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
Tue
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Sun
Rare Availability
6% of dates checked are available within 10% of the lowest price
Sunday, September 20th, 2026
Outbound Flights
2h 23m·Nonstop
$113 USD
ORDSep 20 06:10
→BOSSep 20 09:33
UA 1186Boeing 737MAX 8 Passenger
2h 34m·Nonstop
$113 USDORDSep 20 07:30
→BOSSep 20 11:04
UA 1706Boeing 737
2h 30m·Nonstop
$113 USDORDSep 20 21:40
→BOSSep 21 01:10
UA 1779Boeing 737
2h 43m·Nonstop
$133 USDORDSep 20 09:07
→BOSSep 20 12:50
UA 1117Boeing 737MAX 9 Passenger
2h 35m·Nonstop
$133 USDORDSep 20 19:55
→BOSSep 20 23:30
UA 2691Boeing 737MAX 9 Passenger
2h 42m·Nonstop
$205 USDORDSep 20 10:25
→BOSSep 20 14:07
UA 1606Boeing 737
2h 35m·Nonstop
$205 USDORDSep 20 12:52
→BOSSep 20 16:27
UA 2401Boeing 737
2h 41m·Nonstop
$205 USDORDSep 20 13:55
→BOSSep 20 17:36
UA 1928Boeing 737
2h 44m·Nonstop
$205 USDORDSep 20 15:35
→BOSSep 20 19:19
UA 2466Boeing 737
2h 35m·Nonstop
$226 USDORDSep 20 18:24
→BOSSep 20 21:59
UA 2331Airbus A321neo