
Fly to
Route
Depart
Return
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/14
6:43 pm-8:40 pm
Nonstop2h 57m
Chicago O'Hare Intl
Fri 7/17
7:45 pm-11:21 pm
Nonstop2h 36m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 7/22
5:45 am-9:36 am
1 stop4h 51m
Chicago O'Hare Intl
Thu 7/23
9:41 pm-1:14 am
Nonstop2h 33m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/14
7:27 pm-11:31 pm
1 stop5h 04m
Chicago O'Hare Intl
Sat 7/18
9:41 pm-1:14 am
Nonstop2h 33m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 7/31
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sat 8/8
4:30 pm-8:11 pm
Nonstop2h 41m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/19
8:15 am-10:11 am
Nonstop2h 56m
Chicago O'Hare Intl
Mon 8/24
6:00 am-2:43 pm
1 stop7h 43m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/7
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sat 7/11
6:59 am-10:30 am
Nonstop2h 31m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 7/31
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Thu 8/6
7:30 pm-11:00 pm
Nonstop2h 30m
BostonAtlanta
BOS - ATL
BOSATL
Boston Logan Intl
Sat 7/18
6:00 am-1:44 pm
1 stop7h 44m
Atlanta Hartsfield-Jackson
Tue 7/21
2:41 pm-7:14 pm
1 stop4h 33m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/30
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
Mon 8/3
9:41 pm-1:14 am
Nonstop2h 33m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/26
6:00 pm-7:59 pm
Nonstop2h 59m
Chicago O'Hare Intl
Wed 9/30
3:05 pm-6:52 pm
Nonstop2h 47m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star |
Currently, October is the cheapest month in which you can book a flight from Boston (average of $335). Flying from Boston in December will prove the most costly (average of $526). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
For flights departing from Boston check dates and pricing for the following: Delta, Alaska Airlines, JetBlue, American Airlines, Hawaiian Airlines. These airlines depart to the following popular destinations: Seattle.
Some of the most frequent flights departing from Boston everyday are: New York (1,828 flights per day), Chicago (841 flights per day), and Washington, D.C. (778 flights per day).
The cheapest city to fly to from Boston is Presque Isle, with prices starting at $43. Explore other affordable destinations below.
To ensure you get the cheapest price possible for a flight from Boston, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Boarding
Comfort
Entertainment
Crew
Overall
Food
Reviews
Anonymous,Jun 2026
RDU - SEA
Boarding
Comfort
Entertainment
Crew
Overall
Food
Reviews
Anonymous,Jun 2026
RDU - SEA
Boarding
Comfort
Entertainment
Crew
Overall
Food
Reviews
Anonymous,Jun 2026
RDU - SEA
Boarding
Comfort
Entertainment
Crew
Overall
Food
Reviews
Anonymous,Jun 2026
RDU - SEA
Boarding
Comfort
Entertainment
Crew
Overall
Food
Reviews
Anonymous,Jun 2026
RDU - SEA
Boarding
Comfort
Entertainment
Crew
Overall
Food
Reviews
Anonymous,Jun 2026
RDU - SEA