If you are looking to meet an attractive BBW in Chicago, we can help! There are so many wonderful places to go and things to see in this gorgeous city. You will never be at a loss for inspiration in finding the curvy lady of your dreams.
Chicago BBW put the “chic” in Chicago. So all you have to do is find them, strike up a conversation and make a good impression. There are a lot of great spots for you to check out. From the South Loop to Evanston to the ‘burbs, you will always have somewhere to go.
But it’s also easy to waste a lot of time in the wrong places. Not to mention spend a lot of money in hangouts where your dream curvy lady doesn't even like to go. That’s where this handy list can help. Drop everything and head to these fantastic locations if you want to meet your BBW ASAP.
Where to Find a BBW in Chicago for You
There are so many opportunities to meet local BBW in Chicago that we had a hard time narrowing this list. The city is the largest in the Midwest so there are quite a lot of options. But before you go exploring on your own, start off with our list and you’ll soon find love in the windy city!
Kibbitznest is a great place to chill and bond with BBW in Chicago
@kibbitznestbooksbrewsandblarney
Even if it’s located in a touristy part of the city, Kibbitznest draws both locals and tourists alike. It’s what you can call a book bar ― a place where you can have a coffee or craft beer while browsing books, playing some board games or listening to funky retro music.
It’s a very charming and cozy place with a fun and friendly vibe. The great thing about Kibbitznest is that there is no Wi-Fi, which means you can sit, enjoy and have a real conversation with people! This bodes well for you, especially if you’re hoping to make a lasting impression on the single BBW in the room. The music is never too loud, so you can have a good conversation with the ladies and they can hear you loud and clear.
Kibbitznest is great for solo time too. So drop by if you just want to cozy up with a book and some strong coffee. Hopefully, a curvy cutie will strike up a conversation or pull up a chair to join you!
eHarmony is the best way to find a BBW in Chicago for relationships (click to try it now)
Guys who aren't just looking for a quick fling really have one great option: eHarmony. Of all the sites out there that claim to be able to really help you find a great BBW in Chicago, eHarmony is the only one that consistently delivers for a lot of guys, in our experience. Plus it's really easy to use, which makes it easy to see for yourself.
We have thought about why eHarmony works so well a lot, and it really comes down to how they make the BBW that use it feel comfortable. They only match women up with guys who are interested in what they have to offer, which is very different from most other sites. That means that they don't have to deal with all the negatives of being a woman who doesn't necessarily match up with more conventional ideas of what she should look like.
For guys, that means there are a LOT more BBW to choose from and they are WAY more likely to respond to your messages or even message you first. eHarmony has a bit of a longer signup process which discourages any women who just want attention or don't really intend to find a guy to meet. That leaves only women who are really motivated and are much less likely to waste your time.
We know the signup process is a little long but putting a little time in to try out their trial is almost guaranteed to pay off with better results.
You've probably already heard of eHarmony and with good reason. They are one of the largest and most trusted dating sites out there but they are especially good for meeting larger ladies in Chicago. Their matching system is actually really good and eHarmony delivers great results. More than half of all marriages that start online start on eHarmony. So you are really unlikely to get better results elsewhere (if you want a relationship).
You can check out their trial and see what we mean. Guys who haven't had much luck on other sites or are new to online dating are going to be especially happy with the results they see.
Pedal your way to a BBW’s heart at SoulCycle
@SoulCycleInc
Lots of BBW in Chicago can’t get enough of indoor cycling workout classes. Here at SoulCycle on W. Wacker Drive, they can sweat it out and push themselves to the limit while having fun.
Never tried indoor cycling before? No worries — you’ll easily learn the ropes and get the hang of it. In fact, you’ll quickly fall in love with this type of workout and the single BBW in your class. You also won’t be intimidated because it’s a friendly and welcoming environment. Just brace yourself for some competition. Cycling classes here are a big hit with the guys who also happen to be looking for their dream BBW.
We guarantee that you will feel better, energized and inspired than when you came in. Let the adrenaline take over as you pedal and sweat your way to a single BBW’s heart.
BBW Match Mate is fantastic if you are just looking for a quick hookup (and you can try them for free)
While eHarmony is great, it is more focused on long-term relationships instead of quick hookups. If you are taking a break from committed relationships or just don't have any desire to be in one, BBW Match Mate is going to make your life MUCH easier.
When it comes to these kinds of apps and sites, there are really only a couple of options worth considering; Tinder and BBW Match Mate. I'm sure you have heard of Tinder and you may have tried it out. It can be great if you are a very attractive guy or a typical woman. The best-looking guys get 90%+ of the matches, and guys who are not male models tend to have a very frustrating experience.
On the other side, BBW tend to avoid Tinder as well. It can be really hard on your self-esteem if you don't fit traditional images of beauty, and the guys using Tinder can be pretty cruel. As a result, a guy interested in meeting a BBW for some short-term fun is going to really struggle to find them.
BBW Match Mate (which has a free trial) really does a good job of enabling guys to connect with BBW. They have a huge active user base drawing from over 90 million members (they are part of AFF) and have been around for WAY longer than Tinder (since 2006). They are pretty much the top site for people, especially those over 30, who are looking for some fun with BBW.
If you are taking a break from long-term commitments or just want some short-term excitement, give them a shot.
Andy’s Jazz Club is for live jazz and lovely plus-size women
@andysjazzclub
Andy’s Jazz Club is one of the top destinations in Chicago for talented jazz musicians and serious jazz fans. Located at 11 E Hubbard Street, it attracts the elegant and sophisticated crowd who want to enjoy a night of delicious food and great music.
Expect top-caliber performances that cover a variety of styles and musical genres, from swing to fusion to pop. BBW in Chicago love to come here to watch their favorite jazz acts perform live in an intimate setting. Aside from the fantastic music, Andy’s also has a great selection of craft beers on tap and fancy cocktails. For a cover charge of just $10 to $15, you can already have a truly unforgettable night.
Jazz music, great dinner and a good drink, and maybe a sexy conversation with a single BBW? It doesn’t get better than that!
The Chopping Block will get you cooking something delicious with BBW in Chicago
@thechoppingblock
Nothing unites people more than food. So why not go one step further and learn how to cook a dish that you will be known for in dinner parties and impress any woman? With lessons ranging from helpful knife skills to making preserves to baking pies, you will be meeting like-minded BBW in Chicago who share your love for delicious eats.
Of course, once you’ve met your lovely lady, your culinary skills will earn you points when it comes to feeding her and entertaining her at home. With two locations in Chicago, one at Lincoln Square and one at Merchandise Mart, you can meet, charm and dine with some of Chicago’s finest ladies. Get ready to cook up a storm and captivate these ladies with your slicing and dicing skills. Your culinary skills might not be the only thing that you bring home!
Apps Dating Coaches Actually Recommend To Meet BBWs in Chicago
Whether you’re looking for a long-term relationship or something more casual, these BBW dating apps have you covered. In our experience, these are the best dating apps out there because they’re popular among BBW and they’re also convenient to use. You’d be missing out if you don’t give these a try!
Site Our Experience Our Rating Free Trial Link 
eHarmony Highlights Try eHarmony 
Experience Highlights Try BBW Match 
Experience Highlights Try AFF For Free
Enjoy an interactive dining experience with a Chicago BBW at Flat Top Grill
@FlatTopGrill
If dining is a sociable occasion for you, then Flat Top Grill is the perfect place to satisfy your appetite for flavors and friendly conversation. This Asian fusion restaurant offers a variety of options at the fresh food line. At this restaurant, you have the opportunity to build your own stir fry masterpiece.
Write your name on the little stick, choose whether you want rice, noodles or veggies, pick a sauce, and choose from any of the color-coded sticks to modify your stir-fry. Use this time to chat up a BBW. Ask her if you should add a shrimp skewer or go for the hot and sour soup.
If you feel there’s a connection, then get daring over dessert and ask her out on a date. She’s there at Flat Top Grill, so you already know what type of food she likes. That’s one less thing for you to worry about!
Pull up a seat and fall in love at M Lounge
@MLoungeChicago
When it’s a slow and laid back kind of night, BBW in this vibrant city usually head out to have a few drinks and listen to live music. The ladies head to the M Lounge at 1520 S Wabash Avenue to relax and unwind, and hopefully get to meet new single guys.
There’s live music every Tuesday and Wednesday night, perfect for people who want to release any midweek stress with some fine jazz and fine spirits. If non-alcoholic drinks are not part of your agenda, that’s cool too. M Lounge has delicious coffee drinks and non-alcoholic cocktails as well. Get ready to be impressed and your heart snatched away by a curvy cutie even on your first visit.
With its classy atmosphere, beautiful crowd and relaxing music, you can’t help but fall in love with the place and the BBW who frequent it!
Let the game of seduction begin at Debonair Social Club
@debonairsocialc
At Debonair Social Club, enjoy thumping music, drink, dine, dance and socialize with the best BBW in the city. You can hang out and dance on the main floor or head to the basement. These multilevel options for partying allow you to meet more ladies and dance to different kinds of music.
Fellas, if you like to meet women the old-fashioned way compared to just swiping on your phone, check out this club ASAP. Watch as Chicago’s BBW dance the night away and let go of their inhibitions for your delight! Seduce or be seduced – that’s the name of the game. If you don’t have your sights set on a special lady, don’t worry. You will find her before the night is over!
As for location, Debonair Social Club is strategically located near other bars and night spots. If you need a change of pace, you can always invite your new BBW friend to bar hop with you.
A simple grocery run can turn into something special at Trader Joe’s
@traderjoes.com
Yep, Trader Joe’s, you read that right. This place is brimming with promise and crawling with single Chicago BBW on any given day or night. You can pretty much know a BBW’s personality just by watching her shopping style. Find out what she likes and doesn’t like by the items she has in her cart. Hang out at the pasta aisle to see if she’s a red sauce or white sauce person. If you love cheese tortellini and she happens to reach for the same box, that’s a sign from the universe!
Do you see a BBW in the frozen food aisle or alcohol corner? Chances are she does not have time to cook or anyone special to cook for. So she really likes quick dinners with a glass of wine.
Show a BBW your romantic side but nothing overboard. Trader Joe’s has a great selection of flowers, so pick out a bunch and present it to her with a shy smile and a compliment. She won’t be able to resist the gesture, unless she has a heart of stone! (Don’t forget to pay for the flowers first.)
Take your pick at Pearl’s Place
@pearlsplacerestaurant
If you’re not a night owl and prefer to look for love in the light of day, check out Pearl’s Place on South Michigan Avenue. You’ll find lots of luscious ladies who love Southern fried cooking enjoying the soul food buffet. This is where they go to satisfy their fried chicken or catfish cravings.
Since it’s a buffet, it’s not for people who are counting their calorie content with every mouthful. It’s for those with an appetite – for food, life, love and laughter. So if you plan on finding your soulmate while enjoying your favorite comfort food, you can end your search at Pearl’s. Come with an appetite and you will walk out feeling full and one step closer to being with your dream BBW in Chicago!
The map and dating guide for meeting Chicago BBW
If you want to really get the best results with BBW you need to try out several different places. There are a lot of great recommendations above but you need to be efficient with your time. Plan it out so you can try several different options in one day to see what's working best that night:
For other great spots to meet BBW try these other options:
