Chicago party guide
Chicago’s Best Outdoor Party Venues
Summer is for outdoor partying.
5 hand-picked Chicago spots

Well, duh. That’s the best part of the warmer months, isn’t it? There are a lot of factors to consider though, like with any other venue, like food and theme, but outdoors can also mean watching the unpredictable weather. But not to worry; if all goes according to plan, then these Outdoor Party Venues in Chicago will be a smashing success. Just maybe keep bug spray handy.
Book the entertainment
The list is sorted — now book the entertainer
Balloon artists, face painters, magicians and party characters in Chicago, with honest upfront pricing and real availability for your date.
- Vetted & insured
- Money held until after the party
- Free to ask

5 spots below, hand-picked for Chicago.

Maggie Daley Park
337 E Randolph St, Chicago, IL 60601
This 20-acre public park in the Loop community area near the Lake Michigan shoreline hosts a vast array of activities for outdoor adventures – a climbing wall, mini golf, rollerblading, picnic groves, tennis courts, beautiful gardens and a skating rink for colder months if you want to brave the chill. If you have something in mind for more than a picnic and mini golf, you can apply for permits and rentals to set up tents and tables and the whole shebang.

Oz Park
2021 N Burling St, Chicago, IL 60614
Who doesn’t love the Wizard of Oz? This Oz themed playground features Dorothy’s Playlot, filled with swings and climbing equipment, and the Emerald Garden for a stroll through the greenery. Check out statues of Tin Man, Scarecrow, Lion and Toto, and activities like soccer and t-ball, tennis, and basketball courts. Outdoor events that have more than 50 people, or tents, inflatables, animals and bicycles require a permit. Check out their website for a full list.

Oasis Water Park
7877 N Milwaukee Ave, Niles, IL 60714
Splash away the heat with a beach-entry pool, children’s splash pad, slides and diving boards at the Oasis Water Park. There is also a room for rent if you want to get out of the sun (they have party packages for this too), and concession stands for food and drinks. You are welcome to bring your own food and use their picnic area, but no glass containers or coolers allowed. Kids must be at least 48 inches tall to use the slides and splash pad.

Outdoor Café
3257 W Bryn Mawr Ave, Chicago, IL 60659
A funky venue with an outdoor courtyard and place to have great ice cream, this simply named Outdoor Café also serves up tasty milkshakes and bubble tea, which is their claim to fame. They also serve cake, sandwiches, paninis, soups and Asian specialties.

Summer House
1954 N Halsted St, Chicago, IL 60614
This kid friendly restaurant is one you’re going to want to visit again. Their botanical aesthetic extends to their outdoor seating area, with white tables and natural wood tones completing the look. Their kids menu consists of grilled cheese, chicken fingers, cheeseburger, pasta and meatballs, mac ‘n cheese and dessert pancakes. They also offer catering packages and private use of the restaurant and courtyard.
Booking the entertainment too? We'll check who's free.
Venue sorted, cake ordered — now the wow. Tell us your date and we'll confirm which vetted Chicagoentertainers (face painters, balloon artists, magicians, characters) are actually available.
Free to ask · vetted & insured · money held until after the party
Looking specifically for a kids’ birthday party instead of a general outdoor gathering? Our newer Outdoor Birthday Party Venues in Chicago guide is built around birthday packages, ages and pricing — including two picks from the list above, plus a few more from around Chicagoland.
Plan the rest of the party
Games worth playing, a theme worth picking, supplies worth buying, and what it's all likely to cost.

Classic party games
Rules, ages and the setup that stops a game falling apart halfway through.

Party themes
Games, food, decor and a printable invite for every theme kids ask for.

Party supplies
Where to buy plates, balloons and piñatas now that the chain stores have gone.

Party cost calculator
See a live cost range for venue, entertainment, food and favors before you book anything.

Free party invitations
A printable invitation for every theme — drop an email and it's yours.
Keep planning
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Ready when you are
Now book the person who runs the afternoon
Real availability from vetted, insured Chicago entertainers — balloon artists, face painters, magicians and characters, with the price on the page before you ask.
- Vetted & insured
- Money held until after the party
- Free to ask
