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[American] $110: Chicago to Boston (Nonstop / Roundtrip)

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See Boston for less! Great sale on American Airlines nonstop, round-trip flights from Chicago to Boston. Availability May – June & August – November. This flight deal also works vice versa, if you live in Boston and want to visit Chicago. All round-trip flights include free carry-on. Advance seat assignment is extra. Book quick, this fare won’t last!

This fare is American’s “Basic Economy fare” which does not allow seat assignment until check-in. This fare still allows free carry-on bags.

Thrifty Tip #1: Book now and ask questions later! You can cancel up to 24 hours after booking with Priceline.

Thrifty Tip #2: Read about How to Spend the Perfect Weekend in Boston.

 

Fare Availability:

Chicago to Boston (ORD – BOS) – $110 nonstop/roundtrip

  • Departures: May 14, 21, August 28, September 4-5, 7, 9-11, 16-18, 21, 24-25, 28, October 1-2, 8-9, 12, 16, 22-23, 26, 29-30, November 2, 5-6, 9, 12-13
  • Returns: May 14, 16, June 4, 12, 19, August 7, 14, 21-22, 27-29, September 3-5, 7, 10-12, 14, 17-19, 21, 24-26, October 1-3, 8-9, 15-16, 22-23, 29-31, November 5-6, 9, 12-13
    • Some dates work vice versa, will take trial and error.

How to Search & Book:

  • Book via Priceline we’ve done the searching for you!
    • Learn how to get free TSA PreCheck & save $500 off your next flight with the Capital One Venture card.

Hotel Accommodations:

 

ORD - BOS

 

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Editorial Note: Any opinions, analyses, reviews, or recommendations expressed in this article are those of the author’s alone, and have not been reviewed, approved, or otherwise endorsed by any card issuer.

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