For a quick snack before your flight, grab some Garrett Popcorn near gate B8, a Chicago favorite.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $482 (Alaska Airlines) |
One-way from | $289 (American Airlines) |
Popular in | July |
Cheapest in | January |
Average price | $898 |
Good round-trip deal | $665 or less |
Good one-way deal | $386 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 1/17
3:44 pm-6:53 pm
1 stop31h 09m
Honolulu
Sun 1/25
9:46 pm-11:50 pm
1 stop22h 04m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 1/31
3:44 pm-12:48 pm
1 stop25h 04m
Honolulu
Sun 2/8
11:16 pm-11:37 pm
1 stop20h 21m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 2/7
3:44 pm-12:48 pm
1 stop25h 04m
Honolulu
Sat 2/14
8:11 am-11:59 pm
1 stop11h 48m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sun 2/8
7:30 am-5:05 pm
1 stop13h 35m
Honolulu
Tue 2/17
1:55 pm-9:41 am
2 stops15h 46m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 2/7
3:44 pm-9:21 pm
1 stop33h 37m
Honolulu
Fri 2/13
9:40 pm-4:33 pm
2 stops14h 53m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 1/23
6:50 am-3:24 pm
1 stop12h 34m
Honolulu
Tue 1/27
5:15 pm-1:18 pm
2 stops16h 03m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 1/9
9:32 am-9:28 pm
2 stops15h 56m
Honolulu
Fri 1/16
4:44 pm-8:52 am
1 stop12h 08m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 1/10
3:44 pm-5:50 pm
2 stops30h 06m
Honolulu
Wed 1/21
9:40 pm-2:29 pm
2 stops12h 49m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 2/3
8:15 am-9:00 pm
1 stop16h 45m
Honolulu
Thu 2/12
8:05 am-12:35 am
1 stop12h 30m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Mon 1/19
9:00 am-9:21 pm
1 stop16h 21m
Honolulu
Wed 1/28
8:17 am-11:37 pm
1 stop11h 20m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 87 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, January is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $310). Flying from Chicago to Honolulu in July is currently the most expensive (average of $663). 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 Honolulu in the evening. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their Chicago to Honolulu flight should consider departing on Thursday afternoons when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Seattle (SEA) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Honolulu on Cheapflights.
San Diego (SAN) is the most affordable 1-stop option, with an average round-trip price of $451.
Flights via Portland (PDX) have the shortest average one-way travel time for 1-stop routes: 11h 17m.
Flights via Portland (PDX) offer the fastest connection on this route, with an average layover time of 1h 07m.
About 12% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 182 minutes.
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.
Entertainment
Crew
Food
Overall
Boarding
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Entertainment
Crew
Food
Overall
Boarding
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Entertainment
Crew
Food
Overall
Boarding
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Entertainment
Crew
Food
Overall
Boarding
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Entertainment
Crew
Food
Overall
Boarding
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Entertainment
Crew
Food
Overall
Boarding
Comfort
Reviews
Art,Dec 2025
SAN - OGG
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$332 | Average$595 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$405 | Average$742 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$432 | Average$680 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$453 | Average$795 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$578 | Average$759 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$667 | Average$1,088 | FlexibilityNo cancel fee | On-time69% |