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YC companies in Chicago

33 Y Combinator companies based in Chicago, with team size, growth, open roles and funding.

Updated weekly, last on November 9, 2026. Roster from Y Combinator's public directory.

Hiring the mostlast 60 days
35 roles
ShipBobS14
  1. 2Tovala11
  2. 3Zerocater5
See all 5
Fastest growingteam, 6 months
+45%
Letter AIS23
  1. 2AviaryAI+23%
  2. 3Fly.io+8%
See all 5
Shrinkingteam, 12 months
−11%
mReliefW16
  1. 2Zerocater−5%
  2. 3Genuity−5%
See all 3
Raised the mostlast 12 months
$40M
Letter AIS23
  1. 2Fly.io$25M
See all 2
Companies
33
Active
19
Hiring, last 60 days
5
Open roles, 60 days
55
People on these teams
3,385
Showing 33 of 33 companies
CompanyBatchTeam6 mo12 moOpen rolesTotal raisedLast round
Providing Amazon level logistics to e-commerce businesses.
S141,730+6%+14%35$331MSeries E$200M, Jun 2021
Bluecrew is a web based staffing agency.
S15Acquired620+4%+10%0$3.2MUndisclosed round$2.5M, Jan 2017
Moving Investment Property Insurance Forward
S19Acquired172+1%+1%0$39MSeries B$25.5M, May 2023
A smart-oven-paired subscription meal service.
W16169−2%+1%11$68.6MSeries C$30M, Aug 2022
Zerocater is revolutionizing how companies feed their employees
W11161−1%−5%5$37.9MSeries C$15M, Feb 2023
Insurance and risk management tools for startups and growth-stage…
S19142−1%+1%YC$185MSeries D$25M, Feb 2025
We deliver personalized medicine for neurodegenerative patients
S20105+4%+14%1$78.2MSeries A$25M, Nov 2024
End-to-end content, learning, & deal intelligence for B2B sales teams
S2368+45%+183%YC$55MSeries B$40M, Feb 2026
Run full stack apps close to your users.
W2056+8%+4%0$136MSeries D$25M, Jul 2026
mRelief has built an easy-to-use platform and web and text messaging…
W1624−11%−11%0$120KGrant$120K, Jul 2018
Software for collaborating with content creators and influencers
W15Acquired23−8%−12%0$12.2MSeries B$1.1M, Dec 2018
SaaS Platform to manage IT and buy business software
S2121−5%−5%0$125KYC investment$125K, Nov 2021
Outbound AI voice agents for the financial services industry
S2216+23%+7%3Undisclosed roundMay 2024
Build mobile apps, web apps, and games with AI. Start for free.
W1816−6%−11%0$3.9MSeed$3.2M, Nov 2019
No-code Web Apps testing for everyone
W19Acquired100%+25%0$2.2MSeed$2.1M, Apr 2021
Pelvic floor fitness made easy
S219 +13%0$3.2MGrant$563K, Jul 2024
AI to run behavioral health programs better
S258+33%+14%0$1.7MPre-seed$1.7M, Jul 2025
We turn waste gases into supply-secure chemicals
S267+17%+17%0
Buy flights for only a fraction upfront and pay off the rest in…
S1670%0%0SeedAug 2016
A robot that makes tea!
S1560%0%0$400KGrant$30K, May 2017
Virtual Lab Managers for scientists and biotech, research Labs
S18Acquired50%0%0$120KYC investment$120K, Aug 2018
Client management, communication, and projects in one platform.
S223  YC$500KYC investment$500K, May 2022
TaxProper helps large Real Estate owners manage their property taxes.
S19Acquired3  0$2.1MSeed$2M, Jun 2020
Provides live, virtual running classes to runners all around the world
W21Inactive2  0$800KYC investment$125K, Mar 2021
W06Acquired2  0$20KYC investment$20K, Mar 2006
Global platform for employee engagement with rewards&flexible benefits
S21  
Protobase is a 10x, next-generation spreadsheet.
W20Inactive  
An end to end timing solution for any scale athletic event.
W16Inactive  
Our mission is to diversify the talent pipeline of students who…
W14  
Grocery deals.
S11Acquired  0$5.2MSeries A$2.6M, Aug 2013
Automate credit counseling.
S11Acquired  0SeedAug 2011
Making Draft. Super simple version control and collaboration for…
S11Inactive  
Online tutoring marketplace.
W11Inactive  

How this works

1. The roster

Every launched company in YC's public directory, with its batch, status, industry and location. New companies show up the week YC lists them.

2. The numbers

Each company is matched to Crustdata by its website. Crustdata adds team size and its change over 6 and 12 months, open roles from job postings, reported funding, and founders' past employers.

3. The lists

Hiring the most counts distinct roles posted in the last 60 days. Growth needs 10+ people today, shrinking 20+ a year ago, so tiny teams do not top the lists. Rebuilt every week.

Built with Crustdata. Get your own API key and build your own.

The numbers on this page come from three Crustdata API calls. Crustdata tags 5,000+ companies with Y Combinator as an investor; swap the filter for any investor, industry or headcount range and track your own list, with founders' work emails one call away.

  • Company search for team size, growth and funding
  • Job search with a count by company, for who is hiring and for what
  • A watch that re-runs the search weekly and sends only what changed
# 1. every company with Y Combinator as an investor
curl https://api.crustdata.com/company/search \
  -H "authorization: Bearer $CRUSTDATA_API_KEY" \
  -H "x-api-version: 2025-11-01" \
  -d '{
    "filters": { "field": "funding.investors",
                 "type": "in", "value": ["Y Combinator"] },
    "fields": ["basic_info.name",
      "headcount.total", "headcount.growth_percent",
      "funding.total_investment_usd"],
    "limit": 100
  }'

# 2. open listings per company, last 60 days (limit 0 = counts only)
curl https://api.crustdata.com/job/search \
  -H "authorization: Bearer $CRUSTDATA_API_KEY" \
  -H "x-api-version: 2025-11-01" \
  -d '{
  "filters": { "op": "and", "conditions": [
    { "field": "company.basic_info.company_id",
      "type": "in", "value": [...] },
    { "field": "metadata.date_added",
      "type": "=>", "value": "2026-08-24" } ]},
  "limit": 0,
  "aggregations": [{ "type": "group_by",
    "field": "company.basic_info.company_id", "agg": "count" }]
}'

# 3. the same company filter as a weekly watch: POST /watch/company/search

Questions about Chicago YC companies

How many Chicago YC companies are there?

33 Y Combinator companies are based in Chicago; 19 are active.

Which Chicago YC companies are hiring?

5 companies posted roles in the last 60 days, led by ShipBob (35 roles), Tovala (11 roles) and Zerocater (5 roles). 6 mark themselves as hiring on YC's directory.

Which Chicago YC companies are growing fastest?

By team growth over 6 months (10+ people): Letter AI (+45%), AviaryAI (+23%) and Fly.io (+8%).

Which Chicago YC companies raised the most?

Largest latest rounds in the last 12 months, after their YC batch: Letter AI ($40M) and Fly.io ($25M).

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