
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $158 (Priceline) |
One-way from | $79 (JetBlue) |
Popular in | April |
Cheapest in | January |
Average price | $260 |
Good round-trip deal | $217 or less |
Good one-way deal | $128 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoHyannis
ORD - HYA
ORDHYA
Chicago O'Hare Intl
Tue 7/14
6:00 am-3:13 pm
1 stop8h 13m
Hyannis Barnstable
Wed 7/15
4:53 pm-9:58 pm
1 stop6h 05m
ChicagoHyannis
ORD - HYA
ORDHYA
Chicago O'Hare Intl
Tue 8/25
6:00 am-3:13 pm
1 stop8h 13m
Hyannis Barnstable
Sat 8/29
4:53 pm-9:58 pm
1 stop6h 05m
ChicagoWest Tisbury
ORD - MVY
ORDMVY
Chicago O'Hare Intl
Sat 8/29
9:40 am-4:12 pm
1 stop5h 32m
West Tisbury Martha's Vineyard
Tue 9/1
5:05 pm-9:58 pm
1 stop5h 53m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/15
9:40 am-6:59 pm
1 stop8h 19m
Boston Logan Intl
Sun 8/23
5:01 am-8:52 am
1 stop4h 51m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 9/2
3:35 pm-7:19 pm
Nonstop2h 44m
Boston Logan Intl
Fri 9/11
9:00 am-10:59 am
Nonstop2h 59m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 8/1
5:25 am-8:40 am
Nonstop2h 15m
Boston Logan Intl
Thu 8/6
8:20 pm-10:00 pm
Nonstop2h 40m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Fri 7/17
7:35 pm-10:55 pm
Nonstop2h 20m
Boston Logan Intl
Tue 7/21
5:35 am-7:10 am
Nonstop2h 35m
ChicagoHyannis
ORD - HYA
ORDHYA
Chicago O'Hare Intl
Mon 8/24
6:00 am-3:13 pm
1 stop8h 13m
Hyannis Barnstable
Fri 8/28
4:20 pm-9:58 pm
1 stop6h 38m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 9/4
7:30 pm-11:00 pm
Nonstop2h 30m
Boston Logan Intl
Sun 9/6
5:15 pm-7:27 pm
Nonstop3h 12m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/17
7:25 pm-11:00 pm
Nonstop2h 35m
Boston Logan Intl
Sun 7/19
7:30 am-9:26 am
Nonstop2h 56m
Currently, November is the cheapest month in which you can book a flight from Chicago to Massachusetts (average of $181). Flying from Chicago to Massachusetts in June is currently the most expensive (average of $322). 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.
One of the essential ways to save on airfare from Chicago to Massachusetts is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 47% on airfare.
The most flights from CHI to USMA are scheduled on a Wednesday (82 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 on average).
Booking 66 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Massachusetts. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Travelers seeking maximum savings on their Chicago to Massachusetts flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Entertainment
Food
Comfort
Crew
Overall
Boarding
Reviews
Bhoopal,Nov 2024
STL - BOS
Entertainment
Food
Comfort
Crew
Overall
Boarding
Reviews
Bhoopal,Nov 2024
STL - BOS
Entertainment
Food
Comfort
Crew
Overall
Boarding
Reviews
Bhoopal,Nov 2024
STL - BOS
Entertainment
Food
Comfort
Crew
Overall
Boarding
Reviews
Bhoopal,Nov 2024
STL - BOS
Entertainment
Food
Comfort
Crew
Overall
Boarding
Reviews
Bhoopal,Nov 2024
STL - BOS
Entertainment
Food
Comfort
Crew
Overall
Boarding
Reviews
Bhoopal,Nov 2024
STL - BOS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$285 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$82 | Average$308 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$253 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$127 | Average$270 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$137 | Average$406 | FlexibilityNo cancel fee | On-time71% |