Chicago Kids and Kites Festival
When: May 6 Where: Cricket Hill in Lincoln Park, Montrose and Wilson Hours: 10 a.m. to 4p.m. Admission: Free Why Go: The city will be providing kite kits for kids to build, decorate and fly. There will also be face painting, balloon artists and crafts.
Randolph Street Market Festival
When: Various days April through December here Where: 1340 W. Washington Blvd. Admission: Tickets range from $5-$40 and can be purchased here Why Go: With a variety of dates and both indoor and outdoor markets, the Randolph Street Market Festival has a variety of antique and new items to browse.
Lincoln Park Wine Festival
When: May 20-21 Where: Jonquil Park, 1001 W. Wrightwood Ave. Hours: Saturday noon to 4pm and Sunday noon to 5pm Admission: General admission $50 Why Go: The 3rd annual wine festival will feature wines from all around the world including: Italy, New Zealand, Argentina and domestic wines.
Belmont-Sheffield Music Festival
When: May 27-28 Where: On N. Sheffield from Belmont to Roscoe Hours: Noon- 10 p.m. daily Admission: $5 suggested donation Why Go: This festival features Chicago’s favorite tribute bands and have food as well as art from local artists.
Taste of Little Village
When: June 2-4 Where: 26th & Sacramento in Little Village Hours: Noon- 10 p.m. daily Admission: $5 suggested donation Why Go: Authentic Mexican food from more than a dozen Chicago restaurants cooking tacos, gorditas, flautas and enchiladas. There will also be live music and daily cooking demonstrations.
Street Fest & Sidewalk Sale
When: June 2-4 Where: Division Street from Ashland to Leavitt Hours: Friday 5 p.m. – 10 p.m., Saturday & Sunday noon – 10 p.m. Admission: Free; suggested $5 donation Why Go: The sale spans 10 city blocks and has two live music stages; one booked by the Empty Bottle and the other by the Subterranean. They will also have a variety of vendors and kids’ activities in a Family Fun Fest area, which benefits local elementary schools.
Chicago Blues Festival
When: June 9-11 Where: Millennium Park Hours: various hours check here for details Admission: Free Why Go: This is the 34th annual Chicago Blues Festival. The headliners performing at the Jay Pritzker Pavilion over the three days include: Billy Branch and the Sons of Blues with special guest Rhymefest, William Bell, Gary Clark Jr., Rhiannon Giddens, Ronnie Baker Brooks. The full schedule will be announced later this spring.
Old Town Art Fair
When: June 10-11 Where: Lincoln Avenue and Wisconsin Street Hours: Saturday 10a.m.-7p.m. and Sunday 10a.m.-6p.m. Admission: Free; $10 suggested donation Why Go: The Old Town Art Fair was voted #1 in America and named one of Chicago’s favorite festivals.
When: June 9-11 Where: North Clark Street and West Rascher Avenue Hours: TBD check back here Admission: $10 suggested donation. Kids under 12 and seniors free Why Go: The annual Andersonville festival celebrates the neighborhood’s Swedish roots with music, dancing and great food.
Wells Street Art Festival
When: June 10 & 11 Where: Wells Street between North Avenue & Division Hours: 10:00 a.m. to 10:00 p.m. daily Admission: Donations are encouraged Why Go: The street art festival is just minutes away from the Mag Mile and has over 225 juried artists, and a variety of cover and local bands that preform throughout the festival.
Chinatown Summer Fair
When: July 16 Where: Chicago Chinatown – Wentworth Aenue Hours: 10 a.m. – 7 p.m. Admission: Free Why Go: The festival celebrates Far East beauty and culture with Chinese classical dance and music and demonstrations of martial arts. The festival typically draws a crowd larger than 40,000 people.
When: June 17 & 18 Where: 3200 N. Halsted St. Hours: 11 a.m. to 10:00 p.m. Admission: $10 suggested donation Why Go: Celebrate LGBTQ history and achievements with this two day festival leading up to the famous Pride Parade.
Chicago Ale Fest
When: June 23 & 24 Where: Butler Field in Grant Park Hours: General Admission: Friday 7:00 p.m. – 10 p.m. and Saturday 3:00 p.m. – 10:00 p.m. Admission: Tickets range from $19-$59 and can be purchased here Why Go: The fest will feature more than 200 American craft beers, live music and food trucks.
When: June 23- September 10 Where: Spirit of Music Garden in Grant Park and other various locations Hours: Fridays & Saturdays – Dance Lessons: 6-7pm ǀ Music & Dancing: 7:30-9:30pm Sundays – Dance Lessons: 4-5pm ǀ Music & Dancing: 5-7pm Admission: Free Why Go: Dance to the sounds of 43 different live bands on the recycled open-air dance floor designed by Chicago artist Dan Peterman.
International Festival of Life
When: July 1-4 Where: Union Park Hours: here Admission: General 1-day admission for adults $25 and for seniors $15 Why Go: This is the 25th anniversary of the African/Caribbean International Festival of Life. The four day festival celebrates the humanity of all people with music and culture.
When: July 7-9 Where: Addams/Medill Park, 1301 W. 14th ST. Hours: TBD Admission: Tickets range from $50-$250 and can be purchased here Why Go: Confirmed musicians for 2017 include: Cultura Profética, Intocable w/ Alejandro Marcovich and Molotov.
Chicago Margarita Festival
When: July 8 & 9 Where: South Shore Cultural Center Hours: Noon to 8 p.m. daily Admission: General admission tickets are $15 and VIP admission is $65 and can be purchased here Why Go: This festival has Margaritas, the beach and live music. They will also have games to play on the beach while you enjoy your drink.
Windy City Smokeout – BBQ & Country Music Festival
When: July 14-16 Where: 560 W. Grand Ave Hours: Friday gates open at 2p.m., Saturday & Sunday gates open at noon Admission: Tickets range in price from $40- $500 and can be purchased here Why Go: There are 13 professional pitmasters making BBQ and a variety of national and local breweries. There will also be live country music from both well-known and up and coming artists.
Irish American Heritage Festival
When: July 7-9 Where: 4626 N. Knox Ave. Hours: Friday 6p.m. to midnight, noon to midnight on Saturday and Sunday Admission: $10 if purchased by the end of the day on July 5, and $15 after Why Go: This is the 32nd annual Irish American Heritage Festival and it celebrates Irish culture through Irish and American food, step dance and Irish and American goods.
Millennium Arts Festival
When: July 7-9 Where: two blocks north of Millennium Park Hours: Friday 11 a.m. – 6 p.m., Saturday 10 a.m.-6p.m. & Sunday 10 a.m.- 5p.m. Admission: Free Why Go: This is the ninth year of the festival, where people can interact with artists through demos and booth chats. There will also be live music and a variety of food.
Chicago Open Air Festival
When: July 14-16 Where: Toyota Park in Bridgeview Admission: General admission one day tickets start at $50 and Weekend passes start at $119.50. Tickets can be purchased here Why Go: The festival will offer “gourmet man food” and craft beer. Some of the bands playing the festival include Kiss, Ozzy Osbourne and Korn.
59th Dearborn Garden Walk
When: July 16 Where: 45 W. North Boulevard Hours: noon- 5 p.m. Admission: $30 in advance/ $35 at the gate Why Go: The North Dearborn Association for look at 20 rear private gardens and an architectural walking tour of Dearborn Street.
artfest Michigan Avenue
When: July 21-23 Where: 435 N. Michigan Ave. Hours: from 10 a.m. to 5:00 p.m. daily Admission: Free Why Go: The festival takes place at the base of the Chicago Tribune building overlooking the river. The festival will feature 100 juried artists for this “all art” show.
Taste of River North
When: July 21-23 Where: Ward Park at the corner of N. Kingsbury and W. Erie Hours: Friday 5p.m.-10p.m., Saturday noon – 10 p.m. and Sunday 11 a.m.- 8 p.m. Admission: $5 suggested donation Why Go: Come taste around the restaurants of the River North area. While the vendors and bands are still being selected, bands from last year include Lucky Boys Confusion and Sixteen Candles. Participating restaurants from 2016 include Redhead Piano Bar, Da Lobsta and El Hefe.
Wicker Park Fest
When: July 29-30 Where: North Avenue & Damen Hours: Saturday and Sunday noon- 10p.m. Admission: suggested $10 donation Why Go: The donations go to Wicker Park Bucktown Chamber of Commerce, a nonprofit which helps promote the community. 100% of ticket sales from activities in the Kids Fest area will go to Burr Elementary School.
Tour de Fat
When: July 29 Where: Huntington Bank Pavilion at Northerly Island, 1300 S. Linn White Drive Hours: 4 p.m. – 9 p.m. Admission: General admission tickets are $25 Why Go: The Roots will be playing, and there will also be a variety of circus performers, magicians and comedians. Costumes are highly encouraged, and proceeds will benefit West Town Bikes.
When: August 4-6 Where: Jefferson Memorial Park, 4822 N. Long Ave. Hours: TBA Admission: TBA Why Go: The Buckinghams will be preforming this year at the festival. All proceeds from the festival go back into the Jefferson Park community to help fund local scholarships, as well as community-wide events. check back for details.
62nd Annual Ginza Holiday Festival
When: August 11-13 Where: 435 W. Menomonee St. Hours: Friday 5:30 p.m.-9p.m., Saturday 11:30 a.m.-8:30p.m. and Sunday 11:30 a.m.-4:30 p.m. Admission: $5 donation suggested Why Go: This festival celebrates Japanese culture and will have stage performances, cultural displays and food. Aikido and Judo schools will demonstrate self-defense for the crowd. The temple will also be open for visitors who are interested in observing and learning about Buddhism.
Glenwood Avenue Arts Fest
When: August 19 & 20 Where: Glenwood & Morse Avenues Hours: 11 a.m.-9p.m. Admission: Free Why Go: The free fest will feature more than 120 artists and live entertainment on three outdoor stages. There is a free Fest launch party on August 18, from 6p.m. to 10 p.m. The Friday Night Cobblestone Jam is located at the South Stage, 6900 N. Glenwood Ave.
When: August 5 & 6 Where: Broadway between Thorndale and Ardmore Hours: Saturday noon- 10 p.m. and Sunday noon- 9p.m. Admission: $5 suggested donation Why Go: Edge Fest is a fundraiser for the Edgewater Chamber of Commerce. All donations go to pay for the festival, and any money left over is invested in the community.
Retro on Roscoe
When: August 11-13 Where: 2000 W. Roscoe St. Hours: Friday 5 p.m. – 10:00p.m. & Saturday and Sunday noon-10p.m Admission: $10 suggested donation Why Go: Return to the past with Retro on Roscoe through retro music, vendors and food. The festival will also have more than 50 antique cars. The proceeds from the festival go to local projects and schools.
When: August 18-20 Where: Taylor Street at Ashland Hours: Friday 5p.m.-11p.m., Saturday noon-11p.m. & Sunday noon-10p.m. Admission: Free Why Go: The fest celebrates Italian heritage with lots of food like authentic pizza, eggplant sandwiches and cannolis. There is also a meatball eating contest. Proceeds benefit the University Village Association.
Chicago Fringe Festival
When: August 30- September 10 Where: Jefferson Park Hours: TBD check back for details Admission: $10 for each performance Why Go: The Chicago Fringe Festival is unique because it selects its performance groups by lottery, and performers get 100% of their box office revenue. The festival is put on by an all-volunteer group, and allows news artist to break into the film scene and allows established artists to share their work.
Grant Park Music Festival
When: Various days June 14 through August 18 here Where: Jay Pritzker Pavilion in Millennium Park Admission: Free Why Go: Enjoy free music from the Grant Park Orchestra and Chorus. There is free seating in the Seating Bowl and on the lawn, and if you’re sitting on the lawn, you can pack a picnic. If you want to sit close to the stage tickets and membership are available here.
Taste of Randolph
When: June 16-18 Where: 900 W. Randolph St Hours : Friday 5 p.m.-10p.m., Saturday & Sunday noon-10 p.m. Admission : Ticket prices range from $40-$100 and can be purchased here Why Go: this is the street festival’s 21st anniversary and will feature food from 18 different restaurants like Chicken Shop, bellyQ and CONE. Proceeds will benefit the West Loop Community Organization.