
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $166 (Jetabroad) |
One-way from | $84 (Delta) |
Popular in | April |
Cheapest in | January |
Average price | $230 |
Good round-trip deal | $471 or less |
Good one-way deal | $234 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Wed 6/10
7:40 am-10:55 am
Nonstop2h 15m
Boston Logan Intl
Tue 6/16
5:35 am-7:10 am
Nonstop2h 35m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 8/6
8:20 pm-11:51 pm
Nonstop2h 31m
Boston Logan Intl
Wed 8/12
5:20 pm-7:25 pm
Nonstop3h 05m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 7/23
6:05 am-9:29 am
Nonstop2h 24m
Boston Logan Intl
Mon 7/27
8:15 pm-10:15 pm
Nonstop3h 00m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 6/5
9:41 pm-1:14 am
Nonstop2h 33m
Boston Logan Intl
Mon 6/8
8:15 am-10:12 am
Nonstop2h 57m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/30
1:56 pm-5:27 pm
Nonstop2h 31m
Boston Logan Intl
Sun 5/31
6:00 am-8:00 am
Nonstop3h 00m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 6/19
1:55 pm-5:29 pm
Nonstop2h 34m
Boston Logan Intl
Tue 6/23
6:40 pm-8:40 pm
Nonstop3h 00m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 6/12
8:20 pm-11:51 pm
Nonstop2h 31m
Boston Logan Intl
Tue 6/16
8:10 am-10:06 am
Nonstop2h 56m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Tue 7/14
6:05 pm-9:20 pm
Nonstop2h 15m
Boston Logan Intl
Thu 7/16
5:25 am-7:00 am
Nonstop2h 35m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Sat 5/30
2:15 pm-11:40 pm
2 stops8h 25m
Boston Logan Intl
Mon 6/1
7:10 am-9:00 am
Nonstop2h 50m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 6/20
7:10 am-10:46 am
Nonstop2h 36m
Boston Logan Intl
Mon 6/29
7:30 am-9:28 am
Nonstop2h 58m
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 February is currently the most expensive (average of $552). 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 morning. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the evening.
Travelers seeking maximum savings on their Chicago to New Hampshire flight should consider departing on Saturday mornings 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.
The most flights from CHI to USNH are scheduled on a Thursday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).
Entertainment
Comfort
Boarding
Overall
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Comfort
Boarding
Overall
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Entertainment
Comfort
Boarding
Overall
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$423 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$181 | Average$449 | FlexibilityNo cancel fee | On-time71% |