[jetBlue Flight Deal] $88: Chicago to Boston (or vice versa)


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Visit Boston for less! Cheap sale on jetBlue nonstop, round-trip flights from Chicago to Boston. This deal also works vice versa if you live in Boston and want to visit the Windy City! Availability in July through October. jetBlue fare includes seat assignment and free carry-on bag. jetBlue flights offer free wifi during the flight. Book quick, this fare won’t last!


Thrifty Tip #1: Book now and ask questions later! Priceline allows you to cancel any flight within 24 hours of purchase.

Thrifty Tip #2: Check out our article on the best apps for exploring a new city to make a scenic walking route through historic Boston!


Fare Availability:

Chicago to Boston (ORD – BOS) – $88 nonstop/roundtrip

  • Departures: June 13, 20, July 3, 10-11, 18, 24-25, 31, August 1, 7, 15, September 5, 11, 18-19, 25-26, October 16-17, 24, 30-31
  • Returns: June 20, July 3, 17, 25, August 28-29, September 4-5, 18-19. 26, October 30
    • Use return dates as departure dates if flying BOS – CHI

How to Search & Book:

  • Book via Priceline – we’ve done the searching for you

Hotel Accommodations:




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