United's Economy Plus offers extra legroom, ideal for comfort on short flights.
United's MileagePlus allows pooling miles, useful for family travel.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Delta) |
One-way from | $69 (JetBlue) |
Popular in | April |
Cheapest in | September |
Average price | $293 |
Good round-trip deal | $191 or less |
Good one-way deal | $78 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 5/6
7:00 am-10:26 am
Nonstop2h 26m
Boston Logan Intl
Wed 5/7
7:15 am-9:09 am
Nonstop2h 54m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Tue 5/6
1:15 pm-4:35 pm
Nonstop2h 20m
Boston Logan Intl
Fri 5/9
5:45 am-7:20 am
Nonstop2h 35m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/3
7:05 am-10:33 am
Nonstop2h 28m
Boston Logan Intl
Wed 5/7
5:15 am-7:15 am
Nonstop3h 00m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 4/30
7:47 pm-10:22 am
1 stop13h 35m
Boston Logan Intl
Wed 5/7
3:49 pm-11:04 pm
1 stop8h 15m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 8/15
6:00 am-9:26 am
Nonstop2h 26m
Boston Logan Intl
Mon 8/18
6:59 pm-11:37 pm
1 stop5h 38m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 5/1
6:20 am-2:14 pm
1 stop6h 54m
Boston Logan Intl
Mon 5/5
6:00 am-8:03 am
Nonstop3h 03m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 5/6
1:50 pm-7:10 pm
1 stop4h 20m
Boston Logan Intl
Thu 5/8
5:30 am-11:50 am
1 stop7h 20m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 5/8
4:00 pm-9:34 am
1 stop16h 34m
Boston Logan Intl
Mon 5/12
12:58 pm-11:47 pm
1 stop11h 49m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 4/24
7:15 pm-10:35 am
1 stop14h 20m
Boston Logan Intl
Wed 4/30
2:12 pm-12:20 am
1 stop11h 08m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 4/21
5:31 pm-12:31 am
1 stop6h 00m
Boston Logan Intl
Thu 5/1
12:48 pm-11:11 pm
1 stop11h 23m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy1 star | Trust Score*3 stars |
The price you pay for your flight from Chicago to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, January is the cheapest month in which you can book a flight from Chicago to Boston (average of $218). Flying from Chicago to Boston in July is currently the most expensive (average of $311). 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.
It’s typically best to fly out from Chicago to Boston in the evening. Doing so could potentially save you 33% on the flight price compared to flying in the afternoon, which is usually more expensive.
Travelers seeking maximum savings on their Chicago to Boston flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to BOS are scheduled on a Friday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 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).
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$38 | Average$96 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$63 | Average$301 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$69 | Average$115 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$82 | Average$234 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$140 | Average$249 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$153 | Average$297 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$157 | Average$292 | FlexibilityNo cancel fee | On-time63% |