• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Tech

8 Chicago startups to watch

Michal Lev-Ram
By
Michal Lev-Ram
Michal Lev-Ram
Special Correspondent
Down Arrow Button Icon
Michal Lev-Ram
By
Michal Lev-Ram
Michal Lev-Ram
Special Correspondent
Down Arrow Button Icon
March 18, 2015, 4:29 PM ET

There’s no shortage of cities vying to be the next Silicon Valley, and over the last few years Chicago has made it clear that it too is throwing its hat into the ring.

Investors like venture capital firm New Enterprise Associates have taken notice, pouring money into companies like social media management tool Sprout Social (the VC firm was also an early investor in the region’s most well-known startup, Groupon). Entrepreneurs Brad Keywell, recently profiled in Fortune, and his partner Eric Lefkofsky, who co-founded Groupon along with former CEO Andrew Mason, are also investing in Chicago-area companies—their local venture capital firm Lightbank has funded 91 startups, about a third of which are based in the Windy City.

Buoyed by private and public investments in incubators like 1871, Chicago’s entrepreneurs have more resources than ever before (Mayor Rahm Emanuel, up for a runoff election on April 7, has made the city’s technological prowess a priority). Of course, Chicago has a long way to go: When it comes to venture capital dollars, it still lags behind New York, Seattle, Boston, Cambridge, Los Angeles and, of course, San Francisco and Silicon Valley, according to data from research firm Preqin. But then, as Chicago’s homegrown tech frenzy grows, the Second City may one day earn that title on the entrepreneurial map.

Check out the eight hot startups below.

Raise

In January the gift card marketplace raised a $56 million round of funding, making it one of the largest tech deals in the Chicago area in the last year.

ContextMedia

One of Chicago's fastest-growing companies, ContextMedia plans to add 600 jobs in the next two years. Its technology distributes health information and programming directly to doctors' waiting rooms. Co-founders Rishi Shah and Shradha Agarwal have also set up their own fund to invest in other startups.

Groupon

Chicago's most famous startup has had plenty of ups and downs over the years. Current CEO (and co-founder) Eric Lefkofsky is trying to steer the daily-deal site back to stability and sustainable growth by tweaking its business model and investing in international expansion. So far, it appears to be working: Groupon's 2014 revenue was up 24% from the year before.

GrubHub

Another publicly traded tech company with a home base in Chicago, GrubHub made its debut on the public market nearly a year ago. The food delivery app is hoping to take a bite out of what it thinks could be a $100 billion opportunity—enabling delivery services for restaurants.

Uptake

Brad Keywell, photographed in February 2015 at his Chicago office, has launched over a half-dozen companies.

Brad Keywell's latest company has an industrial-sized goal—taking on none other than General Electric. The startup, in stealth mode until recently, has developed a platform for the industrial Internet (think connected cranes and medical imaging machines). While it's still in its infancy, it has some dedicated backing from Keywell and co-founder Lefkofsky—as well as early investor and customer Caterpillar, based in nearby Peoria.

Belly

Launched in 2011, the startup is backed by Andreessen Horowitz and Lightbank, Brad Keywell and Eric Lefkofsky's venture capital firm (yes, those two have their hand in lots of Chicago-area companies). Belly signed up 7-Eleven as an early customer and is now going after larger and larger partners.

Narrative Science

From left: Kris Hammond, Larry Birnbaum and Stuart Frankel of Narrative Science, a start-up company whose software turns data into news articles, in Chicago, Sept. 7, 2011. Narrative Science sees its technology as a low-cost tool for publications to expand and enrich their coverage when editorial budgets are tight. (Peter Wynn Thompson/The New York Times) -- PHOTO MOVED IN ADVANCE AND NOT FOR USE - ONLINE OR IN PRINT - BEFORE SEPT. 11, 2011.

The company's software, which takes data and turns it into a narrative, started as an academic project at Northwestern University. It recently landed $10 million in funding and insurer USAA as a customer.

GoHealth

The private health insurance marketplace says it has helped 30 million people shop for coverage. It recently partnered with Walgreens to offer insurance options for part-time employees, and benefitted from the surge of demand after the passing of the Affordable Care Act.

About the Author
Michal Lev-Ram
By Michal Lev-RamSpecial Correspondent
Twitter icon

Michal Lev-Ram is a special correspondent covering the technology and entertainment sectors for Fortune, writing analysis and longform reporting.

See full bioRight Arrow Button Icon

Latest in Tech

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Tech

Deepmind CEO
AIGoogle
Google Gemini boss describes working with founders Larry Page and Sergey Brin to win the AI future
By Nick LichtenbergFebruary 12, 2026
19 minutes ago
betsy atkins
CommentaryCorporate Governance
Why PayPal’s board chose to act early—and what other boards can learn
By Betsy AtkinsFebruary 12, 2026
44 minutes ago
gelernter
LawYale
The same Yale professor who got wounded by a Unabomber attack wrote to Epstein about a ‘v small good-looking blonde’
By Dave Collins and The Associated PressFebruary 12, 2026
59 minutes ago
taiwan
AITaiwan
‘We do not believe this is a bubble’: Taiwan’s 23 million people see a high-flying economy with one major risk
By Chan Ho-Him and The Associated PressFebruary 12, 2026
1 hour ago
softbank
Bankingearnings
‘Our investments are beginning to pay off’: AI boom brings SoftBank back into the black
By Yuri Kageyama and The Associated PressFebruary 12, 2026
2 hours ago
C-SuiteFinance
How HPE’s CFO used AI to transform the 100-slide Monday meeting her team spent all week preparing for
By Sheryl EstradaFebruary 12, 2026
2 hours ago

Most Popular

placeholder alt text
Economy
America borrowed $43.5 billion a week in the first four months of the fiscal year, with debt interest on track to be over $1 trillion for 2026
By Eleanor PringleFebruary 10, 2026
2 days ago
placeholder alt text
Crypto
Bitcoin reportedly sent to wallet associated with Nancy Guthrie’s ransom letter providing potential clue in investigation
By Carlos GarciaFebruary 11, 2026
21 hours ago
placeholder alt text
Economy
America’s national debt borrowing binge means interest payments will rocket to $2 trillion a year by 2036, CBO says
By Eleanor PringleFebruary 11, 2026
24 hours ago
placeholder alt text
Commentary
Something big is happening in AI — and most people will be blindsided
By Matt ShumerFebruary 11, 2026
1 day ago
placeholder alt text
Economy
‘Nothing short of self-sabotage’: Watchdog warns about national debt setting new record in just 4 years
By Tristan BoveFebruary 11, 2026
22 hours ago
placeholder alt text
Law
Law enforcement thought Nancy Guthrie's smart camera was disconnected, but Google Nest still had the tape
By Safiyah Riddle, Michael Liedtke and The Associated PressFebruary 11, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.