Chicago, the United States

Dating sites in Chicago, Illinois: check first, then sign up

Services listed for readers in the United States, plus practical tips for meeting people from Chicago safely.

Single in the US? Check first, then pick a service

Compare the services listed for the United States, see what each one costs to try and how to leave, then register where you feel comfortable.

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For adults only (18+). Services marked "Review in progress" have no rating yet. Some links are affiliate links.

Services listed for readers in the United States, near Chicago

These services are listed for the United States, not only for Chicago. Review status and prices can change, so read the details on each page.

ServiceTypeListed forStatus
EroticMadnessCasual and adult datingAU CA GB IE NZ US ZAReview in progress HOTVisit site Ad
KinkgrabCasual and adult datingAU CA GB IE NZ US ZAReview in progress HOTVisit site Ad
MybustybeautyCasual and adult datingAU CA GB IE NZ US ZAReview in progress HOTVisit site Ad
BangHisWifeCasual and adult datingAU CA GB IE NZ US ZAReview in progressVisit site Ad
Cindy MatchesDating (general)AU CA GB NZ US ZAReview in progressVisit site Ad
CougarspreyCasual and adult datingAU CA GB IE NZ US ZAReview in progressVisit site Ad

See all services listed for the United States

Meeting someone from Chicago: safer first dates

Public places

Pick somewhere busy and well lit, such as Millennium Park and Navy Pier. Avoid private addresses on a first meeting.

Areas people mention

Areas such as Lincoln Park, Wicker Park and the Loop are well known in Chicago. Choose one you know, so you can leave easily if you feel uneasy. Getting home is easier if you know the options, such as the L trains.

Before you go

Video chat first, tell a friend your plans and share your live location with them. Never send money to someone you have not met.

Spotting fake profiles

Be careful with profiles that rush to another app, ask for money or avoid a video call. Read the guide.

Four checks before you register

1. Who runs it

Look for a company name, country and contact address.

2. What it costs

Prices and trial terms should be visible before payment.

3. How to leave

Find the cancel steps and refund policy first.

4. Profile policy

Read what the terms say about fictional or automated profiles.

Open the full checklist

Questions about dating in Chicago

Are these dating sites available in Chicago?

The services below are listed for readers in the United States. We cannot confirm how many members each one has in Chicago, so check the site and its sign-up page before you pay.

Where is a good place for a first meeting in Chicago?

Choose a busy public place in daylight or early evening, for example Millennium Park and Navy Pier. Tell a friend where you are going and arrange your own way home.

How do I check a dating site before I register in Chicago?

Look for the company name and address, clear prices, the cancellation steps and what the terms say about profiles. Our checklist covers all of it.