loosewin,
Are you sure you live in Chicago? Neither Millennium Park nor Buckingham Fountain are in River North/Gold Coast (both in The Loop). Oh and it's the Viagra Triangle (for all the old rich guys using the drug), not Vagina Triangle! Haha okay, I'm just giving you a hard time. Most of what you wrote was pretty accurate, so nice job. But just to clarify for readers, while most places do close somewhat early (2am on Fridays, 3am on Saturdays), there are certainly enough late night spots ('til 4am and 5am, respectively) to let you party all night if that's what you wanna do.
I'm going to paste in what I wrote in another thread over a year ago, since that thread is now inactive. All of it is still relevant.
--------------------
"There have been some questions on Chicago. I live here in the Windy City, and can say that this city would not be an option for Amish based on the cold winter weather. However, it may be a good option for others, if at least for a visit, so here's the low down:
Chicago indeed has a high number of very attractive women - they come here from all over the country (and the world to some extent, though not as much as places like NYC or LA), so there's not any one specific Chicago girl look. It's very diverse. Blacks and Whites are about an equal number in the city (~35% each), Hispanics around 25%, and about 5% "Other". However, the city is also very segregated, so the distribution may not appear this diverse depending on where you are in the city. Most of the places a tourist would go, for example, are predominately white. So if you like good ole Midwestern girls with beer guts and loose panty elastic, there are plenty of those to be found. However, if you're like me (and most other guys on this forum by the sound of things) and have a strong affinity toward the Latinas, you're in luck. There are tons of them here, although the vast majority of them are Mexican which some guys like and others not so much. Personally as long as they're brown and hot I don't give a fuck, but maybe that's just me. There are also sizable pockets of Puerto Ricans, Guatemalans, and Ecuadorians. I've met a handful of Colombians and Peruvians, and maybe 1 or 2 Brazilians. So that's the broad run-down.
As for how easy it is to meet and bed these broads, that all depends on when and where you go. Here's a tip: don't come here in the winter. Yes people still go out and party, but the vibe just isn't the same. I've lived here for years yet I'm always amazed every single year when April/May hits and people are suddenly everywhere like ants. It's not a gradual transition - one day everything's cold and quiet, the next day it's Spring and everyone and their fucking mom is out shopping, eating and drinking on a patio, walking their dog, etc. The prime months to be here are June - September, although October is usually also very mild and fun. I often think that if Chicago could just repeat May - October constantly, and skip November - April, it would be the perfect city.
So where are you going to meet these lovely ladies? Stop one would be the beach. Yes yes, I know, they're not nearly as nice as California or Florida beaches, but they're not supposed to be. This is Chicago for christ's sake - a working, industrial city in the middle of the bland Midwest. But given that fact, the beaches are fucking great. And they happen to be just like Spring Break on any summer weekend. Jammed with people drinking, music blaring on the boombox, tossing the ball around, chasing tail, etc. This is a great day-game spot, but even besides that the entire Chicago lakefront is beautiful in the summer.
As for nightlife, forget about Wrigleyville if that's what you've heard about. Unless you want sloppy, pasty white Irish girls with fat legs wearing flip flops, don't go there. Lincoln Park is a college area where all the DePaul students hang out. It's pretty much all bars with a couple of small, not-that-great clubs. But if 19-year-old collegiate tail is your thing, go here. Wicker Park is the place for the more eccentric crowd - hipsters and the like - but is actually pretty mixed these days and has a good selection of both laid-back bars, chill lounges, and upbeat clubs. Then there's downtown which is where all the big clubs are, plus many different types of bars as well. People don't often say "downtown" here, but for simplicity's sake I'm using this term to encompass the areas known as The Loop, River North, and West Loop. These downtown areas are really the heart of the city's nightlife, where places draw a good crowd and are open late (on Saturdays at least). There are a couple clubs frequented almost exclusively by Latinas, and other regular clubs that have Latin nights. I've found these venues to be full of talent and a lot of fun. Spanish skills not needed, but some basic salsa/bachata skills can help a lot. They seem to really like white guys, but know in advance that you'll be one of the only white people there (for the record, I'm white but have a darker complexion and often get mistaken for Hispanic).
So here's the kicker: while there's a ton of female talent in Chicago, I don't think it's the best place to get a one-night stand. It is possible? Absolutely. Does it happen? Absolutely. But it's not as easy as other places I've visited. For example, in Montreal I met 2 girls (on separate nights) who had absolutely no problem leaving their friend alone at the club to come home with me. One of them handed off the keys and basically said "See ya tomorrow" to her friend. In Chicago, girls tend to go out in larger groups and really love sticking together. It's not too difficult to isolate one for an hour or two, but when the night comes to a close and it's time to leave, more often than not she'll make out with you some more, give you her number, and rejoin her friends. Many times this is because they've driven in together from the suburbs to party for the night. So not quite on par with Vegas for ease of the one-night stand, but getting numbers is a breeze. And once you've got that number, usually it only takes a couple of hang-outs to get them in the sack (if you play your cards right, of course). Chicago girls are very liberal for the most part.
I feel as though I'm leaving a lot out, and perhaps not doing the city justice, but it's late and this message is probably already too long as it is. Hopefully this has answered some questions. If others remain, ask away."
-Li'l Seezie
Are you sure you live in Chicago? Neither Millennium Park nor Buckingham Fountain are in River North/Gold Coast (both in The Loop). Oh and it's the Viagra Triangle (for all the old rich guys using the drug), not Vagina Triangle! Haha okay, I'm just giving you a hard time. Most of what you wrote was pretty accurate, so nice job. But just to clarify for readers, while most places do close somewhat early (2am on Fridays, 3am on Saturdays), there are certainly enough late night spots ('til 4am and 5am, respectively) to let you party all night if that's what you wanna do.
I'm going to paste in what I wrote in another thread over a year ago, since that thread is now inactive. All of it is still relevant.
--------------------
"There have been some questions on Chicago. I live here in the Windy City, and can say that this city would not be an option for Amish based on the cold winter weather. However, it may be a good option for others, if at least for a visit, so here's the low down:
Chicago indeed has a high number of very attractive women - they come here from all over the country (and the world to some extent, though not as much as places like NYC or LA), so there's not any one specific Chicago girl look. It's very diverse. Blacks and Whites are about an equal number in the city (~35% each), Hispanics around 25%, and about 5% "Other". However, the city is also very segregated, so the distribution may not appear this diverse depending on where you are in the city. Most of the places a tourist would go, for example, are predominately white. So if you like good ole Midwestern girls with beer guts and loose panty elastic, there are plenty of those to be found. However, if you're like me (and most other guys on this forum by the sound of things) and have a strong affinity toward the Latinas, you're in luck. There are tons of them here, although the vast majority of them are Mexican which some guys like and others not so much. Personally as long as they're brown and hot I don't give a fuck, but maybe that's just me. There are also sizable pockets of Puerto Ricans, Guatemalans, and Ecuadorians. I've met a handful of Colombians and Peruvians, and maybe 1 or 2 Brazilians. So that's the broad run-down.
As for how easy it is to meet and bed these broads, that all depends on when and where you go. Here's a tip: don't come here in the winter. Yes people still go out and party, but the vibe just isn't the same. I've lived here for years yet I'm always amazed every single year when April/May hits and people are suddenly everywhere like ants. It's not a gradual transition - one day everything's cold and quiet, the next day it's Spring and everyone and their fucking mom is out shopping, eating and drinking on a patio, walking their dog, etc. The prime months to be here are June - September, although October is usually also very mild and fun. I often think that if Chicago could just repeat May - October constantly, and skip November - April, it would be the perfect city.
So where are you going to meet these lovely ladies? Stop one would be the beach. Yes yes, I know, they're not nearly as nice as California or Florida beaches, but they're not supposed to be. This is Chicago for christ's sake - a working, industrial city in the middle of the bland Midwest. But given that fact, the beaches are fucking great. And they happen to be just like Spring Break on any summer weekend. Jammed with people drinking, music blaring on the boombox, tossing the ball around, chasing tail, etc. This is a great day-game spot, but even besides that the entire Chicago lakefront is beautiful in the summer.
As for nightlife, forget about Wrigleyville if that's what you've heard about. Unless you want sloppy, pasty white Irish girls with fat legs wearing flip flops, don't go there. Lincoln Park is a college area where all the DePaul students hang out. It's pretty much all bars with a couple of small, not-that-great clubs. But if 19-year-old collegiate tail is your thing, go here. Wicker Park is the place for the more eccentric crowd - hipsters and the like - but is actually pretty mixed these days and has a good selection of both laid-back bars, chill lounges, and upbeat clubs. Then there's downtown which is where all the big clubs are, plus many different types of bars as well. People don't often say "downtown" here, but for simplicity's sake I'm using this term to encompass the areas known as The Loop, River North, and West Loop. These downtown areas are really the heart of the city's nightlife, where places draw a good crowd and are open late (on Saturdays at least). There are a couple clubs frequented almost exclusively by Latinas, and other regular clubs that have Latin nights. I've found these venues to be full of talent and a lot of fun. Spanish skills not needed, but some basic salsa/bachata skills can help a lot. They seem to really like white guys, but know in advance that you'll be one of the only white people there (for the record, I'm white but have a darker complexion and often get mistaken for Hispanic).
So here's the kicker: while there's a ton of female talent in Chicago, I don't think it's the best place to get a one-night stand. It is possible? Absolutely. Does it happen? Absolutely. But it's not as easy as other places I've visited. For example, in Montreal I met 2 girls (on separate nights) who had absolutely no problem leaving their friend alone at the club to come home with me. One of them handed off the keys and basically said "See ya tomorrow" to her friend. In Chicago, girls tend to go out in larger groups and really love sticking together. It's not too difficult to isolate one for an hour or two, but when the night comes to a close and it's time to leave, more often than not she'll make out with you some more, give you her number, and rejoin her friends. Many times this is because they've driven in together from the suburbs to party for the night. So not quite on par with Vegas for ease of the one-night stand, but getting numbers is a breeze. And once you've got that number, usually it only takes a couple of hang-outs to get them in the sack (if you play your cards right, of course). Chicago girls are very liberal for the most part.
I feel as though I'm leaving a lot out, and perhaps not doing the city justice, but it's late and this message is probably already too long as it is. Hopefully this has answered some questions. If others remain, ask away."
-Li'l Seezie