| 2005 |
| March | FlightAware founded |
| April | FlightAware begins processing live flight data and opens to private beta |
| July | User registration is implemented |
| August | "My FlightAware" launched |
| September | FlightAware opens to public beta |
| September | Over 1,000 new FlightAware account registrations in the first week of public beta |
| October | Next-generation maps with ATC-style airport area views released |
| November | FlightAware is released from beta status |
| November | FlightAware becomes most popular flight tracking service on the Internet |
| 2006 |
| January | FlightAware registers 25,000th member; serves 100,000 unique users in one week |
| March | FlightAware releases logo and new web site design |
| March | "Resources" section launched with airport information, IFR terminal procedures |
| March | FlightAware registers 50,000th member; serves over 300,000 unique users in March |
| April | Full archive of flight information, track logs, and maps available for all historical flights |
| October | FlightAware release commercial products, AirportAware and FlightXML |
| November | Flight Alerts (e-mail and instant message flight tracking notifications) launched |
| December | Commercial user accounts available for Part 135 and 121 operators |
| 2007 |
| May | Beta access to fleet maps, aircraft type maps, and route maps released |
| June | FlightAware registers 150,000th member; serves over 1,250,000 unique users in June |
| August | Weather Maps now available with nationwide and regional views |
| August | FlightAware flight archives pass 50,000,000 flights |
| September | Maps available for flight finder, My FlightAware, aircraft type, and fleet maps |
| September | Squawks released for sharing aviation links |
| 2008 |
| March | FlightAware begins displaying airline schedules and delayed flight information |
| March | FlightAware celebrates third birthday; has 15 employees with offices in Houston and New York |
| May | Member #250,000 registers |
| June | FlightAware Photos released; photos embedded into flight tracking pages. |
| July | Endorsements, Flight Crew, and Remarks released |
| September | Flight Planning released. |
| December | Flight Planning now supports diversions, holds, fuel tankering. |
| 2009 |
| January | FlightAware Photos section passes 20,000 photos |
| February | Registered members can subscribe to daily/weekly/monthly aviation news and photo email. |
| July | United Kingdom added to service area |
| August | Zooming, panning, map styles (Earth View, Sectionals) added to flight tracking maps |
| August | Google Earth support added |
| August | Airliner photos displayed on flight tracking pages |
| August | FlightAware joins Twitter and Facebook |
| September | Average Arrival Time (7-day average) added to all airline flight tracking pages |
| September | US VFR Sectional Viewer released |
| October | Free Flight Tracking iPhone App released |
| October | Interactive airport maps with data tag cycling, hovering, zoom/pan |
| October | Version 2.0 of Flight Planning released |
| December | FlightAware flight archives pass 100,000,000 flights |
| 2010 |
| January | FlightAware releases US airport delay list, interactive delay map with animated weather |
| February | FlightAware adds user-contributed photos and reviews to FBO pages |
| April | Flight Crews and Dispatcher collaboration added to flight planning |
| April | Free, embedded content made available to media and web site operators |
| May | Altitude/speed graphs added to flight track logs |
| May | FlightAware launches re-designed web site design and home page |
| June | Localized content and language formatting made available to over a dozen countries |
| June | "Live Flight Tracker" iPhone 2.0 app released |
| June | Major improvements to airline flight tracking, international coverage, gates, and more released |
| August | Codeshare support added for airline flights, maps and international positions for many airline flights |
| October | FuelAware released - a seamless system for fuel prices and FBO reservations |
| November | Meal service information added to airline flight tracking pages and flight alerts |
| December | FlightAware App for Facebook released |
| 2011 |
| January | FlightAware offers a airline cancellations page to view the impact of major storms |
| February | FlightXML 2 released - FlightAware's next-generation flight tracking API |
| May | Alerts sharing introduced - alerts can now can be setup for friends |
| June | Member #1,000,000 registers |
| July | Flight alerts now notify users of gate changes, flight delays |
| August | Twitter integration announced that allows alerts to be auto-Tweeted |
| September | FlightAware releases mobile flight tracker apps for Android, iPhone, iPad, BlackBerry, and Windows Phone 7 |
| October | FlightAware employees participate in the 2011 Race for the Cure Houston |
| November | FlightAware Photos passes 250,000 photos of over 100,000 aircraft |
| December | FlightAware flight archives pass 250,000,000 flights |
| 2012 |
| January | Pre-arrival (45 minute) flight notifications added to all flight and airport alerts. |
| January | FlightAware API adds JSON interface and push (callback) notifications for flight and airport alerts |
| February | Historical flight data (US, UK, Canada) from 1998-2005 available for purchase. |
| February | FlightAware Live released -- automatic, live position updates automatically streamed to web page maps |
| March | FlightAware Australia launched. Free, live, nationwide live flight tracking for private and airline flights across Australia |
| March | FlightAware API now offers worldwide airline gate and schedule data and also nationwide Australia data |
| March | Worldwide private aircraft ownership/registration data now available on flight pages |
| April | FlightAware app for Symbian smartphones released |
| May | European general aviation flight tracking coverage announced at EBACE 2012 in Geneva |
| May | FBO ToolBox Europe and FlightAware Global (worldwide flight tracking product for aircraft operators) released |