Chicago (ORD) to Boston (BOS) flight deal in economy from $149

United AirlinesUAUnited Airlines
Round Trip•Economy
United StatesORD

O'Hare International Airport

Chicago, United States
United StatesBOS

Logan International Airport

Boston, United States
$227 USD
-34%$149 USD
Verified about 12 hours ago
Rare Availability
9% of dates checked are available within 10% of the lowest price

Sunday, November 29th, 2026

4 round-trip options

Returning
Sat, Dec 5, 2026•6 Day Trip
$610 USD
Google Flights
Returning
Sun, Dec 6, 2026•7 Day Trip
$610 USD
Google Flights
Returning
Thu, Dec 10, 2026•11 Day Trip
$610 USD
Google Flights
Returning
Sun, Dec 13, 2026•14 Day Trip
$610 USD
Google Flights