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 1 day agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Limited Availability
10% of dates checked are available within 10% of the lowest price
Sunday, August 30th, 2026
Outbound Flights
2h 59m·Nonstop
$83 USD
BOSAug 30 06:01
→ORDAug 30 08:00
UA 1414Boeing 737MAX 9 Passenger
2h 58m·Nonstop
$83 USDBOSAug 30 07:05
→ORDAug 30 09:03
UA 2631Boeing 737
2h 59m·Nonstop
$83 USDBOSAug 30 08:05
→ORDAug 30 10:04
UA 717Boeing 737
2h 57m·Nonstop
$122 USDBOSAug 30 09:00
→ORDAug 30 10:57
UA 1349Boeing 737
2h 59m·Nonstop
$149 USDBOSAug 30 20:31
→ORDAug 30 22:30
UA 2229Boeing 737
2h 51m·Nonstop
$156 USDBOSAug 30 10:38
→ORDAug 30 12:29
UA 503Boeing 737MAX 8 Passenger
2h 58m·Nonstop
$185 USDBOSAug 30 18:50
→ORDAug 30 20:48
UA 1015Boeing 737MAX 9 Passenger
2h 53m·Nonstop
$198 USDBOSAug 30 12:27
→ORDAug 30 14:20
UA 472Boeing 737
2h 52m·Nonstop
$198 USDBOSAug 30 15:13
→ORDAug 30 17:05
UA 1475Boeing 737
2h 59m·Nonstop
$198 USDBOSAug 30 17:01
→ORDAug 30 19:00
UA 2040Boeing 737MAX 9 Passenger