| | Internet | Chicago | IL | $100 - 250M |
| Groupon, Inc.Groupon: Deals and Coupons for Restaurants, Fitness, Travel, Shopping, Beauty, and more. | Internet | Chicago | IL | > $1B |
| | Airlines/Aviation | Chicago | IL | > $1B |
| Basecamp, LLCBasecamp 3: Manage projects, groups, and client work. | Internet | Chicago | IL | $10 - 50M |
| | Marketing and Advertising | Chicago | IL | $1 - 10M |
| | Online Media | Chicago | IL | $0 - 1M |
| | Newspapers | Chicago | IL | $500M - 1B |
| Cars.comNew Cars, Used Cars, Trucks For Sale, Auto Reviews | Cars.com | Internet | Chicago | IL | > $1B |
| | Internet | Chicago | IL | > $1B |
| Orbitz WorldwideOrbitz Travel: Vacations, Cheap Flights, Airline Tickets & Airfares | Internet | Chicago | IL | $500M - 1B |
| Pitchforkdata-react-helmet="true">Pitchfork | The Most Trusted Voice in Music. | Music | Chicago | IL | $1 - 10M |
| | Music | Chicago | IL | $0 - 1M |
| TradingViewTradingView — free stock charts and quotes online | Consumer Services | Chicago | IL | $1 - 10M |
| | Internet | Chicago | IL | $100 - 250M |
| Zap2it.comScreener – SCREENER is the voice for the ultimate TV fanatic. | Online Media | Chicago | IL | $0 - 1M |
| MorningstarMorningstar – Independent Investment Research | Financial Services | Chicago | IL | > $1B |
| | Health, Wellness and Fitness | Chicago | IL | $10 - 50M |
| | Internet | Chicago | IL | $100 - 250M |
| | Hospitality | Chicago | IL | > $1B |
| | Online Media | Chicago | IL | $250 - 500M |
| | Online Media | Chicago | IL | $0 - 1M |
| | Higher Education | Chicago | IL | > $1B |
| Brad's DealsBrad's Deals: The Best Handpicked Deals and Coupons for Online Retailers | Internet | Chicago | IL | $10 - 50M |
| | Computer Software | Chicago | IL | $100 - 250M |
| 37signalsBasecamp 3: Manage projects, groups, and client work. | Construction | Chicago | IL | $0 - 1M |
| | Education Management | Chicago | IL | $1 - 10M |
| | Newspapers | Chicago | IL | $100 - 250M |
| Mr. SkinNude Celebs in Pics, Clips, and HD Movies | Mr. Skin
| Entertainment | Chicago | IL | $1 - 10M |
| MotorolaMotorola Mobility | Unlocked Phones & Smartwatches | Consumer Electronics | Chicago | IL | $500M - 1B |
| | Writing and Editing | Chicago | IL | $10 - 50M |
| Vivid SeatsBuy and Sell Tickets: Concerts, Sports & Theater | Vivid Seats | Events Services | Chicago | IL | $10 - 50M |
| ShoplocalYour local weekly ads and deals destination | shoplocal | Marketing and Advertising | Chicago | IL | $1 - 10M |
| | Recreational Facilities and Services | Chicago | IL | $10 - 50M |
| Newser
Newser | Headline News Summaries, World News, and Breaking News
| Online Media | Chicago | IL | $0 - 1M |
| | Higher Education | Chicago | IL | > $1B |
| | Internet | Chicago | IL | $10 - 50M |
| | Newspapers | Chicago | IL | $100 - 250M |
| | Information Technology and Services | Chicago | IL | $1 - 10M |
| | Investment Management | Chicago | IL | > $1B |
| | Museums and Institutions | Chicago | IL | $1 - 10M |
| TransUnionCredit Scores, Credit Reports & Credit Check | TransUnion | Information Technology and Services | Chicago | IL | $500M - 1B |
| | Biotechnology | Chicago | IL | > $1B |
| | Food & Beverages | Chicago | IL | $1 - 10M |
| AccuRadioFree Internet Radio | AccuRadio Online | Music | Chicago | IL | $1 - 10M |
| OpinionLabOpinionLab - Improve Customer Experience | Information Technology and Services | Chicago | IL | $10 - 50M |
| RaiseRaise: Buy and Sell Gift Cards - Exchange Gift Cards | Internet | Chicago | IL | $10 - 50M |
| | Financial Services | Chicago | IL | $250 - 500M |
| | Financial Services | Chicago | IL | $10 - 50M |
| | Information Technology and Services | Chicago | IL | $1 - 10M |
| | Publishing | Chicago | IL | $100 - 250M |
| | Higher Education | Chicago | IL | > $1B |
| WyzAntWyzant: Find Private Tutors at Affordable Prices, In-Person & Online | Internet | Chicago | IL | $1 - 10M |
| BoeingBoeing: The Boeing Company | Aviation & Aerospace | Chicago | IL | > $1B |
| | Civil Engineering | Chicago | IL | |
| | Online Media | Chicago | IL | $1 - 10M |
| | Research | Chicago | IL | |
| cleverbridgeFlexible Subscription Billing Solutions - cleverbridge | Internet | Chicago | IL | $50 - 100M |
| | Higher Education | Chicago | IL | $500M - 1B |
| | Electrical/Electronic Manufacturing | Chicago | IL | $500M - 1B |
| | Nonprofit Organization Management | Chicago | IL | $100 - 250M |
| | Internet | Chicago | IL | $1 - 10M |
| CME GroupFutures & Options Trading for Risk Management - CME Group | Financial Services | Chicago | IL | > $1B |
| | Internet | Chicago | IL | $1 - 10M |
| | E-Learning | Chicago | IL | $1 - 10M |
| | Legal Services | Chicago | IL | $100 - 250M |
| | Real Estate | Chicago | IL | $50 - 100M |
| | Computer Software | Chicago | IL | $100 - 250M |
| | Internet | Chicago | IL | $1 - 10M |
| FastWeb.comFastweb : Scholarships, Financial Aid, Student Loans and Colleges | E-Learning | Chicago | IL | $10 - 50M |
| | Higher Education | Chicago | IL | > $1B |
| | Information Technology and Services | Chicago | IL | $10 - 50M |
| GrouponGroupon: Deals and Coupons for Restaurants, Fitness, Travel, Shopping, Beauty & more | Internet | Chicago | IL | > $1B |
| | Government Administration | Chicago | IL | > $1B |
| WGN TelevisionWGN-TV | Chicago's Very Own source for breaking news, weather, sports and entertainment. | Entertainment | Chicago | IL | $10 - 50M |
| | Libraries | CHICAGO | IL | $50 - 100M |
| | Information Technology and Services | Chicago | IL | $1 - 10M |
| OptionsHouseOnline Trading for Stock, Options & Futures | OptionsHouse | Financial Services | Chicago | IL | $10 - 50M |
| | Computer Software | Chicago | IL | $100 - 250M |
| | Computer Software | Chicago | IL | $1 - 10M |
| | Utilities | CHICAGO | IL | > $1B |
| Groupon ArgentinaGroupon: Ofertas en restaurantes, fitness, viajes, shopping, belleza y más. | Internet | Chicago | | $100 - 250M |
| Newark element14Newark element14 Electronics | Electronic Components Distributor | Electrical/Electronic Manufacturing | Chicago | IL | $500M - 1B |
| | Information Technology and Services | Chicago | IL | > $1B |
| optionsXpressOptions Trading, Stock Trading & Futures Trading at optionsXpress | Financial Services | Chicago | IL | $250 - 500M |
| The AwesomerAwesome Gifts, Awesome Stuff, Awesome Things - The Awesomer | | Chicago | IL | |
| | Nonprofit Organization Management | Chicago | IL | $500M - 1B |
| U.S. CellularCell Phone Service | Cell Phone Plans | U.S. Cellular | Wireless | Chicago | IL | > $1B |
| SittercityBabysitters, Nannies, Child Care | Sittercity.com | Internet | Chicago | IL | $1 - 10M |
| | Retail | Chicago | IL | $100 - 250M |
| CisionPR Software, Marketing, and Media Relations Software and Services | Cision | Public Relations and Communications | Chicago | IL | $100 - 250M |
| | Insurance | Chicago | IL | > $1B |
| | Information Technology and Services | Chicago | IL | $1 - 10M |
| | Computer Networking | Chicago | IL | |
| | Banking | Chicago | IL | $250 - 500M |
| | Marketing and Advertising | Chicago | IL | $10 - 50M |
| | Education Management | Chicago | IL | $500M - 1B |
| | Real Estate | Chicago | IL | $10 - 50M |
| | Sports | Lake Forest | IL | $10 - 50M |
| | Sports | Chicago | IL | $10 - 50M |
| | Computer & Network Security | Chicago | IL | $500M - 1B |
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