Boston (BOS) to Chicago (ORD) flight deal in economy from $75
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$115 USD
-35%$75 USD
Verified about 18 hours agoSeptember 2026
Mon
Tue
Wed
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Fri
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Sun
Limited Availability
10% of dates checked are available within 10% of the lowest price
Saturday, September 19th, 2026
Outbound Flights
2h 59m·Nonstop
$108 USD
BOSSep 19 08:00
→ORDSep 19 09:59
UA 717Boeing 737
2h 58m·Nonstop
$108 USDBOSSep 19 18:50
→ORDSep 19 20:48
UA 1015Boeing 737MAX 9 Passenger
2h 59m·Nonstop
$108 USDBOSSep 19 20:21
→ORDSep 19 22:20
UA 2229Boeing 737
2h 58m·Nonstop
$108 USDBOSSep 19 07:05
→ORDSep 19 09:03
UA 2631Boeing 737
2h 59m·Nonstop
$121 USDBOSSep 19 06:00
→ORDSep 19 07:59
UA 1414Boeing 737MAX 9 Passenger
2h 51m·Nonstop
$129 USDBOSSep 19 10:38
→ORDSep 19 12:29
UA 503Boeing 737MAX 8 Passenger
2h 59m·Nonstop
$129 USDBOSSep 19 17:00
→ORDSep 19 18:59
UA 2040Boeing 737MAX 9 Passenger
2h 59m·Nonstop
$129 USDBOSSep 19 09:00
→ORDSep 19 10:59
UA 1349Airbus A321neo
2h 52m·Nonstop
$161 USDBOSSep 19 15:13
→ORDSep 19 17:05
UA 1475Boeing 737
2h 53m·Nonstop
$166 USDBOSSep 19 12:37
→ORDSep 19 14:30
UA 463Boeing 737