$146 Find Cheap Flights from Chicago O'Hare Airport to Hawaii

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Hawaii departing on 4/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hawaii.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hawaii.
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Cheap Flights from O'Hare Intl to Hawaii

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Honolulu
Honolulu1 stop$391
Kahului
Kahului1 stop$455
Kailua-Kona
Kailua-Kona1 stop$454
Lihue
Lihue2 stops$348
Hilo
Hilo2 stops$520
Kapalua
Kapalua3 stops$1,069
Hana
Hana2 stops$1,321
Waimea (Big Island)
Waimea (Big Island)2 stops$1,020
Honolulu
Honolulu1 stop$391
Kahului
Kahului1 stop$455
Kailua-Kona
Kailua-Kona1 stop$454
Lihue
Lihue2 stops$348
Hilo
Hilo2 stops$520
Kapalua
Kapalua3 stops$1,069
Hana
Hana2 stops$1,321
Waimea (Big Island)
Waimea (Big Island)2 stops$1,020

Book Cheap O'Hare Intl to Hawaii Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Hawaii that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Hawaii

Tue, Apr 14 - Mon, Apr 20
Multiple Airlines Logo
7:21 pm - 12:52 pm
ORD
-
LIH
22h 31m
2 stops
Multiple Airlines Logo
2:07 pm - 5:50 am
LIH
-
ORD
34h 43m
1 stop
$348Multiple Airlines
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
7:21 pm - 6:17 am
ORD
-
LIH
39h 56m
2 stops
Multiple Airlines Logo
2:07 pm - 5:50 am
LIH
-
ORD
34h 43m
1 stop
$351Multiple Airlines
Tue, Apr 14 - Tue, Apr 21
United Airlines Logo
9:30 am - 1:42 pm
ORD
-
HNL
9h 12mnonstop
United Airlines Logo
7:00 am - 11:29 pm
HNL
-
ORD
11h 29m
1 stop
$400United Airlines
Tue, Mar 24 - Mon, Mar 30
Delta Logo
7:25 am - 6:38 pm
ORD
-
KOA
16h 13m
1 stop
Delta Logo
10:15 pm - 6:05 pm
KOA
-
ORD
14h 50m
2 stops
$454Delta
Wed, Apr 29 - Sun, May 3
American Airlines Logo
1:36 pm - 7:56 pm
ORD
-
OGG
11h 20m
1 stop
American Airlines Logo
9:45 pm - 2:16 pm
OGG
-
ORD
11h 31m
1 stop
$455American Airlines
Tue, Mar 24 - Mon, Mar 30
Delta Logo
7:20 am - 5:47 pm
ORD
-
KOA
15h 27m
2 stops
Delta Logo
10:15 pm - 6:05 pm
KOA
-
ORD
14h 50m
2 stops
$459Delta
Wed, Apr 29 - Sun, May 3
American Airlines Logo
10:41 am - 7:56 pm
ORD
-
OGG
14h 15m
2 stops
American Airlines Logo
9:45 pm - 2:16 pm
OGG
-
ORD
11h 31m
1 stop
$461American Airlines
Mon, Apr 6 - Tue, Apr 14
Alaska Airlines Logo
4:10 pm - 10:02 pm
ORD
-
OGG
34h 52m
1 stop
Alaska Airlines Logo
11:02 pm - 2:21 pm
OGG
-
ORD
10h 19m
1 stop
$468Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
4:10 pm - 2:59 pm
ORD
-
KOA
27h 49m
1 stop
Alaska Airlines Logo
1:16 pm - 11:43 pm
KOA
-
ORD
29h 27m
1 stop
$468Alaska Airlines
Thu, Apr 30 - Mon, May 4
United Airlines Logo
1:43 pm - 7:08 am
ORD
-
ITO
22h 25m
2 stops
United Airlines Logo
10:56 am - 2:23 pm
ITO
-
ORD
22h 27m
2 stops
$577United Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Hawaii flights

Get data-powered insights and trends into flights from O'Hare Intl to Hawaii to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Hawaii flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Hawaii from Chicago O'Hare Intl Airport found in the last 72 hours was to Honolulu, at $407 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Honolulu (HNL), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $407.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Hawaii?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Hawaii, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Hawaii is January, when tickets cost $651 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $933 and $929 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Hawaii?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Hawaii clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago O'Hare Airport to Hawaii, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Hawaii, Wednesday is the cheapest day to fly and Friday is the most expensive.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Hawaii?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Hawaii, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Hawaii, you should book around 3 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$146
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Chicago O'Hare Airport to Kahului

FAQs - booking Hawaii flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Hawaii?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Hawaii.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Hawaii?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Hawaii?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago O'Hare Airport to Hawaii with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Hawaii?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago O'Hare Airport to Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Hawaii?

    The cheapest time of day to fly to Hawaii is generally in the morning, when round-trip flights cost $961 on average. The most expensive time of day to fly to Hawaii is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,281.

Reviews of the top 5 airlines serving from O'Hare Intl to Hawaii

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Hawaii. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Hawaii? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 11918 reviews
8.5Crew
7.0Entertainment
8.1Boarding
7.8Comfort
7.1Food
Airline reviews

Kayak wouldn’t refund me for a flight I was trying to cancel through Kayak. Alaska airlines said I had to cancel through Kayak. I called the customer service line and they couldn’t refund the flight that I booked through Kayak either. You stole my money. You will be hearing from my lawyer.

2.0 MediocreIan, Feb 2026
ANC - HNL
Read more Alaska Airlines reviews

Kayak wouldn’t refund me for a flight I was trying to cancel through Kayak. Alaska airlines said I had to cancel through Kayak. I called the customer service line and they couldn’t refund the flight that I booked through Kayak either. You stole my money. You will be hearing from my lawyer.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

I really hate the seat assignment at the gate. I understand it is so families can sit together but it caused me and others a lot of unnecessary stress and confusion, enough for me to not fly Alaska again. The app is so awful that it did not even update my seat assignment on the boarding pass but sent me a notification of my seat... it showed in Apple Wallet but not in the Alaska app itself. That only made the stress worse. I think most people like myself prefer to know where they are seated at check in 24 hours before so they don't have to anxiously hang out at the gate the entire time. This is not a good use of your agents time either to be dealing with all of us asking where we are sitting. You should automatically assign the multiple seat purchases to be together before they check in and fill us solo travelers in those gaps as we check in.

Great. Went right to the desk and the people were helpful and kind. I was able to get my boarding pass in under 5minutes. They made sure I received the text.

I behave had better flights this one was old and poor

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

Good. Flight was good. Crew was good. Wish they offered coffee refills. Wish I didn’t have to pay for headphones. Otherwise good for a commercial flight.

Flight crew issues delayed my flight by 2 1/2 hours. Causing me to miss my connection.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Never got on it. Was re-routed through Detroit and am still in airports 12 hours later waiting for my connecting plane to arrive.

Delta has too many delays now days. It is 1:06 am now. I was supposed to land in Norfolk at 10:30 pm. I got re-booked through Detroit and I’m still in Detroit. I hope to be landed in Norfolk by 3am. I’ve been in airports for 12 hours as of right now. There is a weather delay now but most delays lately have been maintenance.

Very Very late. Subsequent flights left an hour before ours

This is my worse experience with Delta. My colleagues and I were traveling to ICT for work. Usually we connect in Dallas, but this year we decided to book with Delta and connect in Atlanta. We were excited to fly with Delta because we hear great things and Delta is one of my top choices when choosing an airline for travel. On the connecting flights to and from Wichita/Atlanta - it felt hot and uncomfortable on the plane. The plane to ICT was smaller and older and did not have any wi-fi or entertainment. The most terrible experience was at boarding in Atlanta both times traveling to Wichita and then back to Tampa. First on our flight from ATL to ICT - the attendant scanning our boarding pass made us go back to the line when we went up to scan our passes to wait. After a few minutes, she allowed us to come back up to scan but then she asked what boarding zone we were. We told her zone 5, and since we were standing on the wrong side of the small rope partition, she made us go back to stand on the right side. There was another gentleman that came up to board and scan his pass, and she mentioned he was also on the wrong side but she let him go through. Our group had to walk back and forth for no reason, causing an unnecessary delay to board the plane. We have never experienced anything like this, especially when the boarding area was completely empty and everyone already boarded since boarding was earlier than the original boarding time. On our flight from ATL to TPA, the attendants scanning our boarding passes had us scan our passes twice, not explaining to us what was going on. They automatically started tagging our carry on bags and did not explain to us or tell us what was going on and why this was happening. Obviously we knew our bags were being forced to check in but with no reason. There was no announcement or mention and I have never had anyone force me to check in my bag before boarding the plane. We assumed the overhead bins were full but when we boarded the plane, there was a lot of empty bins and a lot of spaces to put our bags. We all were disappointed and frustrated with Delta and will be hesitant to fly Delta again or anytime soon.

Boarding and crew were fantastic, but I paid for a window seat with no window. Seat 11D on a CRJ-900 apparently does not have a window. Lesson learned.

Terrible. Four hour delay because Delta could not find crew to man the aircraft. Terrible communication. Terrible insight into the delays. One of the worst flight experiences I’ve had.

The landing was the worst I’ve experienced with a flight.

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I always love flying Hawaii and I have nothing to add

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

comfortable but the food is horrible. I have flown Hawaiian several times now and no matter what they say the food is its the same squashed bread with melted goop inside. Tastes fake and isnt what they represent, its quite nasty. What happend to real food? And there is NO entertainment!! so not sure why they are asking for a review on that.

I was very, very cold and a stranger loaned me her sweater next to me. I didn’t wanna buy a blanket just for a four hour trip when I did not need the pillow or the earphones. I don’t mind purchasing a blanket, but I only needed that not all of it accessories. Cold air pretty much blew the entire trip. Two people in front of me both bought the blanket packages. Maybe that’s the idea. The crew was exceptionally nice and passed through multiple times.. the restrooms were very clean and usually accessible.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Everything you need to know for your flight from O'Hare Intl to Hawaii

Information on your arrival and departure airports