BOS to ORD from $149 in economy – flightdeals.net

Home Premium Fare Deals About

American Airlines

AAAmerican Airlines

Round Trip•Economy

Logan International Airport

Boston, United States

O'Hare International Airport

Chicago, United States

$237 USD

-37%$149 USD

Verified about 3 hours ago

July 2026

Mon

Tue

Wed

Thu

Fri

Sat

Sun

29 30 1 2$304 3$304 4$223 5$239 6$248 7$239 8$239 9$226 10$226 11$218 12$218 13$226 14$218 15$218 16$179 17$187 18$170 19$179 20$233 21$170 22$170 23$157 24$165 25$149 26$157 27$165 28$149 29$149 30$203 31$211 1$202 2$157

Extremely Rare Availability

3% of dates checked are available within 10% of the lowest price

Saturday, July 25th, 2026

3 round-trip options

Returning

Fri, Jul 31, 2026•6 Day Trip

$157 USD

Returning

Fri, Aug 7, 2026•13 Day Trip

$157 USD

Returning

Sat, Aug 8, 2026•14 Day Trip

$149 USD