For a quick snack before your flight, grab some Garrett Popcorn near gate B8, a Chicago favorite.
Round-trip from | $460 (Delta) |
---|---|
One-way from | $240 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $650 |
Good round-trip deal | $828 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
Fri 10/24
7:10 am-2:14 pm
1 stop12h 04m
Honolulu
Tue 11/4
9:30 pm-12:27 pm
1 stop10h 57m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 10/21
11:55 am-9:00 pm
1 stop14h 05m
Honolulu
Fri 10/31
9:10 pm-4:50 pm
1 stop14h 40m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 10/30
8:57 am-8:26 pm
2 stops16h 29m
Honolulu
Tue 11/4
9:30 pm-12:27 pm
1 stop10h 57m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 10/29
7:37 am-7:09 pm
1 stop16h 32m
Honolulu
Wed 11/5
2:20 pm-9:43 am
2 stops15h 23m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 12/2
3:05 pm-12:25 pm
1 stop25h 20m
Honolulu
Tue 12/9
11:59 pm-4:55 pm
1 stop12h 56m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 10/28
10:00 am-5:10 pm
1 stop12h 10m
Honolulu
Sat 11/1
11:51 pm-11:59 pm
1 stop20h 08m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Thu 10/30
9:20 am-8:26 pm
2 stops16h 06m
Honolulu
Tue 11/4
2:20 pm-8:55 am
2 stops14h 35m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 10/29
9:35 am-7:09 pm
2 stops14h 34m
Honolulu
Wed 11/5
2:20 pm-8:55 am
2 stops14h 35m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 11/1
7:37 am-7:09 pm
1 stop16h 32m
Honolulu
Sun 11/9
11:28 pm-6:45 pm
2 stops15h 17m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 11/28
7:33 am-8:15 pm
2 stops16h 42m
Honolulu
Sun 12/7
11:35 pm-7:54 pm
2 stops16h 19m
To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 44 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, November is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $469). Flying from Chicago to Honolulu in June is currently the most expensive (average of $687). 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 afternoon. If you’re flexible enough to do this you can expect to save up to 46% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their Chicago to Honolulu flight should consider departing on Friday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to HNL are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
Seattle (SEA) – chosen by Cheapflights users on 68% of 1-stop itineraries from Chicago to Honolulu on Cheapflights.
Seattle (SEA) is the most affordable 1-stop option, with an average round-trip price of $593.
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.
Boarding
Overall
Comfort
Crew
Entertainment
Food
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Overall
Comfort
Crew
Entertainment
Food
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Overall
Comfort
Crew
Entertainment
Food
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Overall
Comfort
Crew
Entertainment
Food
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Overall
Comfort
Crew
Entertainment
Food
Reviews
Hannah,Aug 2025
SFO - SAN
Boarding
Overall
Comfort
Crew
Entertainment
Food
Reviews
Hannah,Aug 2025
SFO - SAN
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$335 | Average$581 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$405 | Average$752 | FlexibilityNo cancel fee | On-time85% | |
Cheapest$420 | Average$663 | FlexibilityNo cancel fee | On-time75% | |
Cheapest$423 | Average$750 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$553 | Average$759 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$745 | Average$1,113 | FlexibilityNo cancel fee | On-time69% |