About us
๐ Welcome to & Windy City Wanderers! ๐
Weโre so glad youโre here!
Whether youโre new to Chicago or a lifelong local, these sister groups are all about being a tourist in your own cityโdiscovering hidden gems, rich history, fun facts, and unforgettable experiences across Chicagoland. ๐บ๏ธโจ
Windy City Wanderers is the sister group to 1001 Things to See in Chicago Before You Die, and we host many joint events togetherโso youโll often see crossover adventures and shared outings. ๐ค
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๐ What to Expect
We host fun, social outings year-round (yes, even in winter โ๏ธ). Expect:
โข Walking tours & neighborhood explorations
โข Concerts, lectures & theater
โข Pop-up dinners, trivia & social nights
โข Museums, festivals & special events
Events take place throughout Chicago and nearby suburbs like Evanston, Oak Park, and Park Ridge.
๐ All events are CTA-accessible.
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๐ฌ Why Join?
โข Discover new places all over Chicagoland
โข Meet new people and make real connections
โข Enjoy an active, well-curated event calendar
โข Try the group FREE for 90 days
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๐ฐ Membership
โข 90-day free trial
โข Annual dues: $12/year after the trial
โข ๐ Host an event and your dues are waived!
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๐จ RSVP / No-Show Policy (Please Read)
To keep events fair and running smoothly:
โข A no-show without updating your RSVP = 1 strike
โข 3 strikes = a 3-month pause from events
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๐ค Stay Connected
๐ Facebook Page
https://www.facebook.com/profile.php?id=61576822533554
๐ฅ Facebook Group
https://www.facebook.com/groups/1571684466442303
๐ธ Instagram
https://www.instagram.com/1001thingstoseeinchicago/
๐ฌ๏ธ !001 Things to See in Chicago Before You Die Meetup (sister group)
https://www.meetup.com/windy-city-wanderers
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๐ก Have an idea for an event? Want to host or co-host?
Just message meโIโd love to hear from you!
Canโt wait to explore, wander, and discover Chicago together ๐
Cheers,
Giovina Romandine
Organizer, Windy City Wanderers ๐ฌ๏ธ๐ถโโ๏ธ๐ถโโ๏ธ
Upcoming events
24

๐ญ๐ถSunday Funday Showtunes Night @Sidetrack (not karaoke!)๐ญ
Sidetrack Video Bar, 3349 N Halsted St, Chicago, IL, US๐ญ๐ถโจ Sidetrack Sunday Show Tunes Night!! โจ๐ถ๐ญ
Itโs been FAR too long since weโve hit up Show Tunes Sunday at Sidetrack The Video Barโso letโs fix that! ๐๐ฅ๐๐บCelebrate the magic of musical theater at this legendary event, where the Main, Cherry, and North Bars transform into a high-energy showcase of your favorite songs and performances! ๐ค๐ฌ๐ผ Expect BIG singalongs, iconic moments, jazz hands galore ๐โจ, and an amazing crowd of theater lovers and the LGBTQ+ community! ๐โค๏ธ๐
๐ต The Show Tunes celebration is the main eventโperfect for belting out classics, channeling your inner diva ๐ ๐ค, and living your Broadway dreams! ๐๐ญ๐ถ
๐ What to Expect:
๐ซ This is not karaokeโbut itโs SUPER interactive! ๐๐ถ
๐ค The whole bar often sings along together ๐ต๐ฏโโ๏ธ๐ฏโโ๏ธ
๐งป Napkins flying in the air during certain songs ๐๐บ
๐ฅ High-energy, crowd-wide participation all night long!
๐ฅ Seriouslyโฆ itโs a BLAST! ๐๐
๐ Check it out: https://www.sidetrackchicago.com/๐ Meet-Up Details:
๐ Weโll meet at 5:15 PM just inside the main entrance ๐ช (not the outside entry area!)
โก๏ธ Then weโll grab a spot, hang out, and soak in the vibes! ๐น๐
โฐ Show Tunes starts at 3 PM, but weโll be joining after another event โณ๐ฅ Multiple groups will be joining us, so expect a fun, social, high-energy crowd! ๐ฅณ๐ฏโโ๏ธ๐ฏโโ๏ธ๐
๐น Why Sidetrack?
โจ Iconic LGBTQIA+ hotspot since 1982 ๐ณ๏ธโ๐
๐ฅ Massive video screens + themed rooms ๐ฌ๐ถ
๐ข 7 unique spaces + rooftop deck ๐๐
โ๏ธ Famous frozen cocktails ๐น๐ง
๐ช No cover = more fun! ๐๐ธ๐ธ๐ณ PAYMENT INFO ๐ณ๐ธ
Everyone is responsible for their own tab ๐งพ
โก๏ธ Order directly at the bar ๐ป๐น
โก๏ธ Cash ๐ต & credit ๐ณ accepted
๐ซ No group bills โ keeps things simple & easy ๐๐งฅ๐ ENTRY & BAG POLICY ๐๐งฅ
๐ All bags, purses, coats, and packages will be inspected prior to entry
๐ Bags and large purses must be checked into bag check (complimentary)
๐ฎ Sidetrack staff will determine which items must be checked
๐งฅ Guests may be asked to open large coats upon entrance
๐ Strongly recommended to check coats for your safety and security of your itemsโ ๏ธ NO-SHOW POLICY
๐ฌ 3 no-shows without updating your RSVP = 3-month event ban ๐ซ๐
โฐ Update your RSVP before the event start time โ (after that, message the host directly ๐ฒ)
๐ Check in with the host when you arrive ๐โโ๏ธ๐โโ๏ธ
๐ซ Continual no-shows = removal from the group โ
Letโs sing ๐ถ, dance ๐๐บ, laugh ๐, and make it a night to remember! ๐๐๐ฅ6 attendees
Past events
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