To save on the cost of your flight from Chicago to Maui, book at least 22 days before your planned departure. Booking around this time can save you about 37% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $675 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $710.
September is one of the best times of the year to fly to Maui from Chicago. Prices for September average $756 per person but you can even find prices for as low as $438. The most expensive prices can be found in the month of June. Opting for a September flight can save you 31% on your journey compared to booking in June
When flying from Chicago to Maui, 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 - $584
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 O'Hare IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Sat 4/27
1 stop22h 55m
Kahului
Thu 5/2
2 stops18h 38m
Chicago O'Hare IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Tue 4/23
2 stops20h 13m
Kahului
Wed 5/1
1 stop11h 53m
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 IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Tue 5/7
1 stop10h 46m
Kahului
Tue 5/7
1 stop11h 15m
Chicago O'Hare IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Tue 4/23
1 stop19h 49m
Kahului
Thu 5/2
1 stop10h 38m
Chicago O'Hare IntlKahului
ORD - OGG
ORDOGG
Chicago O'Hare Intl
Mon 4/22
1 stop12h 53m
Kahului
Sat 5/4
1 stop10h 58m
Crew
Overall
Boarding
Comfort
Food
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.
Crew
Overall
Boarding
Comfort
Food
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.
Crew
Overall
Boarding
Comfort
Food
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.
Crew
Overall
Boarding
Comfort
Food
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.
Crew
Overall
Boarding
Comfort
Food
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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