Boston (BOS) to Chicago (ORD) flight deal in economy from $94
BOSLogan International Airport
Boston, United States
ORDO'Hare International Airport
Chicago, United States
$110 USD
-15%$94 USD
Verified 1 day agoNovember 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Great Availability
85% of dates checked are available within 10% of the lowest price
Friday, November 20th, 2026
Outbound Flights
3h 24m·Nonstop
$103 USD
BOSNov 20 07:00
→ORDNov 20 09:24
AA 947Boeing 737
2h 54m·Nonstop
$103 USD
BOSNov 20 20:10
→ORDNov 20 22:04
DL 2804Airbus A319
3h 3m·Nonstop
$139 USDBOSNov 20 07:30
→ORDNov 20 09:33
DL 2570Boeing 737
3h 15m·Nonstop
$194 USD
BOSNov 20 17:30
→ORDNov 20 19:45
B6 811Airbus A220-300 Passenger
3h 4m·Nonstop
$209 USDBOSNov 20 09:59
→ORDNov 20 12:03
AA 3461Embraer 175
3h 4m·Nonstop
$209 USDBOSNov 20 10:48
→ORDNov 20 12:52
AA 4337Embraer 175
3h 10m·Nonstop
$237 USDBOSNov 20 07:35
→ORDNov 20 09:45
AA 4618Embraer 175
3h 4m·Nonstop
$292 USDBOSNov 20 13:42
→ORDNov 20 15:46
AA 2146Airbus A319
3h 6m·Nonstop
$292 USDBOSNov 20 14:49
→ORDNov 20 16:55
AA 3691Embraer 175
3h 22m·Nonstop
$292 USDBOSNov 20 16:02
→ORDNov 20 18:24
AA 4392Embraer 175
3h 14m·Nonstop
$292 USDBOSNov 20 17:22
→ORDNov 20 19:36
AA 1260Boeing 737
3h 6m·Nonstop
$292 USDBOSNov 20 19:19
→ORDNov 20 21:25
AA 581Boeing 737MAX 8 Passenger
2h 56m·Nonstop
$299 USDBOSNov 20 12:00
→ORDNov 20 13:56
DL 2816Airbus A319
3h·Nonstop
$299 USDBOSNov 20 16:10
→ORDNov 20 18:10
DL 2646Airbus A319