Flights From Chicago (CHI) to Kaanapali (OGG)

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Selected fares from Chicago to Kaanapali

The cheapest prices found with in the last 7 days for return flights were CA $553 and CA $505 for one-way flights to Kaanapali for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Mon, Jan 5 - Mon, Jan 12
ORD
O'Hare Intl.
OGG
Kahului
CA $553 Roundtrip, found 2 days ago
CA $553
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Jan 5 from O'Hare Intl. to Kahului, returning Mon, Jan 12, priced at CA $553 found 2 days ago
Alaska Airlines
Thu, Jan 15 - Thu, Jan 22
ORD
O'Hare Intl.
OGG
Kahului
CA $567 Roundtrip, found 2 days ago
CA $567
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, Jan 15 from O'Hare Intl. to Kahului, returning Thu, Jan 22, priced at CA $567 found 2 days ago
Alaska Airlines
Thu, Jan 15 - Thu, Jan 22
ORD
O'Hare Intl.
OGG
Kahului
CA $607 Roundtrip, found 2 days ago
CA $607
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, Jan 15 from O'Hare Intl. to Kahului, returning Thu, Jan 22, priced at CA $607 found 2 days ago

Save more with Kaanapali Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana

Sands of Kahana

3 out of 5
Price was CA $3,337, price is now CA $2,177 per person
CA $2,177
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was CA $4,087, price is now CA $2,487 per person
CA $2,487
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Price was CA $3,594, price is now CA $2,217 per person
CA $2,217
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Price was CA $5,691, price is now CA $3,518 per person
CA $3,518
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was CA $4,460, price is now CA $2,864 per person
CA $2,864
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was CA $4,373, price is now CA $2,955 per person
CA $2,955
per person
Dec 19 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
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