Chicago to Boston
ORDBOS
Fly from Chicago to Boston starting at USD 86 with B6.
Best fare available on May 12, 2026.
Limited seats. Better plans. Book before it's gone.
Chicago to Boston cheapest flights this week
12 May
B6
09:49ORD
12:20BOS
Direct$86VIEW DEAL
14 May
UA
06:00ORD
08:25BOS
Direct$88VIEW DEAL
5 Jul
AA
07:00ORD
09:28BOS
Direct$158VIEW DEAL
Chicago to Boston monthly flight fare trend
May
from USD 86
Jun
No flights
Jul
from USD 158
Aug
No flights
Sep
No flights
Oct
No flights
Airport Details
Origin
Chicago
Chicago O'Hare International Airport (ORD)
Chicago, ORD
Zone
Chicago
Elev
680 ft
Destination
Boston
Logan International Airport (BOS)
Boston, BOS
Zone
New York
Elev
20 ft
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