To save on the cost of your flight from Massachusetts to Illinois, book at least 55 days before your planned departure. Booking around this time can save you about 24% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $237 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $310.
Our data shows that January tends to be the cheapest month to fly to Illinois from Massachusetts. Users have commonly found prices around $260 for the month, but tickets can be as low as $79. Due to multiple factors, prepare for potentially higher prices in June.
When flying from Massachusetts to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$57 - $167
Route
Depart
Return
Price
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
mer. 6/12
Nonstop2h 54m
Chicago O'Hare Intl
sam. 6/15
Nonstop2h 29m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
jeu. 6/6
Nonstop2h 54m
Chicago O'Hare Intl
mar. 6/11
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
mar. 6/11
Nonstop2h 54m
Chicago O'Hare Intl
mar. 6/18
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
mar. 6/4
1 stop12h 03m
Chicago O'Hare Intl
sam. 6/8
Nonstop2h 29m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
mer. 5/22
1 stop11h 39m
Chicago Midway
mer. 5/29
1 stop23h 51m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
jeu. 5/30
1 stop16h 38m
Chicago O'Hare Intl
sam. 6/8
Nonstop2h 29m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
mer. 5/29
Nonstop2h 50m
Chicago O'Hare Intl
mer. 6/5
Nonstop2h 20m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
mer. 5/22
Nonstop2h 55m
Chicago O'Hare Intl
ven. 5/31
Nonstop2h 36m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
dim. 5/26
Nonstop2h 54m
Chicago O'Hare Intl
jeu. 5/30
Nonstop2h 26m
No data available for this route at this time. Please check back soon.
Food
Overall
Comfort
Crew
Boarding
Entertainment
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Food
Overall
Comfort
Crew
Boarding
Entertainment
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Food
Overall
Comfort
Crew
Boarding
Entertainment
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Food
Overall
Comfort
Crew
Boarding
Entertainment
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Food
Overall
Comfort
Crew
Boarding
Entertainment
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
Food
Overall
Comfort
Crew
Boarding
Entertainment
Reviews
The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.
26%of flight departures | Early morningMidnight to 6 am |
---|---|
38%of flight departures | Morning6 am to noon |
31%of flight departures | AfternoonNoon to 6 pm |
5%of flight departures | Evening6 pm to midnight |
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