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Wednesdays just got a little more interesting 👀 Let Timeleft’s personality algorithm match you with five strangers for an unforgettable dinner.


Dinner with Strangers 😅

Experience a unique dining event at Kama - Wicker Park with Timeleft. Get matched with strangers for lively dinners every Wednesday.

Group Dinner

✅ Before you go
• Dinners are every Wednesday in big cities all over the WORLD! 

💪 Pro tips
• Some restaurants might not be able to split the bill 6 ways, so bring cash to pay for dinner!
• Go in with an open mind and don’t over think it! My biggest tip is just to be curious + ask questions ❤️
• I felt safe the entire time but just a reminder to always keep track of your belongings/drink and before you head to the restaurant, tell a trusted friend what you’re doing + where you’re going!

Book a dinner with Timeleft 📍

I'm about to have dinner with five strangers so…

I can't remember the last time I made a friend

who wasn't from work or school, if ever??

I filled out their personality quiz and the day before they

sent a few hints about who would be at my table,

they sent the location of the restaurant,

But the Timeleft algorithm worked its magic because our

table hit it off immediately and the restaurant was fire.

I met such cool people and we had lots of spirited conversations,

but the app does have a game to break the ice if needed.

I kept forgetting to film because I was having so

much fun and didn't want to be on my phone.

After dinner, we wanted to keep the good vibes going

So luckily they do this thing called “The Last Drink,”

 the name of a bar within walking distance

where you can chill and meet up with more people who use the app.

This was the best Wednesday night I've had in a long time.

So next time someone tells me not to talk to strangers,

I'm gonna tell them to book a dinner with Timeleft.

Check out the Wendella Chicago Architecture tour on the river!

Chicago Architecture Tour

Enjoy a narrated Chicago architecture river tour with Wendella Tours & Cruises. Relax on the top deck and sip mimosas while taking in the city’s stunning skyline.

Ticket Booking

✅ Before you go

https://wendellaboats.com/pages/schedule-tickets?gad_source=1&gad_campaignid=16390982594&gclid=Cj0KCQjwlqTRBhCBARIsANrkrxj5_-E0leEfMUrrK7k_PKLiAk38tvDAXG_bX7VVfIS3sHeV82vklv4aAgOaEALw_wcB


💪 Pro tips

• Get there early to get a seat on the top deck

Book your tickets online 

Enjoy classic Chicago deep-dish pizza at Giordano’s, just a 10-minute walk from the Wendella Architecture Tour. A perfect spot to finish your sightseeing day!

Deep Dish Pizza

Giordano’s

and that's why it's a perfect time to be a tourist in your own city.

I'm taking you on the Wendella Chicago architectural tour.

This is the absolute perfect way to get out on the water,

and just appreciate Chicago's beautiful scenery and the

buildings that make up this beautiful city.

about the absolutely beautiful Chicago architecture,

and there's a bar on board that serves mimosas,

so I definitely had to grab one of those.

This scenic ninety-minute tour starts by Michigan Avenue,

and you get to just appreciate the unique architecture all along the river.

tourists by getting our Giordano's pizza.

This is the best way to get the family out of

the house and just enjoy a great day with them.

Here's your plan for exploring a museum, grabbing lunch, and enjoying a classic dessert in Little Italy.  
Watch the video 👇

Visit a new museum in Little Italy, make time to stop for lunch, and don’t miss out on dessert because it will be a must! 🍧

Midday Adventures in Little Italy

Visit the National Public Housing Museum in Little Italy to explore interactive exhibits and learn about the history and impact of public housing in Chicago and nationwide.

History Museum Visit

✅ Before you go
• If you decide to do their historic apartment tour, you should know they last around an hour and a half, so be sure to plan accordingly. 
• The museum is free, but they also accept donations. 
💪 Pro tips
• Be sure to hit all floors as there are interesting exhibits on all 3, including a rec room where you can play vinyls and learn about artists who lived in public housing. 🎧

National Public Housing Museum

Enjoy healthy and halal salads, sandwiches, bowls, and smoothies at The Bite in Little Italy—a great spot for a fresh, satisfying lunch.

Healthy Lunch

💪 Pro tips
• Not only do they have healthy food options, but they have halal options as well. 

The Bite

Beat the summer heat at Mario’s Italian Lemonade in Little Italy. Enjoy classic or limited-time flavors, like Strawberry Basil, at this beloved Chicago spot.

Italian Ice Dessert

✅ Before you go
• Because they are a Chicago staple, they can get pretty busy over the weekends so make sure to plan ahead. 
💪 Pro tips
• A fan favorite flavor, Strawberry Basil, is back but only for a limited time so visit sooner rather than later to try it! 

Mario’s Italian Lemonade 

Here are 3 places you should definitely visit the next time you're in Little Italy.

First is the National Public Housing Museum.

The museum is right in the middle of Taylor Street,

Wednesdays through Sundays from 10:00 a.m. to 5:00 p.m.

In addition to learning about the history of public housing,

interact with different installations within the museum.

They also offer historic apartment tours for $25 if you want the

opportunity to walk through three recreated apartments from the 1930s and 1970s.

and they also have smoothies and coffee if you're maybe not too hungry.

so you'll have to visit before summer ends.

Here's your plan for volunteering to make meals and refresh Chicago schools with ChiGivesBack. Watch the video 👇

Are you looking for a way to serve your community? Come volunteer with me and ChiGivesBack! 

From making meals for seniors to helping refresh Chicago schools, there are a few volunteer opportunities coming up and we’d love to see you there. 

Follow @ChiGivesBack on Instagram to learn more. 
https://www.chigivesback.com

Community Service For Everyone 💙 

Volunteer in Chicago with ChiGivesBack—prepare meals for seniors and help uplift local schools while making new friends!

Community Volunteering

Whether by yourself or with your friends (or work colleagues), we’re always looking for volunteers! You’ll make plenty of friends with us 💙 

✅ Before you go
Sign up for volunteer opportunities and newsletter here: https://www.chigivesback.com 

• Follow @ChiGivesBack for updates. 


Sign up to volunteer!

Come volunteer with me while we make meals for seniors.

Community service with ChiGivesBack is one of

my favorite ways to reset after a busy week.

and service that is actually helping somebody,

Consider this your sign to take a break from scrolling and

come volunteer with me and ChiGivesBack next time.

Here's your plan for a Pilates reformer workout at STRONG and a tasty meal or coffee nearby. Watch the video 👇

A reformer workout class at STRONG followed by lunch or coffee at a nearby cafe!



A Challenge 💪 + a Treat 🍽️

Take a 45-minute low-impact yet challenging reformer Pilates class with cardio intervals at STRONG Pilates Lakeview. Choose your machine and get a quick intro if you're new!

Pilates Fitness Class

✅ Before you go
- The workout: 45 minutes of low-impact Pilates-inspired resistance training, combined with strength blocks and high-intensity cardio intervals on our exclusive Rowformer or Bike.

💪 Pro tips
- You can choose beforehand if you'd like a reformer with a bike or a rowing machine.
- The instructor will walk you through the machine before class if it's your first time.

STRONG Pilates Lakeview

Enjoy hearty breakfast or lunch at Southport Grocery and Cafe, with daily rotating quiche and soup—perfect for post-workout nourishment or a cozy catch-up with friends.

Breakfast or Lunch

✅ Before you go
- Open every day 8 AM - 3 PM

💪 Pro tips
- They have both breakfast and lunch items!
- Their quiche and soup rotate daily.