So far, I’ve purchased three Groupon Getaways. I’ve gone on two trips and have the third planned for this fall. I took my first leap of faith with Groupon Getaways in January 2014. Randomly messaging my best friend Nico (who wrote an awesome article about improv for Chicago Cheap Ass recently!), I said, “There’s a… Continue reading I saved thousands of dollars by using Groupon Getaways
Author: Maddy Osman
Maddy is the founder of Chicago Cheap Ass. She loves to read, travel, cook, and play with her adorable dog Leonidas.
#CheapWeek: 5/4 – 5/10
5/4 – BMA and Maggiano’s This week was a busy one for me, especially as far as professional development goes. On Monday, I attended the Business Marketing Association (BMA)’s event “An Afternoon with the Stars” at 1871. I love 1871, because it’s such a cool community of entrepreneurs and startups. Just being there makes me… Continue reading #CheapWeek: 5/4 – 5/10
#CheapWeek: 4/27 – 5/3
4/27 – NYC Bagel and Soupbox Monday’s are hard. I like to make them better with delicious food. So I started my day at NYC Bagel Deli with a savory bagel and a copious amount of cream cheese for under $3. Although I brought a lunch, I decided I was past due for a visit to… Continue reading #CheapWeek: 4/27 – 5/3
Henry’s Swing Club Gave Me Free Food When I Wrote a Haiku about Balls
My love obsession with DMK’s Restaurants started almost a year ago. Right before the Chicago Marathon, DMK started their own “sorta” marathon to capitalize on the buzz and to advertise the opening of their new location – Henry’s Swing Club. The “sorta” marathon started at DMK’s original location, DMK Burger Bar in Lakeview. The idea was… Continue reading Henry’s Swing Club Gave Me Free Food When I Wrote a Haiku about Balls
#CheapWeek: 4/19 – 4/26
Sometimes I do some pretty cool things that don’t necessarily warrant an entire blog post. So, moving forward, #CheapWeek will be a review of the fun things I did and ate in Chicago the previous week. This is your insider’s guide to how a real “Cheap Ass” lives. 4/19 – Chef Week Kickoff Party People – embrace the… Continue reading #CheapWeek: 4/19 – 4/26
Your Guide to the Chicago Improv Scene
It’s an exciting time to catch an Improv show in Chicago! Check out our guide to the different shows in Chicago – some only available for a limited time. Of an especially limited nature is the Chicago Improv Festival – running this week through 4/26! Note: Some descriptions taken from respective websites. The Second City… Continue reading Your Guide to the Chicago Improv Scene
Top Ten: Cheap Chicago Tinder Dates
Many of my friends have been in situations where they’re planning a first Tinder date but are unsure of what to do. Keeping in mind that they might end up not even liking the person, it’s important to find cost-effective solutions to get to know someone. Cheap Chicago Tinder Dates Go to the beach. While going to the beach is limited to the… Continue reading Top Ten: Cheap Chicago Tinder Dates
Chicago Chef Week: Save or Splurge?
You can’t be a true Chicagoan without knowing the majesty of Chicago Restaurant Week. It’s a week full of excuses to eat at some of Chicago’s finest dining establishments with multiple-course prix-fixe menus that will set you back $22 for lunch, and $33 or $44 for dinner. First off… what the heck is Chicago Chef… Continue reading Chicago Chef Week: Save or Splurge?
Free Lollapalooza Tickets
The title is a little click-baity but it isn’t untrue. The secret to free Lollapalooza tickets is to VOLUNTEER at the music festival. Ok, you’ll have to pay a $10 application fee, and commit some time, but it’s a small price to pay for being a Lollapalooza insider (and not paying a hefty three day… Continue reading Free Lollapalooza Tickets
Free Food: 6 Chicago Email Newsletters to Follow
There are a lot of opportunities for free and cheap food in Chicago. An easy way to find out about these opportunities is by following Chicago Cheap Ass on Facebook for of-the-moment updates. You could also refer to this definitive guide of Chicago email newsletters to have free food delivered straight to your inbox. No… Continue reading Free Food: 6 Chicago Email Newsletters to Follow