Chicago (ORD) to Boston (BOS) flight deal in economy from $75
ORDO'Hare International Airport
Chicago, United States
BOSLogan International Airport
Boston, United States
$113 USD
-34%$75 USD
Verified 17 days agoOctober 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Rare Availability
6% of dates checked are available within 10% of the lowest price
Saturday, October 3rd, 2026
Outbound Flights
2h 23m·Nonstop
$104 USD
ORDOct 3 06:10
→BOSOct 3 09:33
UA 1186Boeing 737
2h 45m·Nonstop
$104 USDORDOct 3 15:35
→BOSOct 3 19:20
UA 487Boeing 737
2h 35m·Nonstop
$104 USDORDOct 3 18:24
→BOSOct 3 21:59
UA 2331Airbus A321neo
2h 34m·Nonstop
$104 USDORDOct 3 19:50
→BOSOct 3 23:24
UA 1365Boeing 737
2h 30m·Nonstop
$104 USDORDOct 3 21:24
→BOSOct 4 00:54
UA 1779Boeing 737MAX 9 Passenger
2h 42m·Nonstop
$122 USDORDOct 3 13:55
→BOSOct 3 17:37
UA 1928Boeing 737MAX 9 Passenger
2h 34m·Nonstop
$133 USDORDOct 3 07:30
→BOSOct 3 11:04
UA 659Airbus A321neo
2h 35m·Nonstop
$133 USDORDOct 3 12:46
→BOSOct 3 16:21
UA 2401Boeing 737
2h 43m·Nonstop
$190 USDORDOct 3 09:05
→BOSOct 3 12:48
UA 1367Boeing 737MAX 9 Passenger
2h 42m·Nonstop
$190 USDORDOct 3 10:25
→BOSOct 3 14:07
UA 1606Boeing 737