Chicago events calendar for June 2016. Best festivals, fun things to do, weekend street fairs, kids activities, and free entertainment in Chicago, Illinois.

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Best events for 12 months
June 2016
June 2016

Enjoy the best Chicago events, festivals, and things to do with this calendar of events.

Mileage is from the Wrigley Building in downtown Chicago, Illinois.

Underground film festival

June 1 - 5, 2016

7 miles NW

Chicago Underground Film Festival (CUFF) shows independent, experimental, and documentary films from around the world at the Logan Theatre, followed by nearby after-parties.

Dinner cruise

June 1 & 8, 2016 (also April/May)

1 mile east

Enjoy a three-course meal with a champagne cocktail and views of the Chicago skyline aboard the luxurious Odyssey, leaving Navy Pier.

Discount tickets $89.

Rock musical

June 1 - July 3, 2016 (begins May 25)

26 miles NW

Theatremania calls Rent a “passionate, exuberant, uplifting, and joyous” story of young New York artists living in the shadow of AIDS, at Metropolis Performing Arts Centre in Arlington Heights. Discount tickets $19.

Magic show

June 1 - July 27, 2016 (8 p.m. Wednesdays)

3.3 miles north

The Magic Cabaret entertains with mind-boggling sleight of hand and audience participation in small Greenhouse Theater Center. Discount tickets $10.

Adult zoo night

June 2, 2016 (6:30 to 10 p.m.)

2.5 miles north

Leave the kids at home and head to Adults Night Out at Lincoln Park Zoo to experience unique animal chats and live entertainment if you are age 18+. (Cash bars are available for age 21+.)


June 2 - 5, 2016

8 miles NW

The German festival known as Maifest Chicago serves beer, brats, sauerkraut, and music in Lincoln Square at Lincoln Ave. and Leland Ave. Free. (Don’t confuse with Mayfest on May 20 - 22, 2016.)

Classic comedy

June 2 - 5, 2016 (also April/May)

20.1 miles north

Both Spencer Tracy and Steve Martin have played the Father of the Bride on film. Now see this comedy about matrimonial mayhem live onstage at Oil Lamp Theater in Glenview. Discount tickets $18 (Thursdays & Sundays).


June 2 - 5, 2016 (also April/May)

27.8 miles north

The musical Evita tells the story of Argentina’s former first lady, with a stunning score by Andrew Lloyd Webber including Don’t Cry for Me Argentina, at Marriott Theatre in Lincolnshire. Discount tickets $30.

Small-town festival

June 2 - 5, 2016

70 miles NW

Harvard Milk Days has 30 events, including a parade on Sat., milk-drinking contest, talent show, carnival, petting zoo, entertainment, and fireworks. Free.

Smart, sexy drama

June 2 - 12, 2016 (begins May 4)

3.1 miles NW

A salesman who hires an escort for New Year’s gets more than he bargained for in Twisted Knots, premiering at Royal George Theatre.

Discount tickets $15.

Arts festival

June 2 - 12, 2016

8 miles north

Pivot Arts Festival features dozens of innovative performances (some for kids), plus a community parade on June 5 in Edgewater and Uptown.

Little Shop of Horrors

June 2 - 26, 2016 (also April/May)

3.4 miles north

Little Shop of Horrors is a comic-horror rock musical (a boy-meets-girl, plant-eats-world love story) with demented humor and goofy songs at American Blues Theater in Greenhouse Theater Center. Discount tickets $27.

Magic lounge

June 2 - 30, 2016 (8 p.m.)

7 miles north

Chicago Magic Lounge is an old-school magic show with close-up magic, bar magic, table-hopping magicians, and main stage acts at beautiful Uptown Underground. Discount tickets $13.

Ravinia music festival

June 2 - Sept. 8, 2016

23 miles north

See nationally known performers at Ravinia Festival, billed as America’s oldest outdoor music festival at Ravinia Park in Highland Park.

Gospel music festival

June 3 - 4, 2016

0.5 miles south

Hear gospel choirs and soloists at the Chicago Gospel Music Festival in Millennium Park. Free.

Aurora festival

June 3 - 4, 2016

43 miles west

Two Brothers Summer Festival features 7 bands on an outdoor stage, with food & beer for sale in Aurora.

Coffee crawl

June 3 - 5, 2016

Chicago locations

Choose from a dozen walking routes that range from 2 to 6 miles and make 4 or 5 stops at local shops to taste coffee and/or tea on Caffeine Crawl Chicago.

Division Street festival

June 3 - 5, 2016

4 miles NW

Do Division Street Fest & Sidewalk Sale has rousing live music, a sidewalk sale, a fashion show, and a family fun fest (Sat. & Sun.) on Division Street between Damen and Leavitt. Donation.

Greek festival

June 3 - 5, 2016

5 miles north

Lincoln Park Greek Fest serves Greek food, music, and dancing on Sheffield Ave. at Diversey Pkwy.

Taste of Mexico

June 3 - 5, 2016

9 miles SW

Taste of Little Village: Flavors of Mexico offers food, music, and carnival rides at 26th & Sacramento.

Innovative theater

June 3 - 11, 2016

5 miles north

Physical Festival includes four creative theater shows that tell stories physically and visually at Stage 773.

Funny dinner show

June 3 - July 29, 2016 (also April/May)

5.8 miles north

Colorful characters gather in an Irish town to mourn the death of a local at Flanagan’s Wake, with stories, sing alongs, and a free buffet (except 10 p.m.) at Chicago Theater Works. Discount tickets $29.

Pet parade

June 4, 2016

17 miles SW

The LaGrange Pet Parade includes marching bands, floats, clowns, and a creative costume contest. Line up is 8:30 a.m. at Cossitt Ave. & LaGrange Rd. Free.

Chicken wing tasting

June 4 - 5, 2016 (2 to 6 p.m.)

2.5 miles NW

A ticket to Wingout Chicago includes chicken wings from restaurants and 2 beers at St. Michael’s Church parking lot. Expect lines.

Art fair in Hyde Park

June 4 - 5, 2016

8 miles south

Chicago’s oldest juried art fair is the 57th Street Art Fair, which allows only original art and no alcohol on 57th Street between Kenwood and Woodlawn. Free.

Deerfield art festival

June 4 - 5, 2016

27 miles north

Deerfield Festival of Fine Arts features juried arts & crafts, live music, a food court, and a kids’ art area at 836 Jewett Park Drive. Free.

Holistic living expo

June 4 - 5, 2016

28 miles SW

Body Mind Spirit Expo features speakers, workshops, and vendors for remaking your life at the Tinley Park Convention Center.

Art fair in Buffalo Grove

June 4 - 5, 2016

33 miles NW

Buffalo Grove Art Festival features juried artists, live music, food, and children’s art activities. Free.

Game of Thrones parody

June 4 - July 2, 2016 (7 p.m. Saturdays)

5 miles north

See your favorite characters, plots, and battles of five seasons crammed into a single hour of comedy at A Swarm of Spoilers by Under the Gun Theater.

Discount tickets $13.

Comedy dinner

June 4 - Oct. 19, 2016 (also April/May)

4.5 miles north

We Gotta Bingo [sound] delivers corny, bawdy, slapstick humor, lasagne, bread, and salad, as you participate in a bingo game between rival parishes at Chicago Theater Works. Discount tickets $20 to $40.

Chocolate tour

June 4 - Dec. 31, 2016 (weekends)

0.7 miles north

Chicago Chocolate Crawl is a 90-minute guided walk that includes chocolate samples in various shops. Discount tickets $20.

Run at the zoo

June 5, 2016

2.5 miles north

United Run for the Zoo is a popular 10K, 5K, and kids’ stampede in Lincoln Park Zoo and Lincoln Park.

Millennium Park music

June 6 - Aug. 25, 2016

0.7 miles SE

Millennium Park Summer Music Series (formerly Downtown Sound) features great music artists Monday and Thursday evenings in Millennium Park. Free.

Blues festival

June 10 - 12, 2016

1 mile south

Chicago’s biggest music festival, Chicago Blues Festival, brings top talent to Grant Park. Afterwards, music continues late into the night at city clubs. Free.

Sailboat race

June 10 - 12, 2016

1.3 miles east

Attend the opening ceremony, watch sailboats race, and visit the beer garden & food court in Race Village during America’s Cup World Series at Navy Pier.

Pork ribs festival

June 10 - 12, 2016

7 miles NW

Brave crowds, heat, and smoke in the quest for Chicago’s best BBQ from 30 Chicagoland restaurants at Ribfest Chicago, which also has 20 live bands on Lincoln Avenue north of Irving Park Road. Donation.

Midsummer festival

June 10 - 12, 2016

7.5 miles north

Andersonville Midsommarfest is a street fair with music, dancing, crafts, a kids’ area, and ethnic food (like cevapi, glogg, and sangria).

Electronic dance music festival

June 10 - 12, 2016

8.9 miles south

Spring Awakening Music Festival [sound] draws 75,000 to Jackson Park to hear the best in electronic dance music (EDM) by some of the world’s top DJs.

Naked bike ride

June 11, 2016

Chicago location

Ride in the World Naked Bike Ride: Chicago, nude or painted, to support safe biking and the environment.

Book fair

June 11, 2016

2.5 miles west

Browse collectible books, vintage magazines, rare maps, and autographs at the Chicago Book & Paper Fair at Plumbers Union Hall.

Discount tickets $3.

Beer run

June 11, 2016

15.4 miles SW

Beerfit Chicago is a timed 5K at 10 a.m. and an untimed 1-miler at 11 a.m., followed by a free beer after-party with food for sale at Toyota Park.

Lombard beer festival

June 11, 2016

24 miles west

Lombard Ale Fest has 100 craft beers, food trucks, and live music for age 21+ at Lilacia Park in Lombard.

Weekend bike ride

June 11, 2016 (7 a.m.)

40.4 miles NW

Bicycle 70 miles in scenic countryside from Elgin to Lake Ladonna Campground on RED JAC (ride, eat, drink, jam, and camp), including beer and a band.

Book fair

June 11 - 12, 2016

1 mile south

Shop from 200 booksellers and attend 100 literary events and signings on the south end of Dearborn Street at the Printers Row Lit Fest, billed as the largest free outdoor literary festival in the Midwest.

Wells Street Art Festival

June 11 - 12, 2016

1.5 miles north

See works by 250 juried artists, hear live music, and enjoy beer and local restaurant food at Wells Street Art Festival on N. Wells St. from North Ave. to Division. Morning is quieter.

Old Town Art Fair

June 11 - 12, 2016

2.7 miles north

See drawings, paintings, photography, ceramics, jewelry, and works in metal, stone, glass, and wood by 250 juried artists at Old Town Art Fair on tree-lined streets near Lincoln Park. Donation.


Food truck fest

June 11 - 12, 2016

3.9 miles SW

Pilsen Food Truck Social has 26 food trucks, local restaurants, live music, craft vendors, and kids’ activities on 18th Street at Allport. Donation.

Eco art & music festival

June 11 - 12, 2016

6 miles NW

Remix Chicago is an art and music festival featuring artists who use recycled and re-purposed materials, with food trucks, green workshops, and kids’ activities on Milwaukee Ave. from Fullerton to California. Donation.

Hinsdale art festival

June 11 - 12, 2016

18 miles SW

See works by 150 juried artists in shady Burlington Park at Hinsdale Fine Arts Festival. Free.

Arlington Heights festival

June 11 - 12, 2016

26 miles NW

Shop from 110 artists, taste restaurant food, hear live music, and check out the activities for kids at Promenade of Art in Arlington Heights. Free.

Women’s comedy

June 16 - 19, 2016

5 miles north

See 400 women perform stand-up, sketch, improv, burlesque, and musical comedy shows at Chicago Women’s Funny Festival at Stage 773.

Classical music festival

June 15 - Aug. 20, 2016

Chicago locations

Grant Park Music Festival is an outdoor classical music series at Jay Pritzker Pavilion in Millennium Park. The rear seats are free, or bring a blanket or lawn chairs.

Puerto Rican Festival and Parade

June 16 - 19, 2016

5 miles west

The four-day Puerto Rican Festival at Humboldt Park has carnival rides, music, and Puerto Rican foods like arepas (corn cakes with cheese). The Puerto Rican People’s Parade is 2 p.m. Saturday on Division Street from Western to Sacramento. Both free.

Touching drama

June 16 - July 31, 2016

20.1 miles north

On Golden Pond won Tony Awards on Broadway and Oscars for the film version, and now its story about a family reconciling at a lake in Maine is onstage at Oil Lamp Theater in Glenview. Discount tickets $18.

Ale festival

June 17 - 18, 2016

0.8 miles south

Chicago Ale Fest features samples of 200 beers from 100 craft breweries, plus live music and restaurant food at Buckingham Fountain in Grant Park.

Beer tasting at the zoo

June 17 - 18, 2016 (6 to 11 p.m.)

2.5 miles north

Taste 20 samples of 75 beers, buy food, play lawn games, hear DJ music, and visit the animals at Lincoln Park Zoo during Brew to Be Wild for age 21+.

Discount tickets $39.

Villa Park festival

June 17 - 18, 2016

20 miles west

Villa Park Summerfest has a car show, music, food, and drinks Friday night. On Saturday, enjoy an arts and crafts show, food fair, music, and kids’ entertainment on Ardmore Ave. in Villa Park. Free.

Taste of Randolph

June 17 - 19, 2016

1.5 miles west

Popular Taste of Randolph Street offers six blocks of artisan and restaurant booths plus three music stages on W Randolph Street from Peoria St. to Racine Ave. Donation.

Italian block party

June 17 - 19, 2016

5 miles SW

Festa Pasta Vino celebrates Italian culture with three stages of entertainment, Italian wine and cuisine, and a Florentine market on Father’s Day weekend at 24th Street & Oakley Avenue. Donation.

Elgin festival

June 17 - 19, 2016

40 miles NW

Elgin Ribfest combines barbecue, live music, and a Sunday car show at Festival Park.

Zombie march

June 18, 2016 (3:30 p.m.)

0.5 miles south

The Chicago Zombie March begins at the “bean” in Millennium Park. See their page if you want to buy a zombie makeover.

Beer and wine festival

June 18, 2016

31.8 miles NW

Try samples from 12 local breweries and wineries at Solstice Hop & Vine Fest, with food and live music at Meineke Park in Schaumburg.

Art fair in Grant Park

June 18 - 19, 2016

1 mile SE

The Gold Coast Art Fair at Grant Park has 300 juried artists, plus live music, beer, and food at Butler Field on E Monroe Street. Free.

Green festival

June 18 - 19, 2016

4 miles NW

Green Music Fest features environmentally friendly vendors, cutting-edge music, and a kids’ area on N Damen Ave. between North and Schiller. Donation.

Pride festival

June 18 - 19, 2016

6 miles north

Chicago Pride Fest is a huge weekend street festival for gay and lesbian pride with dance and pop music on two stages, food, drink, arts and crafts vendors, and a pet parade at Waveland & Halsted. Donation. (See June 26 for the Chicago Pride Parade.)

Barbecue festival

June 18 - 19, 2016

8 miles NW

Enjoy barbecued ribs, hamburgers, hot dogs, and chicken at 6 Corners BBQ Fest on N Milwaukee Ave. from Irving Park Rd. to Belle Plaine Ave. Donation.

Evanston arts festival

June 18 - 19, 2016

11 miles north

Custer Fair is a big arts and craft fair with three stages of folk and Native American music, a children’s area, and food from 30 restaurants at Main Street and Chicago Avenue. Donation.

Cantigny Park art fair

June 18 - 19, 2016

27 miles west

Cantigny Art in Bloom has juried artists, live music and demos, beautiful gardens, and a Father’s Day brunch in Wheaton. Free except parking.

LEGO expo

June 18 - 19, 2016

39 miles NW

See amazing LEGO creations at Brickworld Chicago at Renaissance Schaumburg Convention Center. Discount tickets $10.

Father’s Day restaurants

June 19, 2016

Chicago locations

OpenTable lists restaurants that offer special brunch, lunch, and dinner menus on Father’s Day.

Father’s Day BBQ

June 19, 2016

14 miles SW

Make a reservation for the all-you-can-eat Father’s Day BBQ buffet with cash bar at the Brookfield Zoo.

Technology festival

June 20 - 26, 2016

2.5 miles south

Techweek includes speakers, vendors, recruiters, parties, and a 2-day summit at Merchandise Mart.

Music day

June 21, 2016

Chicago locations

Make Music Chicago invites musicians of all ages and skill levels to play music in 40+ public places. Free.

Swedish Days

June 21 - 26, 2016

42 miles west

Swedish Days features arts & crafts, Scandinavian food, a Maypole dance, and music in Geneva.

Millennium Park movies

June 21 - Aug. 30, 2016 (Tuesdays)

0.5 miles south

Get a seat or sit on the lawn to see films on a 40-foot screen at Millennium Park Summer Film Series. Free.

Burlesque festival

June 22 - 25, 2016

5 miles north

The Windy City Burlesque Festival begins with an opening-night party, continues with 6 stage shows, and ends with classes and workshops at Stage 773.

Jazz at the aquarium

June 22 - Sept. 14, 2016 (Wednesdays)

2 miles south

Hear musicians and vocalists, see views from the terrace, buy cocktails & food, and visit the aquarium at Jazzin’ at the Shedd at Shedd Aquarium.

Pride day at the zoo

June 24, 2016

14 miles SW

Zoo Pride features gay-friendly vendors, speakers, and entertainment until 5 p.m. at Brookfield Zoo, plus a cocktail party 7 to 10 p.m. at the Pavilions.

Classic songs

June 24, 2016 (7:30 p.m.)

45 miles west

Four by Four celebrates the music of the Beatles, The Beach Boys, The Bee Gees, and Motown at Batavia Fine Arts Centre. Discount tickets $16.

Greek festival on Gold Coast

June 24 - 26, 2016

1.3 miles north

Looking for a small, friendly, free festival? Gold Coast Greek Fest offers Greek food, beverages, music, and dancing at Annunciation Greek Orthodox Cathedral.

Art festival on Logan Square

June 24 - 26, 2016

6.5 miles NW

Logan Square Arts Festival offers art installations, local music, family activities, beer, and local restaurant food on Logan Square. Donation.

Volunteer day

June 25, 2016

0.7 miles SW

Join 5,000 volunteers helping to make Chicago a better place during Serve-a-thon, a single day of community service starting at Daley Plaza. Lunch, transportation, and an after-party included for $10.

Overnight bike ride

June 25, 2016

1 mile south

L.A.T.E. Ride begins late Saturday night at Buckingham Fountain and continues 15 or 25 miles into Sunday morning, followed by optional breakfast. Awards for the best “glowing” bicycle decorations.

Chicago Bears run

June 25, 2016

2 miles south

Join the official Chicago Bears 5K, with food, games, live music, the Bears Drumline, Monster Squad, and Staley Da Bear at Soldier Field.

Dragon boat races

June 25, 2016

3 miles south

Watch teams compete in colorful boats on the river, hear music, see dance, shop vendors, and attend an awards ceremony at Dragon Boat Race for Literacy at Ping Tom Memorial Park, 300 W 19th Street. Free.

Block party at St. Pat’s

June 25, 2016

3.7 miles SW

The World’s Largest Block Party has great bands, food, and drinks served by local celebrity bartenders in UIC parking lot at S. Morgan St. and W. Taylor St.

Whiskey barbecue

June 25, 2016 (2 to 6 p.m.)

6 miles north

Whiskey Wine and Swine is a pig roast plus wine and whiskey tasting at Montrose Beach. Repeats in Jan.

Alphabetical beer tasting

June 25, 2016

6.6 miles north

At AlphaBeer, you’ll drink beer with names that begin with all 26 letters and meet women in the beer industry in AJ Hudson’s Public House.

Food truck festival

June 25 - 26, 2016

3.4 miles south

Chicago Food Truck Fest brings food trucks and music to the green space at 2400 S. Dearborn Street.

Sausage festival

June 25 - 26, 2016

7.3 miles NW

Elston Avenue Sausage & Music Fest is all about encased meat treats, live music, and arts and crafts just north of Addison Street and Elston Avenue. Donation.

Fountain Square Art Festival

June 25 - 26, 2016

12 miles north

Fountain Square Art Festival is a fine arts fair with 150 juried artists, live jazz, children’s art tent, and food vendors at Church & Sherman in Evanston. Donation.

Fitness expo

June 25 - 26, 2016

17 miles NW

See martial arts, power-lifting, strongman, and wrestling competitions plus 200 vendors of fitness products and services at TheFitExpo Chicago at the Rosemont convention center.

Civil War event

June 25 - 26, 2016

22 miles west

Hear a cannon fire, see a battle skirmish, hear about Sherman’s march to the sea, meet Abraham Lincoln, and buy lunch on Civil War Reenactment Weekend at Fischer Farm in Bensenville. Free.

Highland Park art festival

June 25 - 26, 2016

27 miles north

The Art Center of Highland Park - Festival of Fine Arts has 120 juried artists who create visual art (glass, wood, ceramics, fiber, jewelry). Donation.

Pride parade

June 26, 2016

6 miles north

Chicago Pride Parade [slow website] for gay and lesbian pride has 200 floats, decorated vehicles, performers, and marching bands that go past 800,000 spectators on N. Broadway. No alcohol. Free.

Band and fireworks

June 26, 2016

20 miles SW

Bring a blanket or chairs to watch Summer Concert and fireworks at Saint Xavier University. Free.

Scavenger hunt

June 28, 2016

0.8 miles west

Complete mental and physical challenges with teammates at River North Challenge, which includes appetizers, beverages, prizes, and an after party.

Book of Mormon musical

June 29 - Aug. 14, 2016

0.8 miles south

The Book of Mormon is an outrageous comedy in the vein of South Park that has won nine Tony Awards, at The PrivateBank Theatre. Discount tickets $35 to $75.

Frontier Days

June 30 - July 4, 2016

26 miles NW

Frontier Days Festival has family activities, live music, a carnival, a parade, and a weekend craft market at Recreation Park in Arlington Heights. Flyer. Free.

Oak Fest

June 30 - July 4, 2016

26 miles SW

OakFest offers live music, a carnival, food vendors, bingo, July 4 fireworks, and a Sunday car/bike show at 5420 159th Street in Oak Forest. Flyer. Free.

Movies in the Parks

June 2016 (undated)

Chicago locations

Watch Movies in the Parks, if weather allows. Free.
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© June 2016 calendar of events in Chicago, IL. Best events, fairs, festivals, and things to do in Chicago, Illinois.