Get a taste of the infamous Salem around All Hallow’s Eve. Fares from Chicago to Boston have fallen $70 during the fall. Travelers can book a flight to Bean Town for $115-$135 roundtrip, including tax. Fare Calendar:


  • Even when taking into consideration Spirit’s additional fees ($35-$50 per carry-on bag) this fare still saves travelers up to $70 compared with current prices.

Travel Dates:

  • Sept. 29 – Oct. 29

Sample Screenshots: Results Page: Chicago to Boston Results Page: Chicago to Boston

Travelocity Booking Page: Chicago to Boston

Travelocity Booking Page: Chicago to Boston


More Information:

Fall is the optimal time to visit New England. If you’re a lover of fall foliage, then Boston is the perfect starting point. Updates

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