
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $673 (Alaska Airlines) |
One-way from | $243 (Travelocity) |
Popular in | June |
Cheapest in | January |
Average price | $960 |
Good round-trip deal | $912 or less |
Good one-way deal | $430 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 8/28
11:10 am-9:20 pm
2 stops15h 10m
Honolulu
Mon 8/31
9:55 pm-2:45 pm
2 stops11h 50m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 9/5
8:28 am-9:20 pm
2 stops17h 52m
Honolulu
Sun 9/13
9:45 pm-1:31 pm
1 stop10h 46m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 7/31
2:15 pm-9:30 pm
1 stop12h 15m
Honolulu
Mon 8/3
12:15 pm-5:40 am
1 stop12h 25m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 8/20
6:01 am-5:49 pm
2 stops16h 48m
Honolulu
Thu 8/27
11:39 pm-7:21 pm
2 stops14h 42m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 8/6
7:20 am-4:34 pm
2 stops14h 14m
Honolulu
Fri 8/14
8:00 am-5:00 am
2 stops16h 00m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 8/21
6:01 am-5:06 pm
2 stops16h 05m
Honolulu
Fri 8/28
11:39 pm-7:21 pm
2 stops14h 42m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 6/27
8:05 pm-11:08 am
1 stop20h 03m
Honolulu
Thu 7/2
9:15 am-5:00 am
2 stops14h 45m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sun 7/26
6:00 am-11:28 pm
1 stop22h 28m
Honolulu
Fri 7/31
9:15 am-5:00 am
2 stops14h 45m
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Mon 9/7
6:05 am-1:10 pm
1 stop12h 05m
Honolulu
Fri 9/11
1:00 pm-8:48 am
2 stops14h 48m
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 7/28
6:00 am-6:38 pm
2 stops17h 38m
Honolulu
Mon 8/3
10:00 am-5:00 am
2 stops14h 00m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
Currently, September is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $232). Flying from Chicago to Honolulu in December is currently the most expensive (average of $2,344). 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 (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
Los Angeles (LAX) – chosen by Cheapflights users on 64% 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 Phoenix (PHX) have the shortest average one-way travel time for 1-stop routes: 11h 40m.
Flights via San Francisco (SFO) offer the fastest connection on this route, with an average layover time of 1h 06m.
About 20% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 189 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Wednesday 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 15% of flights being delayed.
To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 76 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.
Overall
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Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
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Anonymous,Jun 2026
SEA - RNO
Overall
Food
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Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Comfort
Crew
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Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Comfort
Crew
Entertainment
Reviews
Anonymous,Jun 2026
SEA - RNO
Overall
Food
Boarding
Comfort
Crew
Entertainment
Reviews
Anonymous,Jun 2026
SEA - RNO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$584 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$388 | Average$575 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$395 | Average$905 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$669 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$465 | Average$815 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$781 | FlexibilityNo cancel fee | On-time63% |