Chicago to Maui Flights (CHI-OGG) from $171

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Selected fares from Chicago to Maui

The cheapest prices found with in the last 7 days for return flights were $342 and $171 for one-way flights to Maui for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, Sep 16 - Fri, Sep 27
ORD
O'Hare Intl.
OGG
Kahului
$342 Roundtrip, found 3 days ago
$342
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 16 from O'Hare Intl. to Kahului, returning Fri, Sep 27, priced at $342 found 3 days ago
Delta
Tue, Jun 4 - Fri, Jun 14
MDW
Midway Intl.
OGG
Kahului
$652 Roundtrip, found 5 days ago
$652
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jun 4 from Midway Intl. to Kahului, returning Fri, Jun 14, priced at $652 found 5 days ago
Alaska Airlines
Mon, Jun 3 - Sun, Jun 9
ORD
O'Hare Intl.
LNY
Lanai
$687 Roundtrip, found 4 days ago
$687
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Mon, Jun 3 from O'Hare Intl. to Lanai, returning Sun, Jun 9, priced at $687 found 4 days 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
per person
Jul 20 - Jul 24
found 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Kahului (OGG)
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 24
found 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 24
found 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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 20 - Jul 24
found 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
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