Best Flight From O'Hare Intl. To OGG

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Amazing ORD to OGG Flight Deals

The cheapest flights to Kahului were $554 for round trip flights and $265 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Dec 6 - Wed, Dec 9
ORD
Chicago
OGG
Maui
$554 Roundtrip, found 2 days ago
$554
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sun, Dec 6 from Chicago to Maui, returning Wed, Dec 9, priced at $554 found 2 days ago
Sun, Dec 6 - Wed, Dec 9
ORD
Chicago
OGG
Maui
$559 Roundtrip, found 2 days ago
$559
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sun, Dec 6 from Chicago to Maui, returning Wed, Dec 9, priced at $559 found 2 days ago
Thu, Jan 14 - Mon, Jan 18
ORD
Chicago
OGG
Maui
$567 Roundtrip, found 2 days ago
$567
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Jan 14 from Chicago to Maui, returning Mon, Jan 18, priced at $567 found 2 days ago
Sun, Dec 6 - Wed, Dec 9
ORD
Chicago
OGG
Maui
$571 Roundtrip, found 2 days ago
$571
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sun, Dec 6 from Chicago to Maui, returning Wed, Dec 9, priced at $571 found 2 days ago
Sun, Dec 6 - Wed, Dec 9
ORD
Chicago
OGG
Maui
$572 Roundtrip, found 2 days ago
$572
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sun, Dec 6 from Chicago to Maui, returning Wed, Dec 9, priced at $572 found 2 days ago
Tue, Dec 8 - Mon, Dec 14
ORD
Chicago
OGG
Maui
$580 Roundtrip, found 3 days ago
$580
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Dec 8 from Chicago to Maui, returning Mon, Dec 14, priced at $580 found 3 days ago

Hotels near Kahului Airport (OGG)

Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
$206 nightly
The price is $244 total per night from Nov 25 to Nov 26
$244 total
Nov 25 - Nov 26
Total with taxes and fees
Book a stay at this beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Ho'aloha Park and Regal Maui Mall are located nearby.
8.8/10 Excellent! (1,674 reviews)
"We stayed here for one night before leaving Maui. I would not stay here for an extended time but it was OK for one night. Area is sketchy at best but very close to the airport and staff is friendly. Room was clean and updated."

Reviewed on Oct 26, 2026

Opens in a new windowMaui Seaside Hotel
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
$212 nightly
The price is $251 total per night from Nov 20 to Nov 21
$251 total
Nov 20 - Nov 21
Total with taxes and fees
Book a stay at this beach hotel in Kahului. Enjoy a beach locale, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
7.4/10 Good! (1,353 reviews)
"Convenient location, friendly staff, relaxed atmosphere."

Reviewed on Oct 26, 2026

Opens in a new windowMaui Beach Hotel
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

4 out of 5
532 Keolani Place Kahului HI
$359 nightly
The price is $426 total per night from Nov 1 to Nov 2
$426 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Kahului. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kanaha Beach Park and Regal Maui Mall are located nearby.
Opens in a new windowCourtyard Maui Kahului Airport
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Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
130 West Kaahumanu Avenue Kahului HI
$347 nightly
The price is $412 total per night from Nov 1 to Nov 2
$412 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Opens in a new windowHampton Inn & Suites Maui North Shore
Howzit Hostels

Howzit Hostels

1 out of 5
2080 W Vineyard St Wailuku HI
$145 nightly
The price is $172 total per night from Oct 27 to Oct 28
$172 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this hostel in Wailuku. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Iao Theater and Bailey House Museum are located nearby.
9/10 Wonderful! (458 reviews)
"Its good. They plan activities everyday. So even without an itinerary, you can roam around in Maui."

Reviewed on Oct 16, 2026

Opens in a new windowHowzit Hostels
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
$185 nightly
The price is $220 total per night from Oct 27 to Oct 28
$220 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual Arts Center are located nearby.
8.4/10 Very Good! (164 reviews)
"This property was easy to find, centrally located and suited our needs. We extended our Maui trip, on short notice, by one day and this was an economical way to do one more overnight. The property is fine, with several amenities we did not make use of. The shared spaces were clean and well maintained. ..."

Reviewed on Oct 22, 2026

Opens in a new windowGods Peace Of Maui
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
$254 nightly
The price is $302 total per night from Oct 27 to Oct 28
$302 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
9.6/10 Exceptional! (2,728 reviews)
"The front desk and bell hop (his name started with the letter “K”) was so welcoming, courteous and professional! My bell hop greeted me the same each time I checked in with the biggest, genuine “welcome home” smile! I was so impressed with the level of service after staying the first time that I ..."

Reviewed on Oct 26, 2026

Opens in a new windowMaui Coast Hotel
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
$349 nightly
The price is $414 total per night from Nov 2 to Nov 3
$414 total
Nov 2 - Nov 3
Total with taxes and fees
Book a stay at this beach hotel in Kihei. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
9.4/10 Exceptional! (417 reviews)
"Loved the pool and well manicured landscaping. Nothing was open until 08:00 am. Not even coffee or grab & go. Beach was walkable and beautiful. Nothing else was walkable!?! View of construction distracted this first-time guest from the beautiful west Maui mountains."

Reviewed on Oct 26, 2026

Opens in a new windowHilton Grand Vacations Club Maui Bay Villas
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.