Festivals near Highland Park, IL.

2026 Chicago Winter Tequila Tasting Festival (February 14) F

• Feb. 14 - Feb 14, 2026
• 1500 N Clybourn Ave - Chicago, IL USA

• Food / Wine / Beer
• Seasonal (Winter)

• $10 - $25
• $25 - $50
• $50 - $100

Special Perks from TastingFestivals.com HERE: https://www.eventbrite.com/e/2026-chicago-winter-tequila-tasting-festival-february-14-tickets-1319635598 ....

2026 Chicago St Patrick’s Day Bar Crawl Saturday All Access F

• Mar. 14 - Mar 14, 2026
• Downtown Chicago - , IL USA

• Holiday (St. Patrick's Day)

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-st-patricks-day-bar-crawl-saturday-all-access-tickets-13639383 ....

2026 Chicago Winter Whiskey Tasting Festival (January 24) F

• Jan. 24 - Jan 24, 2026
• 1500 N Clybourn Ave - Chicago, IL USA

• Food / Wine / Beer
• Holiday (Other)
• Seasonal (Winter)

• $10 - $25
• $25 - $50
• $50 - $100

Special Perks from TastingFestivals.com HERE: https://www.eventbrite.com/e/2026-chicago-winter-whiskey-tasting-festival-january-24-tickets-13017098020 ....

2026 Chicago Winter Whiskey Tasting Festival (January 24) F

• Jan. 24 - Jan 24, 2026
• 1500 N Clybourn Ave - Chicago, IL USA

• Nightlife
• Seasonal (Winter)

• $10 - $25
• $25 - $50
• $50 - $100

Special Perks from TastingFestivals.com HERE: https://www.eventbrite.com/e/2026-chicago-winter-whiskey-tasting-festival-january-24-tickets-13017098020 ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl Festivals

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - , IL USA

• Holiday (New Year's Eve)
• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494 ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl DJ

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl CT

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl MKE

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl OTL

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl AFH

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl SPW

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl TCT

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl NWI

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl YCG

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl CR

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl HP

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl TBR

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl THS

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl HCN

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl FT

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

2026 Chicago All Access New Years Eve (NYE) Bar Crawl TJT

• Dec. 31 - Jan 1, 2026
• Downtown Chicago - Chicago, IL USA

• Nightlife

• $1 - $10
• $10 - $25

Special Perks from HolidayBarCrawls.com HERE: https://www.eventbrite.com/e/2026-chicago-all-access-new-years-eve-nye-bar-crawl-tickets-1246134494819? ....

Adults Night Out: Holidaze at Lincoln Park Zoo

• Dec. 11 - Dec 11, 2025
• Lincoln Park Zoo - Chicago, IL USA

• $10 - $25

Don we now our ugly sweaters for Adults Night Out: Holidaze, an exclusive after-hours holiday party for the 21+ crowd. Be merry and bright without kid ....

The Holiday Hop

• Dec. 6 - Dec 6, 2025
• Old Town - Chicago, IL USA

• Food / Wine / Beer

• $10 - $25

Get ready to make merry at the 2nd annual Holiday Hop! This spirited event will bring together cheer, cocktails, and festive vibes to Chicago’s histor ....

Holiday Market: A Nowhere Collective Collaboration at Lincoln Park Zoo

• Dec. 2 - Dec 2, 2025
• Lincoln Park Zoo - Chicago, IL USA

• $10 - $25

At this whimsical marketplace, you’ll be able to browse upcycled and handcrafted wares like home goods, garden gear, art, fashion, bath and body items ....

That 90s Throwback Comedy Show at The Annoyance | Sundays in November

• Nov. 30 - Nov 30, 2025
• The Annoyance Theater - Chicago, IL USA

• $10 - $25

Calling all 90s kids! This show is for you. Each week Chicago’s hottest comedians share PowerPoints on their favorite 90s obsessions, while the audien ....