
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $125 (Southwest) |
One-way from | $68 (Super.com) |
Popular in | April |
Cheapest in | January |
Average price | $223 |
Good round-trip deal | $387 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 4/4
7:30 am-11:01 am
Nonstop2h 31m
Boston Logan Intl
Tue 4/7
7:15 am-9:14 am
Nonstop2h 59m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 5/8
7:15 pm-10:49 pm
Nonstop2h 34m
Boston Logan Intl
Sun 5/10
7:35 am-9:27 am
Nonstop2h 52m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Mon 4/20
7:40 am-10:55 am
Nonstop2h 15m
Boston Logan Intl
Thu 4/30
10:40 am-12:20 pm
Nonstop2h 40m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 4/9
1:55 pm-5:10 pm
Nonstop2h 15m
Boston Logan Intl
Mon 4/13
3:45 pm-5:30 pm
Nonstop2h 45m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 4/9
10:40 am-2:04 pm
Nonstop2h 24m
Boston Logan Intl
Mon 4/13
7:35 pm-9:29 pm
Nonstop2h 54m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 5/5
2:40 pm-10:30 pm
1 stop6h 50m
Boston Logan Intl
Tue 5/12
7:35 am-4:05 pm
2 stops9h 30m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 4/1
8:55 am-12:27 pm
Nonstop2h 32m
Boston Logan Intl
Wed 4/8
6:05 am-8:08 am
Nonstop3h 03m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 5/16
6:00 am-9:15 am
Nonstop2h 15m
Boston Logan Intl
Sun 5/17
6:52 am-8:51 am
Nonstop2h 59m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Wed 4/1
4:45 pm-10:10 pm
1 stop4h 25m
Boston Logan Intl
Tue 4/7
5:35 am-4:35 pm
2 stops12h 00m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 5/7
2:40 pm-11:15 pm
1 stop7h 35m
Boston Logan Intl
Sun 5/10
5:15 am-3:00 pm
1 stop10h 45m
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.
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Anonymous,Mar 2026
KOA - HNL
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Anonymous,Mar 2026
KOA - HNL
Overall
Boarding
Entertainment
Comfort
Crew
Food
Reviews
Anonymous,Mar 2026
KOA - HNL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$181 | Average$368 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$181 | Average$440 | FlexibilityNo cancel fee | On-time71% |