Flights Boston → Chicago

One way · Economy · 1 adult · price per person · next 14 days from September 10, 2026

Last observed price on Aviasales for 7 of 15 dates; the lowest is $119. Prices are not guaranteed and are confirmed at booking time.

Last observed price by date

Date	Last observed price	Flight	Departure	Arrival	Stops
Thu, Sep 10	—	—	—	—	—
Fri, Sep 11	—	—	—	—	—
Sat, Sep 12	$143	Frontier Airlines F93511 (1st of 2 flights)	12:54 PM Logan (BOS)	6:23 PM O'Hare (ORD)	1 stop · Atlanta Hartsfield-Jackson
Sun, Sep 13	$178	American Airlines AA3324	6:00 AM Logan (BOS)	8:10 AM O'Hare (ORD)	Direct
Mon, Sep 14	—	—	—	—	—
Tue, Sep 15	—	—	—	—	—
Wed, Sep 16	$166	JetBlue B6811	5:00 PM Logan (BOS)	7:01 PM O'Hare (ORD)	Direct
Thu, Sep 17	$157	Frontier Airlines F93511 (1st of 2 flights)	12:54 PM Logan (BOS)	6:23 PM O'Hare (ORD)	1 stop · Atlanta Hartsfield-Jackson
Fri, Sep 18	—	—	—	—	—
Sat, Sep 19	—	—	—	—	—
Sun, Sep 20	$141	JetBlue B6111	7:00 AM Logan (BOS)	8:48 AM O'Hare (ORD)	Direct
Mon, Sep 21	$142	American Airlines AA3324	6:00 AM Logan (BOS)	8:10 AM O'Hare (ORD)	Direct
Tue, Sep 22	—	—	—	—	—
Wed, Sep 23	—	—	—	—	—
Thu, Sep 24	$119lowest	JetBlue B6111	7:00 AM Logan (BOS)	8:48 AM O'Hare (ORD)	Direct

Price not guaranteed: it is confirmed on Aviasales at booking time. How it works

Boston, United States (BOS, city code)

Boston Logan (BOS).

Chicago, United States (CHI, city code)

Chicago O'Hare (ORD), Chicago Midway (MDW).

FromToDeparture date