Chicago to Boston
ORDBOS
Fly from Chicago to Boston starting at SAR 323 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
24 Apr
B6
09:50ORD
17:15BOS
DirectSAR 735VIEW DEAL
25 Apr
F9
16:28ORD
05:31BOS
1 StopSAR 1,005VIEW DEAL
27 Apr
AA
08:41ORD
18:17BOS
1 StopSAR 536VIEW DEAL
28 Apr
AA
08:05ORD
15:32BOS
DirectSAR 368VIEW DEAL
29 Apr
AA
06:00ORD
13:27BOS
DirectSAR 379VIEW DEAL
30 Apr
AA
13:11ORD
20:45BOS
DirectSAR 356VIEW DEAL
12 May
B6
09:49ORD
17:20BOS
DirectSAR 323VIEW DEAL
14 May
UA
06:00ORD
13:25BOS
DirectSAR 330VIEW DEAL
5 Jul
AA
07:00ORD
14:28BOS
DirectSAR 593VIEW DEAL
Chicago to Boston monthly flight fare trend
Apr
from SAR 356
May
from SAR 323
Jun
No flights
Jul
from SAR 593
Aug
No flights
Sep
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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