Top SaaS Companies in Chicago

List of the largest SaaS companies in Chicago, United States (Click to apply)

These are the top SaaS companies in Chicago, United States. In todays day and age its possible to launch a company from anywhere. We wanted to show some love for Chicago by featuring these 48 companies with combined revenues of $1.4B.

Together, Chicago SaaS companies employ over 6K employees, have raised $249.4M capital, and serve over 31K customers around the world.

$0 - $1M ARR
  1. Fippex $1.0M
  2. Nimbulis $1.0M
  3. ADSHIFT $1.0M
$1M - $5M ARR
  1. Shotfarm $1.4M
  2. Visible $1.1M
  3. Enodo $1.1M
$5M - $10M ARR
  1. iManage $10.0M
  2. Revenew $10.0M
  3. project44 $10.0M
$10M+ ARR
  1. Flexport $861.0M
  2. Centro $142.8M
  3. Relativity $100.0M
  4. Uptake $100.0M
  5. Dialogtech $40.0M
  1. 01
    Flexport

    Flexport

    Supply Chain & Logistics Software

    Flexport is a licensed customs brokerage and fre

    $861.0M

    $1.3B

    10K

    2K

    2013

    Chicago

  2. 02
    Centro

    Centro

    Digital Advertising Platforms

    Created the most comprehensive, automated and in

    $142.8M

    $52.8M

    2K

    700

    2001

    Chicago

  3. 03
    Uptake

    Uptake

    Uptake is the industrial analytics platform that

    $100.0M

    251

    2014

    Chicago

  4. 04
    Relativity

    Relativity

    Relativity provides eDiscovery software solution

    $100.0M

    1K

    2001

    Chicago

  5. 05
    Dialogtech

    Dialogtech

    CRM and Related Software

    DialogTech’s AI call tracking and conversation

    $40.0M

    $76.1M

    3K

    150

    2007

    Chicago

  6. 06
    Yello

    Yello

    HR Software

    talent acquisition software

    $30.0M

    $46.0M

    600

    209

    2008

    Chicago

  7. 07
    MediaFly

    MediaFly

    Sales Software

    Sales Enablement & Content Management Platform

    $18.7M

    $28.0M

    260

    120

    2006

    Chicago

  8. 08
    Hireology

    Hireology

    Talent Management Software

    The all-in-one hiring and talent management plat

    $14.4M

    $67.3M

    4K

    100

    2010

    Chicago

  9. 09
    ShowingTime

    ShowingTime

    ShowingTime is the real estate industry’s leadin

    $10.0M

    251

    1999

    Chicago

  10. 10
    project44

    project44

    project44 is the world’s leading advanced visi

    $10.0M

    $90.5M

    100

    2014

    Chicago

1-10 of 48

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Bootstrapped, Funded SaaS

55 bootstrapped companies made the 2019 list compared to 102 funded companies that have raised $2.8 billion in total.

These bootstrapped founders should be very proud. They found creative ways to drive growth without having to sell big chunks of their company for equity.

53 of these bootstrapped CEO’s are not located in San Francisco or New York.

All except 6 of the 55 are profitable as of December 2019.

Is Churn Important for Growth?

90 of these companies have net revenue retention greater than 100%. This means their upsell and expansion revenue from historical customers more than makes up for any lost revenue from those same customers.

34 of these companies have net revenue retention between 80-99%.

The companies with net revenue retention under 80% annually share a common theme in that only 2 out of the 29 companies have any expansion revenue at all.

Many of these companies simply haven’t added a second product to upsell, or don’t rely on utility based upselling. Expect their growth to expand in 2020 as many of them have expansion revenue in their strategic plans.

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