Best Pick Up Bars in Chicago

Is there such a thing as a Chicago hookup bar?

Let’s be real. The Windy City is a metropolitan hub full of bars, clubs and restaurants for just about every taste. And just about every kind of woman.

If you are hitting Chicago looking specifically for pick up bars, there are a number of venues that draw in beautiful attractive women. We’ll look at some of the best hookup options in our mini guide below.

Of course, the most popular spots aren’t designed as ‘pick up bars’ or places for you to seek out sex. That would be pretty bad PR.

If you want to meet a genuine woman, as in — a girl who is not working the sex industry — then you better learn some subtlety if you want to have any success.

A Guide to Chicago’s Best Hookup Bars for Meeting Beautiful Women

Here are some of our choices for Chicago’s best pick up spots.

Let us know your favorites in the comments.

Le Bar
North Side 20 E Chestnut St Chicago, IL 60686

Phone: (312) 324-4000

Le Bar in Chicago
Le Bar in Chicago, pic source unknown.

There’s something inherently sexy about meeting in a hotel bar. If you’re looking to live out your Don Draper aspirations of picking up a local lady for a night of steamy passion, you can do worse than Le Bar in the Sofitel.

This venue is visually stunning with floor-to-ceiling windows, leather seating and modern fancy decor. It’s the perfect venue for a first date over drinks, but also for picking up ladies from out of town.

Cocktails are priced in the $14 to $16 range. It’s not cheap, but then neither is the standard of women you’ll find around here.

The bar is open every day from 3pm to 1am, and until 2am on weekends.

The Violet Hour
West Town, Wicker Park, 1520 N Damen Ave Chicago, IL 60622

Phone: (773) 252-1500

Violet Hour Bar in Chicago
Violet Hour Bar in Chicago, pic source unknown.

Like something straight out of the 1920s, this stylish bar is known as a ‘retreat’ from the outside Wicker Park and often attracts a sophisticated crowd.

The women here can be found sipping cocktails (of which, the house does a stunning job of making), and chatting in small groups after work.

This bar actively discourages use of cell phones, which adds to the friendly social vibe. Guests are encouraged to speak to each other instead of burying themselves in their screens.

There is also a policy of ‘proper attire’ and the stated rule: do not bring anybody to The Violet Hour that you wouldn’t bring to your mother’s house for Sunday dinner.

Yikes, we’re guessing that excludes most wannabe pick-up artists!

Play it cool, folks.

Liar’s Club
1665 W Fullerton Ave Chicago, IL 60614

Phone: (773) 665-1110

Liars Club in Chicago
Liar’s Club in Chicago, image via their FB page.

A significant departure from the sophistication of the bars above, Liar’s Club is a self-proclaimed dive bar that attracts a rowdy crowd in an intimate setting on W Fullerton.

The type of women you will be hooking up with here are laid back, down-to-earth and looking to have a good time.

It is alleged that the bar at Liar’s Club is haunted, which is certainly played up by the gothic interior and traditional dive bar look.

The week days tend to attract an ‘alternative’ crowd, whilst the weekends attract a slightly more mainstream bunch, including many women from out of town.

There’s a small dancefloor at the back which can get pretty hot and sweaty, plus an upstairs area that tends to be quieter and better for lounging. Not the easiest place to get to, but a great night out.

Green Door Tavern
678 N Orleans St Chicago, IL 60654

Phone: (312) 664-5496

Green Door Tavern in Chicago
Green Door Tavern in Chicago, image via their FB page.

It’s the oldest drinking establishment in all of Chicago, first opened in 1921 in a building that dates back even further to 1872.

Green Door Tavern has retained every bit of its charm and is now a vintage bar and restaurant that attracts a mixed crowd. The walls are littered with classic Windy City memorabilia.

Inside you will find a friendly atmosphere that fuses the local regulars with out-of-towners looking to sample a taste of authentic Chicago. If you are looking to hook up with a local lady, you’ll need to disarm with conversation and charm. This isn’t the place to strut your stuff on a dance-floor, or the crowd that will appreciate it!

What’s your favorite hookup bar in Chicago? Are there any venues where the women are noticeably beautiful and welcome to your advances?!

Have your say below.

Chicago’s Best Casinos: Win Big in Windy City

Looking to win big in the Windy City?

There are a number of excellent casinos within just an hour’s drive that house thousands of slot machines alongside poker, roulette, and a variety of popular table games. These venues can make for a great night out with the potential to come away richer… or poorer.

How’s your luck tonight? If you’re feeling lucky, check out our guide below to some of the best casinos in Illinois.

Important: While the following venues are fun; they can also be addictive.

Please gamble responsibly.

A Guide to Chicago’s Best Casinos and Gambling Venues

Grand Victoria Casino
250 S Grove Ave, Elgin, IL 60120, United States

Phone: +1 847-468-7000

Grand Victoria

This dockside riverboat casino is perfectly situated at the bank of Fox River in Chicago.  It has been operating for more than a decade now and has over a thousand gaming machines.

It has a noticeably Vegas-style theme, complete with all the razzmatazz you’d expect from one of the strip’s showcase venues. Inside you will find almost 30,000 square feet of gaming space and a venue that has received several honors in the Casino Players Magazine.

You can also enjoy their dining spaces with some excellent restaurants, or head out for some clubbing and end the night in style. For a good time, head to V Lounge or Power Point Balance.

Open daily from 8:30am until 6:30am.

Isle Casino Hotel
1777 Isle Pkwy, Bettendorf, IA 52722, United States

Phone: +1 563-265-6977

Isle casino Chicago

Just outside Illinois in neighboring Iowa, this high class casino hotel has over 500 deluxe rooms and is a popular destination for both gaming and gambling. They have table games, poker tournaments and the famous bad beat jackpot. There are over a thousand slot machines, and plenty of tables for blackjack, craps and roulette.

They also have three decent dining options to choose from – the Farraddays Steakhouse, Calypso’s and Tradewinds Marketplace. 

Isle Casino Hotel Bettendorf isn’t just a casino and gambling venue. It also attracts some big musical names with a regular schedule of live entertainment.

Majestic Star Casino
1 Buffington Harbor Dr, Gary, IN 46406, United States

Phone: +1 219-977-7777

Majestic Star Casino in Chicago

Majestic Star Casino is a six-storey gaming paradise located just 35 minutes away from downtown Chicago on the shore of Lake Michigan. It’s open 24/7, so no matter how late the hour, you can always find a way to pass the time at Majestic.

There are plenty of restaurant options for eating out if you get tired of the casino entertainment. The most popular spot is their steakhouse, deemed one of the ‘greatest taste sensations’ in all of Chicagoland. They also have the Passports Buffet, Wings N Things, Jackpot Java and the Noodle Bar. 

Blue Chip Hotel Casino
777 Blue Chip Dr, Michigan City, IN 46360, United States

Phone: +1 219-879-7711


Located in Michigan City, the Blue Chip Casino is a sprawling fantasyland for gaming and casino enthusiasts. The entire venue screams of Vegas, albeit one that is just a one hour drive from the heart of Chicago.

The rooms here start at just $90 per night. Although you might not spend much time in them given the casino has an incredible 65,000 square feet of gaming options housed on a single floor. Oh, and it’s open 24/7.

Some of their top gaming options include: B Connected, Slot Search, Penny Lane, Poker, various table games and a bunch of progressive jackpots where you can win big. 

Have you been to any of these Chicago casinos? Are there any we’ve missed that you’d like to recommend?

Let us know your experiences (and any winnings!) below. 😉

Welcome to the Chicago Sex Guide

Welcome to Red Light Chicago, your resource for all the hottest adult entertainment in the Windy City.

This will be our sexy sister site to Red Light Vegas, which was established in 2013 as a complete guide to adult services in Las Vegas and Nevada.

We will be bringing you the low down on the best adult venues in Chicago, the sexiest Chicago escorts, as well as where you can find the best sex shops in town.

If it’s a little too kinky for the Chicago Tribune, then you can count on us to go where other mainstream publications are too shy to set foot.

What is the Red Light Network?

We started out as an Australian portal showcasing the best adult services in Sydney and Melbourne.

This included everything from the top strip club deals in the area, to where to find legal brothels and erotic massage parlors, to a round-up of the best escort agencies offering private companions.

We quickly realised there was a demand for localised information on the sex industry, particularly from a source that could be trusted more than Backpage or Craigslist.

Truth is, on the classifieds and personals, you never really know what you’re replying to.

After spreading across Australia in to Brisbane, Perth, Canberra, Gold Coast and Adelaide; we then ventured abroad in to New Zealand and Ireland.

And now, here we are in the United States.

Why focus on Chicago and Vegas?

Vegas was an obvious choice. It is the aptly named Sin City and is surrounded by some of America’s most famous legal brothels.

We decided to expand in to Chicago because it’s one of the few major American cities lacking a comprehensive directory of adult services, as well as an updated guide to its red light district.

Something we aim to fix!

Important: It goes without saying that we cannot take responsibility for any services mentioned on this site.

We are not affiliated to any of the escort agencies, strip clubs or sex shops that we feature. Neither are we recommending that you should use or visit any of them. This site is put together for informational purposes only and is compiled using information that is widely available around the web.

It’s up to you to ensure you are following the local laws regarding any adult services in Chicago and Illinois that you intend to use.

With that said… Enjoy the site!

We hope you find it informative and somewhat eye-opening. 😉