Fly to
Budget
$55 - $74
Route
Depart
Return
Price
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/11
Nonstop2h 54m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/11
1 stop12h 38m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/11
Nonstop2h 54m
Chicago O'Hare Intl
Wed 6/12
Nonstop2h 29m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/11
Nonstop2h 54m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 8/20
Nonstop2h 33m
Chicago O'Hare Intl
Tue 8/20
Nonstop2h 18m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/11
1 stop12h 38m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 8/20
Nonstop2h 33m
Chicago O'Hare Intl
Tue 8/27
Nonstop2h 18m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Wed 6/12
1 stop10h 52m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/11
Nonstop2h 54m
Chicago O'Hare Intl
Fri 6/14
Nonstop2h 28m
No data available for this route at this time. Please check back soon.
Currently, January is the cheapest month in which you can book a flight from Massachusetts (average of $218). Flying from Massachusetts in July will prove the most costly (average of $328). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
January
$197
February
$202
March
$242
April
$228
May
$206
June
$228
July
$214
August
$197
September
$181
October
$217
November
$222
December
$197
Crew
Boarding
Entertainment
Food
Comfort
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Boarding
Entertainment
Food
Comfort
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Boarding
Entertainment
Food
Comfort
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Boarding
Entertainment
Food
Comfort
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Boarding
Entertainment
Food
Comfort
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Boarding
Entertainment
Food
Comfort
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Cheapflights makes it easy to find flights from Massachusetts by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Massachusetts.
Users can book flights with no change fees policies with our dedicated filters. Book flights from Massachusetts flexibly with Cheapflights today.
Yes! Start tracking prices for flights from Massachusetts today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.