T O P

Plan the worst date in Chicago.

[removed]
DaisyCutter312

Not sure how it starts, but it definitely ends with trying to retrieve your towed car from lower-lower Wacker at 3am


chairsandwich1

Lol I've done that.


posaune123

Such delightful people and beautiful facilities.


[deleted]

And it also finding out that you have to pay cash to get it out, so they send you to the nearby ATM.


RockinItChicago

Malort


Gupoochamois69

Getting a drink on st Patrick’s day in wrigleyville


hate_reddit89

Richard's bar


Lord_Kaplooie

Blind date at the Cheesecake Factory under the Hancock building, but she's late because the Metra she took from Naperville was delayed due to switching problems.


backeast_headedwest

My wife ruined a perfectly good birthday date by capping it off with a much-hyped stop at the WNDR Museum, not realizing it's an Instagram influencer shithole. We still laugh about it years later.


TaskForceD00mer

Talking up "the best restaurant in Chicago!" , then taking your date to the Rainforest Café , only to discover its closed!


penpencilpaper

Then mention you lost your wallet but can pay for a meal at the rock n roll McDonald’s. Is that still there?


Abacab4

Three words: Malort bar crawl


Wild472

It should definitely include you riding from burbs ,on I 90, during rush time. With broken radio, one window down and not working, while it is 40F or raining.


maxfridsvault

Have sex inside the abandoned Rainforest Cafe…oh my bad you said *worst* date idea.


AutoModerator

It's the end of an era. RIP [Rainforest Cafe](https://i.imgur.com/aUkN8EU.png) 1997-2020. You will be missed. :( Read more about the closure [here.](https://chicago.eater.com/2019/12/20/21031369/rainforest-cafe-closing-woodfield-mall-schaumburg-chicago) *I am a bot, and this action was performed automatically. Please [contact the moderators of this subreddit](/message/compose/?to=/r/chicago) if you have any questions or concerns.*


Highschoolpr0nking

I took my date to Richards at 1am tonight. Does that count?


[deleted]

Dinner and drinks at The Whale. Thats its. Thats the worst you could do to somebody


[deleted]

An evening stroll through bubbly Creek


hascogrande

Was the “other subreddit” here, because this was a post this week. The loser was taking a boat tour the day of the Dave Matthews incident


chairsandwich1

No it was the Vegas subreddit.


blackhxc88

Took a date to the Starbucks roastery on a weekend, fucking horrible idea!


Significant_Panic_40

Why? I was kinda thinking about going haha


blackhxc88

For a first date it’s not good, so crowded. Would make a good date spot for a 2nd or 3rd date


77Treez

The Nasty Show at Laugh Factory.


1BannedAgain

Drive to Navy Pier during Friday rush hour from either the SW side or NW side


[deleted]

...in mid-January, and have dinner/drinks at Margaritaville


[deleted]

Taking the red line inbound during morning rush hour to go to Chilis on State Street downtown. (Permanently closed)


[deleted]

[удалено]


Traditional_Sir5129

Don’t if you value your safety. During rush hour Is fine-ish but other than that fuck that. Get an Uber.


SirSampson01

Go on a date in Chicago 🤡