$171 Cheap flight deals from Chicago (CHI) to Kapolei (HNL)
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This Weekend's Flight Deals from Chicago to Kapolei
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Midway Intl.
HNL
Daniel K. Inouye Intl.
$811 Roundtrip, found 1 day ago
$811
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
HNL
Daniel K. Inouye Intl.
$952 Roundtrip, just found
$952
Roundtrip
just found
RFD
Greater Rockford
HNL
Daniel K. Inouye Intl.
$1,330 Roundtrip, found 4 days ago
$1,330
Roundtrip
found 4 days ago
Airfares from $171 One Way, $353 Round Trip from Chicago to Kapolei
Prices starting at $353 for return flights and $171 for one-way flights to Kapolei were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Chicago
HNL
Oahu
$353 Roundtrip, found 5 days ago
$353
Roundtrip
found 5 days ago
MDW
Chicago
HNL
Oahu
$374 Roundtrip, found 3 days ago
$374
Roundtrip
found 3 days ago
ORD
Chicago
HNL
Oahu
$380 Roundtrip, found 1 hour ago
$380
Roundtrip
found 1 hour ago
ORD
Chicago
HNL
Oahu
$381 Roundtrip, found 3 days ago
$381
Roundtrip
found 3 days ago
ORD
Chicago
HNL
Oahu
$390 Roundtrip, found 3 days ago
$390
Roundtrip
found 3 days ago
Kapolei economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Paradise Bay Resort
8.8/10 Excellent! (1,005 reviews)
Apr 22 - Apr 27
5 night stay
Chicago (CHI) to Honolulu (HNL)
Southwest Airlines • Non-stop • Coach
Honolulu (HNL) to Chicago (CHI)
Alaska Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,872, price is now $1,173 per person
$1,173
per person
found 8 hours ago
This is a quiet little gem. Off the tourist path and scenery is spectacular. Enjoyed listening to Uncle Danny kanikapila. Tea, banana bread and coffee were yummy.
Driveway, parking and stairs are a bit intimidating but just go slow. It is worth it. Am afraid to tell others about this wonderful place because I don’t want it to change. I will come again.
Reviewed on Nov 2, 2025
3.0-star property
Ilikai by Luana Hawaii Vacation Rentals
8.8/10 Excellent! (56 reviews)
May 7 - May 12
5 night stay
Chicago (CHI) to Honolulu (HNL)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $3,163, price is now $1,415 per person
$1,415
per person
found 1 day ago
The room was fully furnished with everything we needed. No washing machine but that was minor. Awesome view. Valet parking was great!!! Will book again.
Reviewed on Aug 13, 2025
3.5-star property
Ala Moana Hotelcondo by Luana Vacation Rental
7.6/10 Good! (258 reviews)
May 7 - May 12
5 night stay
Chicago (CHI) to Honolulu (HNL)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,292, price is now $1,202 per person
$1,202
per person
found 1 day ago
Room should be cleaned every couple of days
Reviewed on Apr 30, 2022
Kapolei packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Luana Waikiki Hotel & Suites
8.8/10 Excellent! (1,444 reviews)
May 1 - May 4
3 night stay
Chicago (ORD) to Honolulu (HNL)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,806, price is now $1,569 per person
$1,569
per person
found 1 day ago
The property was located near many things in the area and the staff was all super friendly and helpful.
Reviewed on Jun 24, 2025
4.0-star property
Sheraton Princess Kaiulani Waikiki Beach
8.6/10 Excellent! (1,338 reviews)
May 1 - May 4
3 night stay
Chicago (ORD) to Honolulu (HNL)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,920, price is now $1,606 per person
$1,606
per person
found 1 day ago
Clean staff was great kid friendly! And location was perfect!
Reviewed on Feb 12, 2026
4.0-star property
OUTRIGGER Waikiki Beach Resort
9/10 Wonderful! (3,402 reviews)
May 1 - May 4
3 night stay
Chicago (ORD) to Honolulu (HNL)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $2,167, price is now $1,859 per person
$1,859
per person
found 1 day ago
Room staff facilities restaurant just Great
Reviewed on Jan 20, 2026
More About Flying To Kapolei from Chicago
Route Information for Flights from Chicago to Kapolei
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | HNL |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Kapolei
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Get Package Savings by Booking Flights and Hotels at the Same Time
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.