Boston (BOS) to Chicago (ORD) flight deal in economy from $149

Sunday, January 10th, 2027

7 round-trip options

Returning
Fri, Jan 15, 20275 Day Trip
$236 USD
Returning
Sun, Jan 17, 20277 Day Trip
$215 USD
Returning
Mon, Jan 18, 20278 Day Trip
$283 USD
Returning
Tue, Jan 19, 20279 Day Trip
$215 USD
Returning
Thu, Jan 21, 202711 Day Trip
$215 USD
Returning
Fri, Jan 22, 202712 Day Trip
$215 USD
Returning
Sun, Jan 24, 202714 Day Trip
$215 USD