
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $425 (Alaska Airlines) |
One-way from | $183 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $646 |
Good round-trip deal | $780 or less |
Good one-way deal | $497 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
jue. 1/29
2:06 pm-10:00 pm
1 stop11h 54m
Kahului
jue. 2/5
11:59 pm-2:29 pm
1 stop10h 30m
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
sáb. 12/6
8:00 am-11:40 pm
2 stops19h 40m
Kahului
mié. 12/10
6:00 am-11:50 pm
2 stops13h 50m
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
sáb. 12/6
8:00 am-11:40 pm
2 stops19h 40m
Kahului
lun. 12/8
11:20 pm-7:54 pm
2 stops16h 34m
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
mié. 1/28
3:49 pm-12:52 pm
2 stops25h 03m
Kahului
dom. 2/1
6:00 am-11:37 pm
2 stops13h 37m
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
sáb. 1/24
3:49 pm-10:59 pm
1 stop35h 10m
Kahului
sáb. 1/31
11:59 pm-11:37 pm
1 stop19h 38m
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
sáb. 1/24
9:00 am-10:59 pm
1 stop17h 59m
Kahului
sáb. 2/7
11:59 pm-2:29 pm
1 stop10h 30m
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
lun. 1/12
3:49 pm-2:31 pm
2 stops26h 42m
Kahului
mar. 1/20
7:06 pm-2:38 pm
2 stops15h 32m
ChicagoKahului
MDW - OGG
MDWOGG
Chicago Midway
jue. 1/29
6:00 am-3:37 pm
1 stop13h 37m
Kahului
jue. 2/5
5:10 pm-9:58 am
1 stop12h 48m
ChicagoKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
vie. 1/30
9:00 am-10:59 pm
1 stop17h 59m
Kahului
dom. 2/8
11:59 pm-11:37 pm
1 stop19h 38m
ChicagoKahului
MDW - OGG
MDWOGG
Chicago Midway
jue. 1/1
6:00 am-3:24 pm
1 stop13h 24m
Kahului
jue. 1/8
9:05 pm-4:31 pm
2 stops15h 26m
Currently, February is the cheapest month in which you can book a flight from Chicago to Maui (average of $367). Flying from Chicago to Maui in July is currently the most expensive (average of $632). 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 Maui in the afternoon. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight in the morning.
Travelers seeking maximum savings on their Chicago to Maui flight should consider departing on Monday mornings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Food
Entertainment
Overall
Boarding
Crew
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Food
Entertainment
Overall
Boarding
Crew
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Food
Entertainment
Overall
Boarding
Crew
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Food
Entertainment
Overall
Boarding
Crew
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Food
Entertainment
Overall
Boarding
Crew
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
Food
Entertainment
Overall
Boarding
Crew
Comfort
Reviews
Anonymous,Sep 2025
BOS - HNL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$357 | Average$680 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$357 | Average$559 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$394 | Average$651 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$410 | Average$740 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$479 | Average$756 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$593 | Average$1,055 | FlexibilityNo cancel fee | On-time69% |