Since Illinois legalized cannabis for recreational and medical use in 2020, there’s been a boom in marijuana tourism in Chicago. While you can’t light up in public spaces you can satiate your cannabis curiosity at dispensaries and smoke socially at venues with an on-premises consumption license. Hotels remain a gray area around ganga use but a “growing” number of Airbnb hosts permit backyard smoking or even from the sofa. Only these cannabis-friendly Airbnbs in Chicago don’t limit 420 to 16:20 p.m.
Traveling to Chicago? Check out Matador’s Chicago accommodations guides:
We hope you love these cannabis-friendly Airbnbs in Chicago! Just so you know, Matador may collect a small commission from the links on this page if you decide to book a stay. Listed prices are accurate as of the time of publication.
South Loop loft with skyline views and indoor smoking
This cannabis-friendly Airbnb benefits from high ceilings and great big windows. There’s no outdoor space but smoking is allowed indoors on the snuggly couch or perched on the breakfast bar. Prepare your own meals in the state-of-the-art kitchen and remember to bring your sneakers if you fancy making use of your complimentary gym access. Parking spots are available for $30 per day and a coin laundry operates on the same floor.
Arcade games, foosball and pool tables, PlayStation5, and karaoke are just a sample of the entertainment at this awesome Play Airbnb. Settle into the movie den with a bucket of popcorn and a bud – cannabis and even cigarettes can be enjoyed indoors. Four lucky guests will sleep in the stylish double bedrooms while everyone else will be provided with premium air mattresses. Five minutes from the Green Line, the loft is convenient for the Chicago Loop and Jackson Park.
Act fast if you want to bag a night at this popular vacation home near Logan Square. The interiors are beautifully appointed with collectibles, books, and paintings while the kitchen is stocked with anything you could possibly need. Naturally, the highlight is the leafy oasis out the back – shared exclusively with the hosts. Cannabis may be smoked in this area when vacant but it isn’t allowed indoors or on your private deck. There’s free parking and swift connections downtown via the Blue Line.
In a prime spot for the lakeside, airport, and downtown, the owner of this tasteful house has one stylish room up for rent. All areas are shared including the bathroom and kitchen with cannabis sessions restricted to the back porch. The host is famously warm and accommodating although his charming Siamese cats tend to steal the limelight. Local train stations are a couple of blocks from the home and spare you the need to rent a car in the Windy City.
Ten minutes on foot from the convention center and commuter station, this contemporary apartment enjoys a calm location close to everything. The open-concept lounge and kitchen are ideal for socializing over a joint as you throw together a meal or surf Netflix. All three bedrooms have a queen-size bed plus storage while the in-unit washing machine is a handy bonus. It’s recommended to snap up the paid parking offered by the host.
This three-bedroom house in North Kenwood is equipped with a gourmet kitchen and cozy lounge where you can wrap up a busy day of sightseeing. The bedrooms are located on the second floor and extra guests can be accommodated on air mattresses. It’s a 15-minute drive to downtown and only minutes to the nearest beaches. Cigarettes and cigars are off bounds but weed is fine. You’ll just have to let the host know if so and stick to the designated smoking area.
Eight guests, three bedrooms Price: $350 per night
Minutes from the cultural institutions of Hyde Park, this four-bedroom vacation rental is the perfect base for hardcore sightseeing. The Metra commuter line passes right by the house for easy transit to the Chicago Loop and Streeterville. Previous guests have nothing but praise for the host who goes to great lengths to share personal recommendations for where to eat and what to see locally. There’s no smoking of any kind inside the property but you’re welcome to light up in the backyard.
This rental apartment occupies the second floor of a spacious house halfway between airport and city. The host couple lives downstairs and urges guests to share the well-stocked kitchen and mingle in communal areas. Garnished with treasures from all around the world and psychedelic lighting, the interiors are bursting with character while the sunny yard is a treat. This lodging is about as marijuana-friendly as you’ll find. Consumption is permitted in the lounge and dining room as well as the backyard.
Convenient for the Arts District and public transit links to the Windy City’s main attractions, this self-contained guest suite is located in a peaceful neighborhood where you’ll sleep like a baby. The one-bedroom Airbnb has a kitchen while an additional two guests can sleep on the settee. Recreational cannabis may be smoked indoors or on the patio but regular tobacco is limited to outdoor areas. The backyard has a grill and other than being frequented by the host’s pups will more or less be all yours.
No need to stay on the Magnificent Mile to live the Chicago high life: these weed-friendly digs in artistic Pilsen are surrounded by epic taquerias and vibrant street murals. The one-bedroom home with a dreamy kitchen is perfect for a solo traveler or couple who loves cooking as much as getting baked. Ganja may be smoked indoors although cigarettes are off limits. Take advantage of the free parking pass while you potter around local galleries and hop on the Pink Line for downtown outings.