Cheap flights from Illinois to Boston

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Boston is US nation's history and myth capital. It was, until 1755, the biggest city in America and the most directly affected by the British Crown (you can see that if you only consider that it has the same name as the city in UK). Numerous evocative sites from that era are preserved along the Freedom Trail through downtown.... (read more in our Boston Travel Guide)

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Cheapest flights found for the next 6 months

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Chicago 

Check our newest flight offers to Boston:

  • $148Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)02/07/202205:59 pm
    Boston, MA (BOS)Chicago, IL (ORD)02/22/202208:45 pm
    cheapoair.com check price
  • $182Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)03/04/202207:30 am
    Boston, MA (BOS)Chicago, IL (ORD)03/09/202208:55 am
    cheapoair.com check price
  • $198Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)03/04/202206:20 am
    Boston, MA (BOS)Chicago, IL (ORD)03/09/202210:28 am
    cheapoair.com check price
  • $266Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)02/23/202206:30 am
    Boston, MA (BOS)Chicago, IL (ORD)03/08/202205:00 pm
    cheapoair.com check price
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