2540 W Armitage AveThe best Cuban restaurant in the neighborhood with a super fun vibe and great outdoor patio for the warmer months. The food is delicious and it’s BYOB!
Cebu
2211 West North AvenueBlink and you’ll miss this hidden gem. Delicious Philippine cuisine and a really great vibe.
This is one of our favorite pizza places right in the heart of Wicker Park. Delicious food and so much to do in the neighborhood surrounding it.
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Piece Brewery
1927 W North AveThis is one of our favorite pizza places right in the heart of Wicker Park. Delicious food and so much to do in the neighborhood surrounding it.
If you like a tiki bar vibe, you’ll love this little gem! Delicious cocktails and a rotating kitchen. So yummy!
Esmeralda's Lounge
2539 West Division StreetIf you like a tiki bar vibe, you’ll love this little gem! Delicious cocktails and a rotating kitchen. So yummy!
You’ll find a few Parsons around Chicago, do yourself a favor and pop into one of them! This is a Chicago staple and for good reason. Their fried chicken sandwiches are amazing! Pair that with one of their frozen cocktails or the pickle soda cocktail (my personal favorite) and you’re in for a yummy meal!
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Parson's Chicken & Fish
2952 W Armitage AveYou’ll find a few Parsons around Chicago, do yourself a favor and pop into one of them! This is a Chicago staple and for good reason. Their fried chicken sandwiches are amazing! Pair that with one of their frozen cocktails or the pickle soda cocktail (my personal favorite) and you’re in for a yummy meal!
Humboldt Park is full of Puerto Rican cuisine, and this one is hands down our favorite! The food does take quite a bit of time to come out, so make sure you’re not in a hurry. Grab a bottle of wine or some beers at the liquor store down the street and head into Papa Cache’s for a great BYOB experience. Our favorite thing to order is the chicken Jiburrito!
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Papa's Cache Sabroso
2517 W Division StHumboldt Park is full of Puerto Rican cuisine, and this one is hands down our favorite! The food does take quite a bit of time to come out, so make sure you’re not in a hurry. Grab a bottle of wine or some beers at the liquor store down the street and head into Papa Cache’s for a great BYOB experience. Our favorite thing to order is the chicken Jiburrito!
Fantastic place for Argentinian drinks and food. The portions are large and there’s lots of stuff to walk around and do in the surrounding area. The atmosphere is very cozy and rustic.
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Folklore | Argentine Restaurant
2100 W Division StFantastic place for Argentinian drinks and food. The portions are large and there’s lots of stuff to walk around and do in the surrounding area. The atmosphere is very cozy and rustic.
Make a reservation before you go and take in the amazing downtown views while sipping on delicious cocktails. This place does fill up quickly, but if you have the chance, it’s a must.
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Cindy's
12 S Michigan AveMake a reservation before you go and take in the amazing downtown views while sipping on delicious cocktails. This place does fill up quickly, but if you have the chance, it’s a must.
Hands down one of our favorite restaurants in the area. Make a reservation as it tends to fill up quickly!
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Giant
3209 W Armitage AveHands down one of our favorite restaurants in the area. Make a reservation as it tends to fill up quickly!
Great place for yummy food and delicious cocktails. The basement turns into a cocktail lounge at night. One of our staples!
Gretel
Great place for yummy food and delicious cocktails. The basement turns into a cocktail lounge at night. One of our staples!
This is always one of our stops when people come to visit. Delicious cocktails and a very cool atmosphere. Highly recommend.
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Scofflaw
3201 W Armitage AveThis is always one of our stops when people come to visit. Delicious cocktails and a very cool atmosphere. Highly recommend.
Great place with lots of vegan and vegetarian options. It’s a quick 10 minute walk from the Airbnb.
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Handlebar
2311 W North AveGreat place with lots of vegan and vegetarian options. It’s a quick 10 minute walk from the Airbnb.
This is a staple in Chicago for vegan options. They definitely know how to cook vegan dishes. So yummy!
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The Chicago Diner, Logan Square
2333 North Milwaukee AvenueThis is a staple in Chicago for vegan options. They definitely know how to cook vegan dishes. So yummy!
In our opinion, this is the best deep dish in Chicago! The crust is caramelized to perfection. Highly recommend!
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Pequod's Pizza
2207 North Clybourn AvenueIn our opinion, this is the best deep dish in Chicago! The crust is caramelized to perfection. Highly recommend!
One of our favorite cocktail lounges with a very cool old school 70’s vibe. This place does fill up, so get there early to ensure a seat.
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The California Clipper
1002 North California AvenueOne of our favorite cocktail lounges with a very cool old school 70’s vibe. This place does fill up, so get there early to ensure a seat.
This place is a true gem. Most nights they have happy hour until 7pm (check their website) with half priced mixed cocktails. The food and drinks are always fantastic and the atmosphere is casual and welcoming.
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The Delta
1745 W North AveThis place is a true gem. Most nights they have happy hour until 7pm (check their website) with half priced mixed cocktails. The food and drinks are always fantastic and the atmosphere is casual and welcoming.
Neighborhoods
Humboldt park has so much to offer with its massive park and the plethora of Purerto Rican cuisine. Humboldt park is filled with playgrounds, ponds and bike paths where you could easily spend an entire afternoon. Division street is lined with authentic Puerto Rican cuisine. Definitely try a Jiburrito, a plantain based sandwich that was created by the Puerto Rican community in Chicago.
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Humboldt Park
1400 N Humboldt DrHumboldt park has so much to offer with its massive park and the plethora of Purerto Rican cuisine. Humboldt park is filled with playgrounds, ponds and bike paths where you could easily spend an entire afternoon. Division street is lined with authentic Puerto Rican cuisine. Definitely try a Jiburrito, a plantain based sandwich that was created by the Puerto Rican community in Chicago.
Wicker Park is one of the hottest neighborhoods in Chicago! The streets are lined with fantastic restaurants, bars, coffee shops and stores. The neighborhood is known for its grit and walkability. Definitely a must see when staying at our Airbnb.
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Wicker Park
1425 N Damen AveWicker Park is one of the hottest neighborhoods in Chicago! The streets are lined with fantastic restaurants, bars, coffee shops and stores. The neighborhood is known for its grit and walkability. Definitely a must see when staying at our Airbnb.
Logan Square is constantly growing and is known as one of the hottest neighborhoods in Chicago. You’ll find parks lining Logan Boulevard where people layout and picnic on the weekends. Bars and restaurants are popping up all over the area and are know. To be some of the best in the city!
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Piazza Logan
Logan Square is constantly growing and is known as one of the hottest neighborhoods in Chicago. You’ll find parks lining Logan Boulevard where people layout and picnic on the weekends. Bars and restaurants are popping up all over the area and are know. To be some of the best in the city!
Ukrainian Village is a quick 10-15 minute walk from the unit. Walk down Division Street where bars, restaurants and shops line the street. Don’t miss some amazing authentic Ukrainian restaurants as well!
Villaggio Ucraino
Ukrainian Village is a quick 10-15 minute walk from the unit. Walk down Division Street where bars, restaurants and shops line the street. Don’t miss some amazing authentic Ukrainian restaurants as well!
Sightseeing
This is a must do when you visit the city. Chicago has some really amazing architecture and history. This is a fun and unique way to explore the city and learn about its history. Highly recommend!
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Architectural Tour
1220 W Le Moyne StThis is a must do when you visit the city. Chicago has some really amazing architecture and history. This is a fun and unique way to explore the city and learn about its history. Highly recommend!
Millennium park is a must see in the Windy City! Go up and take pictures with “the bean”. Walk across the pedestrian bridge to Maggie Daly park which is great for kids of all ages, plus ice skating in the park during the winter!
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Parco del Millennio
201 E Randolph StMillennium park is a must see in the Windy City! Go up and take pictures with “the bean”. Walk across the pedestrian bridge to Maggie Daly park which is great for kids of all ages, plus ice skating in the park during the winter!
If you’re visiting Chicago during the holidays then the Christkindlmarket is a must! Feast on German fare, drink hot mulled wine and peruse all the unique German gift stands. It’s truly one of a kind!
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Christkindlmarket Chicago
50 W Washington StIf you’re visiting Chicago during the holidays then the Christkindlmarket is a must! Feast on German fare, drink hot mulled wine and peruse all the unique German gift stands. It’s truly one of a kind!
The Green Mill is noted to be the oldest Jazz club in Chicago and Al Capone’s old hangout spot. Walking inside is like stepping back in time. The music is always fantastic but this place does fill up as the night goes on, so we recommend getting there early to snag a seat.
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The Green Mill
4802 North BroadwayThe Green Mill is noted to be the oldest Jazz club in Chicago and Al Capone’s old hangout spot. Walking inside is like stepping back in time. The music is always fantastic but this place does fill up as the night goes on, so we recommend getting there early to snag a seat.
Local jazz/blues joint in the area. Rosa’s always books amazing bands and has live music throughout the week. Highly recommend.
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Rosa's Lounge
3420 W Armitage AveLocal jazz/blues joint in the area. Rosa’s always books amazing bands and has live music throughout the week. Highly recommend.
Argyle street in Uptown is also known as “Little Vietnam”. Our favorite spots to hit up are Sun Wah for their famous duck, Pho 888 for amazing Pho, and Furama for cart dumpling service. The area has night markets on Thursday’s during the summer months where the streets are filled with entertainment and vendors.
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Argyle station
Argyle street in Uptown is also known as “Little Vietnam”. Our favorite spots to hit up are Sun Wah for their famous duck, Pho 888 for amazing Pho, and Furama for cart dumpling service. The area has night markets on Thursday’s during the summer months where the streets are filled with entertainment and vendors.
Chicago’s Chinatown is a must see and is constantly growing. The streets are lined with amazing bakeries, restaurants, bars and shops. Don’t miss this hidden gem in the city.
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Chinatown
Chicago’s Chinatown is a must see and is constantly growing. The streets are lined with amazing bakeries, restaurants, bars and shops. Don’t miss this hidden gem in the city.