United's Economy Plus offers extra legroom; ideal for comfort on short flights.
United's MileagePlus allows pooling miles, great for family travel.
Round-trip from | $121 (Kiwi.com) |
---|---|
One-way from | $62 (JetBlue) |
Popular in | February |
Cheapest in | September |
Average price | $229 |
Good round-trip deal | $170 or less |
Good one-way deal | $105 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 7/8
5:05 am-3:37 pm
1 stop9h 32m
Boston Logan Intl
Wed 7/9
8:39 pm-8:55 am
1 stop13h 16m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/9
8:25 pm-11:59 pm
Nonstop2h 34m
Boston Logan Intl
Tue 8/12
5:29 am-7:25 am
Nonstop2h 56m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 8/8
5:51 pm-9:26 pm
Nonstop2h 35m
Boston Logan Intl
Mon 8/11
6:00 am-7:55 am
Nonstop2h 55m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 7/10
7:45 pm-11:12 pm
Nonstop2h 27m
Boston Logan Intl
Mon 7/14
8:20 pm-10:12 pm
Nonstop2h 52m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 9/5
2:55 pm-10:35 pm
1 stop6h 40m
Boston Logan Intl
Mon 9/8
10:45 am-4:25 pm
1 stop6h 40m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 7/8
6:20 pm-9:59 pm
Nonstop2h 39m
Boston Logan Intl
Wed 7/9
8:39 pm-8:55 am
1 stop13h 16m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/18
7:10 pm-10:50 pm
Nonstop2h 40m
Boston Logan Intl
Tue 7/22
7:20 am-9:18 am
Nonstop2h 58m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 8/25
8:40 am-12:05 pm
Nonstop2h 25m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 9/5
6:30 am-9:56 am
Nonstop2h 26m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 8/26
7:10 pm-10:42 pm
Nonstop2h 32m
Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Boston (average of $218). Flying from Chicago O'Hare Intl Airport to Boston 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.
A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Boston in the evening. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the afternoon.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Boston flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from ORD to BOS are scheduled on a Thursday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).
In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.
If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$36 | Average$93 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$69 | Average$111 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$79 | Average$191 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$89 | Average$223 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$127 | Average$233 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$131 | Average$281 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$214 | Average$293 | FlexibilityNo cancel fee | On-time63% |