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.
| Company | Batch | Team | 6 mo | 12 mo | Open roles | Total raised | Last round |
|---|---|---|---|---|---|---|---|
Providing Amazon level logistics to e-commerce businesses. | S14 | 1,730 | +6% | +14% | 35 | $331M | Series E$200M, Jun 2021 |
Bluecrew is a web based staffing agency. | S15Acquired | 620 | +4% | +10% | 0 | $3.2M | Undisclosed round$2.5M, Jan 2017 |
Moving Investment Property Insurance Forward | S19Acquired | 172 | +1% | +1% | 0 | $39M | Series B$25.5M, May 2023 |
A smart-oven-paired subscription meal service. | W16 | 169 | −2% | +1% | 11 | $68.6M | Series C$30M, Aug 2022 |
Zerocater is revolutionizing how companies feed their employees | W11 | 161 | −1% | −5% | 5 | $37.9M | Series C$15M, Feb 2023 |
Insurance and risk management tools for startups and growth-stage… | S19 | 142 | −1% | +1% | YC | $185M | Series D$25M, Feb 2025 |
We deliver personalized medicine for neurodegenerative patients | S20 | 105 | +4% | +14% | 1 | $78.2M | Series A$25M, Nov 2024 |
End-to-end content, learning, & deal intelligence for B2B sales teams | S23 | 68 | +45% | +183% | YC | $55M | Series B$40M, Feb 2026 |
Run full stack apps close to your users. | W20 | 56 | +8% | +4% | 0 | $136M | Series D$25M, Jul 2026 |
mRelief has built an easy-to-use platform and web and text messaging… | W16 | 24 | −11% | −11% | 0 | $120K | Grant$120K, Jul 2018 |
Software for collaborating with content creators and influencers | W15Acquired | 23 | −8% | −12% | 0 | $12.2M | Series B$1.1M, Dec 2018 |
SaaS Platform to manage IT and buy business software | S21 | 21 | −5% | −5% | 0 | $125K | YC investment$125K, Nov 2021 |
Outbound AI voice agents for the financial services industry | S22 | 16 | +23% | +7% | 3 | Undisclosed roundMay 2024 | |
Build mobile apps, web apps, and games with AI. Start for free. | W18 | 16 | −6% | −11% | 0 | $3.9M | Seed$3.2M, Nov 2019 |
No-code Web Apps testing for everyone | W19Acquired | 10 | 0% | +25% | 0 | $2.2M | Seed$2.1M, Apr 2021 |
Pelvic floor fitness made easy | S21 | 9 | +13% | 0 | $3.2M | Grant$563K, Jul 2024 | |
AI to run behavioral health programs better | S25 | 8 | +33% | +14% | 0 | $1.7M | Pre-seed$1.7M, Jul 2025 |
We turn waste gases into supply-secure chemicals | S26 | 7 | +17% | +17% | 0 | ||
Buy flights for only a fraction upfront and pay off the rest in… | S16 | 7 | 0% | 0% | 0 | SeedAug 2016 | |
A robot that makes tea! | S15 | 6 | 0% | 0% | 0 | $400K | Grant$30K, May 2017 |
Virtual Lab Managers for scientists and biotech, research Labs | S18Acquired | 5 | 0% | 0% | 0 | $120K | YC investment$120K, Aug 2018 |
Client management, communication, and projects in one platform. | S22 | 3 | YC | $500K | YC investment$500K, May 2022 | ||
TaxProper helps large Real Estate owners manage their property taxes. | S19Acquired | 3 | 0 | $2.1M | Seed$2M, Jun 2020 | ||
Provides live, virtual running classes to runners all around the world | W21Inactive | 2 | 0 | $800K | YC investment$125K, Mar 2021 | ||
| W06Acquired | 2 | 0 | $20K | YC 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 | $5.2M | Series A$2.6M, Aug 2013 | |||
Automate credit counseling. | S11Acquired | 0 | SeedAug 2011 | ||||
Making Draft. Super simple version control and collaboration for… | S11Inactive | ||||||
Online tutoring marketplace. | W11Inactive |
Every launched company in YC's public directory, with its batch, status, industry and location. New companies show up the week YC lists them.
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.
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.
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.
# 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
33 Y Combinator companies are based in Chicago; 19 are active.
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.
By team growth over 6 months (10+ people): Letter AI (+45%), AviaryAI (+23%) and Fly.io (+8%).
Largest latest rounds in the last 12 months, after their YC batch: Letter AI ($40M) and Fly.io ($25M).