Chicago to Maui Flights (CHI-OGG) from $174

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Selected fares from Chicago to Maui

The cheapest prices found with in the last 7 days for return flights were $350 and $174 for one-way flights to Maui for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Sep 10 - Wed, Sep 18
ORD
O'Hare Intl.
OGG
Kahului
$350 Roundtrip, found 20 hours ago
$350
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Sep 10 from O'Hare Intl. to Kahului, returning Wed, Sep 18, priced at $350 found 20 hours ago
Alaska Airlines
Thu, Sep 26 - Tue, Oct 1
ORD
O'Hare Intl.
MKK
Molokai
$697 Roundtrip, found 19 hours ago
$697
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Thu, Sep 26 from O'Hare Intl. to Molokai, returning Tue, Oct 1, priced at $697 found 19 hours ago
Alaska Airlines
Thu, Sep 26 - Tue, Oct 1
ORD
O'Hare Intl.
LNY
Lanai
$706 Roundtrip, found 19 hours ago
$706
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Thu, Sep 26 from O'Hare Intl. to Lanai, returning Tue, Oct 1, priced at $706 found 19 hours ago

Save more with Maui Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3 out of 5
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kahului (OGG)
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kahului (OGG)
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kahului (OGG)
Aston at the Maui Banyan

Aston at the Maui Banyan

3 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kahului (OGG)
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kahului (OGG)
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