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 4 hours ago
Rare Availability
9% of dates checked are available within 10% of the lowest price

Monday, July 27th, 2026

7 round-trip options

Returning
Sat, Aug 1, 2026•5 Day Trip
$197 USD
Google Flights
Returning
Sun, Aug 2, 2026•6 Day Trip
$194 USD
Google Flights
Returning
Mon, Aug 3, 2026•7 Day Trip
$170 USD
Google Flights
Returning
Wed, Aug 5, 2026•9 Day Trip
$157 USD
Google Flights
Returning
Thu, Aug 6, 2026•10 Day Trip
$194 USD
Google Flights
Returning
Fri, Aug 7, 2026•11 Day Trip
$235 USD
Google Flights
Returning
Sun, Aug 9, 2026•13 Day Trip
$211 USD
Google Flights