RM355 Cheap Flights from Boston (BOS) to Chicago (ORD)

Airlines that fly from Logan International Airport (BOS) to Chicago O'Hare Intl. Airport (ORD)

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards

Cheap Flights from Boston to Chicago (BOS-ORD)

Prices were available within the past 7 days and start at RM355 for one-way flights and RM709 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
United
United
Delta
United
American Airlines
United
United
Delta
*Available to Expedia members.