
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $424 (Delta) |
One-way from | $212 (Southwest) |
Popular in | June |
Cheapest in | January |
Average price | $978 |
Good round-trip deal | $954 or less |
Good one-way deal | $464 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Sat 8/15
1:58 pm-8:14 pm
1 stop11h 16m
Lihue
Mon 8/24
7:35 pm-11:27 am
1 stop10h 52m
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Wed 9/16
12:50 pm-7:10 pm
1 stop11h 20m
Lihue
Wed 9/23
9:54 pm-6:01 pm
1 stop15h 07m
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Sat 8/15
9:30 am-5:41 pm
1 stop13h 11m
Lihue
Mon 8/24
9:55 pm-1:23 pm
1 stop10h 28m
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Tue 8/18
7:48 am-5:41 pm
2 stops14h 53m
Lihue
Thu 8/27
9:55 pm-1:23 pm
1 stop10h 28m
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Thu 9/17
5:00 am-12:04 pm
1 stop12h 04m
Lihue
Sun 9/20
1:03 pm-5:42 am
1 stop11h 39m
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Wed 9/9
12:50 pm-7:10 pm
1 stop11h 20m
Lihue
Sun 9/20
9:50 pm-1:31 pm
1 stop10h 41m
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Sun 9/13
6:00 am-7:10 pm
2 stops18h 10m
Lihue
Sun 9/20
9:54 pm-6:01 pm
2 stops15h 07m
ChicagoLihue
ORD - LIH
ORDLIH
Chicago O'Hare Intl
Wed 9/2
6:00 am-5:41 pm
2 stops16h 41m
Lihue
Wed 9/9
9:54 pm-8:30 pm
2 stops17h 36m
ChicagoKailua-Kona
ORD - KOA
ORDKOA
Chicago O'Hare Intl
Mon 8/10
7:59 pm-12:15 pm
1 stop21h 16m
Kona Intl
Fri 8/14
11:58 am-5:00 am
1 stop12h 02m
ChicagoKailua-Kona
ORD - KOA
ORDKOA
Chicago O'Hare Intl
Tue 8/25
6:00 am-7:17 pm
2 stops18h 17m
Kona Intl
Thu 8/27
10:05 pm-6:19 pm
2 stops15h 14m
Currently, February is the cheapest month in which you can book a flight from Chicago to Hawaii (average of $539). Flying from Chicago to Hawaii in July is currently the most expensive (average of $1,326). 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 Hawaii, 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 USHI 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).
To ensure you get the cheapest price possible for a flight from Chicago to Hawaii, you should look to book at least 46 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.
Entertainment
Comfort
Food
Crew
Overall
Boarding
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Comfort
Food
Crew
Overall
Boarding
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Comfort
Food
Crew
Overall
Boarding
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Comfort
Food
Crew
Overall
Boarding
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Comfort
Food
Crew
Overall
Boarding
Reviews
Anonymous,Jun 2026
SEA - RNO
Entertainment
Comfort
Food
Crew
Overall
Boarding
Reviews
Anonymous,Jun 2026
SEA - RNO
When you're looking for a tropical escape from the hustle and bustle of the Windy City, Hawaii makes a great choice. With their perfect weather and laid-back lifestyle, the Hawaiian Islands can help you relax and recharge. Whether you want to kick back with a book on Hulopoe Beach or hike through the jungle on the Manoa Falls Trail, the friendly locals and well-developed infrastructure make your journey a breeze. A direct flight between Chicago and Hawaii reduces travel time, so you can reach the islands quickly.
Hawaii is the perfect island vacation spot for travelers from Chicago: it's accessible by a direct flight, and it requires no passport or customs. Once you arrive on Oahu or Maui, you'll be greeted with balmy breezes and smiling locals. If you're longing for sunshine and sunbathing, head for the islands' many stunning beaches. On Maui, try Kaanapali Beach or Wailea Beach, and on the Big Island, check out the unusual Punaluu Black Sand Beach. If you're visiting Honolulu, the famous Waikiki Beach is a must-see. When you're ready to get out into the wild, check out the lava flows at Hawaii Volcanoes National Park or hike through the otherworldly landscapes of Haleakala National Park. Cool off in Hanakapiai Falls, or marvel at the steep cliffs of the Na Pali Coast.
If you're dreaming of a vacation to sunny Hawaii, start planning today. Use the Cheapflights search engine to browse a wide variety of fares on nonstop flights between Chicago and Honolulu or Kahului.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$581 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$598 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$361 | Average$640 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$399 | Average$885 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$422 | Average$704 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$801 | FlexibilityNo cancel fee | On-time63% |