CHI - HNL

$228 Find Cheap Flights from Chicago to Honolulu

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Honolulu departing on 9/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Honolulu

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Honolulu, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Honolulu, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Chicago to Honolulu (CHI-HNL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Honolulu 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 Chicago to Honolulu

Mon, Oct 6 - Wed, Oct 8
 Logo
8:20 am - 3:45 pmORD-HNL
12h 25m1 stop
 Logo
7:55 am - 11:59 pmHNL-ORD
11h 04m1 stop
Wed, Dec 3 - Sun, Dec 7
Hawaiian Airlines Logo
7:00 am - 2:55 pmORD-HNL
11h 55m1 stop
Hawaiian Airlines Logo
8:00 am - 11:10 pmHNL-ORD
11h 10m1 stop
$459Hawaiian Airlines
Find Deal
Wed, Sep 3 - Thu, Sep 4
Alaska Airlines Logo
1:01 pm - 10:03 pmORD-HNL
14h 02m1 stop
Alaska Airlines Logo
7:50 am - 5:00 amHNL-ORD
16h 10m1 stop
$460Alaska Airlines
Find Deal
Mon, Jan 12 - Sat, Jan 24
Alaska Airlines Logo
2:59 pm - 12:35 pmORD-HNL
25h 36m1 stop
Alaska Airlines Logo
12:20 pm - 1:59 pmHNL-ORD
21h 39m1 stop
$464Alaska Airlines
Find Deal
Thu, Sep 4 - Wed, Sep 10
Southwest Logo
7:55 am - 4:05 pmMDW-HNL
13h 10m1 stop
Southwest Logo
9:00 pm - 2:30 pmHNL-MDW
12h 30m1 stop
$465Southwest
Find Deal
Sun, Aug 17 - Tue, Sep 2
American Airlines Logo
6:00 am - 2:11 pmORD-HNL
13h 11m1 stop
American Airlines Logo
10:00 pm - 4:47 pmHNL-ORD
13h 47m1 stop
$466American Airlines
Find Deal
Mon, Aug 18 - Tue, Aug 26
American Airlines Logo
3:12 pm - 9:34 pmORD-HNL
11h 22m1 stop
American Airlines Logo
11:04 pm - 2:17 pmHNL-ORD
10h 13m1 stop
$467American Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
Delta Logo
6:00 am - 5:29 pmORD-HNL
15h 29m2 stops
Delta Logo
4:43 pm - 7:26 amHNL-ORD
10h 43m1 stop
$470Delta
Find Deal
Wed, Aug 27 - Wed, Sep 3
Delta Logo
7:45 am - 7:05 pmORD-HNL
16h 20m2 stops
Delta Logo
3:25 pm - 9:55 amHNL-ORD
13h 30m1 stop
$471Delta
Find Deal
Thu, Aug 21 - Wed, Aug 27
Southwest Logo
7:40 am - 9:00 pmMDW-HNL
18h 20m1 stop
Southwest Logo
8:10 am - 5:10 amHNL-MDW
16h 00m1 stop
$479Southwest
Find Deal
Expert advice

Expert advice for your flight from Chicago to Honolulu

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
ORD

For a quicker commute to downtown Chicago, take the CTA Blue Line train from ORD, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
HNL

Use shared shuttles from HNL for economical transport to hotels, reservable in advance or at arrivals.

Read more about HNLby Ramsey Qubein
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on HNL

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Booking Insights

KAYAK's insights & trends for Chicago to Honolulu flights

Get data-powered insights and trends into flights from Chicago to Honolulu to help you find the cheapest flights, the best time to fly and much more.

Find cheap flights to Honolulu
Find cheap flights to Honolulu

Planning a trip from Chicago to Honolulu? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

What is the cheapest Chicago to Honolulu flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Honolulu.

Our data shows that the cheapest route for a return flight from Chicago to Honolulu cost $651 and was between Chicago O'Hare Intl Airport (ORD) and Honolulu (HNL). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $651.

What’s the cheapest day of the week to fly from Chicago to Honolulu?

The average price of all round-trip flights from Chicago to Honolulu clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Honolulu, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Saturdays.

What is the cheapest month to fly from Chicago to Honolulu?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Honolulu, 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 to Honolulu is February, where tickets cost $617 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,062 and $922 respectively.

How far in advance should I book a flight from Chicago to Honolulu?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Honolulu, 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 to Honolulu, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonSeptember
High seasonMarch
Cheapest flight$228
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago O'Hare Airport to Honolulu

When to book flights from Chicago to Honolulu

Are your dates flexible? Find out the best times to travel from Chicago to Honolulu based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Honolulu

  • What are the most common layovers between Chicago and Honolulu?

    The popular layover destinations between Chicago and Honolulu include San Francisco, Los Angeles, and Las Vegas. Airlines that serve this route have different layovers which means your layover will be determined by the airline you choose to travel with. If you choose to travel with Southwest, your layover will be in Las Vegas, while if you travel with United, your layover will be in San Francisco or Los Angeles.

  • Does ORD have a prayer room?

    If you’d like to pray while waiting for your flight to Honolulu at ORD, you are welcome to seek a quiet moment in the O’Hare International Airport Interfaith Chapel. Open to all passengers, regardless of their religion, this prayer and meditation room is found on the Mezzanine Level of Terminal 2.

  • Where can I get assistance at MDW?

    If you need assistance at MDW, head to the main entrance of the airport’s main terminal. Here, you’ll find an information desk manned by knowledgeable staff.

  • Where can I withdraw money at HNL?

    If you want to withdraw cash in HNL, there are many ATMs both before and after security in Terminals 1 and 2. If you have foreign currency notes that you’d like to exchange, you can do so at the Central Lobby Business Center in Terminal 2.

  • What is the cheapest flight from Chicago to Honolulu?

    In the last 3 days, the lowest price for a flight from Chicago to Honolulu was $228 for a one-way ticket and $449 for a round-trip.

  • Do I need a passport to fly between Chicago and Honolulu?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Honolulu?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Honolulu is the only airport in Honolulu. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Honolulu?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Honolulu flight route.

  • Which aircraft models fly most regularly from Chicago to Honolulu?

    The Boeing 787-10 Dreamliner is the aircraft model that flies most regularly on the Chicago to Honolulu flight route.

  • Which airline alliances offer flights from Chicago to Honolulu?

    Star Alliance is the only airline alliance operating flights between Chicago and Honolulu.

  • On which days can I fly direct from Chicago to Honolulu?

    There are nonstop flights from Chicago to Honolulu on a daily basis.

  • Which is the best airline for flights from Chicago to Honolulu, Alaska Airlines or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to Honolulu are Alaska Airlines and Southwest. With an average price for the route of $655 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $732 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago to Honolulu?

    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 to Honolulu.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Honolulu from Chicago 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 to Honolulu?

    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 to Honolulu with an airline and back to Chicago with another airline.

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

    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 to Honolulu from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Honolulu

  • Looking for a cheap flight? 25% of our users found flights on this route for $520 or less one-way and $894 or less round-trip.
  • There are flights to Honolulu from both Chicago Midway International Airport (MDW) and Chicago O’Hare International Airport (ORD). MDW is easier to get to from downtown Chicago than ORD, so this might be important to consider when booking. Additionally, it tends to be a less crowded airport than ORD, making it easier to navigate. If you’d like to fly to Honolulu from Chicago, it’s in your best interest to book a flight that departs from MDW.
  • If you choose to fly to Honolulu from ORD, you should plan to get to this airport at least 2h before your flight is scheduled to take off. Reaching the airport this early on the day you’re supposed to travel will give you ample time to go through the airport’s tedious security checks.
  • You can privately breastfeed your baby at either MDW or ORD, as both airports offer baby nursing rooms. At MDW, the single nursing room at the airport is located in Concourse C next to the yoga room. At ORD, there are nursing rooms located near gate B10 in Terminal 1, in the walkway between gates E5 and F9, near the yoga room in Terminal 3, and near gate M14 in Terminal 5.
  • Your flight to Honolulu will arrive to Daniel K. Inouye International Airport (HNL). While at this airport, you can check out various art installations spread throughout its terminals. You can also relax at the airport’s beautifully landscaped Chinese, Japanese, and Hawaiian gardens.
  • To travel from HNL to your preferred destination in Honolulu, you can take a taxi, a bus, or a Roberts Hawaii Speed Shuttle. If you’d like to travel to your destination quickly, you should consider a taxi. If affordability is an important factor, you should take one of the public buses. In case you’d like to balance speed and cost, try the Roberts Hawaii Speed Shuttle.

Prefer to fly direct from Chicago to Honolulu?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Honolulu.
Find which airlines fly direct from Chicago to Honolulu Airport, which days they fly and book direct flights.

Direct departures

Chicago to Honolulu

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Honolulu to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Reviews of the top 5 airlines serving from Chicago to Honolulu

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Honolulu. 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 Chicago to Honolulu? 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 10000 reviews
8.1Boarding
7.1Entertainment
7.1Food
8.5Crew
7.8Comfort
Airline reviews

10 hour delay. Fuel spill. Crew had to drive to Indianapolis to a get a plane. The longest day of travel ever. Poor service.Little to no communication.

2.0 MediocreMichael, Jul 2025ORD - SEA
Read more Alaska Airlines reviews

10 hour delay. Fuel spill. Crew had to drive to Indianapolis to a get a plane. The longest day of travel ever. Poor service.Little to no communication.

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Very bad, terrible food and late by 2 hours. Then no to open aircraft doors

Flying on Hawaiian Airlines was good. But, getting a boarding pass was a hassle. I booked what I thought was an Alaska Airlines flight that was actually a Hawaiian Airlines flight. I couldn't check in online. I had to wait for the Hawaiian Airlines counter to open so I could get my boarding pass which was a requirement for me to get in The Club or the Centurion Lounge. (I had no check in luggage so I didn't expect to have to physically check in.) The Alaska Airlines staff blamed the FAA for the problem.

Flight was delayed 5 hours. Missed connecting flight. Very little apology or attempt to make anything better. Got a $150 credit for next flight. There won’t be another flight. First time on Alaska - last time. Keep your credit. Should have done something more

So much better coming back to Seattle than my trip TO Chicago. This crew actually communicated with the passengers!! Rebecca, one of the crew, stopped and visited with me about sign language. She should get a bonus of some kind!! She's a very neat gal!! It was still warm inside the plane, but it was packed! I still think you could do better than those teeny tiny pretzels! These were spicy and tasted terrible! All in all, still a better ride coming home. Go Seahawks!!

Arrival delay waiting for another flight to be towed and deboarded

Our big luggage never made it to Boston. Very crucial to get it ASAP as heart medication is in there.

Wish I got An email stating that I needed to check in at hawaiian even if I made my ticket thru alaska. I had to walk to terminal A from Terminal B.

Waited for an hour to take off with no reason for delay.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

The design of the light switch on the arm rest is ridiculous.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Angela was the best fa ever. She made that 8 hour flight a breeze

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

Everything you need to know for your flight from Chicago to Honolulu

Information on your arrival and departure airports

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