
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $398 (Kiwi.com) |
One-way from | $222 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $766 |
Good round-trip deal | $641 or less |
Good one-way deal | $350 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 4/22
8:50 am-9:20 pm
2 stops17h 30m
Honolulu
Tue 4/28
3:40 pm-10:28 am
1 stop13h 48m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 4/15
8:50 am-9:20 pm
2 stops17h 30m
Honolulu
Wed 4/22
8:35 pm-4:18 pm
2 stops14h 43m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 4/15
6:00 am-1:45 pm
1 stop12h 45m
Honolulu
Wed 4/22
3:15 pm-8:47 am
1 stop12h 32m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 4/28
8:50 am-8:26 pm
1 stop16h 36m
Honolulu
Wed 5/6
10:00 pm-11:43 pm
1 stop20h 43m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 4/22
8:50 am-9:20 pm
2 stops17h 30m
Honolulu
Mon 4/27
10:45 pm-4:39 pm
1 stop12h 54m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 4/14
9:30 am-1:42 pm
Nonstop9h 12m
Honolulu
Tue 4/21
11:45 am-6:05 am
1 stop13h 20m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 4/23
9:30 am-1:42 pm
Nonstop9h 12m
Honolulu
Tue 4/28
7:00 am-11:29 pm
1 stop11h 29m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 4/23
8:50 am-9:20 pm
2 stops17h 30m
Honolulu
Thu 4/30
4:10 pm-10:19 am
2 stops13h 09m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 5/5
8:50 am-9:03 pm
2 stops17h 13m
Honolulu
Wed 5/13
9:50 pm-11:55 pm
1 stop21h 05m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 4/15
10:00 am-4:05 pm
1 stop11h 05m
Honolulu
Wed 4/15
8:55 pm-12:45 pm
1 stop10h 50m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| 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 35 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.
When flying from Chicago to Honolulu, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from CHI to HNL are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).
Portland (PDX) – chosen by Cheapflights users on 38% 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 14% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 191 minutes.
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Thursday 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 12% of flights being delayed.
Comfort
Overall
Crew
Boarding
Entertainment
Food
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Overall
Crew
Boarding
Entertainment
Food
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Overall
Crew
Boarding
Entertainment
Food
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Overall
Crew
Boarding
Entertainment
Food
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Overall
Crew
Boarding
Entertainment
Food
Reviews
Franzi,Mar 2026
SFO - PDX
Comfort
Overall
Crew
Boarding
Entertainment
Food
Reviews
Franzi,Mar 2026
SFO - PDX
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$585 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$369 | Average$705 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$419 | Average$945 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$429 | Average$673 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$466 | Average$799 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$520 | Average$761 | FlexibilityNo cancel fee | On-time63% |