Last Updated On: November 11, 2017

Shop local this holiday season! This girl’s guide is perfect for any girl on your list who loves Chicago. Almost everything on this guide is from local boutiques all over the city.

A Girl’s Guide for the Chicago Girl: Chicago Holiday Gift Guide 2017

ORD Chicago Hat – $35

photo credit: Alice and Wonder

If you haven’t been to Alice and Wonder, you should definitely go to shop the cutest tops, bottoms, accessories, and more. Plus this adorable boutique is totally Instagram worthy!

How to buy: Alice and Wonder, online or 956 W. Webster Avenue

TOMS Chicago Shoes – $60

TOMS Chicago Style Shoes

Head to Wicker Park for a day of shopping the cutest boutiques and eating at some of the best restaurants in the city. Stop by TOMS to shop these special editon Chicago shoes and sample some of their coffee. Yes, the TOMS chicago boutique is also a coffee shop!

How to buy: TOMS Chicago at 1611 N. Damen Avenue

Chicago Flag Pendant Necklace – $10

Chicago Holiday Gift Guide 2017
photo credit: The Collete Collection

The Colette Collections is one of my favorite boutiques in Chicago. Plus everything in this store is so affordable, just like this cute Chicago flag necklace.

How to buy: The Colette Collection, online or 2858 N. Clark Street

Lux Chicago Soy Candle – $22

Chicago Holiday Gift Guide 2017
photo credit: Foursided

Foursided has some of the cutest Chicago gifts in the city. I love shopping at Foursided especially during the holiday for the most adorable ornaments and holiday gifts.

How to buy: FourSided, online or 2958 N. Clark Street

Chicago Flag Spoonrest – $25

Chicago Holiday Gift Guide 2017
photo credit: Neighborly

Neighborly in Northcenter has so many Chicago themed gifts. I thought this spoonrest was perfect for anyone who loves to cook and it’s just something sublte to have in your kitchen to show your love for Chicago.

How to buy: Neighborly, online or 2003 W. Montrose Avenue

Chicago Skyline Mug – $12

Chicago Holiday Gift Guide 2017
photo credit: P.O.S.H

This Chicago mug is perfect for coffee lovers! I also love this boutique, especially during the holidays! Another cool gift from P.O.S.H are these plan your own Chicago walking tours cards.

How to buy: P.O.S.H, online or 613 N. State Street

Chicago Survival Kit Tee – $29

Chicago Holiday Gift Guide 2017
photo credit: Art Effect

Spend an afternoon shopping and exploring along Armitage Avenue. It’s one of the cutest areas for boutique shopping in Chicago.

How to buy: Art Effect, online or 934 W. Armitage Avenue

Chicago Vintage Sweatshirt – $45

Chicago Holiday Gift Guide 2017
photo credit: 500 Level

This sweatshirt is online only. However, it’s the perfect cozy sweatshirt to wear when you want to be cute but also super lazy.

How to buy: 500 Level,  online

Chicago Retro Sweashirt – $52

Chicago Holiday Gift Guide 2017
photo credit: Taylor Wolfe Shop

If you don’t follow this Chicago blogger, you really should! Her Instastories and blogs will make you really LOL. Plus she designs the cutest aparrel!

How to buy: Taylor Wolfe Shop, online

999: A History of Chicago in Ten Stories – $60

Chicago Holiday Gift Guide 2017
photo credit: Amazon

If you love coffee table books, this one is one of my favorites for anyone who loves learning about Chicago history. This book is also written by a local Chicagoan.

Where to buy: Amazon, online

à la Card Chicago – $30

Chicago Holiday Gift Guide 2017
photo credit: à la card

Anyone who is a fan of dining out and trying new restaurants all over Chicago would love this gift. For only $30 you get $10 off your check at 52 participating Chicago restaurants.

How to buy: à la card Chicago, online

Katherine Anne Hot Chocolate – $24

Chicago Holiday Gift Guide 2017
photo credit: Katherine Anne Confections

On a chilly day, nothing is better than a delicious cup of hot chocolate. If you haven’t been to Katherine Anne’s then make sure to add it to your list. It’s one of the best hot chocolates you will have in Chicago. They also make their own flavored marshmallows.

How to buy: Katherine Anne Confections, online or  2745 W. Armitage Avenue

Koval Walnut Liquerurs

Chicago Holiday Gift Guide 2017
photo credit: KOVAL

Have you explored Malt Row in Ravenswood yet? If you haven’t, you have to make the trip North and spend the day going to seven of Chicago’s best breweries. Stop by KOVAL to pick up some whiskey or liqueurs and make a few yummy holiday cocktails.

How to buy: KOVAL Distillery5121 N. Ravenswood Avenue

Frango Mints – $24

Chicago Holiday Gift Guide 2017
photo credit: Macy’s

Chicagoan love and miss Marshall Field’s. However, you can still shop Marshal Field’s famous Frango Mints and enjoy a holiday lunch or dinner at the beautiful Walnut Room. A must during the holiday season!

How to buy: Macy’s on State Street, online or 111 N. State Street

Looking for the best holiday events and things to do during the Chicago holiday season?

You can purchase my Christmas in Chicago eBook for $4.95 with 20% of proceeds going to the Chicago Foundation for Women. In my eBook you will get the best holiday events in Chicago, where to eat, have drinks, stay, and more. Perfect for Chicagoan, families, couples, and anyone planning on visiting Chicago this holiday season! A great holiday gift!

Click on image to buy

ChristmasinChicago2017Holiday Edition



Buy the Book Today!

A Girl's Guide to Chicago

Based on the true story of a girl in her twenties who packs her bags and follows her lifelong dream of moving to Chicago. Take a journey with Kelly and discover the hidden gems you never knew about – as she starts a new career, makes new friendships, and even falls into an unexpected romance. Learn more...

  • • Perfect for the girl who loves exploring and living in Chicago.
  • • The best gift for a birthday, xmas, or graduation.
  • • A must buy if your visiting Chicago.


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Girl's Guide Chicago