Where To Meet Rich Men In Chicago

Chicago is an amazing city for singles looking to find a wealthy and successful partner. Some of the world’s largest companies have headquarters in Chicago, which attracts ambitious and seasoned professionals from around the world. Add in beautiful architecture, friendly people, and plenty of fun things to do, and Chicago makes for a pretty incredible place to live.

In such a big city, you might be wondering where to meet rich guys. Luckily, there are plenty of places in the Windy City where you could find your next relationship. We’ve rounded up some of the best places to meet rich men in Chicago.

Chicago cityscape (photo credit: Pixabay)

Best Places To Meet Rich Men In Chicago

There are so many great spots where you can meet rich men in Chicago. For women who are beautiful, talented, and friendly, attracting wealthy guys is simple. You’ll definitely have your pick of great matches in Chicago – if you know where to look.

People love to go out and be social in Chicago. The city is teeming with guys that are not only wealthy, but are also charming and fun. All you need to do is be in the right place at the right time. Here are some of our favorite spots to meet rich singles in Chicago.

1. Chicago Athletic Association

12 S. Michigan Avenue

The CAA is one of the best places in the city to meet affluent men. Built in 1893, it has a long history of attracting the city’s best.

One of the most popular restaurants at CAA is Cindy’s. It has stunning views of Millennium Park and serves delectable cocktails as well as plenty of fresh seafood.

If you’re looking for something a little moodier, you can head downstairs to the Cherry Circle Room. This restaurant is a great place to meet rich guys out on business dinners. Sleek 60’s era touches make this a place Don Draper would love.

For those looking to let loose, you can head to the Game Room. This is a great place to sip on a cocktail while challenging a cute guy to a game of pool. Alternatively, you can head to the Milk Bar for something more sophisticated. This cozy speakeasy serves some of the best cocktails in the city.

This entire hotel is teeming with wealthy singles. Even sitting in the hotel drawing room could lead to a chance encounter. The hotel has seven meeting spaces, and you’ll often find successful men hanging around after a conference.

2. The Aviary

955 W. Fulton Market

This acclaimed cocktail bar is located in the trendy Fulton Market district. Sophisticated singles flock to this area to enjoy its incredible restaurants and bars.

What makes the Aviary so exciting is its unique menu. They use ingredients you’ve likely never heard of before (with a price tag to match). This results in luxurious and mind-blowing libations you won’t forget anytime soon.

The vibe of this bar is sleek and modern to match its groundbreaking menu. Keep in mind that you’ll need to reserve a table ahead of time.

For an even more intimate evening, head downstairs to the Office. This hidden bar is inspired by a classic speakeasy, and they serve vintage cocktails to match.

3. Gibson’s Bar & Steakhouse

1028 N. Rush Street

Steakhouses are a great place to meet rich men. They’re chock full of business executives ready to make a deal, and they have a lively, social atmosphere where you can easily catch someone’s eye.

Gibson’s is arguably the most iconic steakhouse in Chicago. It’s located along Rush Street in the Gold Coast, which is a neighborhood known for wealth and luxury. This restaurant draws in local elites as well as wealthy business travelers.

This restaurant has been around since 1989, and still has an old-school power broker feel. The steaks aren’t cheap, but they also live up to the hype. To increase your chances of snagging a date, sit at the bar and order one of their classic cocktails with your meal.

4. Drumbar

201 E. Delaware Place

This hotel speakeasy draws an affluent, elegant crowd that’s ready to mingle. They are located on the 18th floor of the Raffaello Hotel, a swanky boutique hotel in Streeterville.

The ambiance here is very classy and romantic. It’s perfect for striking up a conversation with the dark and handsome stranger next to you. The drinks set the mood even further, with small batch spirits from some of the best distillers in the country.

If the weather is warm, you can head out to the rooftop bar and soak up some rays. There are beautiful views of downtown Chicago to set the mood for a great evening out.

5. RPM Steak

66 W. Kinzie Street

This is another flashy steakhouse that draws a high-end crowd. They are owned by reality show celebrities Bill and Giuliana Rancic and are based in the trendy River North neighborhood.

When you walk into RPM, you’ll be blown away by the atmosphere. Successful and powerful people abound, and you may even see the occasional celebrity.

After a few minutes, you’ll see why so many wealthy men love this restaurant. The service is incredible, and you’ll be able to choose between more than 15 cuts of delicious steak.

Unlike many other high-end restaurants, RPM Steak caters to large groups. This gives it a social atmosphere where you can flirt with the power broker at the next table.

6. Celeste

111 W. Hubbard Street

Hubbard Street is one of the best places in Chicago to enjoy some quality nightlife. Celeste is no exception. Whether you’d rather chat someone up in an intimate booth or get wild on the dance floor, this bar has something for you.

Celeste’s first floor is more casual, with TVs and a classic pub atmosphere. If you come in during the day, you might bump into Mr. Right catching the game or relaxing with friends.

The upstairs Deco Room is much swankier, with high-end cocktails and a high-end crowd to match. During the summer, you can also enjoy the sunshine on their elegant roof garden. If you come at the right time, you might even enjoy a live acoustic performance or a DJ set.

7. The Violet Hour

1520 N. Damen Ave

While many wealthy men like to spend their time downtown, there are a few swanky spots out of the Loop where you might spot them. One of these is the Violet Hour. This classic speakeasy is one of the hottest places to drink in Wicker Park.

When you walk in, you’ll immediately notice a classy crowd. The bar actually has some strict ‘house rules’ banning cell phone use and improper attire, letting you know this is an upscale affair.

The cocktails here are some of the best in the city. The cozy lounge setting naturally lends itself to a fun and flirty romance.

8. East Bank Club

500 N. Kingsbury Street

If you like to work out, try keeping your eyes peeled for a sexy man at the gym. The East Bank Club is one of the most exclusive gyms in Chicago. You’re sure to see plenty of guys here who are not only in great shape, but also have plenty of money to boot.

This members-only club has everything a fitness junkie could want. In addition to plenty of workout options, there’s also two outdoor pools and a sun deck. They also have a grill and juice bar. All of these are perfect places to socialize with other members and maybe even meet a great guy.

9. SoHo House Chicago

113 N. Green Street

This is the Chicago outpost of the world-famous members only club. The Soho House serves as a coworking space for creatives and entrepreneurs. Who knows, you might meet the founder of the next hot tech startup here.

The entire SoHo house is full of luxurious amenities. It’s no wonder so many of Chicago’s most successful young men love to hang out here.

There are three restaurants here that you can visit without a SoHo House membership – The Allis, Chicken Shop, and Fox Bar. With a membership, you’ll be able to access the full range of amenities. These include a rooftop pool, gym, spa, movie theater, and more. You can also visit as a guest of another member.

10. The Berkshire Room

15 E. Ohio Street

The Berkshire Room is located in the Acme Hotel in River North. This high-end lounge not only has great ambiance, but it also serves some of the best drinks in the city.

One of the things that makes the Berkshire Room so great is their custom cocktails. They’re called the Dealer’s Choice, and the bartenders will make you a one-of-a-kind drink based on your liquor preferences.

11. Cuvee Chicago

308 W. Erie Street

This nightclub is one of the best places in Chicago for celebrity sightings. It’s no surprise that the entire crowd here tends to lean on the wealthy side.

Open late, this is the perfect place to dance the night away. Choose from a menu full of high-end champagne as you enjoy sets from some of the best DJs in Chicago.

This club can get crowded quickly. It may be worth booking a table ahead of time to make the most of the night.

Chicago is a world-class city with so many amazing things to do. For single women, there are so many great places to meet rich men in Chicago.


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