$59 Cheap American Airlines flights Chicago (ORD) to Boston (BOS)

View $59 flight on Thu, Sep 4, 2025Opens in a new window

$59 Cheap American Airlines flights Chicago (ORD) to Boston (BOS)

Prices were available within the past 7 days and start at $59 for one-way flights and $167 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Aug 23 - Sun, Aug 24
ORD
Chicago
BOS
Boston
$167 Roundtrip, found 23 hours ago
$167
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Sat, Aug 23 from Chicago to Boston, returning Sun, Aug 24, priced at $167 found 23 hours ago
Flights from Chicago (ORD) to Boston (BOS)
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Spirit Airlines, United
Popular airline
Delta
Distance
1381 km
Average flight time
3 hours 24 mins