Round-trip from | $136 (FlightHub) |
---|---|
One-way from | $69 (JetBlue) |
Popular in | April |
Cheapest in | August |
Average price | $225 |
Good round-trip deal | $137 or less |
Good one-way deal | $68 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 7/14
10:00 am-11:03 pm
1 stop12h 03m
Boston Logan Intl
Tue 7/22
8:39 pm-8:55 am
1 stop13h 16m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/11
4:27 pm-8:00 pm
Nonstop2h 33m
Boston Logan Intl
Mon 7/14
6:00 am-7:55 am
Nonstop2h 55m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 8/16
5:40 pm-9:00 pm
Nonstop2h 20m
Boston Logan Intl
Wed 8/20
5:40 pm-7:20 pm
Nonstop2h 40m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/23
7:46 pm-8:35 am
1 stop11h 49m
Boston Logan Intl
Thu 8/28
8:47 am-4:57 pm
1 stop9h 10m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 8/5
7:30 am-10:57 am
Nonstop2h 27m
Boston Logan Intl
Tue 8/12
7:04 pm-11:41 pm
1 stop5h 37m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 8/20
11:36 am-11:49 pm
1 stop11h 13m
Boston Logan Intl
Mon 8/25
11:08 am-6:41 pm
1 stop8h 33m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 7/10
9:12 pm-8:35 am
1 stop10h 23m
Boston Logan Intl
Sat 7/12
9:40 am-8:22 pm
1 stop11h 42m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/23
7:00 am-10:29 am
Nonstop2h 29m
Boston Logan Intl
Sun 8/31
11:34 am-1:25 pm
Nonstop2h 51m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/16
2:55 pm-8:55 pm
1 stop5h 00m
Boston Logan Intl
Sat 8/23
2:50 pm-10:00 pm
1 stop8h 10m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 8/29
8:25 pm-11:59 pm
Nonstop2h 34m
Boston Logan Intl
Tue 9/2
8:35 am-10:30 am
Nonstop2h 55m
Currently, January is the cheapest month in which you can book a flight from Chicago to Massachusetts (average of $218). Flying from Chicago to Massachusetts in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Chicago to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from CHI to USMA are scheduled on a Thursday (80 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).
Overall
Crew
Entertainment
Boarding
Food
Comfort
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Entertainment
Boarding
Food
Comfort
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Entertainment
Boarding
Food
Comfort
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Entertainment
Boarding
Food
Comfort
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Entertainment
Boarding
Food
Comfort
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Entertainment
Boarding
Food
Comfort
Reviews
John,May 2025
PVD - BNA
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$36 | Average$95 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$78 | Average$410 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$90 | Average$257 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$100 | Average$115 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$125 | Average$414 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$130 | Average$402 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$153 | Average$276 | FlexibilityNo cancel fee | On-time63% |