Best VPN Chicago in 2021 – Servers Locations

There are hundreds of VPN providers with VPN servers in Chicago and the rest of the United States, so you are definitely spoiled for choice. This level of choice can be difficult. With so many VPNs to choose from, how do you know you’re using the best? This is where we come in.

At VPNSurfers, we have compiled a list of the very best Chicago VPN options, examining features such as privacy, security, and price, as well as the money-back guarantee. Keep reading for all of the information you need. Show more

The Best Chicago VPN

It’s time to look at the very best VPNs on the market.


VPN Service: ExpressVPN

Max Speed: 58000 Mbps
Type of IP offered: Dedicated
Simultaneous connections / Users: 5
Number of Netflix Libraries: 12
Information sharing: None
OS support: Android, ChromeOS, iOS, Linux, macOS, PlayStation 4, PlayStation 5, Windows
VPN on Macbook
  • proiconTons of payment options
  • proicon24-hour live chat suppot
  • proicon30-day money back guarantee
  • coniconMore expensive than competitors
  • coniconOnly 5 simultaneous connections
  • coniconNo servers in Russia


ExpressVPN is recognized as one of the best VPNs in Chicago for many reasons. Here are some of the great features of this product:

  • 3,000+ VPN servers in 94 countries (one server in Chicago)
  • In-built speed tests for the best VPN connection
  • Unlimited data usage with no speed restrictions
  • 256-bit encryption

ExpressVPN is one of the very few VPNs in Chicago that allow truly unlimited usage. This means endless access to streaming services, gaming, P2P servers, and much more. It has one server location in Chicago, and you can guarantee great internet speeds and a reliable connection when you use it.

There are many different ways to use this VPN service, including dedicated apps for Windows, Mac, Android, iOS, and Linux, with browser extensions for Chrome, Firefox, and Edge. You can have VPN access wherever you are and enjoy the highest encryption and security level available when browsing the internet. Don’t forget about the kill switch, split tunneling, and dedicated IP addresses.

Unlimited access to ExpressVPN costs just $8.32 per month on an annual plan or $12.95 monthly. It is a low-price VPN, affordable, and even comes with a 30-day money-back guarantee. The month-long refund policy means you can try Express VPN completely risk-free and decide for yourself whether you agree about it being one of the best VPNs in Chicago.

Price Starting At: 8.32 $ / monthly 99.95 $ / annually
For New Users: 30 days free trial + 30-day money-back guarantee
Number of servers: 3000+

VPN Service: Surfshark VPN

Max Speed: Unlimited
Type of IP offered: Shared
Simultaneous connections / Users: Unlimited
Number of Netflix Libraries: 15
Information sharing: None
OS support: Amazon Fire TV, Android, Android TV, ChromeOS, iOS, Linux, macOS, Windows
Macbook Pro VPN
  • proiconFull 15 Netflix Libraries
  • proiconTons of server locations
  • proiconGreat deal on 24 months
  • coniconNo Apple Pay Payment Option
  • coniconVery expensive monthly
  • coniconAllows P2P from all servers

Surfshark VPN

Surfshark deserves to be on the list of the best VPN services in Chicago because of its advanced features and competitive price. Here are some of the highlights:

  • 3,200 servers in 65+ countries (including one VPN server in Chicago)
  • Kill switch and a strict no-logs policy
  • Connect with an unlimited number of devices
  • AES-256-GCM encryption and secure protocols

Surfshark has an impressive list of VPN servers and locations, including a reliable server in Chicago. You can choose from many IP addresses in Chicago and connect in just seconds, thanks to an easy-to-use mobile and desktop app. You don’t need to pick and choose which device you use with Surfshark, as you can connect with as many as you like on the same plan.

Don’t worry about protecting your data or identity, either, as Surfshark has that covered. The 256-bit encryption offers the highest security level on any VPN server, and the kill switch will cut your internet connection should the server network drop out. Regardless of your location or traffic, you can enjoy the same level of great service and VPN access every time with Surfshark.

Surfshark costs $12.95 per month on a one-month contract or $6.59 on a 12-month plan. If you want to save the most money, a 2-year plan will cost you just $2.49 per month. Whichever you opt for, you are protected by a 30-day money-back guarantee.

Price Starting At: 1.85 $ / monthly 49.93 $ / annually
For New Users: 30 days free trial + No money-back guarantee
Number of servers: 1040+

VPN Service: NordVPN

Max Speed: 115000 Mbps
Type of IP offered: Dedicated
Simultaneous connections / Users: 6
Number of Netflix Libraries: 12
Information sharing: None
OS support: Android, iOS, Linux, macOS, Windows
Using VPN on Smartphone
  • proiconUltra-fast connection
  • proiconNo-logs policy
  • proicon5400 servers in 54 countries
  • coniconLimited payment options
  • coniconNo Split Tunneling on desktop
  • coniconOnly 6 simultaneous connection


NordVPN can provide you with IP addresses in Chicago or many other locations across the world. It’s one of the best-known services and comes packed with premium features, including:

  • 5,400 servers in 59 countries (two VPN servers in Chicago)
  • A dedicated IP address for 100% privacy
  • A kill switch and split tunneling support
  • 256-bit encryption and a no-logs policy

NordVPN is the perfect option for using a streaming service, as its super-fast network can handle high bandwidth activities and large data transfers. It is one of the few options with multiple VPN servers in the USA, with two to choose from in Chicago itself. This makes NordVPN a far better option for Chicago than other providers that didn’t make the list like PureVPN.

As well as the security features you would expect, NordVPN provides an extra layer of safety thanks to Double VPN; this works by changing your IP address twice and connecting you to two different servers. With NordVPN, your browsing remains completely anonymous and is backed by the companies strict no-data logging policy.

Not only does NordVPN have some of the best VPN servers in Chicago, but it’s also available on all operating systems, and it’s easy to create an account and get started.

The competitive prices start at just $3.71 over 2 years, but it’s also available on a monthly contract for $11.95. A 30-day money-back guarantee backs your purchase, and so you can get a refund from NordVPN if you are not entirely satisfied with its network or service.

Price Starting At: 3.15 $ / monthly 50.15 $ / annually
For New Users: 30 days free trial + 30-day money-back guarantee
Number of servers: 5400+
Table of content

Why Do I Need a VPN in Chicago?

There are many reasons why you might choose to hide your IP address and use a VPN service in Chicago.

A VPN with servers in Chicago is the perfect solution for many reasons. Keep reading to find out the criteria we use to assess VPNs and which brands made the shortlist.

Best Chicago VPNs

How to Choose a Chicago VPN

Here are just some of the criteria we use to assess VPN services:

Author Monique Ballard

Hi there! I'm Monique, and I am a writer at VPNSurfers. I live in New York, but I'm originally from Delware. I love traveling, but the US will always be home to me. I have more than 5 years of experience using VPNs, and I ha...
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VPNSurfers » Best VPN in 2021 by VPNSurfers » Best VPN Chicago in 2021 – Servers Locations
Last updated: October 4, 2021