Chicago is my form of city.

And apparently, a whole lot of software program firms really feel the identical approach. Chicago is residence to more than 6,000 tech companies, and almost 400 startups have been based within the metropolis over the past 5 years. 

San Francisco was the recent spot for tech. However in recent times, firms have quickly fled from California to ascertain headquarters in different main cities, equivalent to New York Metropolis, Austin, and – you guessed it – Chicago. 

However whereas Silicon Valley’s recognition is waning, Chicago’s tech firms are thriving. In 2021, 9 Chicago startups achieved “unicorn” standing, reaching a valuation of at the least $1 billion (humble brag: G2 is one of those unicorns!). 

Chicago is perhaps thought-about the “Second Metropolis”, however it’s nicely on its technique to being primary in tech.

Prime 10 software program firms in Chicago

Many main firms are situated in Chicago, together with Boeing, McDonald’s, Kraft Heinz, and United Airways. With massive gamers like that planting their roots within the Midwest, it’s no shock that progressive expertise firms are flocking to The Windy Metropolis. 

And if you happen to’re questioning what precisely makes Chicago enticing to main tech firms, you’re not the one one. A couple of theories search to elucidate this. 

First, the price of dwelling in Chicago is considerably decrease in comparison with main cities on the east and west coasts. This implies decrease overhead prices for firms and a comparatively extra snug way of life for workers. Second, Illinois is the third-largest producer of computer science degrees in the US. These graduates then flock to Chicago for software program engineering and improvement jobs.

And third, many individuals imagine that Chicago’s enchantment can merely be attributed to the robust work ethic that Midwesterners are identified for. However regardless of the purpose, there’s little doubt that Chicago’s tech trade is on the rise – from fintech and healthcare to e-commerce and data expertise (IT).

Prime tech firms in Chicago

  • DealRoom
  • In style Pays
  • Printavo
  • Syndigo
  • Rytr
  • Smokeball
  • Keeper Safety
  • FourKites
  • Sprout Social
  • project44

As Frank Sinatra sang, “Chicago is looking me residence”. Now it’s time to see which tech firms share Previous Blue Eyes’ sentiment. We recognized the highest software program as a service (SaaS) firms in Chicago, based mostly on our personal inner information. 

G2 scores merchandise and distributors based mostly on numerous elements, equivalent to opinions from our consumer neighborhood and information aggregated from on-line sources and social networks. Study extra about G2’s Research Scoring Methodologies.

*Some consumer opinions could have been edited for readability.

10. DealRoom

DealRoom is a due diligence administration platform that centralizes transaction information and diligence requests – with out unsecured spreadsheet trackers and e mail threads. The platform’s safe digital information room and mission administration instruments assist firms scale back due diligence time by 25-40%.

“I actually like the flexibleness of choices and configuration that is afforded by the DealRoom platform. DealRoom can set document-specific permissions and help back-and-forth documented feedback. I additionally appreciated the power to specific relationships between paperwork; for instance, parent-child and/or parallel relationships.”


DealRoom Review, Ammar R.

With DealRoom, firms can carry out all due diligence duties on one safe, complete platform. DealRoom helps streamline communication and gives highly effective mission information analytics that’s not accessible when standalone rooms are used. DealRoom additionally options machine studying that mitigates repetitive duties.

DealRoom at a look

  • Class: M&A Platforms
  • Web site: dealroom.web
  • Based: 2012
  • Section: Small enterprise (1-50 staff)

9. In style Pays

Popular Pays is an influencer advertising and marketing platform that connects companies with content material creators. The platform helps manufacturers run campaigns with its complete dashboard that delivers direct communication and highly effective analytics.

“I have been on In style Pays since 2013, and I am consistently impressed. I like the user-friendliness and design of the app, fast responses from the In style Pays staff and model companions, and the entry to superb campaigns and long-term partnerships I’ve shaped. It’s really top-of-the-line influencer platforms accessible.”


Popular Pays Review, Nesrin D.

In style Pays contains a community of greater than 85,000 creators that make content material on any channel. Manufacturers can faucet into In style Pays’s staff of strategists to simply kickstart their influencer advertising and marketing campaigns and help progress.

In style Pays at a look

8. Printavo

Printavo is utilized by display screen printers, embroiderers, signal producers, and digital printers to handle their on-line outlets. The platform helps manufacturers handle job schedules, art work approval, quoting, analytics, and funds effectively.

“Printavo actually modified the way in which our retailer labored. Earlier than, our staff was undecided what to work on subsequent, what was due, and when and the place the whole lot was. Now, I can ship quotes to prospects in a short time and even ship them a textual content message. It has additionally been helpful to gather funds quicker by textual content message.”


Printavo Review, Eric Y.

Printavo helps outlets handle their workflows and improve gross sales by enhancing communication. Printavo additionally makes use of automation to reinforce processes. Retailers of all sizes depend on Printavo’s strong platform to prepare inner processes and successfully develop and scale their companies. 

7. Syndigo

Syndigo is a product info administration (PIM) system that helps manufacturers drive real-time worth by way of a linked commerce ecosystem. The great platform options omnichannel capabilities to assist retailers and distributors make educated selections and improve gross sales. 

“That is the primary time our group has a one-stop-shop instrument that not solely integrates customary webpage content material, but additionally offers us the power to create enhanced content material, handle our information accuracy, and collect insights on how our merchandise are acting on accomplice web sites. The migration from our earlier suppliers to the Syndigo platform was extraordinarily well-supported by numerous members of the Syndigo staff. The coaching went very nicely and we’re arrange for achievement within the coming months!”


Syndigo Review, Tammi H.

Syndigo repeatedly optimizes and empowers manufacturers to win at each shelf. Retailers can management all content material and information flows and leverage Syndigo’s international two-sided community to harness information progress. Syndigo is really an end-to-end resolution for retailers’ digital belongings and product content material.

6. Rytr

Rytr is a man-made intelligence (AI) writing assistant that may routinely generate catchy, high-converting content material inside seconds. Rytr creates unique copy for numerous functions, together with emails, blogs, advertisements, and social media. 

“Rytr has turn into a staple with a number of of my writing tasks and duties. I discover myself consistently utilizing it to put in writing weblog intros, part headers, emails, video descriptions, and plenty of extra. If you’re doing writing of any variety, you’ll positively take pleasure in this instrument. Rytr even has a Chrome extension so you should utilize it inside any textual content editor, equivalent to SurferSEO and WriterZen.”


Rytr Review, Nathan C.

Rytr options completely different templates to cowl all your writing wants. The platform’s rich-text editor will help you right grammar errors, examine for plagiarism, and polish your concepts. You may also select from greater than 30 languages and over 20 tones of voice, guaranteeing you specific the best feelings and have interaction along with your goal audiences.

Rytr at a look

  • Class: AI Writing Assistants
  • Web site:
  • Based: 2021
  • Section: Small enterprise (1-50 staff)
  • G2 Badge: Prime 50 Workplace Merchandise, Finest Software program Awards 2022

5. Smokeball 

Smokeball is a cloud-based authorized apply administration software program that helps improve corporations’ profitability and productiveness by routinely recording time – whether or not you invoice hourly, with fastened charges, or on contingency. 

“Smokeball has a really intuitive interface with an easy-to-use search instrument, which retains our agency’s info on the tip of our fingers. Smokeball has been an superior cloud storage file system that’s simple to make use of and customise. The varieties are additionally an enormous plus, and at last, the leads have added a brand new dimension to our apply.”


Smokeball Review, Roberto C. L.

One among Smokeball’s biggest options is its capability to trace attorneys’ time. With Microsoft Phrase and Outlook integrations, Smokeball can routinely monitor exercise to enhance effectivity in day by day duties. Smokeball’s mission is to assist attorneys obtain much less stress and extra success.

4. Keeper Safety

Keeper Security is a password safety and administration platform that helps companies and people mitigate information breach dangers. The platform generates high-strength passwords, retains delicate recordsdata in an encrypted digital vault, and securely shares information with groups.

“I’ve been utilizing Keeper Safety’s password supervisor for greater than 5 months due to my 50+ accounts throughout many platforms. And the perfect factor is that it offers me the safety I want – particularly, the telephone utility is much better than another utility I’ve used.”


Keeper Security Review, Gazi Shakibul Islam

Keeper Safety is constructed with a zero-knowledge safety structure; subsequently, all encryption and decryption are finished domestically on the consumer’s machine. With Keeper Safety, customers can retailer, share, and handle their passwords, login credentials, financial institution accounts, and bank card info.

Keeper Safety at a look

  • Class: Password Manager Software
  • Web site:
  • Based: 2011
  • Section: Mid-market (51-1,000 staff)
  • G2 Badge: Chief, Winter 2022

3. FourKites

FourKites is a provide chain visibility software program that mixes real-time information and machine studying to assist companies digitize their provide chains. Corporations depend on FourKites to assist improve productiveness, streamline provide chain processes, and improve on-time supply charges and buyer satisfaction.

“Our customer support groups save important time figuring out cargo standing by avoiding having to first look in our ERP for shipments numbers, buyer buy orders, half numbers, or gross sales orders to see the cargo standing. Long run, we’ll ship the monitoring hyperlinks on to our prospects to allow them to monitor their very own shipments and keep away from having to contact customer support altogether.”


FourKites Review, Jon Okay.

With FourKites, companies can make the most of multimodal protection, together with truck, rail, ocean, and parcel. FourKites is a real-time visibility platform that identifies traits so you may keep away from pointless fines related to detention and late rescheduling. 

2. Sprout Social

Sprout Social is a social administration platform that allows manufacturers to take their social media technique to the subsequent degree. With Sprout Social, you may join along with your viewers, streamline workflows, collaborate in actual time, and uncover significant information about your social channels. 

“There’s not a characteristic I do not LOVE about Sprout Social! Because the social media panorama continues to evolve, Sprout Social is all the time forward of the pack in the case of offering trendy entrepreneurs with strategic options for all sides of social media advertising and marketing. This consists of the whole lot from subtle content material scheduling and dialog administration instruments to strong reporting and social listening options.”


Sprout Social Review, Courtney H.

Social media professionals select Sprout Social for its easy-to-use platform that’s not solely intuitive however highly effective sufficient to help massive enterprises. Sprout Social options the whole lot wanted for social media administration, together with publishing, engagement, analytics, opinions, social commerce, and social listening instruments. 

Sprout Social at a look

  • Class: Social Media Suites
  • Web site:
  • Based: 2010
  • Section: Mid-market (51-1,000 staff)
  • G2 Badge: Highest Consumer Adoption, Enterprise, Winter 2022

1. project44

project44 is a complicated visibility platform utilized by shippers and logistics service suppliers. The platform gives vital cargo info, helps manufacturers automate guide processes, and reshapes the supply expertise for patrons. 

“project44 has helped our purchasers acquire full visibility of their ocean containers. We love the consumer interface – it’s tremendous simple to make use of, customizable, and intuitive. Onboarding new purchasers is straightforward, and the tech staff has been tremendous useful with our integration. The tile dashboards have been useful for drilling into port information and shortly prioritizing containers that want motion.”


project44 Review, Mike M.

You should use project44 to handle your shipments and monitor your stock’s precise location at each step of the journey. You may even collaborate along with your provide chain companions through a shared interface to optimize operations. project44 helps shippers and logistics service suppliers improve predictability and construct belief with their companions and prospects.

Candy residence Chicago

Candy residence to main tech firms and startups, that’s. Chicago is without doubt one of the largest tech hubs within the nation, with a plethora of software program startups, incubators, and accelerators. 

There’s little doubt that Chicago’s expertise and software program improvement trade is powerful. It’s secure to say that entrepreneurs, software program options firms, and different tech startups will proceed to flock to Illinois. 

So one query stays: Who would be the subsequent massive expertise firm to desert the Pacific Coast for the shores of Lake Michigan?   

G2 is the world’s largest, most trusted B2B software program market. Curious about turning your G2 profile information right into a supply of credibility and gross sales? Book a meeting with a G2 skilled right this moment.