Chicago events May 2020. Things to do in Chicago.

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Best events for 12 months

Chicago events May 2020

Cinco de Mayo dance

May 1, 2020
4.6 miles NW
Cinco de Mayo Dance Party is a beginner salsa dance class for singles and couples with Mexican refreshments at Duet Dance Studio for age 21+. You can bring your own alcohol.

Lilac festival

May 1 - 17, 2020
27 miles west
Enjoy lilac-themed events at Lilac Time in Lombard, including concerts, plant sales, tours, a formal ball, a stroll through Lilacia Park, beer and wine tasting, 5K, and an art & craft fair.

Bach festival

May 1 - 30, 2020
Chicago locations
Bach Week Festival is a series of four classical music concerts in North Chicago and Evanston.

Polish parade

May 2, 2020
1.3 mile south
Polish Constitution Day Parade celebrates ratification of the Polish constitution in 1791 and is billed as the biggest Polish parade outside Poland, on S. Columbus Drive (from Balbo Street to Monroe Street). Free.

Chicago Beer Classic

May 2, 2020
2 miles south
Chicago Beer Classic has beer from 70 breweries, food vendors, games, and activities on the grass at Soldier Field for age 21+.

Elmhurst Art in the Park

May 2 - 3, 2020
17 miles west
Art in Wilder Park is a juried show of fine art, craft, and design, which is held rain or shine in Elmhurst, with food for sale in Wilder Mansion. Free.

Japanese festival

May 2 - 3, 2020
24 miles north
Learn about children’s celebrations in Japan at Malott Japanese Garden Spring Festival. Listen to koto harps and shakuhachi flutes, hear folktales, and watch a tea ceremony at the Chicago Botanic Garden in Glencoe. Free except parking. Repeats in Aug.

Dog party

May 9, 2020
2.5 miles south
Register online for a 5K walk along the lakefront with your dog at 9 a.m., or arrive at 10 a.m. for the activities, vendors, and entertainment during Bark in the Park on the green near Soldier Field.

Wine tasting at the zoo

May 9, 2020
14 miles SW
A ticket to Roars & Pours includes seeing the animals at Brookfield Zoo until 6 p.m., and then wine and spirits tasting from 4 to 8 p.m. in the pavilion, with music and food trucks for age 21+.

Small art fair

May 9, 2020
16 miles NW
Arts & Crafts Adventure is a friendly juried show at Hodges Park in Park Ridge. Repeats in Sept. Free.

Mother’s Day restaurants

May 10, 2020
Chicago locations
OpenTable lists restaurants that offer special brunch, lunch, and dinner menus on Mother’s Day.

Mother’s Day house walk

May 10, 2020
12 miles north
Tour six historic homes plus the Dawes House on the annual Mother’s Day House Walk in North Evanston.

Mother’s Day garden brunch

May 10, 2020
24 miles north
Treat Mom to an elegant Mother’s Day Brunch followed by a walk through the Chicago Botanic Garden in Glencoe.

Antiques show

May 14 - 20, 2020
1 mile west
The Chicago Antiques + Art + Design Show promises 100 vendors of fine antiques and decorative & fine arts on floor 7 of the Chicago Merchandise Mart.

Urban arts festival

May 15, 2020
1 mile south
Manifest is a full day of student art, live performances, fashion shows, original game design, and literary readings in and around Columbia College. Free.

German party

May 15, 2020
(7:30 p.m.)
7 miles north
Celebrate spring and the arrival of Maifest at the Stammtisch - Maifest with traditional white asparagus and Maibock beer in the 6th floor lounge at Dank Haus. Free admission, with food and drinks for sale.

Wine tasting

May 15 - 17, 2020
4 miles north
Taste 80 wines at Lincoln Park Wine Festival, which has tented wine and food pavilions, live music, and crafts at Jonquil Playlot Park.

Anime convention

May 15 - 17, 2020
16 mile NW
Anime Central (ACen) is billed as the largest Midwest anime, manga, and Japanese popular culture convention, at the Hyatt Regency O’Hare and the convention center in Rosemont.

Wine tasting at the zoo

May 16, 2020
2.5 miles north
Sample wine, hear live music, and buy food at Chicago Wine Fest in the Mammal-Reptile House & Foreman Pavilion at Lincoln Park Zoo for age 21+.

Street fair

May 16, 2020
10 miles west
What’s Blooming on Harrison offers arts and crafts, artist demos, live music, and dance in Oak Park. Free.

Architectural tour

May 16, 2020
11.8 miles west
Tour innovative homes and buildings designed by famous American architect Frank Lloyd Wright on the Wright Plus Housewalk in Oak Park.

Wine tasting

May 17, 2020
9 miles north
Andersonville Wine Walk offers you a choice of three different routes that each have 10 retail shops serving wine to adults.

Elmhurst Museum Day

May 17, 2020
19 miles west
Elmhurst Museum Day includes the museums of art, history, and minerals, with a free trolley connecting all three. Free.

Mexican food festival

May 22 - 24, 2020
5.2 miles SW
Mole de Mayo features “mole” and other foods, a crafts market, two stages of entertainment, and a wrestling ring in historic Pilsen (at Ashland & 18th Street). Donation.

Barbecue

May 22 - 24, 2020
23 miles west
Billed as the state’s largest BBQ competition, Red, White, and Bar-B-Q has live music, craft vendors, a carnival, beer tent, and barbecue in Westmont. Free.

Big music festival near Peoria

May 22 - 24, 2020
144 miles SW
Summer Camp Music Festival typically attracts 20,000 fans watching 125 bands on 9 stages in Chillicothe.

Irish festival

May 22 - 25, 2020
26 miles south
Chicago Gaelic Park Irish Fest offers music, dancing, food, beer, wine, room, vendors, and children’s activities in Oak Forest.

Memorial Day Parade

May 23, 2020
0.5 mile SW
A wreath laying ceremony is 11 a.m. on Daley Plaza. The Memorial Day Parade at noon has high-school marching bands, drum and bugle corps, veterans’ groups, and active duty military on State Street (from Lake to Van Buren). Free.

Belmont-Sheffield Music Fest

May 23 - 24, 2020
5 miles north
Celebrate Memorial Day weekend with local bands, entertainers, food, drink, and street vendors at the Belmont-Sheffield Music Festival on N. Sheffield Avenue (from Belmont to Roscoe). Donation.

Art fair in Barrington

May 23 - 24, 2020
38 miles NW
Barrington Art Festival features 130 juried artists, live music, food, and children’s activities. Free.

St. Charles art show

May 23 - 24, 2020
45 miles west
St. Charles Fine Art Show is billed as an award-winning show by 100 juried artists with live music in downtown St. Charles. Free.

Spectacular bike ride

May 24, 2020
1 mile south
Register to ride your bike on 15-mile Lake Shore Drive when it closes to vehicles during Bike the Drive, and then join the after-festival until noon at Butler Field.

Maifest

May 28 - 31, 2020
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. [Not to be confused with the similar event Mayfest.]

Gospel music festival

May 29 - 30, 2020
(uncertain)
0.5 miles south
Hear gospel choirs and soloists at the Chicago Gospel Music Festival at the Chicago Cultural Center and Millennium Park. Free.

Greek festival

May 29 - 31, 2020
5 miles north
Lincoln Park Greek Fest serves Greek food, music, dancing, and a craft fair on Sheffield Avenue outside St. George Greek Orthodox Church. Free.

Mayfest

May 29 - 31, 2020
5 miles NW
Mayfest features bands in a giant tent, festival food, pretzels, and beer at 3100 N Ashland Ave. Saturday includes a kids’ day from 10 a.m. to 1:30 p.m. [Not to be confused with the similar event Maifest.]

Stamp show

May 29 - 31, 2020
17.6 miles NW
See postage stamp exhibits and shop from 25 dealers at Compex in River Grove. Free.

Pet parade

May 30, 2020
17 miles SW
The LaGrange Pet Parade includes marching bands, floats, clowns, and a creative costume contest, beginning at Cossitt Ave. & LaGrange Rd. Free.

Food truck festival

May 30, 2020
27 miles west
Shop from 15 food trucks and visit the playground or walk the trails during Cantigny Food Truck Festival at Cantigny Park. Bring chairs or blankets. Free admission. Held in May and October.

Tacos & tequila

May 30 - 31, 2020
3.2 miles north
Chicago Taco & Tequila Fest promises “traditional and exotic ingredient-stuffed tortillas paired with tequila-infused cocktails” plus margarita flights and live bands at Lincoln Park for age 21+. ==

Gluten-free expo

May 30 - 31, 2020
28 miles NW
Sample and purchase products from 100 vendors at Nourished Festival at the Schaumburg Convention Center.

Discount tickets

Holistic living expo

May 30 - 31, 2020
28 miles SW
Body Mind Spirit Expo features speakers, workshops, and vendors for remaking your life at the Tinley Park Convention Center.

Doggie dash

May 31, 2020
37 miles NW
Dash for the Dogs is a 5K run/walk and a one-mile family walk, followed by awards and food in Barrington, with the proceeds benefiting Animal House Shelter.

Craft beer week

May 2020
(undated)
Chicago locations
Illinois Craft Beer Week typically offers hundreds of craft beer events in the gre ater Chicago area, from special tastings of rare beer to beer dinners. It’s sponsored by the Illinois Craft Brewers Guild.

Famous speakers

May 2020
(undated)
Chicago locations
Hear today’s leading authors, thinkers, and fashion icons speak at the Springfest organized by the Chicago Humanities Festival.

Small press festival

May 2020
(undated)
multiple locations
A zine is a cheap, self-published, underground publication. Chicago Zine Fest offers panel discussions Friday evening, plus exhibitions by 200 writers, artists, and publishers on Saturday. Free.

Palestinian film festival

May 2020
(undated)
0.5 mile SW
The Chicago Palestine Film Festival exhibits and promotes films by Palestinian directors as well as films about Palestine at the Gene Siskel Film Center.

German wine tasting

May 2020
(undated)
0.6 miles SW
A ticket to Germany Week Wine Fest includes 10 tastings (each 2 ounces) from among 40 German wines, with chocolate for sale and German exhibitors to browse at Daley Plaza. Lederhosen welcome!

Music on the lake

May 2020
(undated)
1 mile east
Hear live music at Live on the Lake in the beer garden at Navy Pier. Free for all ages.

Science talks

May 2020
(undated)
1 mile west
Hear six experts talk about fascinating science subjects ranging from animals to engineering at Chicago Science Expo, with exhibits about electric cars, biology, and edible bugs at the Merchandise Mart.

Whiskey tasting

May 2020
(undated)
1.9 miles west
Taste 60 whiskeys and hear the band St. Paul & The Broken Bones at WhiskyX Chicago, with food trucks and restaurant food for sale at Revel Fulton Market for age 21+.

Fountain festival for families

May 2020
(undated)
1.1 miles south
Watch as Buckingham Fountain is turned on for the season during Switch on Summer, an event with giveaways, family-friendly activities, and live entertainment. Fee.

Greek parade

May 2020
(undated)
1.5 miles west
The annual Greek Independence Day Parade is on N. Halsted Street (from Randolph to Van Buren). Free.

Food trucks at the zoo

May 2020
(undated)
2.5 miles north
The Food Truck Social features dozens of trucks selling food and beverages, plus activities, DJ music, and an opportunity to wander Lincoln Park Zoo after hours.

Running music festival

May 2020
(undated)
2.7 miles south
Night Nation Run includes a pre-party with dance music, a 5K run/walk with a starting-line light show, party zones along the course, and an after party stage show with DJs and special effects at Soldier Field.

New art fair

May 2020
(undated)
4.2 miles SW
Based in London, The Other Art Fair “leads the way in uncovering and nurturing new and innovative creative talent” exhibiting works by 130 emerging artists at Mana Contemporary Chicago.

Art tour by trolley

May 2020
(undated)
5 miles NW
A ticket for the Trolley Tour includes boxed snacks and a guided tour by trolley of murals and outdoor art projects. Location varies by month.

Baseball pub crawl

May 2020
(undated)
5 miles north
Cover Your Bases is a baseball-themed pub crawl that includes 10 bars, beginning at Murphy’s Bleachers. You get a T-shirt printed with “bases” that you cover with stickers from the bars you visit.

Beer at the conservatory

May 2020
(undated)
5 miles west
Enjoy craft beer and food trucks at Beer under Glass indoors and outdoors at Garfield Park Conservatory.

Innovative theater

May 2020
(undated)
5 miles north
Physical Theater Festival includes four creative theater shows that tell stories physically and visually, workshops, and a Monday-night showcase of short theater at Stage 773.

Mexican children’s day

May 2020
(undated)
5 miles SW
Celebrate Mexican culture and family health at Día del Niño Family Festival. Begin at 10 a.m. walking around Harrison Park with children in superhero costumes, followed by games, art, health screenings, and fitness activities at the National Museum of Mexican Art. Free.

Nerdy comedy

May 2020
(undated)
5 miles north
If you love comedy about nerdy subjects like Star Trek, Dungeons and Dragons, Buffy the Vampire Slayer, and Jane Austen, then The Chicago Nerd Comedy Festival will keep you laughing at Stage 773.

Critics film festival

May 2020
(undated)
6 miles north
Billed as the first film festival to be created and curated entirely by film critics, Chicago Critics Film Festival is held at the Music Box Theatre.

Kite festival

May 2020
(undated)
6 miles north
Children can fly free paper kites, run around outdoors, get their faces painted, and do crafts at Chicago Kids and Kites Festival at Cricket Hill in Lincoln Park. Free.

Pop music party

May 2020
(undated)
7 miles north
Watch Europe’s pop singing competition live from Tel Aviv at Eurovision Song Contest Viewing Party at Dank Haus. Free, with beer and snacks for sale.

Arts festival

May 2020
(undated)
8 miles north
Pivot Arts Festival features dozens of innovative performances, including world premieres, in Edgewater and Uptown.

Riverside Arts Weekend

May 2020
(undated)
12 miles SW
Riverside Arts Weekend (RAW) has a juried arts fair with live music, a children’s corner, and a food court at Guthrie Park in Riverside. Free.

Meet the authors

May 2020
(undated)
13 miles north
Evanston Literary Festival includes dozens of author readings and workshops on its schedule. Free.

International festival

May 2020
(undated)
15 miles NW
Experience ethnic folk music and dance, exotic food, unique arts and crafts, international children’s games, beer tasting, a bazaar, and cultural exhibits at the Skokie Festival of Cultures in Oakton Park. Free.

Hard-core rock festival

May 2020
(undated)
15.4 miles SW
Chicago Open Air brings an all-star lineup of 40 rock & heavy metal artists to SeatGeek Stadium.

Ravinia music festival

May 2020
(undated)
23 miles north
See nationally known performers at Ravinia Festival, billed as America’s oldest outdoor music festival at Ravinia Park in Highland Park.

Beer festival

May 2020
(undated)
33 miles NW
A ticket to Ballpark Brew Fest includes 25 samples of beer (3 ounces) from 50 breweries, with food for sale at Schaumburg Boomers Stadium.

Rhubarb Festival

May 2020
(undated)
62 miles south
The Rhubarb Festival features rhubarb and strawberry pies and jams, a baking contest, kids’ games, and historic tours at Kankakee County Museum. Free entry.

Mother’s Day Brunch - zoo

May 2020
(undated)
2.5 miles north
Make a reservation for Mother’s Day brunch at the zoo.

Pilsen craft fair

May 2020
(undated)
3.5 miles SW
Shop from independent artisans at Renegade Craft Fair, with food trucks and craft cocktails for sale on Halsted Street (from W. 18th Street to S. Canalport Avenue). Free.

Block party

May 2020
(undated)
6.7 miles north
Mayfestiversary offers a full lineup of music, plenty of food trucks, a kids’ corner, and local beer on Ravenswood Avenue (from West Belle Plaine to West Cuyler Avenue). Donation.

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