BOS to ORD from $149 in economy

UAUnited Airlines

Round Trip•Economy

BOS

Logan International Airport

Boston, United States

ORD

O'Hare International Airport

Chicago, United States

$230 USD

-35%$149 USD

Verified about 21 hours ago

December 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

30$301 1$215 2$215 3$215 4$215 5$215 6$215 7$215 8$215 9$215 10$215 11$215 12$215 13$215 14$215 15$225 16$215 17$287 18$347 19$309 20$253 21$236 22$294 23$290 24$253 25$225 26$305 27$291 28$236 29$215 30$215 31$215 1$215 2$241 3$236

Rare Availability

7% of dates checked are available within 10% of the lowest price

Saturday, December 26th, 2026

8 round-trip options

Returning

Thu, Dec 31, 2026•5 Day Trip

$314 USD

Google Flights

Returning

Sat, Jan 2, 2027•7 Day Trip

$379 USD

Google Flights

Returning

Sun, Jan 3, 2027•8 Day Trip

$346 USD

Google Flights

Returning

Mon, Jan 4, 2027•9 Day Trip

$305 USD

Google Flights

Returning

Wed, Jan 6, 2027•11 Day Trip

$305 USD

Google Flights

Returning

Thu, Jan 7, 2027•12 Day Trip

$305 USD

Google Flights

Returning

Fri, Jan 8, 2027•13 Day Trip

$305 USD

Google Flights

Returning

Sat, Jan 9, 2027•14 Day Trip

$305 USD

Google Flights

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

Logan International Airport

O'Hare International Airport

December 2026

Saturday, December 26th, 2026