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 agoSeptember 2026
Mon
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Rare Availability
6% of dates checked are available within 10% of the lowest price
Tuesday, September 29th, 2026
Outbound Flights
2h 43m·Nonstop
$104 USD
ORDSep 29 09:05
→BOSSep 29 12:48
UA 1367Boeing 737MAX 9 Passenger
2h 42m·Nonstop
$104 USDORDSep 29 10:25
→BOSSep 29 14:07
UA 1606Boeing 737
2h 35m·Nonstop
$104 USDORDSep 29 12:46
→BOSSep 29 16:21
UA 2401Boeing 737
2h 23m·Nonstop
$104 USDORDSep 29 06:10
→BOSSep 29 09:33
UA 1186Boeing 737MAX 8 Passenger
2h 34m·Nonstop
$104 USDORDSep 29 07:30
→BOSSep 29 11:04
UA 659Airbus A321neo
2h 42m·Nonstop
$104 USDORDSep 29 13:55
→BOSSep 29 17:37
UA 1928Boeing 737MAX 9 Passenger
2h 45m·Nonstop
$104 USDORDSep 29 15:35
→BOSSep 29 19:20
UA 487Boeing 737MAX 9 Passenger
2h 35m·Nonstop
$104 USDORDSep 29 18:24
→BOSSep 29 21:59
UA 2331Airbus A321neo
2h 34m·Nonstop
$104 USDORDSep 29 19:50
→BOSSep 29 23:24
UA 1365Boeing 737
2h 30m·Nonstop
$104 USDORDSep 29 21:24
→BOSSep 30 00:54
UA 1779Boeing 737MAX 9 Passenger