Men's OluKai® Papakū 'Ili Chukka Boots

Men Men's Shoes & Sandals Men's OluKai Papakū 'Ili Chukka Boots

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<h1 style="display:none;" itemprop="name">Men's OluKai Papakū 'Ili Chukka Boots</h1>

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    <span class="bvseo-itemReviewed">Men's OluKai Papakū 'Ili Chukka Boots</span> is rated
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Choose a size (Size Chart):

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Shipping Restrictions

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Rated 5 out of 5 by Alev from Another OluKai winner! Great shoes. Love the look, texture, fit and comfort.

Date published: 2026-01-16

Rated 5 out of 5 by Eurogirl57 from Elegance in casual wear Shoes look as pictured. Very well made, true to size, comfortable. The fine suede gives it an elegant feel, the soles are non-slip, and the water-resistant quality and lining will keep your feet warm.

Date published: 2026-01-15

Rated 5 out of 5 by AngeT from Husband's New Favorite Shoe My husband usually buys a different brand of a similar style shoe every winter, but this year I decided to switch things up and got him the OluKai Chukka boots. He's absolutely in love with them. He says they don't require any breaking in like other shoes and are extremely comfortable from the start. He's already worn them in light snow and rain, and they've stayed waterproof and look perfect with no water stains. Color is a perfect blend of brown and grey and go with everything. He's now a loyal OluKai customer!

Date published: 2026-01-13

Rated 5 out of 5 by Squirrelly pants from Nice boot My second pair. True to size. Great boot for fall and winter.

Date published: 2026-01-01

Rated 5 out of 5 by Rickrickrick from Nice boots Soft leather that fits true to size. Would recommend.

Date published: 2025-12-31

Rated 5 out of 5 by Rock Chalk from Will not be the last time My first time owning a boot & WOW, very impressive

Date published: 2025-12-26

Rated 5 out of 5 by RussR from Quality product Great fit and comfortable right out of the box, very happy with this purchase.

Date published: 2025-11-29

Rated 5 out of 5 by Bartt from Olukai shoes are a very good choice! Great shoes! Perfect fit and quality. So comfortable!

Date published: 2025-11-27

Rated 4 out of 5 by Jared1 from Good looking shoe Great, comfortable shoe. I usually wear a 9.5, but I had to return it for a 9.0

Date published: 2025-11-24

Rated 5 out of 5 by BStew from Love these shoes! Liked them so much I bought a second pair, and might even buy another pair in a third color! I now own nine pair OluKai shoes, some of which I’ve had for longer than 10 years. They are always my go to! I’m so glad they came out with this style, it’s my favorite style, but I’ve always had a hard time finding a good comfortable shoe - until now!

Date published: 2025-11-19

Rated 4 out of 5 by JodyJosh from Nice shoes Fits good, could use better arch support but they were fine once I put in some inserts. They look good with my Tommy Bahama suit.

Date published: 2025-10-31

Rated 5 out of 5 by Packer Fan from Chukka perfect ! As advertised for wider fit, built for cooler wet weather. Their very comfortable, great look, and perfect for casual wear.

Date published: 2025-09-09

Rated 5 out of 5 by Uncle Jesse from Comfy! Very comfy shoe. Good quality. Good for biz casual.

Date published: 2025-06-29

Rated 5 out of 5 by CAPN 7C from Cool Retro Boots These boots are the best. I wear them exclusively when going out.

Date published: 2025-06-26

Rated 5 out of 5 by PJK1 from Comfortable and stylish Great fitting and comfortable boots. I have wide feet and these boots have plenty of room in the toes box and are very comfortable. The color is great as well.

Date published: 2025-06-15

Rated 3 out of 5 by Bryan V2 from a little disappointed First size 11 shoe in a long time that was too large.

Date published: 2025-06-15

Rated 5 out of 5 by John H2 from Very Nice Shoe Max comfort! Great fit! Looks nice with the leather accents.

Date published: 2025-06-12

Rated 4 out of 5 by Tony Le Jule from Quality footwear. Lovely stylish casual shoe but at the same time dressy. Years ago similar to these used to be known as desert boots. Recommended without hesitation.

Date published: 2025-05-31

Rated 4 out of 5 by Rick S111 from Wish they made a wide Like the shoes but I wish they made a wide size as well. I went up a half size hoping this would help and it did.

Date published: 2025-02-09

Rated 3 out of 5 by C R V from Love the look not so much with the fit I love the look at the materials of this shoe HOWEVER, the shoes run very narrow.

Date published: 2025-01-28

Rated 5 out of 5 by Delco Bert from Great Boot! Great durable shoes. They look and feel great! I'll be another pair soon.

Date published: 2025-01-17

Rated 2 out of 5 by Larry Kville from Not what I expected The show is heavier than I expected. Also the size i typically wear for a shoe or boot is 9.5M and these are much larger other mfg.

Date published: 2025-01-15

Rated 5 out of 5 by Tom Sch from Great looking boot Love the fit and look. Very comfortable and a great boot to wear in the colder weather when you are looking for a stylish footwear out in the town or to dinner.

Date published: 2025-01-13

Rated 5 out of 5 by SMauldin from Very stylish chukka This is such a good looking and comfortable Chukka. I love it for my husband. I wish this Chukka was also made for women 'with the laces'.

Date published: 2025-01-03

Rated 5 out of 5 by Dean6052 from Awesome chukka boot Love it. Very comfortable and stylish. I receive lots of compliments.

Date published: 2024-09-30

Rated 5 out of 5 by Navyman from Terrific shoes. Great shoes. Very comfortable and the fit is spot on.

Date published: 2024-09-13

Rated 5 out of 5 by bigredrocks from Awesome Shoes I own and have owned many pair of OluKai's. I find these just as comfortable as I have come to expect from OluKai. Love everything about them.

Date published: 2024-05-21

Rated 5 out of 5 by Murphy 1000 from Comfortable OluKai Papaku shoes for everyday use. Comfortable OluKai Papaku everyday or dress up shoes

Date published: 2024-04-24

Rated 5 out of 5 by Sharpe from Great look Very comfy low boots, looks good with jeans or dress pants.

Date published: 2024-01-08

Rated 3 out of 5 by Arthur Cruz from These Chukkas run big These Chukkas run big and felt very stiff. I ended up returning them to a Tommy Bahama store near me. Since they didn’t carry these chukkas I couldn’t try on a smaller pair I returned them and got credited back. I didn’t lose my Tommy Bahama gift coupon

Date published: 2023-12-25

Men's OluKai Papakū 'Ili Chukka Boots Reviews - page 3

Free Expedited Shipping on Orders $200+

FREE 3-DAY SHIPPING WITH $200 HURDLE VALID UNTIL 6:59AM PT JUNE 15, 2026. FREE 2-DAY SHIPPING WITH $200 HURDLE VALID FROM 7AM PT JUNE 15, 2026 UNTIL 6:59AM PT JUNE 17, 2026. Free Expedited Shipping offer is valid only for orders of $200 or more on eligible products, shipped within the U.S. (excluding U.S. territories). The $200 threshold must be met in a single, pre-tax transaction and after applicable discounts are applied. Purchase of Tommy Bahama furniture, packaging, shipping, handling, taxes and prior purchases do not qualify toward the $200 threshold. Orders will ship via FedEx 3-day air shipping or FedEx 2-day air shipping within the 48 contiguous states and FedEx 2-day air shipping to Alaska and Hawaii. If you choose another shipping option, additional charges will apply.

Free shipping is valid only for orders of $100-$199.99 on eligible products shipped within the U.S. (excluding U.S. territories). The $100 threshold must be met in a single, pre-tax transaction and after applicable discounts are applied. Purchase of Tommy Bahama furniture, packaging, shipping, handling, taxes and prior purchases do not qualify toward the $100 threshold. Orders will ship via FedEx Ground shipping within the 48 contiguous states and standard 2-day air shipping to Alaska and Hawaii. If you choose another shipping option, additional charges will apply.

Offers valid only at tommybahama.com. Not valid at Tommy Bahama full price stores, Tommy Bahama Outlets, Tommy Bahama Restaurants, Tommy Bahama Resorts, Tommy Bahama Home Store, or tommybahamafurniture.com. Offers do not apply to certain oversized items, certain flammable items, handling fees, out-of-stock items, previous purchases or Tommy Bahama furniture and cannot be combined with any other shipping offer. Shipping charges will be automatically taken off the invoice at the final stage of checkout. Items cannot be shipped to P.O. boxes or military APO/FPO addresses. Offer not available on all products and is subject to change without notice. Void where prohibited.

Flipside

TERMS & CONDITIONS

Earn a $50 Award for every $175 you spend in store or at tommybahama.com May 15 – June 21, 2026. Use your $50 Award during the redemption period, June 22 – July 12, 2026, toward a $100 minimum purchase at full-price retail stores, tommybahama.com, our Restaurants, and Marlin Bars.

THE OFFER

OFFER TO EARN AWARDS EXPIRES JUNE 21, 2026, ONLY WHILE SUPPLIES LAST. Awards may only be earned with purchases from U.S. Tommy Bahama full-price retail stores and tommybahama.com (U.S. shipments only, excluding U.S. territories). Awards may ship separately. Offer not valid at Tommy Bahama Resorts, Restaurants, Marlin Bars, Outlets, Home Stores, or tommybahamafurniture.com. Threshold must be met in a single, pretax transaction and after applicable discounts are applied. Purchase of gift cards, furniture, shipping, taxes, fees, donations, and prior purchases do not qualify toward the minimum purchase amount. Currency values are in U.S. Dollars. Tommy Bahama reserves the right to void an Award in the event the qualifying purchase is returned. Offer not valid for employees of Tommy Bahama. Offer void where prohibited. Offer subject to change, modification, or termination.

AWARD CARD REDEMPTION

ALL AWARDS EXPIRE JULY 12, 2026. Valid only at Tommy Bahama U.S and Canadian full-price retail stores, Tommy Bahama Restaurants and Marlin Bars (dine-in only, not during Happy Hour, not valid on alcohol, not valid at Grapefruit Basil®), and tommybahama.com (U.S and Canadian shipments only, excluding U.S. territories and Quebec). Not valid at Tommy Bahama Resorts, Outlets, Home Stores, or tommybahamafurniture.com. Valid only for a single transaction with a $100 minimum purchase. Limit one (1) Award per transaction, and in restaurants per table. Purchase of gift cards, furniture, shipping, taxes, fees, donations, gratuity, and prior purchases do not qualify toward the $100 threshold. Not valid toward purchases of gift cards, furniture, shipping, taxes, fees, donations, gratuity, and prior purchases. Must be presented at time of purchase and may not be combined with any other promotion or discount. Currency values are in U.S. Dollars. When used in Canada, the transaction total is converted from local currency to U.S. Dollars, at prevailing OANDA published exchange rates, and deducted from the card’s balance. Void if altered or transferred for value. Awards are intended as a free promotion from the merchant to the individual and are not redeemable for cash. Merchandise purchased in connection with Awards may not be returned for a cash refund unless prohibited by law. Tommy Bahama reserves the right to void an Award in the event the qualifying purchase is returned. Not replaceable if lost, stolen, or destroyed. May not be used by employees of Tommy Bahama. For questions, please call Guest Services at 866.986.8282. Use constitutes acceptance of these terms and conditions. Offer void where prohibited.

Flipside

TERMS & CONDITIONS

Earn a CAD $65 Award for every CAD $225 you spend in store or at tommybahama.com May 15 – June 21, 2026. Use your CAD $65 Award during the redemption period, June 22 – July 12, 2026, toward a CAD $130 minimum purchase at full-price retail stores and tommybahama.com.

THE OFFER

OFFER TO EARN AWARDS EXPIRES JUNE 21, 2026, ONLY WHILE SUPPLIES LAST. Awards may only be earned with purchases from Canadian Tommy Bahama full-price retail stores and tommybahama.com (Canadian shipments only, excluding Quebec). Awards may ship separately. Offer not valid at Tommy Bahama Resorts, Restaurants, Marlin Bars, Outlets, Home Stores, or tommybahamafurniture.com. Threshold must be met in a single, pretax transaction and after applicable discounts are applied. Purchase of gift cards, furniture, shipping, donations, taxes, fees, and prior purchases do not qualify toward the minimum purchase amount. Currency values are in Canadian Dollars. Tommy Bahama reserves the right to void an Award in the event the qualifying purchase is returned. Offer not valid for employees of Tommy Bahama. Offer void where prohibited. Offer subject to change, modification, or termination.

AWARD CARD REDEMPTION

ALL AWARDS EXPIRE JULY 12, 2026. Valid only at Tommy Bahama Canadian and U.S. full-price retail stores, Tommy Bahama Restaurants and Marlin Bars (dine-in only, not during Happy Hour, not valid on alcohol, not valid at Grapefruit Basil®), and tommybahama.com (Canadian and U.S. shipments only, excluding Quebec and U.S. territories). Not valid at Tommy Bahama Resorts, Outlets, Home Stores, or tommybahamafurniture.com. Valid only for a single transaction with a CAD $130 minimum purchase. Limit one (1) Award per transaction, and in restaurants per table. Purchase of gift cards, furniture, shipping, taxes, fees, donations, gratuity, and prior purchases do not qualify toward the CAD $130 threshold. Not valid toward purchases of gift cards, furniture, shipping, taxes, fees, donations, gratuity, and prior purchases. Must be presented at time of purchase and may not be combined with any other promotion or discount. Currency values are in Canadian Dollars. When used in the U.S., the transaction total is converted from local currency to Canadian Dollars, at prevailing OANDA published exchange rates, and deducted from the card’s balance. Void if altered or transferred for value. Awards are intended as a free promotion from the merchant to the individual and are not redeemable for cash. Merchandise purchased in connection with an Award may not be returned for a cash refund unless prohibited by law. Tommy Bahama reserves the right to void Awards in the event the qualifying purchase is returned. Not replaceable if lost, stolen, or destroyed. May not be used by employees of Tommy Bahama. For questions, please call Guest Services at 866.986.8282. Use constitutes acceptance of these terms and conditions. Offer void where prohibited.

Early Holiday Booking Promotion

Book your holiday party with us before November 15 and get a $50 award for every $250 you spend on it.

THE OFFER

OFFER TO RECEIVE AWARDS EXPIRES NOVEMBER 15, 2025. AWARDS CANNOT BE USED AS PAYMENT TOWARD THE EVENT FOR WHICH THEY WERE EARNED. AWARDS MAY ONLY BE REDEEMED JANUARY 1–31, 2026 AT TOMMY BAHAMA RESTAURANTS AND MARLIN BARS. $500 Food and Beverage minimum applies. To take advantage of this offer, your contracted event must occur between November 15, 2025 and January 15, 2026 (excluding December 31, 2025). A signed contract must be received by Tommy Bahama no later than 11:59 pm PST on November 15, 2025. The number of Awards earned will be based on actual food and beverage charges only after any applicable discounts are applied; additional charges such as rentals, floral, valet, tax or gratuity are excluded. Awards will be issued approximately 72 hours after the event. This offer cannot be combined with any other offer. Tommy Bahama reserves the right to change or revoke this offer at any time and to void Awards in the event the contracted event is cancelled. Additional restrictions apply, see “Redemption of Awards” below. Offer void where prohibited.

AWARD CARD REDEMPTION

EOFFER TO REDEEM AWARDS EXPIRES JANUARY 31, 2026. AWARDS CANNOT BE USED AS PAYMENT TOWARD THE EVENT FOR WHICH THEY WERE EARNED. AWARDS MAY ONLY BE REDEEMED JANUARY 1–31, 2026 AT TOMMY BAHAMA RESTAURANTS AND MARLIN BARS (DINE IN ONLY, EXCLUDES HAPPY HOUR AND ALCOHOL). Not valid at Grapefruit Basil®, Tommy Bahama full-price retail stores, Outlets or Resorts, tommybahama.com, tommybahamafurniture.com or the Tommy Bahama Home Store. Maximum of one Award can be redeemed in a single transaction. Awards not valid toward purchases of gift cards, gift services, alcohol, shipping, handling, taxes, gratuity, and prior purchases. Awards must be presented at time of purchase and may not be combined with any other promotion or discount. Void if altered or transferred for value. Awards not redeemable for cash. Awards are not replaceable if lost, stolen, or destroyed. May not be used by employees of Tommy Bahama. For questions, please call Guest Services at (866) 986-8282. Use constitutes acceptance of these terms and conditions. Awards are void where prohibited.

Men's OluKai® Papakū 'Ili Chukka Boots

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Men's OluKai® Papakū 'Ili Chukka Boots

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