
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $131 (Kiwi.com) |
One-way from | $64 (Priceline) |
Popular in | April |
Cheapest in | January |
Average price | $207 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 2/28
7:05 am-10:37 am
Nonstop2h 32m
Boston Logan Intl
Wed 3/4
7:15 am-9:28 am
Nonstop3h 13m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 2/14
6:10 pm-9:25 pm
Nonstop2h 15m
Boston Logan Intl
Sat 2/21
5:45 pm-7:35 pm
Nonstop2h 50m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Mon 4/20
7:00 pm-10:20 pm
Nonstop2h 20m
Boston Logan Intl
Sun 4/26
6:10 am-7:55 am
Nonstop2h 45m
ChicagoWorcester
ORD - ORH
ORDORH
Chicago O'Hare Intl
Mon 3/9
6:40 am-1:19 pm
1 stop5h 39m
Worcester
Wed 3/11
1:44 pm-10:12 am
1 stop21h 28m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 2/7
10:15 am-1:30 pm
Nonstop2h 15m
Boston Logan Intl
Mon 2/9
5:20 am-7:10 am
Nonstop2h 50m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 2/26
7:40 pm-10:55 pm
Nonstop2h 15m
Boston Logan Intl
Mon 3/2
5:20 am-7:10 am
Nonstop2h 50m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Tue 2/24
2:00 pm-5:10 pm
Nonstop2h 10m
Boston Logan Intl
Tue 3/3
1:20 pm-6:35 pm
2 stops6h 15m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 2/26
7:30 am-10:49 am
Nonstop2h 19m
Boston Logan Intl
Sun 3/1
5:30 am-9:34 am
1 stop5h 04m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 3/10
7:30 am-10:50 am
Nonstop2h 20m
Boston Logan Intl
Tue 3/10
7:34 pm-11:44 pm
1 stop5h 10m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Wed 2/25
1:15 pm-10:05 pm
1 stop7h 50m
Boston Logan Intl
Wed 3/4
5:30 am-7:20 am
Nonstop2h 50m
Currently, September is the cheapest month in which you can book a flight from Chicago to New Hampshire (average of $105). Flying from Chicago to New Hampshire in March is currently the most expensive (average of $652). 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 to New Hampshire in the afternoon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their Chicago to New Hampshire flight should consider departing on Friday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Food
Entertainment
Comfort
Crew
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$368 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$181 | Average$416 | FlexibilityNo cancel fee | On-time71% |