To find cheap flights from Cleveland Hopkins International Airport (CLE) to Bradley International Airport (BDL) in October, start by searching flexible dates and targeting midweek departures (Tuesdays–Thursdays). Book roughly 3–6 weeks in advance to capture shoulder-season discounts; last-minute deals do appear but are riskier around foliage weekends. Use fare alerts on Google Flights, Skyscanner, or Hopper and compare one-stop itineraries through hubs like PHL, CLT, ORD, or ATL — sometimes the cheapest fares route via those airports. Consider nearby airports (Boston Logan International Airport (BOS) or T.F. Green Airport (Providence, PVD)) for additional savings, but factor in ground transport time and costs. Use airline reward points or credit-card travel portals for further reductions. CTA: Set up price alerts now and check flexible-date calendars to lock the best October CLE → BDL deal.