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 36 airlines and as many as 1045 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 Louisville, Columbus or any other of the 32 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 10:00 pm. You can also catch a transit flight via Louisville or Columbus. American Airlines is a member of the air alliance OneWorld.
With Spirit Airlines
If you fly from Chicago with Spirit Airlines you will do a stopover in New York, EWR before reaching Boston. This flight trip will take 4 hours and 42 minutes and you can fly every weekday with departures .
Distance & flight times: Chicago O'Hare to Logan Airport
The shortest flight time between ORD and BOS is 2 hours and 22 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 2h 22m | - | 869 miles (1398 km) |
SDF Louisville | 4h 26m | 1h 11m | 1119 miles (1800 km) |
CMH Columbus | 4h 30m | 31m | 938 miles (1509 km) |
IAD Dulles | 4h 45m | 1h 10m | 1004 miles (1615 km) |
AVL Asheville | 4h 45m | 1h 8m | 1325 miles (2132 km) |
PHL Philadelphia | 4h 48m | 2h 41m | 961 miles (1546 km) |
SYR Syracuse | 4h 50m | 1h 32m | 873 miles (1405 km) |
BUF Buffalo | 5h 1m | 1h 4m | 870 miles (1400 km) |
ROC Rochester | 5h 8m | 2h 3m | 872 miles (1403 km) |
MVY Martha's Vineyard | 5h 10m | 1h 52m | 966 miles (1554 km) |
MKE Milwaukee | 5h 10m | 55m | 929 miles (1495 km) |
IND Indianapolis | 5h 11m | 2h 5m | 998 miles (1606 km) |
DCA Washington | 5h 11m | 46m | 1014 miles (1632 km) |
PIT Pittsburgh | 5h 28m | 53m | 910 miles (1464 km) |
EWR New York | 5h 29m | 2h 21m | 922 miles (1483 km) |
TVC Traverse City | 5h 30m | 2h 5m | 975 miles (1569 km) |
ACK Nantucket | 5h 33m | 1h 17m | 1017 miles (1636 km) |
CVG Cincinnati | 5h 35m | 53m | 1019 miles (1640 km) |
BWI Baltimore | 5h 38m | 2h 51m | 994 miles (1599 km) |
CLE Cleveland | 5h 39m | 2h 21m | 880 miles (1416 km) |
LGA New York | 5h 40m | 2h 40m | 920 miles (1480 km) |
CLT Charlotte | 5h 44m | 2h 12m | 1332 miles (2143 km) |
JFK New York | 5h 46m | 2h 8m | 922 miles (1483 km) |
HYA Hyannis | 5h 47m | 2h 35m | 972 miles (1564 km) |
SBN South Bend | 5h 50m | - | - |
DTW Detroit | 5h 57m | 2h 44m | 868 miles (1397 km) |
RIC Richmond | 5h 59m | 2h 56m | 1120 miles (1802 km) |
ORF Norfolk | 6h 3m | - | - |
RDU Raleigh/Durham | 6h 17m | 2h 22m | 1264 miles (2034 km) |
BNA Nashville | 6h 20m | 2h 11m | 1357 miles (2183 km) |
MSP Minneapolis | 6h 29m | 1h 37m | 1462 miles (2352 km) |
ILM Wilmington | 6h 33m | 2h 9m | 1440 miles (2317 km) |
STL Saint Louis | 6h 53m | 2h 35m | 1308 miles (2105 km) |

