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

Monday, November 2nd, 2026

4 round-trip options

Returning
Sun, Nov 8, 2026•6 Day Trip
$215 USD
Google Flights
Returning
Mon, Nov 9, 2026•7 Day Trip
$215 USD
Google Flights
Returning
Fri, Nov 13, 2026•11 Day Trip
$215 USD
Google Flights
Returning
Mon, Nov 16, 2026•14 Day Trip
$215 USD
Google Flights