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Chicago Milf Hookup Spots

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Most cougars are ready for a relationship with a handsome stud, but you have to choose the one that best suits you and she has to feel comfortable with you and this doesn't matter where she lives. You have a choice of any cougar, but you would have to choose the one that catches your attention, is of the desired age group and someone you are attracted to. Most cougars are of ages 40 through 60. Depending on your age, you could also hook up with someone in their mid thirties. Many younger men seek to date cougars for a number of reasons. Some are quite genuine and don't do it for the money, but for the most part, the money is usually the first attraction. However there are times when the cougar and young stud may have an attraction.

Cougars who date men younger than they are will usually know they are hooking up with a 'cub.' In some cased, the younger man and older woman may only have a five or ten year difference, which isn't as noticeable, but the labels are still the same. For many, age is just a number and it really is not an issue once both parties are consensual adults. Check out our website at LonelyWifeHookups.com so you can peruse the directory listing of Cougar Bars and Clubs in the local area. If you are looking for a cougar or cub, you will definitely find them here.

Chicago Hookup Spots: The History

McFadden's Saloon opened its door in 1977 in New York City and then expanded to include the city of Chicago, Illinois. This cougar pub has always had a saloon effect with a little debauchery you would still find even today. This was definitely a 'cougar corner' where locals would find relaxing and a cool place to find younger men come through. Hangge-Uppe was one of the dive bars in Chicago that had a 80s dance party theme. They also had private room where patrons could hook up and have a conversation.

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Back in the 80s, Moe's Cantina was the place where cougars would meet as a group while looking to hook up with younger men. Moe's Cantina was located in Wrigleyville, which had more than one cougar bars on the street. However, Moe's Cantina was known as the cougar hookup spot by many locals. The bar was opened late and was always crowded.

It could be said that Excalibur Night Club is the spot where many tourist would stop and most of these tourists did not want to be discovered since most of them were older women looking for a good time. Excalibur was the ideal spot since it had a lot of hidden rooms and dark crevices for getting into a lot of trouble.

Cans Bar & Canteen was dubbed 'old school' by many of the locals because it offered classic movies, video games, pool tables and that old jukebox that became the only music that patrons could listen to. This bar was located in Wicker Park and was always eventful. It was considered a cougar bar that hosted special events that involved late nights beer, and a downright good time.

Chicago does have a cougar bar and club history. In the early years of the 20th century, the clubs in Chicago were in roughly three concentrated areas namely the North Side, the Loop and South Side. In both the 1920s and following year, hotels in the Loop housed many of the cougar bars and clubs, catering to an older crowd and featuring live entertainment, big bands and live broadcast on the radio. Some of the Loop hotels were Palmer House, Stevens Hotel and Sherman Hotel. Close to the Loop were cougar clubs like Blackhawk, Friar's and Chez Paree all of which also offered food service, beer and different cocktails.

The Green Mill opened up in 1907 and was located on the North Side and it is still opened today; one of the longest running establishment in Chicago's history. It was a cougar nightclub that has been running for a long time as is Hangge-Uppe. At the Green Mill, the older generation would be fine with live entertainment and so it was not unusual to watch performers like Joe E. Lewis, a singer and comedian as well as Ruth Etting who was a vocalist and celebrities like Billie Holiday. The Villa Venice played a lot of jazz music with live entertainment from the likes of Milt Hinton and was visited by an older crowd with single men coming in to see how they could make that hook up. Locals were able to be entertained with dinner packages and outdoor dancing at the Mangam's Chateau. This was part of the suburbs located in Lyons. The Martinique in the southwestern suburbs was cougar club that offered live entertainment and food service for locals in Evergreen Park.

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Best Time To Go Out

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Chicago is known for being the "Windy City." Depending on the season or time of the year, you can determine when to go out and what time to leave your home. For the most part, though, 9:30PM is a good time. You may want to leave your home earlier during the winter and a little later in the warmer months, but not as late as midnight unless you live nearby to the clubs. Check out the Chicago Cougar MILF Bars that we have compiled at LonelyWifeHookups.com and pay attention to the features of each club and bar. In so doing, you will be able to decide which one to visit.

Chicago Cougar Hookup Spots: Directory

At LonelyWifeHookups.com, we take pride in introducing our listings of Cougar Bars and Clubs, especially the ones that are the most popular in the local area of Chicago. We have conducted all the research for you and have found the best of the best. Check out the directory listing that we have put together below. Enjoy!

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The Wild Hare

Type
Cougar Bar
Space
Spacious bar
Crowd
Mature crowd
Address
2610 N. Halsted Street, Chicago IL 60614
Website
Any Notes
Wheelchair accessible, Parking available, affordable cover charge, private rooms
Brief Description
The Wild Hare is known as the reggae capital of the USA and this has been the case for almost 30 years. In the past, this bar was located just one block from Wrigley Field. The bar moved its location to 3610 Halsted Street in August 2012. You could expect to hear live reggae music now and then. That is the kind of crowd you would find there. The club also features international reggae artists as well as local and national artists with performances taking place from Tuesdays to Sundays at 9PM. If you want to enjoy the food, you should arrive early at around 6PM. The atmosphere is friendly and welcoming with an amazing vibe. The venue has three rooms, which are connected to each other and these include the Music Room, Front Bar and Lounge. Guests are allowed to move from one room to the next throughout the night. The bar also features private parties for small and large groups up to 200. The cover charge is affordable and it does vary. Sometimes, it is free and at other time, it is $10. It all depends on the specific night and the performing artist. Each evening, patrons can park indoors, but there is no valet service. Home Depot has a garage that charges only $5 for parking. However, you have to tell the parking attendance that you are going to Wild Hare. The bar is located close to many hotels downtown and is easily accessed by taxi or other public transportation such as bus or train line.
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The Green Mill

Type
Cougar Club
Space
Jazz club
Crowd
Mature Adults
Address
4802 N. Broadway Avenue, Chicago, IL 60640
Website
Any Notes
Wheelchair accessible, Parking available, credit card accepted
Brief Description
The Green Mill caters to patrons who love bling, money and jazz. It is one of the best bars in the area if you are looking to hang out with cougars. You will be able to listen to jazz music and have storage liquor while you scout the place. There are quite a lot of classy cougars in this bar at any given time. It is informally sophisticated, warm and a great place to hang out. It is distinctively comfortable to anyone who wants to just chill and be entertained with cool jazz music. You will definitely have a good time as you scout out the place to see which cougar catches your eyes. The Green Mill is elegant and wreaks sophistication in an informal setting. It glows with forty and fifty year olds as well as those in the 30 something. This establishment has class and authenticity. In 1986, Marc Smith performed the Poetry Slam.
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The Hangge- Uppe

Type
Cougar Nightclub
Space
Dive club
Crowd
Adult audience
Address
14 W Elm St, Chicago, IL 60610
Website
Any Notes
Wheelchair accessible, Credit card accepted, Parking available, Open until 4am Nightly, 5am on Saturdays
Brief Description
The Hangge-Uppe is a vibrant and lively club that is visited frequently by cougars. It is definitely a cougar club that you should consider. You can expect to find 40 and 50 year olds there. Be sure to tap your feet and dance because these cougars are not boring. Cougars come from all over the world to catch some of the handsome studs. This is the ideal club to break out into your new dance moves. Some of the best DJs in Chicago spin the most popular songs and hits, playing music from the 80s downstairs and different music upstairs. This is one of the clubs that open until late; as late as 4AM. You don't have to end your night early anymore.
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The Redhead Piano Bar

Type
Cougar Bar
Space
Small bar
Crowd
30 years old and up
Address
16 W Ontario St, Chicago, IL 60654
Website
Any Notes
Wheelchair accessible, credit card accepted, free parking
Brief Description
If you are seeking an upscale and sophisticated bar, the Redhead Piano Bar is the place. It is very important that you dress up to impress the cougars. This cougar bar is very strict about the proper dress code or you have to deal with the bouncers. This bar is tucked away in a basement space. It is located off Ontario Street. When you walk in, you will feel as if you are walking down memory lane. The room is dimly lit and the bar has a diverse crowd with lots of the older patrons. You should expect to find tables at the back of the bar to congregate in groups or individuals. The ideal thing is to be seated around the rectangular bar, which dominates the setting and allows you to meet all the best cougars in the bar as you enjoy sipping your cocktail and a cigar, if that's your style. The smoking area will always be comfy and heated for more than smoking. You can start your cougar conversations there.

Chicago Hookup Spots: Directory

At LonelyWifeHookups.com, we have simplified the process of finding the most prominent Cougar Spots Chicago and offering it to you and others. We have made it possible for you to just pick one or more of them from our list.

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Howl at the Moon

Type
Cougar Bar
Space
Large Cougar Bars, lounge, private area
Crowd
Adult audience
Address
26 W. Hubbard Street Chicago, IL 60654
Website
Any Notes
Free parking, wheelchair accessible, credit card accepted, live show
Brief Description
Howl at the Moon is one of the cougar bars that you would go if you are hunting an older woman. Each Thursday, this has a night specifically for cougars. If you miss this night, you would have missed a lot. You will definitely have a lot of competition since you will have a wide variety of cougars to choose from. In addition, there are an equal number of handsome studs for these women to compete for. You can host a party or corporate event at this establishment.
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The Lodge

Type
Cougar Club
Space
Large club
Crowd
Mature adults
Address
21 W. Division St. Chicago, IL 60610
Website
Any Notes
Available parking space, Wheelchair accessible, opened until 4AM every day except Saturday at 5AM
Brief Description
Opened in 1957, the Lodge is located on a strip where there are other nightclubs. This popular cougar club is where you find a flock of cougars on any given night. They are the creme of the crop. You won't have any time to waste. You should expect to go right into action. This is a historic building that has a retro vibe and so, it draws an older crowd who love to use the jukebox. This is one of the top cougar bars in the city of Chicago. The ladies are rich and professional and be easy in your hands, once you play your game right. The bar stays open late on Saturday nights.
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El Hefe

Type
Cougar Bar
Space
Sports bar and lounge area
Crowd
Mature Adults
Address
15 W Hubbard St., Chicago, Illinois
Website
Any Notes
Available parking, wheelchair accessibility, credit card accepted, bottle service, opened until 2AM every day except on Saturday at 3AM
Brief Description
If you want to have a cougar experience, then your choice should be El Hefe. This is a sports bar, which is upscale and classy. They have bottle service. In addition you can order tacos and tequila, if you want to have a ball. Expect to access their drink specials and amazing party setting. On weekends, the twenty, thirty and forty something crowd piles in. This is a great spot to hook up with older women and younger men. Be forewarned though that you may leave the bar covered in glitter and possibly champagne.
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Slippery Slope

Type
MILF Bar
Space
Dive bar
Crowd
Mature adults
Address
2357 N Milwaukee., Chicago, IL
Website
Any Notes
Wheelchair accessible, credit card accepted, free secured parking, Ski ball, dancing, cool place, great drinks, opens every day
Brief Description
Slippery Slope is located in Logan's Square. It has everything you need including the cougars that come there quite often. This dive bar is the appropriate spot if you are looking for a hook up with an older lady or younger guy. And it doesn't matter, if you just want to unload sexual tension or just hook up for a date and see where it goes. It is a welcoming spot, cozy and swanky with many options for that late night flirting.
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Federales

Type
Cougar Bar
Space
Full bar, taco joint and lounge
Crowd
Mature audience
Address
180 N Morgan, Chicago, IL 60607
Website
Any Notes
Wheelchair accessible, credit card accepted, available parking, opened until 2AM every day except on Saturday at 3AM
Brief Description
This place is a Taco joint during the day and an adult playground at night. Federales is the real deal, if you are looking for a hookup with a sugar mama. This bar is located in the River North are of Chicago. It is generally filled with people who are of the ages of 20 plus to forty plus. So the matchup is there. This is not one of the bars that you just drink, dance and leave for home. It is where you stay and get intoxicated as long as you got an equipped and sober driver. It is the place where meaningful conversations are started.
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The Bunny Slope

Type
Cougar Bar
Space
Full Bar and lounge
Crowd
Mature adults
Address
15 East Ohio St, Chicago, IL
Website
Any Notes
Wheelchair accessible, available parking, credit card accepted
Brief Description
Prepare to see more than twenty cougars in this cougar bar.The events held here are exclusive to cougars and the younger crowd to facilitate that ultimate hookup. You have to be invited to this bar lounge as it is not just opened to everyone in the public. It has a ski theme lounge, which is also quite inviting and welcoming for good conversations and hookups. The decor resembles an Aspen log cabin. The cocktail bar is inviting and after skiing, the place is visited by many ski professionals who are out to have a good time.
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The East Room

Type
Cougar Bar
Space
Hookup bar
Crowd
Mature adults
Address
Chicago, IL
Website
Any Notes
Wheelchair accessible, credit card accepted, free secured parking
Brief Description
The East Room cold be the choice for a one night stand, if you are from the hippy generation or hipster crowd. The DJS rock some really good music and dirty dancing, which you can indulge in on the dance floor. It is a welcoming hideaway that cougar women escape to get away from their bad marriages. The DJs concentrates on making the crowd comfortable and happy. The bar inventory is affordable and the setting is musically and intimately active.

More Night Life Action

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LonelyWifeHookups.com Has A List of Chicago Cougar Bars

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LonelyWifeHookups.com Has A List of Chicago Cougar Bars