Flights from Chicago to Boston – Direct & connecting routes
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ORD to BOS – All flight route options from Chicago O Hare International, Illinois, USA to Boston Logan International Airport, Massachusetts, USA. These flights are operated by 7 different airlines. Fly non-stop or choose from 33 different connecting flights. The shortest flight time is 2 hours and 23 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
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Chicago to Boston flights
There are over 37 airlines and as many as 1323 flights every week to this destination. You can fly non-stop to Boston (BOS) from Chicago (ORD) with American Airlines, JetBlue Airways, United Airlines or Delta Air Lines but if a stopover option suits you better you can choose to fly via Rochester, Philadelphia or any other of the 33 alternatives with connectiing airports.
Chicago to Boston with American Airlines
You can fly non-stop every weekday with flights departing from 6:00 am to 8:00 pm. You can also catch a transit flight via Rochester or Philadelphia. American Airlines is a member of the air alliance OneWorld.
With Delta Air Lines
You can fly non-stop every weekday with flights departing from 7:00 am to 7:00 pm. You can also catch a transit flight via New York or Detroit. Delta Air Lines is a member of SkyTeam.
Distance & flight times: Chicago O'Hare to Logan Airport
The shortest flight time between ORD and BOS is 2 hours and 23 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 2h 23m | - | 869 miles (1398 km) |
ROC Rochester | 3h 40m | 30m | 872 miles (1403 km) |
PHL Philadelphia | 4h 44m | 47m | 961 miles (1546 km) |
ACK Nantucket | 4h 45m | 1h 5m | 1017 miles (1636 km) |
CLE Cleveland | 4h 48m | 44m | 880 miles (1416 km) |
BUF Buffalo | 4h 52m | 1h 2m | 870 miles (1400 km) |
SYR Syracuse | 4h 56m | 50m | 873 miles (1405 km) |
MSN Madison | 4h 59m | 37m | 1044 miles (1680 km) |
IAD Dulles | 5h 1m | 3h 0m | 1028 miles (1654 km) |
MKE Milwaukee | 5h 4m | 2h 22m | 929 miles (1495 km) |
MVY Martha's Vineyard | 5h 7m | 1h 38m | 966 miles (1554 km) |
CVG Cincinnati | 5h 10m | 1h 36m | 1019 miles (1640 km) |
PIT Pittsburgh | 5h 10m | 45m | 910 miles (1464 km) |
RIC Richmond | 5h 11m | 1h 9m | 1120 miles (1802 km) |
AVL Asheville | 5h 16m | 1h 45m | 1325 miles (2132 km) |
EWR New York | 5h 24m | 2h 44m | 922 miles (1483 km) |
DCA Washington | 5h 24m | 1h 21m | 1014 miles (1632 km) |
GSP Greenville | 5h 25m | 1h 4m | 1377 miles (2216 km) |
TVC Traverse City | 5h 34m | 2h 19m | 975 miles (1569 km) |
IND Indianapolis | 5h 34m | 47m | 998 miles (1606 km) |
BWI Baltimore | 5h 35m | 1h 44m | 994 miles (1599 km) |
RDU Raleigh/Durham | 5h 39m | 1h 55m | 1264 miles (2034 km) |
SDF Louisville | 5h 40m | 1h 41m | 1119 miles (1800 km) |
MYR Myrtle Beach | 5h 40m | 1h 14m | 1499 miles (2412 km) |
JFK New York | 5h 42m | 2h 45m | 922 miles (1483 km) |
CMH Columbus | 5h 45m | 1h 44m | 938 miles (1509 km) |
LGA New York | 5h 49m | 1h 30m | 920 miles (1480 km) |
CLT Charlotte | 5h 52m | 1h 8m | 1332 miles (2143 km) |
ILM Wilmington | 5h 59m | 1h 47m | 1440 miles (2317 km) |
MSP Minneapolis | 6h 4m | 2h 1m | 1462 miles (2352 km) |
DTW Detroit | 6h 13m | 2h 59m | 868 miles (1397 km) |
BNA Nashville | 6h 15m | 1h 55m | 1357 miles (2183 km) |
STL Saint Louis | 6h 19m | 2h 39m | 1308 miles (2105 km) |
ORF Norfolk | 6h 36m | 2h 41m | 1189 miles (1913 km) |

