Best Flight From O'Hare Intl. To OGG

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Amazing ORD to OGG Flight Deals

The cheapest flights to Kahului were $553 for round trip flights and $338 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 22 - Tue, May 26
ORD
Chicago
OGG
Maui
$553 Roundtrip, found 6 days ago
$553
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Fri, May 22 from Chicago to Maui, returning Tue, May 26, priced at $553 found 6 days ago
Fri, May 22 - Tue, May 26
ORD
Chicago
OGG
Maui
$558 Roundtrip, found 6 days ago
$558
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Fri, May 22 from Chicago to Maui, returning Tue, May 26, priced at $558 found 6 days ago
Fri, May 22 - Tue, May 26
ORD
Chicago
OGG
Maui
$590 Roundtrip, found 6 days ago
$590
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Fri, May 22 from Chicago to Maui, returning Tue, May 26, priced at $590 found 6 days ago
Fri, Aug 28 - Wed, Sep 2
ORD
Chicago
OGG
Maui
$595 Roundtrip, just found
$595
Roundtrip
just found
Select Bargain Flight flight, departing Fri, Aug 28 from Chicago to Maui, returning Wed, Sep 2, priced at $595 just found
Fri, May 22 - Tue, May 26
ORD
Chicago
OGG
Maui
$604 Roundtrip, found 6 days ago
$604
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Fri, May 22 from Chicago to Maui, returning Tue, May 26, priced at $604 found 6 days ago
Fri, Aug 28 - Wed, Sep 2
ORD
Chicago
OGG
Maui
$614 Roundtrip, just found
$614
Roundtrip
just found
Select American Airlines flight, departing Fri, Aug 28 from Chicago to Maui, returning Wed, Sep 2, priced at $614 just found

Hotels near Kahului Airport (OGG)

Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
$228 nightly
The price is $271 total per night from May 2 to May 3
$271 total
May 2 - May 3
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! (1,368 reviews)
Very friendly staff. Its a smaller hotel, not like a big resort so the atmosphere felt more relaxed. The restaurant at the hotel had very delicious food.

Reviewed on Apr 25, 2026

Opens in a new windowMaui Seaside Hotel
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
$216 nightly
The price is $257 total per night from May 13 to May 14
$257 total
May 13 - May 14
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! (1,225 reviews)
Ocean was only visible at an angle, Ice machine remained broken for the whole week, Breakfast was great but not included in the hotel stay, pool was good, staff was nice, would stay here again for future vacations

Reviewed on Apr 23, 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
$339 nightly
The price is $402 total per night from May 2 to May 3
$402 total
May 2 - May 3
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.
9.2/10 Wonderful! (1,000 reviews)
The food and service at their restaurant was great!

Reviewed on Apr 6, 2026

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
$369 nightly
The price is $438 total per night from May 3 to May 4
$438 total
May 3 - May 4
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.
9.2/10 Wonderful! (225 reviews)
On site bar/cafe. Excellent view from room facing ocean. Good looking staff (hot)

Reviewed on Apr 25, 2026

Opens in a new windowHampton Inn & Suites Maui North Shore
Yonegan Central Maui Getaways

Yonegan Central Maui Getaways

2 out of 5
197 North Market Street Wailuku HI
$169 nightly
The price is $187 total per night from Apr 27 to Apr 28
$187 total
Apr 27 - Apr 28
Total with taxes and fees
Stay at this hotel in Wailuku. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Iao Theater and Bailey House Museum are located nearby.
8.2/10 Very Good! (84 reviews)
Nice spot.

Reviewed on Apr 13, 2026

Opens in a new windowYonegan Central Maui Getaways
Howzit Hostels

Howzit Hostels

1 out of 5
2080 W Vineyard St Wailuku HI
$165 nightly
The price is $195 total per night from Apr 28 to Apr 29
$195 total
Apr 28 - Apr 29
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! (418 reviews)
Not my first hostel stay but this is the first one that didn’t have privacy screens for the bunks. Staff was great though.

Reviewed on Apr 24, 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 Apr 28 to Apr 29
$220 total
Apr 28 - Apr 29
Total with taxes and fees
Book a stay at this spa 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.
8.8/10 Excellent! (106 reviews)
Everything was great!! Kitchen, hot tub, snacks, and amenities were so clean and the owners were some of the nicest people I’ve met!! Will be coming back here again and staying for SURE!! Plus it’s centrally located, so pretty much everything is 30 mins away instead of super long drives!

Reviewed on Apr 21, 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
$281 nightly
The price is $334 total per night from May 11 to May 12
$334 total
May 11 - May 12
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! (2,576 reviews)
Nice area. The rooms are nice.

Reviewed on Apr 24, 2026

Opens in a new windowMaui Coast Hotel
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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.

Top Picks

*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.