99 Days of Summer 2016: August–Labor Day

Chicago Air & Water Show

The sun is beginning to set on another Chicago summer, but there’s still plenty to do before fall officially begins.

Aug. 1: Frank Lloyd Wright Home and Studio Guided Interior Tour
951 Chicago Ave., Oak Park

Take a guided tour of Frank Lloyd Wright’s home, or click here to discover additional tours of Robie House, The Rookery, Bach House and Unity Temple. You can even go on a tour throughout Oak Park and Chicago on foot or bike.

Aug. 2: Rush Hour Concerts: Lyric Shorts
St. James Cathedral, 65 E. Huron, Chicago

Lyric Opera’s Patrick G. and Shirley W. Ryan Opera Center at Rush Hour Concerts
Lyric Opera’s Patrick G. and Shirley W. Ryan Opera Center at Rush Hour Concerts (Photo by Elliot Mandel.)

Spend your Tuesday evenings through Aug. 30 at free classical music concerts. On Aug. 2, singers from Lyric Opera’s Patrick G. and Shirley W. Ryan Opera Center will perform.

Aug. 3: Festival of Flight
Brookfield Zoo, 3300 Golf Road, Brookfield

Festival of Flight at Brookfield Zoo
Photo courtesy of Brookfield Zoo.

Whenever you make it out to Brookfield Zoo this summer, plan to attend this free interactive show that includes birds from around the world.

Aug. 4-13: Fitzfest
Collaboraction’s Pentagon Theatre in The Flat Iron Arts Building, 1579 N. Milwaukee Ave., Chicago

Fitzfest is First Floor Theater’s literary festival featuring eight world-premiere plays written by playwrights inspired by F. Scott Fitzgerald.

Aug. 5-7: Chicago Hot Dog Fest
Stockton and LaSalle Drive, Chicago

Chicago Hot Dog Fest
Photo courtesy of the Chicago History Museum.

Chicago History Museum’s ode to the Chicago hot dog returns with food and drink vendors, live music, a Kids’ Area, Pup Tent and lectures by hot dog historians.

Aug. 6-7: Art at The Glen
The Glen Town Center, 1800 Patriot Blvd., Glenview

Art at The Glen
Photo courtesy of Amdur Productions.

This popular (and free) art festival features music, food, art activities, performances by The Marriott Theater and more.

Aug. 8: Skydeck
Willis Tower, 233 S. Wacker Drive, Chicago

Be a tourist in your own city and get some amazing photos above Chicago. Visit the Skydeck website for upcoming events, deals and more.

Aug. 9-28: Chicago Musical Theatre Festival
Victory Gardens Theater, 2433 N. Lincoln Ave., Chicago

Throughout the month, enjoy musicals (including eight world premieres) about everything from dating to the apocalypse to the Righteous Brothers.

Aug. 10: Indie Concert Series
Chicago Botanic Garden, 1000 Lake Cook Road, Glencoe

Valslist has teamed up with CBG to bring concerts to the garden. On Aug. 10, don’t miss Joe Hertler & the Rainbow Seekers.

Aug. 11-21: Illinois State Fair
Illinois State Fairgrounds, 801 Sangamon Ave., Springfield

Head down to our capital city for performances by Pat Benatar and Neil Giraldo, Melissa Ethridge, Meghan Trainor, Little Big Town, Kiss, and more, plus the Illinois Wine Experience, the Butter Cow, horse shows and more.

Aug. 12-14: Retro on Roscoe
2000 W. Roscoe St., Chicago

For 20 years, this festival has been taking Chicagoans back in time as bands play oldies while visitors shop, dine and visit the family area and Antique and Classic Car and Motorcycle Show.

Aug. 13-14: Northalsted Market Days
North Halsted Street, between Belmont and Addison, Chicago

This outdoor street fest celebrates 35 years this summer and the $10 suggested entrance donation will benefit the neighborhood and The Legacy Project, an outdoor museum featuring historical LGBTQ icons.

Ends Aug. 14: “The Velveteen Rabbit”
The Marriott Theatre, 10 Marriott Drive, Lincolnshire

Keep kiddos entertained as this beloved story comes to life at Marriott.

Aug. 15: Broadway in Chicago’s Summer Concert
Jay Pritzker Pavilion at Millennium Park, 201 E. Randolph St., Chicago

This free annual concert is back with performances from “Aladdin,” “The Bodyguard,” “Finding Neverland,” “Fun Home,” “Phantom of the Opera” and more.

Aug. 16: The Silk Road Ensemble with Yo-Yo Ma
Ravinia Festival, 418 Sheridan Road, Highland Park

The Silk Road Ensemble with Yo-Yo Ma
Photo courtesy of Ravinia Festival.

Tickets are still available for this Ravinia concert.

Aug. 17: Wednesdays, Woods & Wine
The Morton Arboretum, 4100 Illinois Route 53, Lisle

Visit the Morton Arboretum on Wednesdays through Sept. 7 for live music and wine among the trees.

Ends Aug. 18: Ravinia District Artisan Market
Jens Jensen Park, St. Johns and Roger Williams avenues, Highland Park

This new market featuring live music and more than 20 local food, craft and drink vendors every Thursday night ends Aug. 18.

Aug. 18-21: Festa Italiana
Taylor Street, between Ashland Avenue and Racine Street, Chicago

Dine on gnocchi, risotto, bruschetta, cannoli, tiramisu and other delicious treats from area restaurants as you make your way to three music stages.

Aug. 20-21: Chicago Air & Water Show
North Avenue Beach, 1600 N. Lake Shore Drive, Chicago

Chicago Air and Water Show
Photo courtesy of City of Chicago.

One of the summer’s biggest events happens above you. Before you go, find travel tips, hotel deals, best sightlines and more here.

Aug. 21: Priscilla Presley: An Open Conversation
Paramount Theatre, 23 E. Galena Blvd., Aurora

Priscilla Presley
Photo courtesy of Paramount Theatre.

Get a glimpse into Priscilla Presley’s life during this interview and Q&A session.

Aug. 22: Peggy Notebaert Nature Museum
2430 N. Cannon Drive, Chicago

Spend a day at the Peggy Notebaert Nature Museum, where new butterflies are released in the Judy Istock Butterfly Haven every day at 2 p.m. and kids can explore exhibits like “Weather to Climate: Our Changing World” and “Nature’s LunchBox.”

Aug. 23-27: Chicago Dancing Festival
Various locations

Chicago Dancing Festival
Chicago Dancing Festival — Backstage and Rehearsal (Photo by Todd Rosenberg.)

This annual festival will showcase dance around Chicago at venues like the Jay Pritzker Pavilion at Millennium Park, the Museum of Contemporary Art and Navy Pier.

Aug. 24: Garlic Fest
Everts Park, 111 North Ave., Highwood

This Highwood festival is a garlic enthusiast’s dream. Try everything from pastas and bread to ice cream, cupcakes and cocktails, all using garlic.

Aug. 25: Rockin’ in the Park
MB Financial Park, 5501 Park Place, Rosemont

Rockin' in the Park at MB Financial Park in Rosemont
Photo courtesy of Village of Rosemont.

Grab a lawn chair or blanket and spend your Thursday nights through Sept. 1 with bands like Heartache Tonight (Aug. 11) and Think Floyd (Aug. 25). Rosemont restaurants will also serve food and drinks.

Aug. 26: Ashley Prentice Norton Author Event
Lake Forest Bookstore, 662 N. Western Ave., Lake Forest

Ashley Prentice Norton, author of “The Chocolate Money,” is back with her next book, “If You Left.”

Aug. 27-28: Port Clinton Art Festival
Port Clinton Square, 600 Central Ave., Highland Park

Port Clinton Art Festival
Photo courtesy of Amdur Productions.

This festival is one of the top five in the country and features works from more than 260 artists.

Aug. 29: Illinois Resident Discount Day at Shedd Aquarium
1200 S. Lake Shore Drive, Chicago

Visit the Shedd for their special exhibit, “Amphibians,” and meet the newly-named Kukdlaa, Shedd’s newest dolphin calf. Find more discount days here.

Aug. 30: DuSable Museum of African American History
740 E. 56th Place, Chicago

The DuSable Museum’s current exhibits include “The DuSable Masterworks Collection Series I: Paintings” (open through Jan. 16, 2017), “DRAPETOMANIA: Grupo Antillano and the Art of Afro-Cuba” (open through Oct. 16, 2016) and “Freedom, Resistance, and the Journey Toward Equality.”

Aug. 31: Mitchell Museum of the American Indian
3001 Central St., Evanston

Explore the Mitchell Museum, where kids can visit the Teaching Lodge and activity tables throughout the first floor. “Contemporary Native Women Opening Doors to Change” opened in June and “Pottery—A Timeless Tradition” closes in September.

Sept. 1-4: Chicago Jazz Festival
Chicago Cultural Center, 78 E. Washington St., Chicago; Millennium Park, 201 E. Randolph St., Chicago

Chicago Jazz Festival
Photo courtesy of City of Chicago.

Spend Labor Day weekend with some of the best jazz musicians in the world.

Sept. 2-3: Great American Lobster Fest
Navy Pier, 600 E. Grand Ave., Chicago

The Midwest’s largest lobster and seafood festival features lobster flown in from the East Coast, shopping, carnival games, live music, Navy Pier’s fireworks on Saturday night and more. A portion of proceeds will be donated to Mr. Bones & Co., an animal welfare nonprofit.

Sept. 5: Chicago White Sox vs. Detroit Tigers
U.S. Cellular Field, 333 W. 35th St., Chicago

Spend the unofficial last day of summer at the ballpark as the White Sox take on the Tigers.


Find even more fun things to do with the rest of our 99 Days of Summer series: 

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