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Chicago Events for Your Halloweenie



Your dog’s got his Howloween costume ready, but COVID means parties are gonna look a little different this year. No worries, Sidewalk Dog is here to help your doggos celebrate responsibly! Here’s a roundup of dog-friendly Chicago Halloween events happening in the city this month that’ll have your Halloweenie ready to do the monster mash. 

Lakeview Halloween Pup Crawl

(10 a.m. to 1 p.m., Saturday, October 24) Join FFC Lakeview and Miss Foozie for a treato hunt! Get ready to explore Lakeview and put all of your doggo’s sniffer to good use to smell out the best treats. Your $5 registration will include a prize raffle, giveaway, photobooth and of course, a costume contest. 

Halloween Pet Costume Contest

(12 to 4 p.m., Saturday, October 24) Get spooky and join Ruff Haus for the COVID edition of their annual costume contest benefitting One Tail at a Time. Whether your doggo decides to go for a funny, cute, or scary costume, your $20 donation will get her entry into the costume contest, a professional photo, and a goody bag of treats. After getting your photo taken, post it to social media as soon as pawsible—the winner will be determined by most likes!

Halloween Portrait Pop Up

(1 to 6 p.m., Saturday, October 24) Fido knows he’s got the best costume this year, and he wants the photo evidence to prove it. Swing by Barks N’ Rec and get your photo taken by photographer Mandy Dempsey. It’s $30 for your Halloween shoot, but if you book your Holiday pop-up portrait now, you’ll get a goodie bag in November and your Halloween portrait for free! Your doggo loves getting his photo taken, but he also loves a good deal. 

Howl-o-ween Pet Portraits – South Loop

(7 to 10 a.m., Sunday, October 25) You don’t need to have a party to get dressed up! Put your dog in his cutest costume, have his pawtrait taken by Fetch Portraits at Maus House and remember it furever.

Howl ‘O Ween a Doggie Halloween Party

(6 to 9 p.m., Thursday, October 29) Park and Field’s large patio is the pawfect destination for this outdoor Halloween party. And did we mention that it’s heated? Coordinating costumes for you and your pup are encouraged, with prizes and giveaways for the best costumes. Also, in the spooky spirit of dogs, they’ll be slinging $5 cans of local brewery Maplewood’s Fat Pug beer. Reservations are required. 

What’s your dog going to be for Halloween? Make sure to tag us at #SidewalkDog on Instagram so we can see their costumes!

Sidewalk Dog’s mission is to help dog parents spend more time with their puppers by discovering and sharing activities they can do and places they can go—together! Sniff out our award-winning newsletter and Instagram, and join our dog-obsessed Facebook group.

(Featured photo by YamaBSM)

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