
Round-trip from | $399 (Alaska Airlines) |
|---|---|
One-way from | $202 (Kiwi.com) |
Good one-way deal | $376 or less |
Fly from
Fly to
Route
Depart
Return
Price
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Tue 3/3
6:00 am-11:10 pm
2 stops13h 10m
Chicago O'Hare Intl
Wed 3/4
9:00 am-2:46 pm
1 stop33h 46m
Kailua-KonaSt. Louis
KOA - STL
KOASTL
Kona Intl
Thu 11/27
7:30 pm-10:39 am
1 stop11h 09m
Lambert-St Louis
Tue 12/2
7:00 am-3:24 pm
1 stop12h 24m
HiloChicago
ITO - ORD
ITOORD
Hilo Intl
Tue 11/25
3:25 pm-2:45 pm
2 stops19h 20m
Chicago O'Hare Intl
Mon 12/8
7:15 am-9:40 pm
2 stops18h 25m
Kailua-KonaSt. Louis
KOA - STL
KOASTL
Kona Intl
Thu 11/27
9:10 pm-4:39 pm
2 stops15h 29m
Lambert-St Louis
Tue 12/2
5:27 pm-1:00 pm
2 stops23h 33m
HiloChicago
ITO - ORD
ITOORD
Hilo Intl
Tue 4/21
9:46 am-5:00 am
2 stops14h 14m
Chicago O'Hare Intl
Thu 4/23
9:00 am-6:20 pm
2 stops14h 20m
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Tue 12/16
2:20 pm-2:09 pm
1 stop19h 49m
Chicago O'Hare Intl
Tue 12/23
3:37 pm-10:35 am
2 stops22h 58m
Kailua-KonaSt. Louis
KOA - STL
KOASTL
Kona Intl
Mon 11/24
8:30 pm-1:31 pm
2 stops13h 01m
Lambert-St Louis
Sun 11/30
6:34 am-7:25 pm
2 stops16h 51m
Kailua-KonaSt. Louis
KOA - STL
KOASTL
Kona Intl
Mon 11/24
6:25 pm-10:39 am
1 stop12h 14m
Lambert-St Louis
Sun 11/30
7:00 am-3:01 pm
1 stop12h 01m
HiloChicago
ITO - ORD
ITOORD
Hilo Intl
Tue 11/25
6:44 pm-6:08 am
1 stop31h 24m
Chicago O'Hare Intl
Mon 12/8
2:35 pm-8:00 pm
2 stops33h 25m
HiloChicago
ITO - ORD
ITOORD
Hilo Intl
Tue 4/21
2:40 pm-6:25 am
1 stop10h 45m
Chicago O'Hare Intl
Thu 4/23
8:00 am-7:00 am
2 stops28h 00m
Currently, December is the cheapest month in which you can book a flight from The Big Island to Illinois (average of $429). Flying from The Big Island to Illinois in April is currently the most expensive (average of $752). 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 The Big Island to Illinois in the morning. If you’re flexible enough to do this you can expect to save up to 58% on your trip compared to booking a flight in the afternoon.
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Anonymous,Sep 2025
BOS - HNL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$447 | Average$718 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$545 | Average$721 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$555 | Average$1,039 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$693 | Average$768 | FlexibilityNo cancel fee | On-time63% |