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How People In Chicago Can Get Back Into Dating After A Breakup

Updated: Apr 7

A broken heart. Marble Wellness specializes in mental health services like break ups and relationships. Marble Wellness is located in Chicago and can see clients both in person or virtually.

Breakups are painful and scary, and dating can feel that way too. The good news is that there are ways to start easing into dating again that can make it less stressful. Exploring your emotions, setting expectations about your next relationships, and understanding your own levels of readiness can make the whole process easier, and maybe even fun.

A woman on a walk outdoors with her coffee looking upset and thinking. Marble Wellness offers therapy for break ups in Chicago, IL

Here are some general tips for people in Chicago who are looking to start dating again.

Let Yourself Feel Your Feelings

It’s normal to be emotional about breaking up; you don’t need to pretend you're ok when you're really not. Remember there’s no right or wrong way to grieve, and it’s okay to be vulnerable and sad for a while. If you don’t let yourself experience this part of a breakup, it’s going to come back for you later. Pushing your feelings down isn’t a permanent solution.

You can feel devastated, furious, depressed, or confused. Even if you want support from people like friends or a therapist, you can still experience all these emotions. They are a natural part of the process, and they will eventually get easier to deal with. You will get through it, but it’s important to let the grieving process take its course.

Try Dating As Exploration

Lots of people say that you should completely heal yourself before you get back on the dating scene. But that’s not always the best way. Grief isn’t a one-way train; it goes in cycles. It may be a long time before you’re completely okay. But Dating can be an important part of moving on.

And while you shouldn’t throw yourself head-first into dating after a breakup, if you want to get out there again there are ways to date that will help you move forward. Keep listening and checking in with yourself to see how you’re feeling. If dating feels bad, you probably need more time. But if it gives you hope or lets you think about the future, it may help. So go ahead and try dating again, but do it with intentionality and purpose to help you focus on yourself and what you want in a relationship. And don't get discouraged if your first few dates don't work out. This, too, is a process.

Notice And Understand The Signs That You’re ready To Start Dating Again

If you’re not ready, don’t push it. There’s no rush. But if you think you may be, assess how you know. Because while you don’t need to be 100%, you should at least hit your baseline of stability. Some signs of that might include:

  • You've taken steps to work with your feelings and you feel steady enough to try a new step.

  • You want to try again, but you don’t have hard and fast expectations that the new person is going to be your long-term relationship or your next future partner.

  • You feel excited to experience something new and different.

  • You have a good support system in place to help you through your new start.

Dating after a breakup can be difficult, but it helps to recognize that it’s meant to be fun and can help you figure out who you are and what you want. It's okay to feel overwhelmed, when you get started, but just remember to check in with yourself and set solid boundaries, and it can be a really healing experience.

A man looking out the window alone pondering thought. Marble Wellness is a counseling practice in Chicago, IL specializing in break ups and relationships as well as life transitions, anxiety, depression and more.

Also remember that having that support system is important. If your friends or family are available, let them help you get through this. Also consider seeking out a therapist. Dating can be an emotional experience at any stage, and it can be immensely helpful to have that extra layer of support where you can process all your feelings without fear of judgment.

Our therapists at Marble Wellness are here to help you recover from your breakup, and to support you if you want to get back into the Chicago dating scene. We do a lot of work with relationships and would be honored to walk beside you through this process. So if you live in or near Chicago and have gone through the massive life change of breaking up and starting to date again, please reach out to us and let us support and guide you into the next phase of your life.

Bubbles in the sun and one shaped like a heart. There is healing in a break up and Marble Wellness can help you heal and mend. Marble Wellness offers many mental health specialties.

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Marble Wellness is located in Chicago, IL and offers therapy for breakups, burnout, anxiety, depression and much more! Sessions can be done in person or virtually.  New clients welcome!

Additional Counseling Services at Marble Wellness in St. Louis, MO and Chicago, IL

Counseling services designed to help set you on a path of living a more fulfilled, calm, and happy life.

St. Louis

Our St. Louis team of therapists have a variety of training backgrounds and areas of expertise. We specialize in anxiety, depression, grief, chronic illness, therapy for men, couples, and maternal overwhelm. We can also help new moms with various postpartum concerns, moms in the thick of parenting, and moms with teens. We can also chat from wherever you are in the state with online therapy in Missouri and online therapy in Illinois. No matter where you are in your journey, we would love to support you.


Our Chicago team of therapists offer a wide range of mental health services to help our clients through the different challenges and hurdles in their life. In addition to anxiety, depression, grief, therapy for men, and maternal overwhelm, we are specialized in professional burnout, therapy for breakups, and love partnering with working moms.

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