
Round-trip from | $393 (Alaska Airlines) |
|---|---|
One-way from | $211 (American Airlines) |
Good one-way deal | $516 or less |
Fly from
Fly to
Route
Depart
Return
Price
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Thu 1/15
2:51 pm-11:37 pm
1 stop28h 46m
Chicago O'Hare Intl
Thu 1/22
3:44 pm-3:57 pm
1 stop28h 13m
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Thu 1/15
2:51 pm-2:29 pm
1 stop19h 38m
Chicago O'Hare Intl
Thu 1/22
9:00 am-9:30 pm
2 stops16h 30m
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Wed 1/14
2:51 pm-2:29 pm
1 stop19h 38m
Chicago O'Hare Intl
Sun 1/18
3:44 pm-3:57 pm
1 stop28h 13m
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Sat 1/24
2:24 pm-11:37 pm
1 stop29h 13m
Chicago O'Hare Intl
Sat 1/31
3:44 pm-3:57 pm
1 stop28h 13m
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Wed 1/14
6:00 am-11:50 pm
2 stops13h 50m
Chicago O'Hare Intl
Sun 1/18
3:44 pm-3:57 pm
1 stop28h 13m
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Sat 1/24
2:24 pm-2:29 pm
1 stop20h 05m
Chicago O'Hare Intl
Sat 1/31
9:00 am-7:18 am
2 stops26h 18m
HiloChicago
ITO - ORD
ITOORD
Hilo Intl
Thu 2/12
7:41 pm-2:58 pm
2 stops15h 17m
Chicago O'Hare Intl
Thu 2/19
8:20 am-9:24 pm
2 stops17h 04m
Kailua-KonaChicago
KOA - ORD
KOAORD
Kona Intl
Wed 2/18
1:10 pm-11:59 pm
1 stop30h 49m
Chicago O'Hare Intl
Sun 2/22
3:07 pm-3:53 pm
1 stop28h 46m
Kailua-KonaSt. Louis
KOA - STL
KOASTL
Kona Intl
Thu 1/29
9:10 pm-1:54 pm
1 stop12h 44m
Lambert-St Louis
Mon 2/2
2:50 pm-9:30 pm
1 stop34h 40m
HiloChicago
ITO - ORD
ITOORD
Hilo Intl
Sat 2/14
6:00 am-11:59 pm
2 stops13h 59m
Chicago O'Hare Intl
Thu 2/19
8:20 am-9:24 pm
2 stops17h 04m
Currently, October is the cheapest month in which you can book a flight from The Big Island to Illinois (average of $447). 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.
Crew
Food
Overall
Comfort
Boarding
Entertainment
Reviews
Art,Dec 2025
SAN - OGG
Crew
Food
Overall
Comfort
Boarding
Entertainment
Reviews
Art,Dec 2025
SAN - OGG
Crew
Food
Overall
Comfort
Boarding
Entertainment
Reviews
Art,Dec 2025
SAN - OGG
Crew
Food
Overall
Comfort
Boarding
Entertainment
Reviews
Art,Dec 2025
SAN - OGG
Crew
Food
Overall
Comfort
Boarding
Entertainment
Reviews
Art,Dec 2025
SAN - OGG
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$447 | Average$792 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$545 | Average$653 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$555 | Average$979 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$693 | Average$768 | FlexibilityNo cancel fee | On-time63% |