Travelers have found it’s best to book a flight 36 days in advance to save up to 22% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 36 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Hawaii 1-2 weeks in advance for as low as $698, or $708 for flights within the next 24 hours.
September is one of the best times of the year to fly to Hawaii from Chicago. Prices for September average $762 per person but you can even find prices for as low as $437. The most expensive prices can be found in the month of June. Opting for a September flight can save you 33% on your journey compared to booking in June
When flying from Chicago to Hawaii, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$320 - $562
Route
Depart
Return
Price
Chicago MidwayKahului
MDW - OGG
MDWOGG
Chicago Midway
Tue 4/16
1 stop26h 11m
Kahului
Tue 4/23
2 stops30h 36m
Chicago O'Hare IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Tue 4/16
1 stop23h 24m
Kahului
Tue 4/23
2 stops37h 09m
Chicago MidwayKahului
MDW - OGG
MDWOGG
Chicago Midway
Tue 4/23
1 stop26h 11m
Kahului
Fri 5/3
2 stops27h 19m
Chicago O'Hare IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Wed 4/24
1 stop16h 00m
Kahului
Tue 4/30
1 stop10h 38m
Chicago O'Hare IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Tue 4/23
1 stop31h 50m
Kahului
Wed 4/24
1 stop10h 38m
Chicago O'Hare IntlKona Intl
ORD - KOA
ORDKOA
Chicago O'Hare Intl
Fri 5/17
1 stop28h 39m
Kona Intl
Fri 5/24
1 stop27h 42m
Chicago O'Hare IntlKona Intl
ORD - KOA
ORDKOA
Chicago O'Hare Intl
Mon 4/15
1 stop11h 08m
Kona Intl
Fri 4/19
1 stop11h 35m
Chicago O'Hare IntlLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Thu 4/4
1 stop13h 40m
Lihue
Thu 4/11
1 stop11h 23m
Chicago O'Hare IntlKona Intl
ORD - KOA
ORDKOA
Chicago O'Hare Intl
Fri 4/5
1 stop11h 45m
Kona Intl
Fri 4/12
1 stop11h 49m
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
100%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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