$1,077+ Cheap flights from Chicago (CHI) to Waikiki, Australia
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PER
jul. 9 — jul. 161
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Waikiki with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Waikiki
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to WaikikiExplore the most affordable flight options available from Chicago to Waikiki. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 9, 2026.
Explore the most affordable flight options available from Chicago to Waikiki. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 9, 2026.
This oojo deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/41:00 pm
ORD
- PER
3 stops44h 55m
Multiple Airlines
mar. 11/171:15 am
PER
- ORD
2 stops36h 42m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$1,561
This FlightHub deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/13:40 pm
ORD
- PER
2 stops39h 55m
Air Canada
dom. 11/1510:30 pm
PER
- ORD
2 stops30h 11m
Air Canada
Deal found 6/4![Air Canada logo]()
$1,685
This Orbitz deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/142:15 pm
ORD
- PER
3 stops42h 25m
Air Canada
lun. 10/1210:40 pm
PER
- ORD
2 stops31h 05m
Air Canada
Deal found 6/8![Air Canada logo]()
$1,690
This Ovago deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/1412:59 pm
ORD
- PER
2 stops43h 41m
Multiple Airlines
lun. 10/1210:40 pm
PER
- ORD
2 stops31h 05m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$1,697
This Air Canada deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/247:45 pm
ORD
- PER
2 stops35h 25m
Multiple Airlines
sáb. 11/711:10 pm
PER
- ORD
2 stops29h 31m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$1,723
This Justfly.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/247:45 pm
ORD
- PER
2 stops35h 25m
Air Canada
sáb. 11/73:15 pm
PER
- ORD
3 stops44h 44m
Air Canada
Deal found 6/6![Air Canada logo]()
$1,733
This Air Canada deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/43:40 pm
ORD
- PER
2 stops39h 55m
Air Canada
mié. 11/183:15 pm
PER
- ORD
2 stops37h 26m
Air Canada
Deal found 6/6![Air Canada logo]()
$1,763
This oojo deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/46:50 pm
ORD
- PER
1 stop33h 55m
Qatar Airways
mié. 11/187:45 am
PER
- ORD
2 stops44h 45m
Qatar Airways
Deal found 6/6![Qatar Airways logo]()
$1,810
This oojo deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/304:45 pm
ORD
- PER
2 stops40h 30m
Air New Zealand
mié. 7/2912:25 am
PER
- ORD
2 stops35h 50m
Air New Zealand
Deal found 6/8![Air New Zealand logo]()
$1,850
This Trip.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/1110:40 am
ORD
- PER
2 stops38h 25m
Multiple Airlines
sáb. 7/188:20 am
PER
- ORD
1 stop43h 00m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,874
Best flights from Chicago to WaikikiDiscover carefully curated flight deals from Chicago to Waikiki that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated junio 9, 2026.
Discover carefully curated flight deals from Chicago to Waikiki that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated junio 9, 2026.
This oojo deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/304:45 pm
ORD
- PER
2 stops40h 30m
Air New Zealand
mié. 7/2912:25 am
PER
- ORD
2 stops35h 50m
Air New Zealand
Deal found 6/8![Air New Zealand logo]()
$1,850
This KAYAK deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/304:00 pm
ORD
- PER
1 stop41h 40m
Cathay Pacific
mié. 7/2912:10 am
PER
- ORD
1 stop27h 10m
Cathay Pacific
Deal found 6/4![Cathay Pacific logo]()
$2,261
This FlightHub deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/77:09 am
ORD
- PER
3 stops43h 36m
Air Canada
mié. 7/225:15 pm
PER
- ORD
2 stops34h 21m
Air Canada
Deal found 6/4![Air Canada logo]()
$2,307
This oojo deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/267:20 pm
ORD
- PER
1 stop34h 15m
Qatar Airways
vie. 7/318:20 am
PER
- ORD
2 stops43h 45m
Qatar Airways
Deal found 6/4![Qatar Airways logo]()
$2,311
This BYOjet deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/114:00 pm
ORD
- PER
1 stop25h 50m
Multiple Airlines
vie. 7/1712:10 am
PER
- ORD
2 stops34h 48m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$2,342
This oojo deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/32:30 pm
ORD
- PER
2 stops42h 45m
Air New Zealand
vie. 7/247:50 pm
PER
- ORD
2 stops40h 26m
Air New Zealand
Deal found 6/4![Air New Zealand logo]()
$1,943
This Bravofly deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/114:00 pm
ORD
- PER
1 stop25h 50m
Cathay Pacific
sáb. 7/188:20 am
PER
- ORD
1 stop43h 00m
Cathay Pacific
Deal found 6/5![Cathay Pacific logo]()
$2,362
This KAYAK deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/34:00 pm
ORD
- PER
1 stop41h 40m
Cathay Pacific
jue. 7/2312:10 am
PER
- ORD
1 stop27h 10m
Cathay Pacific
Deal found 6/4![Cathay Pacific logo]()
$2,366
Last-minute flights from Chicago to WaikikiDiscover last-minute flight deals from Chicago to Waikiki. Data last updated junio 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Waikiki. Data last updated junio 9, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/304:45 pm
ORD
- PER
2 stops40h 30m
Air New Zealand
mié. 7/2912:25 am
PER
- ORD
2 stops35h 50m
Air New Zealand
Deal found 6/8![Air New Zealand logo]()
$1,850
This KAYAK deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/304:00 pm
ORD
- PER
1 stop41h 40m
Cathay Pacific
mié. 7/2912:10 am
PER
- ORD
1 stop27h 10m
Cathay Pacific
Deal found 6/4![Cathay Pacific logo]()
$2,261
This oojo deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/38:48 am
ORD
- PER
2 stops48h 27m
Air New Zealand
vie. 7/247:50 pm
PER
- ORD
2 stops40h 26m
Air New Zealand
Deal found 6/7![Air New Zealand logo]()
$1,941
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/77:08 pm
ORD
- PER
2 stops29h 27m
American Airlines
mié. 7/2211:45 pm
PER
- ORD
2 stops31h 27m
American Airlines
Deal found 6/7![American Airlines logo]()
$2,069
This Trip.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/1110:40 am
ORD
- PER
2 stops38h 25m
Multiple Airlines
sáb. 7/188:20 am
PER
- ORD
1 stop43h 00m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,874
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/117:08 pm
ORD
- PER
2 stops29h 27m
American Airlines
sáb. 7/1810:30 am
PER
- ORD
2 stops42h 29m
American Airlines
Deal found 6/5![American Airlines logo]()
$2,211
One-way flights from Chicago to WaikikiSearch for one-way flight options from Chicago to Waikiki. Find affordable one-way fares based on user searches. Data last updated junio 9, 2026.
Search for one-way flight options from Chicago to Waikiki. Find affordable one-way fares based on user searches. Data last updated junio 9, 2026.
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/13:22 pm
ORD
- PER
2 stops31h 43m
American Airlines
Deal found 6/9![American Airlines logo]()
$1,077
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/138:05 pm
ORD
- PER
3 stops57h 25m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$1,116
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/127:20 am
ORD
- PER
3 stops38h 55m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$1,124
This oojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/19:39 am
ORD
- PER
3 stops49h 16m
Singapore Airlines
Deal found 6/9![Singapore Airlines logo]()
$1,162
This oojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/17:20 pm
ORD
- PER
1 stop34h 15m
Qatar Airways
Deal found 6/9![Qatar Airways logo]()
$1,180
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/132:30 pm
ORD
- PER
2 stops33h 00m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,320
This Qantas Airways deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Qantas Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/123:23 pm
ORD
- PER
2 stops36h 37m
Qantas Airways
Deal found 6/8![Qantas Airways logo]()
$1,330
This KAYAK deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/127:20 pm
ORD
- PER
1 stop27h 35m
Qatar Airways
Deal found 6/8![Qatar Airways logo]()
$1,494
This KLM deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/14:20 pm
ORD
- PER
3 stops44h 00m
KLM
Deal found 6/8![KLM logo]()
$1,763
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/154:15 pm
ORD
- PER
2 stops35h 55m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$1,990
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/412:30 am
ORD
- PER
3 stops40h 20m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$2,026
Find flight deals from Chicago to Waikiki
Keep the following information in mind while searching for Chicago to Waikiki flight deals. Data was last updated junio 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,850 (oojo) |
One-way from | $1,077 (American Airlines) |
Popular in | September |
Cheapest in | October |
Average price | $1,951 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Waikiki that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 9, 2026.
Use the filters below to find and compare flights from Chicago to Waikiki that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
mar. 6/30
4:45 pm-10:15 pm
2 stops40h 30m
Perth
mié. 7/29
12:25 am-11:15 pm
2 stops35h 50m
$1,850
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
vie. 7/3
2:30 pm-10:15 pm
2 stops42h 45m
Perth
vie. 7/24
7:50 pm-11:16 pm
2 stops40h 26m
$1,943
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
mar. 6/30
4:00 pm-10:40 pm
1 stop41h 40m
Perth
mié. 7/29
12:10 am-2:20 pm
1 stop27h 10m
$2,261
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
mar. 7/7
7:09 am-3:45 pm
3 stops43h 36m
Perth
mié. 7/22
5:15 pm-2:36 pm
2 stops34h 21m
$2,307
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
dom. 7/26
7:20 pm-6:35 pm
1 stop34h 15m
Perth
vie. 7/31
8:20 am-3:05 pm
2 stops43h 45m
$2,311
Quickest round-trip
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
sáb. 7/11
4:00 pm-6:50 am
1 stop25h 50m
Perth
vie. 7/17
12:10 am-9:58 pm
2 stops34h 48m
$2,342
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
sáb. 7/11
4:00 pm-6:50 am
1 stop25h 50m
Perth
sáb. 7/18
8:20 am-2:20 pm
1 stop43h 00m
$2,362
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
vie. 7/3
4:00 pm-10:40 pm
1 stop41h 40m
Perth
jue. 7/23
12:10 am-2:20 pm
1 stop27h 10m
$2,366
Cheapest one-way
Quickest one-way
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
mar. 9/1
5:16 pm-12:05 pm
2 stops29h 49m
$1,078
ChicagoPerth
ORD - PER
ORDPER
Chicago O'Hare Intl
sáb. 6/13
8:05 pm-6:30 pm
3 stops57h 25m
$1,116
Showing 1-10 of 14 resultsSorted by cheapest first
Best time to book a flight from Chicago to Waikiki
Have a flexible travel schedule? Discover the best time to fly to Waikiki from Chicago with our price prediction graph.
ORD-PER
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Waikiki
CHI-WK1
ORD-PER
How much does it cost to fly round-trip from Chicago to Waikiki?
Related info for your journey
Find useful and relevant information for your journey from Chicago to Waikiki. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Chicago and Waikiki flights
Browse other Chicago and Waikiki flight options. Last updated on junio 9, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on junio 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Chicago to Waikiki
Discover the top 2 airlines that operate flights from Chicago to Waikiki. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,263 | Average$1,762 | FlexibilityNo cancel fee | On-time68% | |
| Cheapest$1,560 | Average$1,973 | FlexibilityNo cancel fee | On-time72% |